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To be selected for membership in Historic Hotels of America, a hotel must be at least 50 years old; has been designated by the U.S. Secretary of the Interior as a National Historic Landmark or has been listed in or is eligible for listing in the National Register of Historic Places; and recognized as having historic significance. Visit HistoricHotels.org to learn more and sign up to receive Discover & Explore to stay up to date on news and specials from Historic Hotels of America.
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Woolverton Inn (1792)
Stockton, New Jersey
Nestled in the farmlands of Stockton, New Jersey, sits the charming and historic Woolverton Inn. This intimate retreat rests high above the Delaware River and is situated on 300 acres of rolling farmland and surrounded by forests. Established in 1792, the inn is a romantic escape into the pastoral countryside, allowing guests to unwind, making it a perfect place to propose. The inn recommends its Perfect Proposal package, which includes staging support from event coordinators, such as candles, flowers, and Champagne. To preserve its tranquil atmosphere, the inn can only accommodate children 12 years and older, and there are no televisions in the guestrooms. Guests can enjoy a candlelit dinner at Northridge Restaurant, located in a beautifully restored stone barn dating to the 1830s. The best places to “pop the question,” according to the inn, include the all-season veranda, by the stone bench in the fern garden near the fountain, and along the charming perimeter trail around the sheep pasture. From proposals to weddings, honeymoons, and milestone anniversaries, guests return year after year to celebrate their relationships. One couple noted in the guestbook: “We now call the Woolverton Inn our place. The entire experience takes us away each time we hide away here, and we fall deeper in love with each other.” Another guestbook entry describes: “This beautiful stay at the Woolverton reminded me of how much I love my wife and how I really am one lucky man.” Woolverton Inn was inducted into Historic Hotels of America in 2023 and dates to 1792.

The Inn at Leola Village, Est. 1867 (1867)
Leola, Pennsylvania
In the heart of Lancaster County, Pennsylvania, The Inn at Leola Village, Est. 1867 is a timeless escape, where romance and luxury await guests. Once an Amish tobacco farm, the inn was saved from demolition and transformed into a warm and inviting countryside getaway where couples can unwind. Inducted into Historic Hotels of America in 2001, this charming retreat offers couples the perfect blend of history and modern amenities. The most historic buildings at the inn date to 1867, and these carefully preserved cottages boast original woodwork and reflect their Amish heritage. The inn provides luxurious accommodations featuring oversized whirlpool tubs, cozy fireplaces, fine linens, and thoughtful amenities that set the stage for unforgettable moments. The full-service spa offers couples massages and personalized wellness treatments, creating a peaceful sanctuary for two Dining at Osteria Avanti, with its rustic Italian-inspired cuisine, is the perfect backdrop for an evening of intimate conversation and culinary delights. Whether guests are marking a special occasion or simply cherishing each other’s company, this romantic retreat provides the ideal setting to fall even more deeply in love.

Mohonk Mountain House (1869)
New Paltz, New York
Mohonk Mountain House, designated a National Historic Landmark by the U.S. Secretary of the Interior, is a beloved Victorian resort situated along the shore of a glacial lake among the Shawangunk Mountains in the Hudson Valley, offering guests breathtaking and unparalleled views. Mohonk Mountain House offers a range of special private experiences for couples. Romantic offerings include private horse-drawn carriage rides, private candlelit dining, private dining inside the lakeview summerhouse, private picnics, private rooftop dining, and private campfires. The resort offers guest activities throughout the year, but signature events around Valentine’s Day include romantic music, art, tasting events, games, and more. This year, the resort offers couples yoga, Valentine’s Day card making, Love Song Bingo, rom-com movie screenings, paint & sip events, and moonlight walks. For proposals, this historic resort offers tailored engagement packages to enhance the special occasion, such as a private carriage ride overlooking scenic landscapes, exclusive rooftop dining with a stunning five-state view, or a “Will You Marry Me?” banner dropped from across the lake. Whether the proposal is made by the fireplace of an intimate Victorian-inspired guestroom, or at an iconic outdoor location like Sky Top Tower, the natural beauty of Mohonk Mountain House’s surroundings enhances the occasion and makes it unforgettable. The destination is also perfect for weddings and vow renewals. One couple recently visited to renew their vows on their 20th wedding anniversary with an intimate ceremony at Sky Top Tower, complete with Champagne and music. Family owned for over 150 years, Mohonk Mountain House was inducted into Historic Hotels of America in 1991 and dates to 1869.

The Mission Inn Hotel & Spa (1876)
Riverside, California
The Mission Inn Hotel & Spa in Riverside, California, dates to 1876 and is a premier destination for romantic escapes and events. In its first few decades, the small inn developed into a stunning European-style hotel, with expansions and additions including various architectural elements, such as castle-like towers, Mediterranean Revival-style domes, flying buttresses, and sprawling arcades, as well as great works of art. Throughout its history, this historic hotel has attracted movie stars, bestselling authors, and even future presidents. Glamorous and romantic, The Mission Inn Hotel & Spa was the chosen destination for actress Bette Davis, the Reagans, the Nixons, and many others to celebrate their marriages. Richard Nixon married Patricia Nixon at The Mission Inn Hotel & Spa on June 21, 1940 in front of the fireplace in the Presidential Suite, now known as the Presidential Lounge. Just over a decade later, future President Ronald Reagan and First Lady Nancy Reagan spent part of their honeymoon at The Mission Inn Hotel & Spa. Actress Bette Davis held her wedding reception at The Mission Inn Hotel & Spa. Today, The Mission Inn Hotel & Spa is a beautiful location for a wedding or romantic getaway, offering several sumptuously appointed chapels, ballrooms, and galleries, and with options for outdoor ceremonies and receptions. For a romantic getaway, guests can book the Alhambra Suite, where the Reagans stayed on their honeymoon. Guests can take advantage of recent additions like Kelly’s Spa, and updated dining options that include a romantic dinner on the Spanish Patio. The Mission Inn Hotel & Spa was designated a National Historic Landmark by the U.S. Secretary of the Interior, and was inducted into Historic Hotels of America in 1996.

Casa Madrona Hotel and Spa (1885)
Sausalito/San Francisco, California
Perched atop a picturesque California hillside on Sausalito’s waterfront, Casa Madrona Hotel and Spa is a romantic destination that was once a palatial private home. The hotel features three unique guest experiences, allowing visitors to curate the perfect romantic stay in charming downtown Sausalito. Accommodation options include guestrooms with unparalleled scenic bay views, private balconies, and cozy fireplaces. The crown jewel of this historic hotel is its carefully preserved, 140-year-old mansion that showcases original woodwork, reflecting its Victorian heritage, while its guestrooms feature modern furnishings, creating an intimate, one-of-a-kind retreat that is perfect for couples. Whether celebrating an anniversary by the fireplace in a Victorian-inspired guestroom or planning a once-in-a-lifetime proposal on one of the outdoor terraces, the natural beauty surrounding Casa Madrona Hotel and Spa and its luxurious interior settings make these romantic moments unforgettable. This historic hotel is the perfect destination for weddings and vow renewals as well. Guests can also enjoy the hotel’s wellness spa, which features specialized massage offerings and bespoke body treatments, and indulge at Poggio, the hotel’s classic northern Italian trattoria. Casa Madrona Hotel and Spa was inducted into Historic Hotels of America in 2024 and dates to 1885.

Grand Hotel (1887)
Mackinac Island, Michigan
For 138 years, Grand Hotel on Mackinac Island has provided the charm and beauty of a variety of romantic settings for engagements, weddings, honeymoons, and even films. Famous as the backdrop for the classic time travel romance Somewhere in Time (1980), Grand Hotel offers couples romantic experiences and amenities, including horse-drawn carriage rides, picnic baskets, chocolate fudge, candlelit dinners, and sweeping views of the Straits of Mackinac. Located at the very top of the Grand Hotel, the Cupola Bar offers breathtaking panoramic views of the island, making it a perfect place to get engaged. The world-famous Front Porch, the world’s largest, is also a great engagement location. Other locations to propose include the picturesque Main Dining Room, the lush gardens for a more private setting, or at Woods Restaurant, an opulent Tudor-style mansion with Bavarian charm, that offers private candlelit dining experiences and is just a short, romantic horse-drawn carriage ride away. To capture the moment, Grand Hotel’s photography team specializes in secret proposal photoshoots. Packages like the Grand Romance package include amenities such as a fresh-cut flower arrangement, a wine basket, and Mackinac Island’s famous fudge delivered to the guestroom.? The concierge can arrange a private sunset candlelit dinner on the iconic Front Porch overlooking the Straits of Mackinac. A romantic getaway at Grand Hotel on Mackinac Island is a truly unique experience. Grand Hotel was designated a National Historic Landmark by the U.S. Secretary of the Interior and was inducted into Historic Hotels of America in 2001.

Ledges Hotel (1890)
Hawley, Pennsylvania
Located along Wallenpaupack Creek in Hawley, Pennsylvania, amid the breathtaking scenery of the Pocono Mountains, Ledges Hotel is a cherished destination, offering guests tranquility and relaxation. Ledges Hotel’s Romance by the Falls package celebrates Valentine’s Day throughout the month of February. Guests arrive to their guestroom—featuring handcrafted designs, artisan touches, and unique furnishings built from the wood of the original Bellemonte Silk Mill trusses,— to find beautiful flowers, Moka Origins chocolate, and a bottle of sparkling wine. The overnight stay also includes a dining credit to savor an intimate meal at the hotel’s restaurant, Glass, a unique –wine bar andkitchen. Guests can also add on spa services at the luxurious Vault 240, a refurbished 1920s Art Deco-style bank building on Main Avenue. The most romantic spot at this historic hotel is on the tiered decks overlooking Paupack High Falls. The Stargazer Deck in particular is popular, as the secluded location looks over the waterfall and gorge. Another outdoor space, called “the ruins,” provides an intimate setting and a secret garden atmosphere for guests, with its Bluestone walls, plants, and patio seating. The hotel staff believe—and Historic Hotels of America agrees—that “a life-long commitment made in the shadow of a historic landmark is symbolic of a relationship that will stand the test of time.” Ledges Hotel was inducted into Historic Hotels of America in 2013 and dates to 1890.

Portland Regency Hotel & Spa (1895)
Portland, Maine
Located in the heart of Portland, Maine’s historic Old Port district, the Portland Regency Hotel & Spa embodies romance, history, and coastal charm. Located in a beautifully restored building dating to 1895—once the Maine National Guard Armory—the hotel retains its rich architectural history while offering modern amenities. The 95 inviting guestrooms include accommodation options featuring fireplaces and balconies, providing guests with the perfect intimate setting. Couples can rejuvenate in the sauna or enjoy spa treatments, such as soothing couples’ massages, or enjoy a leisurely breakfast at the hotel’s Eighteen95 Restaurant. For an even more intimate experience, guests can opt for breakfast –in bed and savor a quiet morning together, complete with a preferred late check-out. The hotel’s experienced event curator is available to help guests plan unforgettable romantic moments, from intimate proposals in their suite by a crackling fire, to grand gestures in front of the hotel’s iconic lobster trap Christmas tree. Whether planning a proposal, a wedding, a vow renewal, or an anniversary celebration, Portland Regency Hotel & Spa can help guests plan their dream romantic celebration. Portland Regency Hotel & Spa was inducted into Historic Hotels of America in 1991 and dates to 1895.

The Union Station Nashville Yards (1900)
Nashville, Tennessee
From its origins as a Gilded Age train terminal, where countless couples bid farewell and were reunited, to its new life as a luxury hotel, The Union Station Nashville Yards has always been a top romantic destination in Nashville. For over a century, countless couples have been married at the terminal, and the hotel is eager to welcome guests back for their anniversaries and to help create new memories. The most romantic place to get engaged and to exchange vows at The Union Station Nashville Yards is in front of the Grand Lobby’s historic fireplace. Above the fireplace, the Grand Lobby also features an original curved stained-glass ceiling that has been a beautiful backdrop for hundreds of weddings and engagements. Romance packages for couples on their honeymoon or planning their engagement are available, offering special amenities and experiences. This includes dining on the Veranda, an enchanting setting under the glow of the city lights and the flicker of candles—an unforgettable place to declare one’s love to one another. The Union Station Nashville Yards’ culinary team is delighted to work with guests to create a proposal to remember by delivering the ring during their meal. After the engagement, the romantic honeymoon package includes a luxurious stay in one of the hotel’s premium suites, featuring romantic touches such as rose petals and candles, and a special welcome dinner at Stationairy. The Union Station Nashville Yards, built in 1900 and a member of Historic Hotels of America since 2015, was listed in the National Register of Historic Places in 1969.

Bellwether House (1876)
Savannah, Georgia
Located in historic Savannah, Georgia, Bellwether House offers a luxurious and enchanting retreat for couples. This boutique historic hotel—encompassing two adjoining Italianate-style townhomes—offers elegantly appointed guestrooms and suites that perfectly blend comfort and sophistication, surrounded by cobblestone streets and majestic oak trees. Whether planning a romantic getaway or a special celebration, Bellwether House’s charming venues and customized services ensure an unforgettable experience. For the comfort of other guests, and due to the experiential nature of the hotel, all guests must be 21 years of age and older. The spa offers facials, massages, private yoga sessions, and its signature hot baths in copper soaking tubs. Full-service breakfast and Afternoon Tea are included every day for guests, and private, personalized dining experiences can be reserved for a meal to remember. The hotel is ideally situated for exploring the historic city, on the edge of two of Savannah’s most walkable and historic neighborhoods, the Historic Landmark District and the Victorian District, both known for their famous parks, public squares, museums, shopping, and celebrated architecture, as well as being home to the Savannah College of Art and Design. Bellwether House was inducted into Historic Hotels of America in 2021 and dates to 1876.

The Otesaga Hotel (1909)
Cooperstown, New York
Every historic hotel is unique in its offerings, location, and architecture for memorable engagements, but with Otsego Lake as its backdrop, The Otesaga Hotel provides a particularly majestic and enchanting location for an engagement. Sharing the charming village of Cooperstown, New York, with the National Baseball Hall of Fame and Museum makes The Otesaga Hotel a unique venue for a baseball-themed engagement. A popular location to “pop the question” is on the back lawn of the resort, overlooking the lake and surrounded by century-old oak trees. The lake dock, with its breathtaking views of the lake, is another popular location to get down on bent knee. Some couples have requested to be out on the lake in an old-fashioned boat, with the resort as a backdrop, and others prefer to be on a horse-drawn carriage pulling up to the resort’s front portico. The concierge has assisted couples with everything from reserving a special spot at the resort, to arranging a horse-drawn carriage. There are unique ways to make a proposal memorable at The Otesaga Hotel, and the hotel staff welcomes guests’ creativity. For example, if the couple are baseball fans, the resort offers a baseball base for the ring presentation or can wrap the ring around a baseball. The Otesaga Hotel has also enlisted dogs to deliver the ring. Guests can enjoy intimate candlelit dinners, winter sleigh rides, flowers and chocolate delivered to the guestroom, and Afternoon Tea with views of the lake. Dedicated to creating memorable and personalized experiences, The Otesaga Hotel was inducted into Historic Hotels of America in 1994 and dates to 1909.

The Hermitage Hotel (1910)
Nashville, Tennessee
Since 1910, The Hermitage Hotel has been the premier choice of couples desiring an elegant and memorable Nashville experience. Warm surroundings, exemplary service, careful planning of the finer details, an award-winning culinary team, and beautiful Nashville honeymoon suites are just a few of the five-star ingredients that make the guest experience at The Hermitage Hotel spectacular. The Hermitage Hotel was designated by the U.S. Secretary of the Interior as a National Historic Landmark in 2020. There have been many engagements at this historic hotel over the years, and some of the most sought-after locations are at the top of the staircase leading into the historic lobby, next to a cozy fire, or in front of the holiday tree in December. The Veranda and mezzanine area are also stunning spaces for engagements. For couples planning an engagement, The Hermitage Hotel can arrange special experiences like custom-designed desserts, photography, and specialty ring placement. For example, when a guest asked his fiancée to marry him in December, the ring was hidden among the ornaments in the Christmas tree, and he played a game to help her find the surprise hidden in the tree. (She said “yes.”) The hotel has also arranged specialty, private dinners out on the Veranda, a historic space designed with ceilings painted like the sky and filled with natural light. The Hermitage Hotel, the iconic Grande Dame of Tennessee, was inducted into Historic Hotels of America in 1996 and dates to 1910.

Keswick Hall (1912)
Charlottesville, Virginia
For an idyllic getaway in Virginia’s wine country, couples can visit Keswick Hall, a luxurious and romantic Italianate-style palace nestled in the foothills of the Blue Ridge Mountains. The resort’s story began during the early-20th century, when Robert and Florence Crawford commissioned the construction of a grand estate that they named Villa Crawford. Inspired by the stately 18th-century manors of Europe, the Crawfords envisioned a residence that would embody sophistication and grace. When the grand home was transformed into a luxury resort, it retained its historic elegance and provided modern amenities. Today, couples can escape to Keswick Hall for special occasions, holidays, or “just because,” to enjoy relaxing at its spa, indulging in fine dining, and playing on its exceptional Full Cry golf course and tennis courts. Cultural and heritage travelers have enjoyed visiting Keswick Hall not only for its impressive character, but also its proximity to notable cultural landmarks close to Charlottesville, like the University of Virginia and Thomas Jefferson’s Monticello.??Keswick Hall was inducted into Historic Hotels of America in 2015 and dates to 1912.

HOTEL DU PONT (1913)
Wilmington, Delaware
At HOTEL DU PONT, love is not just a luxury; it is a time-honored tradition. This iconic Renaissance Revival-style hotel in downtown Wilmington, Delaware, has witnessed countless engagements, weddings, and anniversaries since it opened its doors in 1913. Its most famous couple is undoubtedly Prince Rainier of Monaco and actress Grace Kelly. In 1955, Prince Rainier III of Monaco frequently dined in the Green Room with his trusted advisor, Wilmington’s Father Tucker, who orchestrated the prince’s fateful introduction to Hollywood star Grace Kelly. The couple’s connection flourished at HOTEL DU PONT, with a table in the restaurant earning the name the “Grace Kelly” table. The Academy Award-winning actress eventually said “yes” to the prince’s proposal, leaving the Hollywood spotlight behind for Monaco’s throne. This year, to celebrate the 100th anniversary of The Great Gatsby by F. Scott Fitzgerald, HOTEL DU PONT invites guests to embark on a romantic Valentine’s Day weekend full of opulence and love with the Gilded Romance Escape package. Like the novel, HOTEL DU PONT boasts a luxurious, timeless allure that evokes an era of elegance and exclusivity that transports guests back to the Roaring Twenties. The package features a lavish stay in a luxury suite and a four-course private dinner, as well as a 1920s-inspired cocktail-making kit and Imperia Caviar, a spa experience for two, and a private driving tour of the beautiful Brandywine Valley and Longwood Gardens. At Le Cavalier—the former Green Room—a balcony that was once the stage for musicians has been beautifully restored to offer an exclusive sweetheart table dining experience. Set above the stunning dining room, this intimate spot provides the perfect view and ambiance for “popping the question.” HOTEL DU PONT was inducted as a Charter Member of Historic Hotels of America in 1989 and dates to 1913.

The Broadmoor (1918)
Colorado Springs, Colorado
Nestled among the picturesque mountains, streams, and canyons that have inspired generations, this beautiful natural setting combined with close attention to the guest experience are what make The Broadmoor so unique, and such a special place to celebrate a treasured relationship. In fact, the Italian Renaissance-style resort was inspired by the romantic travels through Europe by its founders, Spencer and Julie Penrose. The couple was inspired by the region’s art and architecture, and Spencer hired artisans from Italy and other European countries to add stunning architectural features, like the historic hotel’s spectacular curved marble staircase, dramatic chandeliers, Della Robbia-style tiles, hand-painted beams and ceilings, carved marble fountain, and striking pink stucco façade. The historic resort offers a packet of information for guests planning their proposal. Among its suggested locations is the breathtaking spot atop Cheyenne Mountain at Cloud Camp. At the flag post, there are 360-degree views from the plains to the mountains, making for an unforgettable proposal. There is also a trained barn owl that can deliver a ring for an engagement or during a wedding ceremony, and the resort employs a chocolatier, who can make a special chocolate candy piece with the ring inside. Whether a couple is looking for a rustic, private, luxurious, or adventurous experience, The Broadmoor is ready to help. The Broadmoor was inducted as a Charter Member of Historic Hotels of America in 1989 and dates to 1918.

Water’s Edge Resort and Spa (1920)
Westbrook, Connecticut
Nestled on the shores of Long Island Sound in Westbrook, Connecticut, Water’s Edge Resort and Spa has been the setting for countless engagements, weddings, and romantic getaways. The resort is not just a place to celebrate love; it is a sanctuary for it, a treasured destination where every moment is designed to deepen the bond between partners. For those wishing to get engaged at this historic resort, many guests choose to propose on the resort’s private beach, where the sound of the waves enhances the drama of the special moment. Just a short stroll away, the resort’s manicured lawn serves as the perfect venue for weddings, with the picturesque backdrop of the water adding a touch of elegance to the ceremony. The resort’s luxurious spa provides couples with an array of rejuvenating treatments designed to enhance relaxation and connection. The signature couples’ massages offer a soothing experience in a serene, secluded setting, and guests can also enjoy personalized, indulgent treatments tailored to their needs. For an unforgettable dining experience, the resort offers intimate dinners for two, where couples can savor gourmet cuisine while enjoying stunning views of the coastline. Surrounded by blue waters and quaint New England towns, the resort is close to Connecticut’s growing wine region, and couples can experience the early days of American railroads on the Essex Steam Train, which dates to 1868. Water’s Edge Resort and Spa was inducted into Historic Hotels of America in 2017 and dates to the 1920s.

The Eliot Hotel (1925)
Boston, Massachusetts
In the heart of Boston’s Back Bay neighborhood, The Eliot Hotel has been a beacon of elegance and romance for 100 years. Celebrating a century of hospitality in 2025, The Eliot Hotel continues to offer an exquisite retreat for couples seeking to celebrate life’s most cherished moments. Upon arrival, guests are welcomed to the Georgian Revival-style façade by a stunning red rose art installation—a symbol of the beauty and romance that will define their stay. The Eliot Hotel’s “Love is in the Air” package was designed to create unforgettable experiences, with a bottle of chilled Champagne and decadent chocolate-covered strawberries, a leisurely late check-out to savor every moment, and breakfast at UNI, the hotel’s celebrated in-house restaurant, where culinary artistry enhances the occasion. The hotel opened in 1925 to host Harvard University guest lecturers and opened to the public in 1957. As The Eliot Hotel marks 100 years in 2025, its staff honors its legacy on Valentine’s Day by blending tradition with modern luxury, creating a sanctuary where love stories are written, and cherished memories are made. With its intimate charm and dedication to excellence, The Eliot Hotel remains an enduring symbol of romance in Boston. The Eliot Hotel was inducted into Historic Hotels of America in 2024 and dates to 1925.

The Wigwam (1929)
Litchfield Park, Arizona
Couples can celebrate their love under the Arizona stars, or in the privacy of their own traditional adobe casita at The Wigwam, a historic resort in Litchfield Park, Arizona, just outside of Phoenix. Originally founded as a private retreat for sales executives of The Goodyear Tire & Rubber Company, the award-winning resort offers championship golf courses, fine dining restaurants, and LeMonds Aveda Salon and Spa. For couples, The Wigwam provides thoughtfully curated experiences. From private candlelit dinners on one of the patios, to luxurious couples’ massages, The Wigwam specializes in creating intimate, unforgettable moments for their guests. The events team can offer an array of romantic backdrops for a magical wedding, vow renewal, or engagement party, with both indoor and outdoor options. For a proposal location, the lush Garden Lawn is a favorite of guests, especially during golden hour. Indoors, the intimate ambiance of Litchfield’s, with its cozy fireplaces and artful American cuisine, is a cherished setting for “popping the question” over a meal. Every location at this historic resort is steeped in history and Southwestern charm. With its idyllic atmosphere and romantic touches, every visit—whether visiting as a couple or celebrating with a group—promises to create cherished memories that last a lifetime. The Wigwam was inducted into Historic Hotels of America in 2010 and dates to 1929.

The Graylyn Estate (1932)
Winston-Salem, North Carolina
The Graylyn Estate in Winston-Salem, North Carolina, is an outstanding historic destination for romantic getaways, and a beautiful setting for celebrating special occasions. The Manor House, a 20th-century castle set on 55 manicured acres, was inspired by Romanesque Revival-style architecture, and features European ironwork, encouraging guests to feel as if they have entered into their own fairytale. Couples visiting the estate can explore the grounds together, passing gardens, the historic stone gazebo and koi pond, and manicured lawns. The Graylyn Estate has several romantic locations for intimate and captivating proposals. Staff at the estate recommend proposing at sunset on the historic bridge or in front of the Mews Fountain. Another perfect place for a proposal is during a private, candlelit dinner in the estate’s Persian Card Room. This intimate location is decorated with 18th-century painted wood panels made in Syria and purchased by the Gray family in Istanbul during the 1920s. Couples visiting The Graylyn Estate can truly indulge by booking its Romantic Getaway package for couples planning a proposal, wedding night, romantic getaway, or anniversary celebration–the package includes Champagne, chocolate-covered strawberries, fresh roses, a keepsake print, and breakfast for two. The serenity and privacy of the estate provides the perfect backdrop for romantic moments, surprise proposals, and heartfelt conversations. The Graylyn Estate was inducted into Historic Hotels of America in 2016 and dates to 1932.

The Hotel Hershey® (1933)
Hershey, Pennsylvania
Celebrate romance at a historic hotel in “The Sweetest Place on Earth:” The Hotel Hershey in Hershey, Pennsylvania. A beautiful setting for a romantic getaway, the hotel was built under the direction of chocolatier and businessman Milton S. Hershey. Hershey was inspired to build this Spanish Colonial Revival-style hotel when his architect showed him a postcard photo of a beautiful hotel in the western Mediterranean where he had stayed on vacation with his wife. Completed in 1933, this elegant hotel is set among 300 panoramic acres of manicured gardens and tranquil reflecting pools. Inside, the lobby was designed to look like a Spanish-style courtyard with palm trees, a beautiful fountain, wrought-iron light poles, and a painted ceiling depicting a blue sky. The fountain is recommended by the staff at The Hotel Hershey as an ideal location to propose, as sunlight streams through the beautiful windows for a picture-perfect moment. For an outdoor proposal, the formal gardens behind The Hotel Hershey are another picturesque location worthy of a special moment. The staff at The Hotel Hershey suggests that guests plan their proposals at golden hour for the perfect lighting, and to then take the rest of the evening to celebrate. The hotel staff is happy to assist with special requests from guests to make a proposal even more memorable, such as delivering the ring in a dessert or an edible chocolate box. For a truly sweet experience, guests can book a cocoa couples massage, Sweet Feet For Two pedicure, or the Couples Retreat Day package at The Spa At The Hotel Hershey. The Hotel Hershey offers a Romance In Hershey package, which includes a rose petal turndown service, Champagne and chocolate-covered strawberries, daily breakfast, and admission to local attractions such as Hershey Gardens, a beautiful 23-acre botanical garden with an impressive assortment of flowers and shrubs. The Hotel Hershey was inducted into Historic Hotels of America in 1991 and dates to 1933.

The King and Prince Beach and Golf Resort (1935)
St. Simons Island, Georgia
The King and Prince Beach and Golf Resort on St. Simons Island has been a hidden gem off the Georgia coast since 1935, offering couples timeless Southern hospitality, elegance, and island ambiance for nearly a century. The quiet natural beauty, serenity, stately oak trees and island atmosphere brings guests back to create a lifetime of memories, that often begin with a proposal. At The King and Prince Beach and Golf Resort, an expert concierge team will work with guests to craft a memorable proposal. An original hidden garden courtyard dating to the 1930s is one of The King and Prince’s most secluded, romantic spots. Picturesque lampposts and tall arched windows set the scene, with seasonal flowers and a table for two awaiting the secret rendezvous. Inside the resort, the hallway lined with windows leading to the Solarium exudes charm and offers serene ambiance. Outside, the oceanfront lawn is undoubtedly one of the most romantic spots at the resort, with its sweeping beachfront views. Whether at sunrise or sunset, the lawn offers a magical and timeless location to “pop the question,” with the beauty of the ocean as a backdrop. Another ideal place to propose is the resort’s beautiful beach. Stretching the length of the resort, this beach offers some of the most tranquil sunset opportunities, and the perfect atmosphere to ask for a partner’s hand in marriage. A candlelit dinner experience can be arranged on the beach or on one of the beachfront patios at The King and Prince Beach and Golf Resort. The resort has a storied history as a place for love and romance. For many, it is a place full of generational connections—where grandparents or parents once honeymooned, creating a legacy of love for couples today. Its timeless elegance, oceanfront charm, and rich history make it an enduring romantic destination. The King and Prince Beach and Golf Resort was inducted into Historic Hotels of America in 1996 and dates to 1935.

Williamsburg Inn (1937)
Williamsburg, Virginia
Williamsburg Inn is the crown jewel of the Colonial Williamsburg Resorts, located adjacent to the Colonial Williamsburg Historic Area, which is recognized as one of the most complete community restorations in the world. Built in 1937 by John D. Rockefeller, Jr., the Colonial Revival-style inn features beautiful arches and columns that highlight the best of Neoclassical-style design elements, and renovations brought a refreshed vibrancy to the elegant, English Regency-style interiors. The inn immerses couples in its timeless, elegant atmosphere—perfect for unforgettable romantic getaways, engagements, honeymoons, and wedding anniversaries. Whether planning a surprise engagement on the inn’s picturesque grounds, or celebrating a landmark anniversary, the Williamsburg Inn can provide a storybook setting that captures the essence of a historic romance. Favorite locations for proposals and engagement photos include the Social Terrace, reflecting pool, the gardens in the Historic Area, and the Queen’s Terrace, with its wedding pergola. For a romantic meal, couples can dine in the inn’s refined Rockefeller Room or indulge in the inn’s Afternoon Tea experience, or venture out to take advantage of the Historic Area’s traditional dining experiences. Williamsburg Inn was inducted into Historic Hotels of America in 1994 and dates to 1937.

Rancho Bernardo Inn (1963)
San Diego, California
For a romantic proposal or wedding in San Diego, California, guests can stay at Rancho Bernardo Inn and enjoy the best of Wine Country dining, spa treatments, and customized planning services, along with lush green landscaping and Mediterranean-style architecture. For a proposal, the inn’s staff recommends dining at AVANT, the inn’s signature restaurant, which features both indoor and outdoor dining. The outdoor patio has a cozy fireplace and sweeping views of the golf course. For a charming outdoor setting to “pop the question,” there are 19 gorgeous fountains to be discovered throughout the gardens and alcoves of Rancho Bernardo Inn. Many of the fountains have traditions associated with them. For instance, couples deeply in love may wish to toss a rose petal into the Dreams of Eternity fountain. The inn’s grandest fountain is the gorgeous La Fontana di Santiago. Imported from Vicenza, Italy, it serves as the centerpiece for the inn’s celebrated Santiago Courtyard. The concierge can work to create the perfect custom setting for a proposal, including bringing in flowers, stages, picnics, Champagne, and musicians. Among the offerings are candlelit dinners at one of the inn’s restaurants, and an unforgettable romantic, candlelit picnic. The inn is ready to help guests celebrate this special occasion with a bottle of bubbly, by unveiling a fun sign announcing, “They said ‘Yes!’” or showering the couple with rose petals. Couples who marry at Rancho Bernardo Inn return for romantic weekends to celebrate milestones and romantic occasions, such as Valentine’s Day, anniversaries, and babymoons. Some even bring their children back to capture photos in the special places where they celebrated their love story. A couple recently got married in the Santiago Courtyard, 40 years after their parents said “I do” in the same location. Rancho Bernardo Inn was inducted into Historic Hotels of America in 2021 and dates to 1963.

Mission Resort + Club (1964)
Howey-in-the-Hills, Florida
Amid the verdant orange groves, sparkling, spring-fed lakes, and rolling hills of Central Florida, Mission Resort + Club is an elegant, Spanish Colonial-style getaway. Its charming architecture, peaceful setting, and array of amenities and recreational offerings makes the resort an ideal destination for couples in search of a relaxing golf vacation, a romantic getaway, a memorable location for a wedding, or simply a place to unwind after exploring the region’s famous theme parks. Home to two championship golf courses, picturesque nature trails, an indulgent spa and more, Mission Resort + Club offers no shortage of activities for guests to enjoy. The resort offers a variety of intimate and special experiences that are perfect for couples. A favorite experience is the private candlelit dinner, where guests can enjoy a romantic dinner under the stars at one of the resort’s outdoor venues, with personalized service and a handpicked selection of fine wines. The Spa at Mission Resort + Club offers specials for couples, including massages. For a marriage proposal, there are several romantic locations throughout the resort. The staff’s personal favorite is the Plaza de la Fontana, which overlooks the golf course and walking bridge with the beautiful grounds as the perfect backdrop. With its historic charm and sweeping views of the lush landscape, it provides a lovely setting for a proposal, especially during golden hour. The resort staff is eager to help personalize proposals by offering the customized proposal planning service, which can provide an engagement picnic, sunset boat ride, or other special setting to “pop the question.” Mission Resort + Club was inducted into Historic Hotels of America in 2023 and dates to 1964.

“Every day is Valentine’s Day at Historic Hotels of America, and we are pleased this winter to spotlight The 2025 Top 25 Historic Hotels of America Most Romantic Hotels list. These romantic historic hotels range from intimate and charming, to grand and opulent,” said Lawrence Horwitz, Executive Vice President, Historic Hotels of America and Historic Hotels Worldwide. “Staying at a historic hotel is a wonderful opportunity to create an everlasting memory, whether you are visiting for a romantic getaway, proposing, or planning a gathering. Each of these destinations provides the setting, the staff support, and the ambiance for the perfect proposal or the perfect wedding.”

Reservations made directly through Historic Hotels of America (online at HistoricHotels.org or by calling 800-678-8946) support the National Trust for Historic Preservation, which works to save America’s historic sites, build stronger communities, and invest in preservation’s future.

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About Historic Hotels of America®
Historic Hotels of America is the official program of the National Trust for Historic Preservation for recognizing and celebrating the finest historic hotels from across the United States of America. The National Trust for Historic Preservation was chartered by U.S. Congress in 1949 and is a private 501(c)(3) nonprofit organization. To be nominated and selected for membership in this prestigious program, a hotel must be at least 50 years old; designated by the U.S. Secretary of the Interior as a National Historic Landmark or listed in or eligible for listing in the National Register of Historic Places; and recognized as having historical significance. Of the more than 300 historic hotels inducted into Historic Hotels of America from 44 states, the District of Columbia, Puerto Rico, and the U.S. Virgin Islands, all historic hotels faithfully preserve their authenticity, sense of place, and architectural integrity. For more information, please visit HistoricHotels.org.

Media Contact:
Katherine Orr
Historic Hotels of America | Historic Hotels Worldwide
Director, Marketing Strategy and Communications
Tel: 202-772-8337

Previous Release: 21 New Members Inducted into Historic Hotels of America in 2024 (01/28/25)