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Explore Hotels that are located along the historic Route 66 highway.

Historic Hotels Along Route 66

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Image of Hotel Lobby, 21c Museum Hotel Chicago, 1927, Member of Historic Hotels of America, Chicago, Illinois

21c Museum Hotel Chicago by MGallery

Chicago, Illinois, United States

The 21c Museum Hotel Chicago by MGallery is a luxurious historic hotel that offers guests a peaceful respite from the exciting energy that Chicago provides. There are 297 beautiful guestrooms outfitted with the finest amenities, such as Malin + Goetz amenities, Nespresso coffee and tea, as well as luxurious bedding and original artwork.

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Image of Hotel Lobby at The Silversmith Hotel, 1897, Member of Historic Hotels of America, in Chicago, Illinois, Special Offers, Discounted Rates, Families, Romantic Escape, Honeymoons, Anniversaries, Reunions

Chicago Silversmith Hotel & Suites

Chicago, Illinois, United States

A gem in the heart of the Loop in Downtown Chicago, Chicago Silversmith Hotel & Suites resides in what is still known as the Jewelers Row District and is steps away from Millennium Park, first-class shopping on the Magnificent Mile, and the Art Institute of Chicago.

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Image of Exterior at Night, InterContinental Chicago Magnificent Mile in Chicago, Illinois, 1929, Member of Historic Hotels of America, Special Offers, Discounted Rates, Families, Romantic Escape, Honeymoons, Anniversaries, Reunions

InterContinental Chicago Magnificent Mile

Chicago, Illinois, United States

Welcome to the InterContinental Chicago Magnificent Mile, one of the most beautiful landmark hotels in history. With its unique architecture and cultural diversity, it was originally built in 1929 as the Medinah Athletic Club, a luxury men's club for members of the Shrine organization. Unfortunately, in 1934 the club had been a victim of the stock market crash and was forced to close its doors.

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Image of Dining Area in Palmer House, A Hilton Hotel, Member of Historic Hotels of America, in Chicago, Illinois, Special Offers, Discounted Rates, Families, Romantic Escape, Honeymoons, Anniversaries, Reunions

Palmer House®, A Hilton Hotel

Chicago, Illinois, United States

This 25-story Beaux Arts-style hotel is ideally situated within walking distance of Chicago's vibrant theater district, the Art Institute and famed Magnificent Mile, and within one mile of Lake Michigan. Remodeled in 2004, the Palmer House® a Hilton Hotel, boasts a two-story, gilded lobby with a formal staircase, marble-topped tables, velvet seating, and a ceiling mural depicting Greek mythology.

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Union League Club of Chicago

Union League Club of Chicago

Chicago, Illinois, United States

Union League Club of Chicago is a fantastic choice for those visiting Chicago, offering a luxurious environment as well as other useful features that will ensure that all guests have a world-class experience.

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Image of Hotel Exterior, Hilton Santa Fe Historic Plaza in Santa Fe, New Mexico, 1625, Member of Historic Hotels of America, Special Offers, Discounted Rates, Families, Romantic Escape, Honeymoons, Anniversaries, Reunions

Hilton Santa Fe Historic Plaza

Santa Fe, New Mexico, United States

Capturing the unique New Mexico heritage and the spirit of the Southwest, the Hilton Santa Fe Historic Plaza hotel combines the elegance of a bygone era with sophisticated conveniences. This landmark hotel features 158 thoughtfully-appointed guestrooms and suites, over 7,000 sq ft of meeting and event space, casual and refined dining experiences, and proximity to Santa Fe's most significant attractions, including the Georgia O’Keeffe Museum, Museum Hill, and Loretto Chapel.

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Image of La Fonda in Santa Fe, New Mexico, 1922, Member of Historic Hotels of America, Special Offers, Discounted Rates, Families, Romantic Escape, Honeymoons, Anniversaries, Reunions

La Fonda

Santa Fe, New Mexico, United States

La Fonda is a Santa Fe landmark, just steps away from history and art museums, a variety of galleries and shops, historic churches and, of course, the Plaza. The historic inn's Pueblo-style architecture features thick wood beams, latilla ceilings, and carved corbels.

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La Posada de Santa Fe

Santa Fe, New Mexico, United States

Set on six beautifully landscaped acres in Santa Fe’s downtown, La Posada de Santa Fe was originally constructed as a mansion known as The Staab House. Completed in 1882, the estate served as the home of Abraham and Julia Staab, members of high society in Santa Fe. The recipient of a coveted AAA Four Diamond Award, La Posada de Santa Fe is today among the most sought after holiday destinations in the country.

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Old Santa Fe Inn

Old Santa Fe Inn

Santa Fe, New Mexico, United States

Old Santa Fe Inn sits at the heart of the city, in Santa Fe’s downtown district. Amidst adobe-style buildings, near some of the city’s most historic and infamous attractions, and surrounded by rustic, mountainous scenery, guests of Old Santa Fe Inn are not only immersed in New Mexican beauty, but are sure to experience Santa Fe, and all it has to offer.

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