The 15 Coolest Hotels in Illinois!

Chain hotels are convenient and comfortable, but what if you’re looking for a more unique place to rest your head? Illinois offers many interesting hotels with rich historical backgrounds, charming features, and welcoming hospitality. Whether you’re tired of staying at the usual chain hotels when traveling on business or want to plan a charming getaway with loved ones, the following hotels are sure to leave an impression on you. 

1. William Watson Hotel, Pittsfield, IL

Immerse yourself in history at the William Watson Hotel in Pittsfield. Built in 1838 by the first settler in Pittsfield, this historic gem was frequented by Abraham Lincoln when he was practicing law. It features 14 spacious, individually-decorated guest rooms surrounded in understated elegance. 

2. Ruebel Hotel, Grafton, IL

Founded in 1879, the Ruebel Hotel is a unique space full of history. It’s also the most well-known haunt site in Grafton. After the hotel caught fire in 1912, guests have reported witnessing strange activities in the hotel. The most common is the ghost of a little girl named Abigail, who reportedly enjoys moving small items, running up and down stairs, and creating smells. 

3. Timber Ridge Outpost & Cabins, Elizabethtown, IL

This rustic lodging experience is ideal for campers, adventurists, and nature-loving individuals. Stay in a log cabin or actual treehouse at the Timber Ridge Outpost in Elizabethtown. It’s the perfect opportunity to enjoy the same serene landscape as settlers did over 100 years ago. 

4. DeSoto House Hotel, Galena, IL

Once known as the “Largest Hotel in the West” in 1855, the DeSoto House Hotel is rich in history. It currently offers 55 cozy guest rooms, three dining areas, banquet rooms, and a ballroom. The guest rooms are decorated in Victorian style and are named after the historic guests who visited the hotel decades ago. 

5. Santa Fe Train Cabooses, Hanna City, IL

Santa Fe Train Cabooses is ideal for train enthusiasts everywhere. Located near Caboose Lake, this unique lodging experience is part of Wildlife Prairie Park. It’s the perfect opportunity to connect with nature and makes for an interesting story to tell.  

6. Victorian Mansion, Galena, IL

Rich in 19th century history and elegance, the Victorian Mansion in Galena is the perfect getaway. It was built by a wealthy banker in 1856, and has been visited by Ulysses S. Grant. It since has been restored to its authentic condition, allowing guests to step back in time. 

7. Farmer’s Guest House, Galena, IL

Built in 1867, the Farmer’s Guest House is one of the few historic buildings in Galena still fulfilling its original purpose. Whether on business or a romantic getaway, guests can relax on the balconies and wake up to a home-cooked breakfast. The Farmer’s Guest House also provides a nightly wine and cheese gathering. 

8. ACME Hotel, Chicago, IL

ACME Hotel is a hipster heaven. This boutique hotel features trendy designs, high-tech video and audio gadgets, wireless audio systems in every room, and mini bars. Located in the heart of Chicago, guests are within walking distance of everything. 

9. Waldorf Astoria Hotel, Chicago, IL

The Waldorf Astoria Hotel in Chicago is unique for its ultra-refined, yet relaxing vibe. The rooms offer fireplaces, deep soaking tubs, virtual surround sound, city views, and even private outdoor terraces. This hotel is all about luxury and living large in Chicago. 

10. Hotel Baker, St. Charles, IL

Rich in historical significance and architectural splendor, Hotel Baker is a unique lodging destination in St. Charles. It first opened in 1928, and has featured many entertainers such as Louis Armstrong and Tommy Dorsey throughout the years. This timeless hotel remains elegant, featuring marble-accented baths in the guest rooms and original furnishings throughout. 

11. Hotel Nauvoo, Nauvoo, IL

Enjoy the historic ambiance of Hotel Nauvoo in the heart of Nauvoo. Located in a famous building dating back 175 years, this conveniently located hotel features a winding walnut staircase and eight beautifully restored guest rooms. Hotel Nauvoo accommodates entire families, as well. 

12. The Original Springs Hotel, Okawville, IL

Take a step back into history at The Original Springs Hotel in Okawville. Established in 1867, this hotel was originally a saddlery and harness shop. The original building was completely destroyed in a fire in 1891, and then it was restored to provide the current hotel. This hotel provides mineral baths, as well. 

13. The Drake Hotel, Chicago, IL

Experience old world charm and deluxe comfort at The Drake Hotel. Located in the heart of downtown Chicago, this charming hotel offers plenty of history along with the modern amenities. It originally opened in the early 1900s and quickly became the choice of high society until the ‘50s and ‘60s, when it became a shadow to the John Hancock Center. The Hilton acquired The Drake in the ‘80s, restoring it to its original splendor. 

14. Celeste Celebrity Suites, Chicago, IL

If you want to experience unusual lodging, Celeste Celebrity Suites is worth checking out. Featuring seven celebrity-themed suites, this property appeals to guests with an appreciation for design themes. The suites feature Audrey Hepburn, Al Capone, Brigitte Bardot, Elizabeth Taylor, Elvis Presley, Grace Kelly, and Marilyn Monroe. 

15. Galena Log Cabin Getaway, Galena, IL

Relax and kick back at the Galena Log Cabin Getaway. Situated on 45 secluded acres of natural beauty, these cabins offer cozy, warm spaces and plenty of space for stargazing, alpaca-watching, and other outdoor activities. It’s the perfect historic log cabin experience. 

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