Looking for the Midwest’s hottest stays? This list highlights boutique gems, luxury resorts, and newly renovated spots that are buzzing right now. I chose them based on design, recent updates, guest buzz, and unique experiences. Whether you’re planni...
Sections
6
Wisconsin Hotels
Illinois Hotels
Missouri Hotels
Michigan Hotels
Minnesota Hotels
Ohio Hotels
Wisconsin Hotels
🎨 A hotel that doubles as an art gallery, complete with exhibits, theater performances, and even record players in rooms. Trendy, creative, and perfect for culture lovers.
Saint Kate Arts Hotel | Milwaukee
🏍️ A hip, industrial-chic hotel designed for both motorcycle enthusiasts and design lovers. Bold décor, rooftop bars, and a seriously cool vibe.
The Iron Horse Hotel | Milwaukee
💎 Since 1893, this Victorian masterpiece has defined Midwest luxury. Grand ballrooms, priceless art, and timeless service — perfect for travelers who want a regal experience.
The Pfister Hotel | Milwaukee
🌊 A lakeside escape on Lake Mendota with stunning views, modern design, and a prime downtown location. Ideal for couples or anyone who loves sunset cocktails by the water.
The Edgewater Hotel | Madison
🛁 A Forbes Five-Star resort famous for spa indulgence, fine dining, and world-class golf. A Midwest legend for couples’ escapes and luxury weekends.
The American Club Hotel | Kohler
🌲 A nostalgic throwback camp with vintage cabins, firepits, and lakefront views. Think summer camp vibes — but make it trendy. Great for groups or weekenders.
Camp Wandawega | Wandawega
🏖️ A serene lakeside resort with a private beach, spa, and European-inspired design. Perfect for family vacations and summer retreats.
The Osthoff Resort | Elkhart
🍫 A boutique hotel inside a restored candy factory — with exposed brick, chic rooms, and a rooftop bar. Sweet history meets modern design.
The Charmant Hotel | La Cross
Illinois Hotels
🏙️ Historic elegance right on the Magnificent Mile. Afternoon tea, skyline views, and legendary Chicago charm — a bucket-list stay for travelers wanting luxury with heritage.
The Drake Hotel | Chicago
🌟 Nicknamed “The Hotel of Presidents,” this Chicago landmark blends Beaux-Arts design with modern flair. Trendy, historic, and steps away from Grant Park.
Blackstone Hotel | Chicago
🤖 Where art meets science. Expect sleek modern rooms, robot butlers, and quirky design details. Great for Instagrammable city breaks.
Hotel EMC2 | Chicago
🌆 Sleek modern skyscraper stay on Michigan Avenue, steps from Millennium Park. Perfect for travelers who want chic city energy.
Hotel Julian | Chicago
Missouri Hotels
🎭 Part hotel, part contemporary art museum. Every floor is an exhibit, with chic rooms, rooftop bars, and downtown KC vibes. Perfect for art-forward, Instagram-worthy stays.
21c Museum Hotel | Missouri
🏛️ A beautifully restored 1920s Gothic Revival building turned boutique hotel. Dark, moody interiors with speakeasy vibes make this stay unforgettable.
Hotel Kansas City | KC
Magnolia Hotel St. Louis blends historic glamour with modern boutique comfort in the heart of downtown St. Louis. Originally opened in 1924 as the Mayfair Hotel, its 182 uniquely decorated rooms (including the Cary Grant & Presidential Suites) of...
Magnolia Hotel | St. Louis
Experience the grandeur of a historic landmark at St. Louis Union Station Hotel, Curio Collection by Hilton. This iconic hotel, originally opened in 1894, seamlessly blends timeless architecture with modern amenities. Guests can enjoy elegant rooms, ...
Union Station Hotel | St. Louis
Michigan Hotels
🎓 Playful, academic-themed boutique hotel near the University of Michigan. Retro design, cozy vibes, and a rooftop bar — ideal for young travelers and game-day weekends.
Graduate by Hilton | Ann Arbor
🏙️ A Detroit icon, restored to five-star elegance. Luxe rooms, spa, and an unbeatable downtown location — great for business + leisure travelers alike.
The Westin Book Cadillac Hotel | Detroit
This trending tranquil lakefront inn right on Lake Huron offers a perfect mix of relaxation and adventure in St. Ignace, Michigan. At Bavarian Haus Lakefront Inn, you’ll wake up to views of the water, enjoy an indoor pool, sauna, and hot tubs, plus c...
Bavarian Haus Lakefront Inn | St. Ignace
Minnesota Hotels
📚 A whimsical boutique hotel with quirky Midwest-chic design. Located near the University, it’s ideal for both travelers and parents visiting campus.
Graduate by Hilton Hotel | Minneapolis
🌟 Five-star luxury in a landmark building with a world-class spa and fine dining. Great for luxury travelers in the Twin Cities.
Hotel Ivy | Minneapolis
Grand Casino Mille Lacs in Onamia, Minnesota offers more than just gaming — it’s a full getaway destination. With nearly 500 modern rooms & suites, three on-site restaurants, and a casino featuring over 1,800 slot machines, bingo, and table games...
Grand Casino Mille Lacs Hotel | Onamia
Ohio Hotels
The Inn at Honey Run is a charming retreat nestled in the rolling countryside near Millersburg, Ohio — perfect for anyone looking to unplug and unwind in style. With thoughtfully designed suites, gourmet dining on site, scenic walking trails, and mod...
The Inn At Honey Run | Millersburg
The Grand Resort in Warren, Ohio is a full-service destination resort that blends luxury, recreation, and comfort. With 132 elegantly furnished rooms and suites (many pet-friendly), it offers outstanding amenities — multiple pools (including a heated...
The Grand Resort |Warren
Cherry Ridge Retreat is a luxury cabins & lodge experience set on over 140 secluded forested acres in Hocking Hills, Ohio. Each cabin is uniquely sited for privacy, many with hot tubs, cold plunge pools, stone fireplaces, waterside gazebos, and s...