Luxury Hotels in the Midwest: Upscale Stays Worth the Splurge
Maybe it's for fall break, winter getaways, or that much-needed long weekend - sometimes families (and couples!) want a stay that feels a little more special. And we're not just talking somewhere with free wifi and a hot tub... From boutique gems to historic icons, the Midwest is full of top hotels that offer more than a bed for the night, all in the name of five-star hotels service.
We’ve rounded up some of the best luxury hotels in the Midwest - in some of it's most popular cities! - that make a splurge worthwhile with rooftop views, art galleries in the lobby, and even island escapes.
Here are a few of the Top Luxury Hotels in the Midwest:
Indiana
Ironworks Hotel - Indianapolis, IN
This is where industrial chic meets boutique luxury at this northside Indianapolis favorite. We love the rainfall showers, the exposed brick and reclaimed wood vibe, and all the gorgeous and eclectic decor like an entire wall of old keys, as well as the multitude of onsite dining options. The ground floor Massage Heights spa is an added bonus amid all this luxury.
Why it’s worth it: Don't believe us? Well Ironworks Hotel was recently named one of the best hotels by Condé Nast Traveler readers. Plus they have a huge lot for free private parking during your stay.
Hotel Carmichael - Carmel, IN
Part of Marriott’s Autograph Collection, Hotel Carmichael brings European-inspired elegance to the heart of Carmel’s City Center. With gorgeous crystal chandeliers, luxurious guest rooms, and live music flowing from its on-site Feinstein’s Cabaret, every detail feels artfully curated.
Why it’s worth it: It's just steps from Carmel’s arts and dining scene plus, we loved it! (Peek our recent stay.)
Conrad Hotel - downtown Indianapolis, IN
A true icon of downtown luxury, the Conrad Indianapolis combines modern sophistication with Midwestern warmth. Guests can enjoy direct access to the city’s best dining (or order room service - it's equally as amazing!), unwind in the on-site spa (peek our recent visit here), or explore the hotel’s curated art collection featuring works by Picasso, Dali, and Warhol.
Why it’s worth it: If your plans include a Colts game at Lucas Oil Stadium or performing arts at any downtown center, this location can't be beat.
Michigan
Shinola Hotel - downtown Detroit, MI
If you know Shinola for its watches, you’ll love its design-forward hotel. Every inch of this property reflects Detroit’s creative spirit, from the decor to the locally inspired food and drinks. We had the perfect stay for a recent wedding reception, and it's earned every inch of it's 5-star property rating. (Fun fact: a second Shinola Hotel is coming to Indianapolis in 2027!)
Why it’s worth it: This isn’t just a stay, it’s a Detroit experience within steps of the city's top landmarks.
Mission Point Resort - Mackinac Island, MI
Set on historic Mackinac Island, Mission Point offers a true island escape. Think expansive lawns, Adirondack chairs, and unbeatable lake views, perfect for unplugging and soaking in timeless Michigan charm.
Why it’s worth it: Families and couples alike love the car-free island, the slower pace, and the balance of resort amenities with cozy, classic vibes. And Mackinac Island has repeatedly been voted one of the USA Today 10Best Readers' Choice Awards year over year. (For a more historic hotel feel, we also recommend The Grand Hotel on the island!)
YOU FOUND THE PERFECT PLACE, NOW WHAT SHOULD YOU DO?
More Top Luxury Hotels in the Midwest:
Illinois
Kimpton Gray Hotel - Chicago, IL
Housed in a beautifully restored 1890s Beaux-Arts building, the Kimpton Gray Hotel perfectly balances modern luxury with historic character. Sleek interiors, a stunning rooftop bar, and Kimpton’s signature personalized service make this Loop gem a favorite for business and leisure travelers.
Why it’s worth it: With its central location, it's not far from key sightseeing locations like Millennium Park, Willis Tower, and the Chicago River architecture tours.
The Drake Hotel - Chicago, IL
A legendary property overlooking Lake Michigan, The Drake has defined timeless Chicago elegance since 1920. It has a gorgeous gilded lobby, panoramic city views from some of the hotel rooms, is known for the iconic Palm Court tea service, and delivers a taste of classic luxury in the heart of the Magnificent Mile.
Why it’s worth it: The Drake is a true Windy City experience in the heart of downtown Chicago. You might recognize it from famous movies such as My Best Friend's Wedding or Risky Business.
Wisconsin
The Graduate Hotel - Madison, WI
Perched just steps from the University of Wisconsin campus and Lake Mendota, the Graduate Madison blends collegiate nostalgia with boutique hotel charm. Every corner of this location pays tribute to Badger pride, from vintage-inspired décor to the playful rooftop restaurant, Camp Trippalindee, which serves up retro camp vibes and lake views.
Why it’s worth it: This location is coming with great reviews across almost all traveler sites and we all know that's a tough feat! Keep your eyes peeled for Graduate Hotel locations in other university towns like Ann Arbor, MI or Evanston, IL.
The American Club - Kohler, WI
Once a dormitory for immigrant factory workers, The American Club has transformed into the Midwest’s only AAA Five Diamond resort - a stunning mix of history, craftsmanship, and comfort. Guests can unwind at the world-renowned Kohler Waters Spa (swoon), enjoy time on a championship golf course, or try out it's award-winning, on-site dining.
Why it’s worth it: All of the above but we're also smitten with the indoor pool options - one that's an adults-only lap pool, and one for the whole family.
Ohio
21c Museum Hotel - Cincinnati, OH
Blurring the line between art gallery and boutique stay, 21c Museum Hotel Cincinnati is an experience in itself. Guests are surrounded by contemporary artwork from global artists, with exhibits that rotate regularly - and yes, it’s all open to the public 24/7. The hotel also features chic rooms, a rooftop cocktail terrace with city views, and the award-winning Metropole restaurant focused on locally sourced fare.
Why it’s worth it: If your travels don't take you to Cincinnati, that's ok - there are other 21c Museum Hotel locations in the Midwest including St. Louis, MO, and one coming to Indianapolis in 2028.
Metropolitan at The 9, Autograph Collection - Cleveland, OH
Housed in a beautifully restored bank building, The 9 redefines downtown Cleveland luxury with a mix of history, glamour, and edge. Highlights include rooms with skyline views, and the Vault speakeasy bar tucked in an old bank vault. It’s definitely a favorite for both locals and travelers looking to feel like insiders.
Why it’s worth it: With its modern design, hidden speakeasy, and unbeatable downtown location, The 9 is where Cleveland’s old-school architecture meets new-school cool.
MODERN AMENITIES? HOW ABOUT THESE INSTEAD:
Here are Travel Tips for Booking Midwest Luxury Hotels:
Book early. Popular spots like Mackinac fill up fast, especially in summer and fall.
Look for packages. Many hotels offer seasonal specials with perks like late checkout, spa credits, or breakfast included.
Check family-friendly amenities. Think cribs, kids’ menus, or connecting rooms, designed for a comfortable stay.
Prioritize location. A walkable hotel can elevate your trip without extra driving.
Say yes to extras. Rooftop cocktails, local art, or a lobby piano player. it’s the little touches that make a luxury stay memorable.
Use the onsite concierge at the front desk. Often these are the most knowledgable in the building and have the skinny on all the popular regions of the city you're visiting.
