Midwest

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The Best Places to Stay in the Midwest

The Midwest is dotted with charming farmers markets, classic American eateries, and some of the friendliest folks you’ll ever meet. Whether you’re enjoying a color tour of the Great Lakes or experiencing Americana across the Plains states, the Midwest is worth the trip.

This Month’s Featured Properties

Double Reward Points
The Oakwood Inn Okoboji
Spirit Lake, IA
Guests awaken to gorgeous morning views of the expansive gardens & oak savannah after a refreshing night's rest at this elegant Lake Okoboji Hotel. The adults-only inn near Okoboji, Iowa offers sumptuous accommodations,

Stays in the Midwest

30 properties

All Stays

Peter Allen Inn & Event Center
Kinsman, OH
In 1821, Dr. Peter Allen hired architect-builder Willis Smith of CT to construct his home. This would become Smith's most memorable accomplishment and the crowned Jewel of Federal Neo-Classical architecture in the area.
Brick Street Inn
Zionsville, IN
For over 30 years, Brick Street Inn, one of the best boutique hotels in Indiana, has provided guests with warm Hoosier hospitality. The inn is located in Zionsville, Indiana, just 35 minutes outside of Indianapolis. Bric
Prairie Guest House
Fishers, IN
Set on two acres in Fishers, Indiana, Prairie Guest House is a mid-1800s Gothic farmhouse offering 10 guest suites, an early-1900s cottage, and a barn backdrop used for weddings, retreats, and micro-events - with the opt
Double Reward Points
The Oakwood Inn Okoboji
Spirit Lake, IA
Guests awaken to gorgeous morning views of the expansive gardens & oak savannah after a refreshing night's rest at this elegant Lake Okoboji Hotel. The adults-only inn near Okoboji, Iowa offers sumptuous accommodations,
2025 Best Craft Lodging Property Award
Cedar Crest Lodge
Pleasanton, KS
Our 111 acre property offers breathtaking views, serene walking trails and a tranquil outdoor pool and hot tub. The perfect place for a romantic, nature-inspired, all-inclusive getaway. After a hike through our Certified
Double Reward Points2025 Best Social Media and Content Award
Gervasi Vineyard Resort & Spa
Canton, OH
Experience the beauty of a unique Tuscan-inspired winery resort featuring 48 luxury suites, exceptional cuisine at three distinct restaurants, a high-end spa, a wine cave, a coffeehouse/cocktail lounge, and boutique shop
2025 Quality Assurance Award
Huron House Luxury Bed & Breakfast
Oscoda, MI
Huron House invites you to experience our "Top Ten Most Romantic" inn for a romantic getaway to relax and unwind where there are no demands! Guests enjoy glorious sunrises, romantic moonrises, quiet walks on the beach, a
Goldmoor Inn and Resort
Galena, IL
We invite you to be our guest at the historic Goldmoor Inn, the only Galena bed and breakfast located high above the banks of the Mississippi River with stunning views of the river. The Goldmoor bed and breakfast is loca
Double Reward Points2024 Guest Loyalty Award
The Welsh Hills Inn
Granville, OH
Award-winning, relaxing, romantic boutique Inn in the heart of the historic, New England-like Village of Granville's idyllic Welsh Hills countryside. Spacious, beautifully appointed guestrooms, luxurious linens, en-suite
Stag's Leap Farm Bed and Breakfast
Oxford, MI
Stag's Leap offers the amenities and services of a 4 Star Hotel, within the quaint setting of a 1850's Victorian home. Surrounded by gardens and trees, the 2.5 acre grounds and 4 guest rooms have been renovated with roma
White Gull Inn
Fish Creek, WI
Founded in 1896, the White Gull Inn features beautifully renovated and meticulously maintained rooms, suites, and cottages. Our restaurant serves our award-winning breakfasts, lunches, candlelight dinners, and traditiona
The Leland Lodge
Leland, MI
The historic Leland Lodge will celebrate its 100th anniversary in 2027. Located in the lakeside village of Leland, in the heart of Leelanau County, the Lodge's 18 recently renovated rooms, three rustic cottages, and two