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,
2025 Guest Loyalty Award
Glenlaurel, A Scottish Inn and Getaway Cottages
Rockbridge, OH
Hocking Hills' Scottish-inspired luxury inn. Escape the ordinary for a romantic experience like no other! Glenlaurel, A Scottish Inn & Cottages is situated on 140-acres in the heart of Ohio's Hocking Hills. The adult-onl

Stays in the Midwest

30 properties

All Stays

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
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
Blacksmith Inn On the Shore
Baileys Harbor, WI
Located directly on the shore in the heart of Door County, the Blacksmith Inn is a romantic, quiet destination. All rooms have water views, private balconies, fireplaces, and whirlpools.
Frederick Stearns House
Detroit, MI
Frederick Stearns House offers nine individually designed rooms and suites with king beds, private bathrooms and modern comforts. Wi-Fi, private parking, all-day coffee and tea, shared lounges and gardens are included. C
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
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
2025 Stay for the Story Award
Inn at Black Star Farms
Suttons Bay, MI
The Inn at Black Star Farms will take you away to what guests have remarked is like being in a Hallmark movie. Situated on a 160 acre rural winery estate is a 10 room unique Inn where you are surrounded by superior hospi
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,
ALEO
Detroit, MI
Tucked in Detroit's Little Village, ALEO is a boutique bed & breakfast offering four design-forward suites in a restored rectory. Steps from The Shepherd art space and Father Forgive Me bar, guests enjoy a serene stay im
Hermann Hill
Hermann, MO
This B& B in one of Missouri's most popular places to stay! Perched high above the Missouri River, Hermann Hill Boutique Hotel & Spa is a romantic retreat known for its breathtaking views, private luxury suites, and indu
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