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

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
Castle in the Country Bed & Breakfast Inn
Allegan, MI
Escape to Castle in the Country, a romantic Michigan bed and breakfast featuring two distinctive buildings-a restored Victorian and a modern retreat-with 10 luxurious guest rooms for couples. Most offer two-person jetted
J Palen House
Cleveland, OH
The Inn has been lovingly updated and features spacious comfortable rooms with delightful amenities and luxury baths. Some rooms and suites feature two-person spa baths, fireplaces, private outdoor patios, balconies, or
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
Alexandra Inn
Traverse City, MI
Alexandra Inn is a modern, boutique hotel overlooking Grand Traverse Bay in Traverse City, Michigan. Thoughtfully designed with 32 guest rooms and a rooftop terrace, the inn offers a peaceful escape just minutes from the
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
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,
2024 Best Craft Lodging Property Award
Cherry Ridge Retreat
New Plymouth, OH
Cherry Ridge Retreat combines the privacy and beauty of a woodland paradise with the comforts and amenities of a 5 star vacation destination. Secluded hot tubs, private pool, miles of trails, and fishing ponds are just s
Robyn's Inn
Plymouth, MI
A historic home originally built in 1903 with thoughtful renovations to welcome travelers to charming downtown Plymouth, Michigan. With three guest rooms in the main house and two suites in a separate carriage house, the
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
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
2024 Quality Assurance Award
The Hotel Saugatuck
Saugatuck, MI
The Hotel Saugatuck is a thoughtfully curated, adults only, boutique hotel designed for couples seeking an elevated yet relaxed retreat. Guests enjoy serene, private accommodations with king beds, spa inspired baths, fir