Top Bed and Breakfasts in Midwest

Find the Top Bed and Breakfasts in Midwest – 200+ Quality Options from Leading Providers

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22 Guests, 1 Room
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1-20 out of 219 bed and breakfasts
Bed & Breakfast
8.2
Great91 reviews
From   US$ 185 /nightSelect
The 3-star Henderson Castle Inn offers 16 elegant rooms with private bathrooms, 9 minutes by foot from Kalamazoo College.
Bed & Breakfast
8.6
Great49 reviews
From   US$ 212 /nightSelect
  • Direct access to Monon Trail
  • Art inspired decor throughout hotel
  • Bunkhouse Lounge for social gatherings
8.6
Great32 reviews
  • Heated Pool
  • Organic Farm
  • Event Barn
From   US$ 431 /nightSelect
  • Organic farm-to-table breakfast experience
  • Year-round heated pool and hot tub
  • Variety of luxury suites, cottages, and campers
Bed & Breakfast
8.2
Great36 reviews
  • Jacuzzi
  • Private Balcony
  • Fireplace
From   US$ 237 /nightSelect
  • Gourmet breakfast featuring high-quality ingredients
  • Historic accommodations with Victorian-era charm
  • Proximity to outdoor recreation activities
Bed & Breakfast
8.6
Great37 reviews
  • Heated Floors
  • Snack Bar
  • Beautiful Gardens
From   US$ 332 /nightSelect
  • Gourmet homemade breakfast extravaganza
  • Rich historical architecture and decor
  • Picturesque outdoor gardens for relaxation
Bed & Breakfast
8.0
Great53 reviews
  • Bourbon Bar
  • Outdoor Balcony
  • Historic Tours
From   US$ 99 /nightSelect
  • Historic ambiance with bourbon bar
  • Live music events every week
  • Quaint outdoor seating area
Bed & Breakfast
8.2
Great65 reviews
  • Bike Rentals
  • Garden Courtyard
  • Wrap-Around Porch
From   US$ 200 /nightSelect
  • Stunning harbor views from unique rooms
  • Historical significance tied to local legends
  • Bicycle rentals available for exploring
8.8
Great40 reviews
  • Game Room
  • Hot Tub
  • Outdoor Patio
From   US$ 247 /nightSelect
  • Daily home-cooked breakfasts vary every day
  • Game room with pool table for entertainment
  • Comfortable beds ensuring restful nights
Bed & Breakfast
8.6
Great40 reviews
  • Rooftop bar
  • Jacuzzi suites
  • Historical tours
From   US$ 185 /nightSelect
  • Victorian architecture with historic charm
  • Gourmet multi-course complimentary breakfast
  • Rooftop bar with stunning harbor views
Bed & Breakfast
8.2
Great33 reviews
  • Outdoor fireplace
  • In-room breakfast
  • Flat-screen TVs
From   US$ 149 /nightSelect
  • Outdoor fireplace for relaxing evenings
  • In-room breakfast available upon request
  • Air-conditioned rooms with flat-screen TVs
8.2
Great43 reviews
  • Butler's Kitchen
  • Reading Nook
  • Grand Piano
From   US$ 260 /nightSelect
  • Exclusive venue for romantic weddings
  • Eclectic breakfasts with handmade options
  • Charming decor and inviting atmosphere
8.4
Great66 reviews
  • Event Hall
  • Gazebo Garden
  • Catering Services
From   US$ 189 /nightSelect
  • Themed rooms like Alice in Wonderland
  • Historic property built in 1917
  • All-inclusive wedding packages available
Bed & Breakfast
  • Picnic Area
  • Sun Terrace
  • Golf Course
From   US$ 176 /nightSelect
  • Air-conditioned rooms with garden views
  • Picnic area for outdoor relaxation
  • Adults-only atmosphere and services
Bed & Breakfast
  • Multiple Fridges
  • Garden Access
  • Key-Free Entry
From   US$ 27 /nightSelect
  • Ideal for gatherings and parties
  • Located near vibrant Wrigley Field
  • Historic building with charming character
  • Game Parlor
  • Tesla Charger
  • Bridal Suite
From   US$ 174 /nightSelect
  • 170-year-old historic architecture
  • Gourmet breakfast with local flair
  • Personalized wedding coordination services
Bed & Breakfast
8.2
Great52 reviews
  • Haunted Basement
  • Drawing Room
  • Hot Tub
From   US$ 138 /nightSelect
  • Historic mansion with Georgian architecture
  • Haunted movie room with reclining seating
  • Four-season hot tub in secret garden
Bed & Breakfast
8.6
Great31 reviews
  • Gourmet Breakfast
  • Historical Charm
  • Social Hour
From   US$ 586 /nightSelect
  • Farm-to-table gourmet breakfast offerings
  • Unique themed eclectic room decor
  • Charming gardens and outdoor spaces
8.4
Great38 reviews
  • Jacuzzi Tub
  • Grab-and-Go
  • King Suites
From   US$ 336 /nightSelect
  • Three-sided fireplace and oversized jacuzzi
  • Complimentary grab-and-go breakfast provided
  • Romantic suite with private luxury bath
8.6
Great38 reviews
  • Hot Tub
  • Garden
  • Fireplace
From   US$ 244 /nightSelect
  • Historic round barn event venue
  • Homemade multi-course breakfast
  • Themed rooms with unique decor
Bed & Breakfast
8.2
Great31 reviews
  • Bicycle rental
  • Outdoor fireplace
  • Private bathroom
From   US$ 288 /nightSelect
  • Electric vehicle charging station available
  • Bicycle rentals for outdoor exploration
  • Adults-only environment for tranquility