Top Bed and Breakfasts in The Berkshires
Find the Top Bed and Breakfasts in The Berkshires – 20+ Quality Options from Leading Providers
1-20 out of 23 bed and breakfasts
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Bed & Breakfast
From
US$ 129
/night
- Gourmet breakfast with specialty coffees
- Designer rooms with private balconies
- Private deck next to koi pond
Bed & Breakfast
From
US$ 549
/night
- Unique elopement packages with planning assistance
- Gourmet farm-to-table breakfast served daily
- Scenic grounds for outdoor activities
Bed & Breakfast
- Heated Pool
- Fitness Center
- Wine Lounge
From
US$ 354
/night
- Gourmet breakfast with unique daily offerings
- Three distinct pet-friendly lodging options
- Wine and cheese social hour
Bed & Breakfast
- On-site restaurant
- Gas fireplaces
- Complimentary breakfast
From
US$ 161
/night
- Historic home with luxurious accommodations
- On-site dining by Executive Chef Jeremy Berlin
- Private en-suite bathrooms in all rooms
Bed & Breakfast
- Jetted Tubs
- Fireplaces
- Breakfast Delivery
From
US$ 360
/night
- Elegant rooms with working fireplaces
- Private jetted tubs for ultimate relaxation
- In-room breakfast delivered to your suite
Bed & Breakfast
- Private Patios
- In-Room Breakfast
- Gas Fireplaces
From
US$ 358
/night
- In-room breakfast with homemade and fresh options
- Private entrances and outdoor patios for rooms
- Pet-friendly accommodations with thoughtful amenities
Bed & Breakfast
- Gourmet Breakfast
- Cozy Library
- Beautiful Gardens
From
US$ 109
/night
- Gourmet breakfast with unique homemade dishes
- Historic charm with modern decor elements
- Pet-friendly accommodations with special amenities
Bed & Breakfast
- Heated Pool
- Garden Views
- Chef's Pantry
From
US$ 348
/night
- Multi-course gourmet breakfast daily
- Adults-only serene atmosphere
- Beautifully appointed historic rooms
Bed & Breakfast
- Beautiful gardens
- Library
- Picnic area
From
US$ 203
/night
- Historic charm with Victorian decor
- Delicious homemade breakfast options
- Engaging storytelling by welcoming hosts
Bed & Breakfast
- Golf course
- Flat-screen TV
- Luggage storage
From
US$ 363
/night
- Golf course access on-site
- Express check-in/-out services
- Wheelchair access available
Bed & Breakfast
- On-site spa
- Swimming pool
- Picnic area
From
US$ 515
/night
- Extensive property restoration planned by 2026
- Inviting on-site spa and wellness facilities
- Outdoor swimming pool for guest relaxation
Bed & Breakfast
- Carriage Room
- Parlor Room
- Outdoor pool
From
US$ 515
/night
- Dog-friendly with a resident dog
- Luxurious rooms with antique decor
- Near cultural attractions and outdoor activities
Bed & Breakfast
- Family Rooms
- Private Bathroom
- Free Parking
From
US$ 200
/night
- Family rooms available for all ages
- Air-conditioned rooms for comfort
- Free parking on the property
Bed & Breakfast
- Game Room
- Private Parking
- Picnic Area
- Garden-view accommodations
- On-site game room
- American breakfast options
Bed & Breakfast
- Gourmet Breakfast
- Beautiful Gardens
- Romantic Rooms
From
US$ 273
/night
- Gourmet breakfast with seasonal cuisine
- Romantic rooms with tailored decor
- Lovely gardens for relaxation
Bed & Breakfast
- Outdoor firepit
- Steam shower
- Spa tub
From
US$ 194
/night
- Artist-decorated boutique inn
- Organic materials and locally-sourced amenities
- Views of Ashuwillticook Rail Trail
Bed & Breakfast
- Music Room
- Outdoor Pool
- Pet-Friendly
From
US$ 253
/night
- Historic mansion with unique charm
- Exceptional breakfast with local ingredients
- Music room with various instruments
Bed & Breakfast
- Gourmet Breakfast
- Themed Rooms
- Common Area Games
From
US$ 206
/night
- Historical significance with famous past guests
- Chef-crafted gourmet breakfasts daily
- Themed rooms inspired by local history
Bed & Breakfast
- Private baths
- On-site dining
- Ski storage
From
US$ 228
/night
- Home-cooked breakfast served daily
- Historical bed and breakfast charm
- Wrap-around porches with great views
Bed & Breakfast
- Outdoor pool
- Library
- Fireplace
From
US$ 405
/night
- Gourmet chef-prepared breakfast daily
- Charming Victorian décor with modern comforts
- Heated outdoor pool for summer relaxation
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