Top Hotels in The Berkshires
Find the Top Hotels in The Berkshires – 80+ Quality Options from Leading Providers
51-88 out of 88 hotels
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Hotel
From
US$ 249
/night
- Renowned for unique weddings and events
- Locally sourced dining from artisanal kitchen
- Charming lodging in renovated dairy barn
From
US$ 85
/night
- King suites with whirlpool tubs
- Diverse breakfast options available
- Pet-friendly dog walking areas
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
- Game Room
- Bar Lounge
- Meeting Room
From
US$ 185
/night
- On-site bar and lounge area
- Game room with billiard tables
- Pets allowed throughout the property
Hotel
- Jacuzzi suites
- Large lawn
- Pet-friendly
From
US$ 148
/night
- Elegant jacuzzi suites for relaxation
- Enormous lawn by the Housatonic River
- Pet-friendly options available
Motel
- Continental Breakfast
- Pet-Friendly
- Local Discounts
From
US$ 249
/night
- Family-run with personalized hospitality
- Discounted local attraction passes available
- Catering specifically to hikers
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
- Cooking class
- Game room
- Happy hour
From
US$ 594
/night
- Proximity to Tanglewood music festival
- Spectacular breakfast with quality options
- Historical charm in a unique setting
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
- Outdoor pool
- Free parking
- 24-hour reception
From
US$ 79
/night
- Outdoor swimming pool for seasonal fun
- 24-hour reception for convenient service
- Large-vehicle parking for easy access
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
- Full kitchens
- Pet-friendly
- Balconies
From
US$ 110
/night
- Spacious suites with full kitchens
- Pet-friendly policy welcomes all pets
- Remote check-in with keyless entry
Inn
- Dog-friendly lodge
- Two-bedroom suite
- Seasonal pool
From
US$ 199
/night
- Pet-friendly lodge rooms for furry guests
- Luxurious two-bedroom suite available
- Seasonal outdoor pool for summer relaxation
Motel
- Hot tub
- Sauna
- Mountain views
From
US$ 211
/night
- Hot tub and sauna for relaxation
- Air-conditioned rooms with mountain views
- Skiing and fishing activities available
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
Motel
- Outdoor pool
- 24-hour reception
- Ample parking
From
US$ 90
/night
- Proximity to Tanglewood concerts
- Family-run warm hospitality
- Secluded pool area for relaxation
Motel
- Heated pool
- Tennis court
- Picnic area
From
US$ 59
/night
- Ski Deal for Jiminy Peak tickets
- Heated outdoor swimming pool
- Park-like sanctuary for serenity
- Keurig machines
- Plush chairs
- Flat-screen TVs
From
US$ 159
/night
- Full renovation of guest rooms
- Plush comfort chairs in all rooms
- Easy access to Lime Rock Track
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
- Shared kitchen
- Concierge service
- Air conditioning
From
US$ 51
/night
- Activities like fishing available onsite
- Concierge service for guest assistance
- Shared kitchen for guest convenience
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
Hotel
- Private Parking
- Game Room
- Evening Entertainment
From
US$ 353
/night
- On-site restaurant with unique dining options
- 24-hour reception in English and Spanish
- Air-conditioned rooms with iPad amenities
Inn
- Gourmet Breakfast
- Artful Design
- Dog-Friendly Rooms
From
US$ 594
/night
- Handmade Hästens mattresses for luxury comfort
- Exquisite breakfast with homemade variety
- Personalized service for special occasions
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
Bed & Breakfast
- Hot tub
- Outdoor fireplace
- Ski storage
From
US$ 125
/night
- On-site spa and wellness centre
- Mountain views with outdoor dining
- Indoor play area for children
- Heated Lap Pool
- Personalized Breakfast
- BBQ Area
From
US$ 199
/night
- Direct access to Tanglewood events
- Personalized breakfast made to order
- Heated lap pool for relaxation
- Game room
- Cottages
- Library
From
US$ 316
/night
- Rustic barn venue for weddings
- Engaging innkeepers with local knowledge
- Charming grounds with grazing horses
Aparthotel
- Spa bath
- Sun terrace
- Air conditioning
From
US$ 656
/night
- Renovated aparthotel with garden views
- Spa bath in every accommodation unit
- Outdoor dining area for guests
- Free bikes
- Private parking
- Air conditioning
From
US$ 700
/night
- Bicycle rental for outdoor exploration
- Private bathroom with free toiletries
- Wheelchair access for all guests
- Hot Tub
- Children's Playground
- Ski Rentals
From
US$ 187
/night
- Year-round outdoor pool and hot tub
- Children's playground and activities
- Ski equipment rental and school
Motel
- Flat-screen TV
- Ski storage
- Safety deposit box
From
US$ 180
/night
- Free private parking for guests
- Garden and outdoor dining area
- Activities like hiking and skiing
Bed & Breakfast
- Outdoor Fireplace
- Free Parking
- Picnic Area
From
US$ 190
/night
- Outdoor fireplace for cozy gatherings
- Continental breakfast with fresh options
- Picnic area for outdoor enjoyment
- Garden terrace
- Bar area
- Air conditioning
From
US$ 254
/night
- Garden with sun terrace for relaxation
- Activities like skiing and cycling available
- On-site bar and happy hour experiences
Bed & Breakfast
- Private balconies
- Gourmet breakfast
- Fireplace suites
From
US$ 275
/night
- Historic architecture with stunning charm
- Customized romantic getaway packages available
- Locally-sourced gourmet breakfast offerings
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