Top Hotels in The Berkshires
Find the Top Hotels in The Berkshires – 70+ Quality Options from Leading Providers
51-77 out of 77 hotels
Bed & Breakfast
8.6
Great4040 reviews10
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
8.4
Great6565 reviews10
From
US$ 200
/night
- Family rooms available for all ages
- Air-conditioned rooms for comfort
- Free parking on the property
Bed & Breakfast
8.6
Great3939 reviews10
- 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
8.6
Great119119 reviews10
- 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
Motel
8.2
Great6060 reviews10
- Outdoor pool
- 24-hour reception
- Ample parking
From
US$ 90
/night
- Proximity to Tanglewood concerts
- Family-run warm hospitality
- Secluded pool area for relaxation
- 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
Inn
8.4
Great5454 reviews10
- 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
Hotel
- Private Parking
- Game Room
- Evening Entertainment
From
US$ 632
/night
- On-site restaurant with unique dining options
- 24-hour reception in English and Spanish
- Air-conditioned rooms with iPad amenities
Bed & Breakfast
8.6
Great3939 reviews10
- Outdoor firepit
- Steam shower
- Spa tub
From
US$ 174
/night
- Artist-decorated boutique inn
- Organic materials and locally-sourced amenities
- Views of Ashuwillticook Rail Trail
Motel
8.0
Great7171 reviews10
- 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
8.4
Great3232 reviews10
- Outdoor pool
- Library
- Fireplace
From
US$ 495
/night
- Gourmet chef-prepared breakfast daily
- Charming Victorian décor with modern comforts
- Heated outdoor pool for summer relaxation
8.4
Great6161 reviews10
- 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
7.2
Very good1212 reviews10
- 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
Inn
8.2
Great2222 reviews10
- Gourmet Breakfast
- Artful Design
- Dog-Friendly Rooms
From
US$ 419
/night
- Handmade Hästens mattresses for luxury comfort
- Exquisite breakfast with homemade variety
- Personalized service for special occasions
Bed & Breakfast
8.4
Great5757 reviews10
- 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
8.4
Great5252 reviews10
- 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
Motel
8.2
Great100100 reviews10
- Country Decor
- Garden Views
- Accessible Rooms
From
US$ 89
/night
- Scenic gardens and peaceful wooded setting
- Complimentary breakfast served in garden
- Children under 14 stay free
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
Motel
8.2
Great8989 reviews10
- Ski storage
- Playground
- On-site dining
From
US$ 97
/night
- On-site restaurant serving American cuisine
- Ski storage and waxing area available
- Children's playground for family fun
From
US$ 309
/night
18 minutes by foot from Bousquet Ski Area, the Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires By Ihg Pittsfield offers a swimming pool.
8.6
Great1515 reviews10
- Game room
- Cottages
- Library
From
US$ 316
/night
- Rustic barn venue for weddings
- Engaging innkeepers with local knowledge
- Charming grounds with grazing horses
8.4
Great3030 reviews10
- 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
Motel
- Flat-screen TV
- Ski storage
- Safety deposit box
From
US$ 173
/night
- Free private parking for guests
- Garden and outdoor dining area
- Activities like hiking and skiing
Bed & Breakfast
7.8
Very good3636 reviews10
- 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
Bed & Breakfast
- Outdoor Fireplace
- Free Parking
- Picnic Area
From
US$ 320
/night
- Outdoor fireplace for cozy gatherings
- Continental breakfast with fresh options
- Picnic area for outdoor enjoyment
8.4
Great66 reviews10
- 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
Bed & Breakfast
8.0
Great4949 reviews10
From
US$ 259
/night
Set about 25 minutes' stroll from National Shrine of the Divine Mercy, the rooms in the Cottage Stockbridge have views of mountain.
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