Top Resorts in The Berkshires
Find the Top Resorts in The Berkshires – 50+ Quality Options from Leading Providers
1-20 out of 52 resorts
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Inn
8.8
Great3636 reviews10
From
US$ 483
/night
- Historic inn built in 1806
- Locally sourced dining prepared by Chef Paul Pearson
- Luxurious rooms with Carrara marble bathrooms
Hotel
8.4
Great131131 reviews10
From
US$ 140
/night
- Historic charm dating back to 1773
- Pet-friendly policies welcomed by guests
- Live music at The Lion's Den bar
8.6
Great6969 reviews10
- Luxury Spa
- Gourmet Dining
- Scenic Gardens
From
US$ 740
/night
- Luxurious spa offering unique holistic treatments
- Elegant New England-inspired dining experiences
- Picturesque gardens and scenic countryside views
8.2
Great3232 reviews10
- Gourmet Dining
- Golf Course
- On-site Spa
From
US$ 129
/night
- Luxurious spa services with unique treatments
- Exclusive adult-only romantic atmosphere
- Historic Wyndhurst Mansion offers elegant ambiance
8.4
Great5353 reviews10
- Indoor pool
- Fitness center
- Hot tub
From
US$ 131
/night
- Unique Pan-Asian cuisine at Jae's
- Proximity to Tanglewood cultural events
- Inviting patio with gas fireplace
Bed & Breakfast
8.0
Great3939 reviews10
- Outdoor dining
- Ski storage
- Fireplace lounge
From
US$ 171
/night
- Homemade breakfast on scenic porch
- Charming historic building with cozy rooms
- Access to nearby skiing and cultural events
Inn
8.4
Great5454 reviews10
- Seasonal Pool
- Private Baths
- Gathering Room
From
US$ 199
/night
- Pet-friendly Country Lodge rooms
- Charming country inn with local history
- Seasonal outdoor pool by a stream
Motel
8.0
Great7171 reviews10
- Pet-friendly
- Hiking support
- Complimentary breakfast
From
US$ 182
/night
- Unique cottage-style architecture
- Special amenities for hikers
- Discounted tickets for local attractions
Resort
8.4
Great8686 reviews10
- Indoor pool
- Tennis courts
- Game room
From
US$ 167
/night
- Indoor and outdoor pools available
- Tennis courts and hot tub onsite
- Game room with billiards and movies
Bed & Breakfast
- Game room
- Picnic area
- Flat-screen TV
- Scenic garden views for relaxation
- American breakfast with warm dishes
- Game room for family fun
Inn
8.0
Great4747 reviews10
- Outdoor pool
- On-site dining
- Bar/lounge
From
US$ 134
/night
- Heated outdoor pool with mountain views
- Live music events enhance guest experience
- Pet-friendly accommodations available
Hotel
9.2
Perfect6666 reviews10
- Heated pool
- Tennis court
- Jacuzzi
From
US$ 395
/night
- Seasonal outdoor swimming pool
- On-site spa and wellness centre
- Restaurant with vegan options
8.4
Great7474 reviews10
- Fitness centre
- Skiing
- Private porches
From
US$ 195
/night
- Gourmet breakfast changes daily
- Historic Victorian mansion ambiance
- Complimentary afternoon snacks available
Motel
8.4
Great101101 reviews10
- Heated Pool
- Charming Gardens
- Local Recommendations
From
US$ 89
/night
- Heated outdoor pool with mountain views
- Charming gardens enhance relaxation experience
- Personalized local recommendations from owners
8.6
Great167167 reviews10
- Indoor Pool
- Jacuzzi
- Meeting Rooms
From
US$ 139
/night
- Rooms with jacuzzi tubs for relaxation
- Cozy setting near Tanglewood concerts
- Indoor pool and hot tub available
Bed & Breakfast
8.4
Great8282 reviews10
- Private balconies
- Gourmet breakfast
- Koi pond
From
US$ 129
/night
- Designer rooms with private balconies
- Gourmet table-served breakfast included
- Relaxing gardens with koi pond
Motel
8.2
Great100100 reviews10
- Garden Views
- Complimentary Breakfast
- Country Decor
From
US$ 124
/night
- Country-style decor with garden views
- Complimentary breakfast served in gardens
- Affordable stays for children under 14
Bed & Breakfast
8.4
Great6565 reviews10
- Family Rooms
- Private Bathroom
- Air Conditioning
From
US$ 200
/night
- Free parking for all guests
- Family-friendly accommodations available
- Pet-friendly policy welcomed here
8.4
Great7373 reviews10
- Indoor Pools
- Mini Golf
- Activity Center
From
US$ 347
/night
- Multiple indoor and outdoor pools
- Family-friendly activities and entertainment
- Fully equipped kitchen in accommodations
8.2
Great106106 reviews10
- Fitness Centre
- Fishing Access
- Keurig Coffee
From
US$ 158
/night
- Sparkling Laurel Lake for fishing and boating
- On-site dining at the Bombay Bar & Grill
- Close to Tanglewood Music Festival
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