
Boutique hotels in Berkshire County
Find and book unique boutique hotels on Airbnb
Top-rated boutique hotels in Berkshire County
Guests agree: These boutique hotels are highly rated for location, cleanliness and more.

Studio|King Bed|Wifi|Dog-Friendly| Near Tanglewood
Designed for a long weekend or intimate stay, with or without your furry family member. This is East Rock Inn's brand new King Studio, featuring a king bed, bathroom with a walk-in shower, and Roku TV. Quiet and comfortable. Our central location, 1 mile from downtown Great Barrington and 1 mile from Butternut Ski Area, means you're close to all the shops, restaurants, and outdoor activities the Berkshires have to offer. A $35/day pet fee applies. Please be sure to indicate if you have a pet.

Prime Berkshires Studio|WiFi|Sleeps 4|Pet-friendly
Perfect for a family or friend getaway with or without your dog. This unit features two luxury pillow-top queen beds, premium linens, dining table and chairs for work or eating, a sparkling clean bathroom with shower and separate sink/vanity area, Roku Smart TV, and individually controlled AC and heat. With full access to East Rock Inn's outdoor dining tables and Adirondack chairs for lounging or enjoying your morning coffee. A $40/day pet fee applies, capped at $160 for stays of 5+ days.

Cozy 2-bedroom apartment with WiFi, fitness room
After a day of mountain adventures , our Resort in the Berkshires is the perfect New England-y place to unwind and kick off those hiking boots. Take the whole family for a relaxing indoor swim, enjoy a flick at our onsite movie theater, and end your evening with a toast at the Beartree Bar. • Pools, Gym, Movie Theater and mini golf • Accommodate up to 6 people • One guest in the party, must be at least 21 y/o or older. * U$10 PER NIGHT OF RESORT FEE. **Additional charge

Cozy 2-bedroom apartment with AC, fitness room
After a day of mountain adventures , our Resort in the Berkshires is the perfect New England-y place to unwind and kick off those hiking boots. Take the whole family for a relaxing indoor swim, enjoy a flick at our onsite movie theater, and end your evening with a toast at the Beartree Bar. • Pools, Gym, Movie Theater and mini golf • Accommodate up to 6 people • One guest in the party, must be at least 21 y/o or older. * U$10 PER NIGHT OF RESORT FEE. **Additional charge

Cozy 2-bedroom apartment, AC in welcoming Lee
After a day of mountain adventures , our Resort in the Berkshires is the perfect New England-y place to unwind and kick off those hiking boots. Take the whole family for a relaxing indoor swim, enjoy a flick at our onsite movie theater, and end your evening with a toast at the Beartree Bar. • Pools, Gym, Movie Theater and mini golf • Accommodate up to 6 people • One guest in the party, must be at least 21 y/o or older. * U$10 PER NIGHT OF RESORT FEE. **Additional charge

Cozy 2-bedroom apartment, AC in welcoming Lee
After a day of mountain adventures , our Resort in the Berkshires is the perfect New England-y place to unwind and kick off those hiking boots. Take the whole family for a relaxing indoor swim, enjoy a flick at our onsite movie theater, and end your evening with a toast at the Beartree Bar. • Pools, Gym, Movie Theater and mini golf • Accommodate up to 6 people • One guest in the party, must be at least 21 y/o or older. * U$10 PER NIGHT OF RESORT FEE. **Additional charge

Cozy 2-bedroom apartment, in enjoyable Lee
After a day of mountain adventures , our Resort in the Berkshires is the perfect New England-y place to unwind and kick off those hiking boots. Take the whole family for a relaxing indoor swim, enjoy a flick at our onsite movie theater, and end your evening with a toast at the Beartree Bar. • Pools, Gym, Movie Theater and mini golf • Accommodate up to 6 people • One guest in the party, must be at least 21 y/o or older. * U$10 PER NIGHT OF RESORT FEE. **Additional charge

Cozy 2-bedroom apartment, WiFi in fabulous Lee
After a day of mountain adventures , our Resort in the Berkshires is the perfect New England-y place to unwind and kick off those hiking boots. Take the whole family for a relaxing indoor swim, enjoy a flick at our onsite movie theater, and end your evening with a toast at the Beartree Bar. • Pools, Gym, Movie Theater and mini golf • Accommodate up to 6 people • One guest in the party, must be at least 21 y/o or older. * U$10 PER NIGHT OF RESORT FEE. **Additional charge

Singing Bridge Harmony Room
Great views of the Berkshire hilly forests, and hiking trails along a scenic river. Couples, families, and pets feel right at home in our recently renovated kitchen and warm, and friendly lodge with four bedrooms, electric baseboard heat and queen-sized beds. The sunny loft has a comfy queen. Gas heat. Call an hour before arrival if you don't have AT&T or Verizon cell service- other carriers may be inconsistent in the area. Wifi enabled. Pets are welcome for a $25 fee.

★ Private Peerless Room with Jacuzzi Tub & Fireplace
Known as the Peerless Room, this romantic second-floor space features a Queen bed, corner gas fireplace, and private bath with a Jacuzzi tub. Located in the Carriage House of our historic property, this room offers luxurious amenities and privacy, just a short walk from downtown Lenox. Enjoy daily full breakfast, A/C, HDTV, Wi-Fi, and access to our heated pool (seasonal, Memorial Day - Labor Day). Professionally managed by Hampton Terrace Inn.

★ Beautiful Room with Fireplace & Jacuzzi Tub
Known as the Sunol Room, this elegant second-floor space features a Queen bed, corner gas fireplace, and private bath with a Jacuzzi tub. Located in the Carriage House of our historic property, this room offers luxurious amenities and privacy, just a short walk from downtown Lenox. Enjoy daily full breakfast, A/C, HDTV, Wi-Fi, and access to our heated pool (seasonal, Memorial Day - Labor Day). Professionally managed by Hampton Terrace Inn.

★ Romantic Room with Jacuzzi Tub & Fireplace
Known as the Rarus Room, this moody and romantic second-floor space features a Queen bed, corner gas fireplace, and private bath with a Jacuzzi tub. Located in the Carriage House of our historic property, it offers privacy and is a short walk to downtown Lenox. Enjoy daily full breakfast, A/C, HDTV, Wi-Fi, and access to our heated pool (seasonal, Memorial Day - Labor Day). Professionally managed by Hampton Terrace Inn.
Popular amenities for Berkshire County boutique hotels
Family-friendly boutique hotels

Studio|King Bed|Wifi|Dog-Friendly| Near Tanglewood

Cozy 2-bedroom apartment, AC in welcoming Lee

★ Beautiful Room with Fireplace & Jacuzzi Tub

Singing Bridge Harmony Room

Prime Berkshires Studio|WiFi|Sleeps 4|Pet-friendly

Cozy 2-bedroom apartment, AC in welcoming Lee

Cozy 2-bedroom apartment, in enjoyable Lee

Cozy 2-bedroom apartment with WiFi, fitness room
Other boutique hotel holiday rentals

Studio|King Bed|Wifi|Dog-Friendly| Near Tanglewood

Cozy 2-bedroom apartment, AC in welcoming Lee

Singing Bridge Harmony Room

Prime Berkshires Studio|WiFi|Sleeps 4|Pet-friendly

Cozy 2-bedroom apartment, AC in welcoming Lee

Cozy 2-bedroom apartment, in enjoyable Lee

Cozy 2-bedroom apartment with WiFi, fitness room

Standard King in Boutique Lenox Hotel
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- Boutique hotels Massachusetts
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- Six Flags New England
- Jiminy Peak Mountain Resort
- Catamount Mountain Ski Resort
- Thacher State Park
- Butternut Ski Area and Tubing Center
- Mount Snow Ski Resort
- Bash Bish Falls State Park
- Kent Falls State Park
- Bousquet Mountain Ski Area
- Mohawk Mountain Ski Area
- Zoom Flume
- Taconic State Park
- Ski Sundown
- Norman Rockwell Museum
- Opus 40
- Berkshire Botanical Garden
- Naumkeag
- June Farms
- Hancock Shaker Village
- Poets' Walk Park
- Millbrook Vineyards & Winery
- New York State Museum
- Rensselaer Polytechnic Institute
- Mount Greylock




