
Boutique hotels in Berkshire County
Find and book unique boutique hotels on Airbnb
Top-rated boutique hotels in Berkshire County
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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(WAIVED). **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 (WAIVED). **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(WAIVED) . **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(WAIVED) . **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(WAIVED). **Additional charge

Prime Berkshires Studio|WiFi|Sleeps 4|Pet-friendly
Perfect for a family or friend getaway with or without your dog. Featuring two luxury pillow-top queen beds, premium linens, dining table for work or eating, a sparkling clean bathroom with shower and separate sink/vanity area, Roku 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, and our lobby lounge. A $40/day pet fee applies, capped at $160 for stays of 5+ days.

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

★ Romantic King Room w/ Double Jacuzzi & Fireplace
Located in the King Suite Cottages building behind the Main House, the Marion Slocomb Suite is a spacious, private room perfect for a romantic retreat. It features a private entrance, sitting porch, living room area with a gas fireplace, hot tub-size Jacuzzi, wet bar, fridge, 4-poster King bed, A/C, HDTV, and private bathroom. Enjoy daily full breakfast, Wi-Fi, and access to our heated pool (seasonal, Memorial Day - Labor Day). Professionally managed by Hampton Terrace Inn.

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.

★ 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.

Luxe Unit in Berkshires|King Bed|Sleeps 4|Wifi
Welcome to East Rock Inn, ideally located 1 mile from downtown Great Barrington. Stretch out in our completely renovated Mountain View King Deluxe Room, featuring a king-sized bed, an ample sitting area with a queen-size sofa bed, a bathroom with tub/shower, separate vanity, and amenities from Public Goods. Sliding glass doors lead out to our sprawling backyard and East Rock Mountain.
Popular amenities for Berkshire County boutique hotels
Family-friendly boutique hotels

Cozy 2-bedroom apartment, AC in welcoming Lee

Singing Bridge Harmony Room

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

Standard Two Double in Boutique Lenox Hotel

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
Other boutique hotel holiday rentals

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

★ Private Peerless Room with Jacuzzi Tub & Fireplace
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- Boutique hotels Massachusetts
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- Six Flags New England
- Berkshire East Mountain Resort
- Mount Snow Ski Resort
- Catamount Mountain Ski Resort
- Butternut Ski Area and Tubing Center
- Jiminy Peak Mountain Resort
- Thacher State Park
- Bash Bish Falls State Park
- Zoom Flume
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- Norman Rockwell Museum
- Hudson Chatham Winery
- Opus 40
- New York State Museum
- Rensselaer Polytechnic Institute
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