Restoration masterpiece-1885 schoolhouse. Exquisite suites w/frplcs and whrlpl baths. Spa rm w/jacuzzi for 2. Room dlvd. bkfst, king canopy beds.

Peaceful charm and elegance in a 1906 Georgian mansion on 12 acres. Delicious breakfasts, fireplace, heated pool, and more. A perfect backdrop for your wedding!

Experience Gilded Age glamour, gourmet breakfasts, an outdoor heated pool and luxury accommodations in one of 14 elegant rooms or suites in the heart of the Berkshires.

Where the modern world meets nature; 1948 Bauhaus design amidst 316 acres of open fields with spectacular views and four miles of hiking trails.

Old world charm modern amenities, 32 acres. Beautiful suites/pvt baths/heated pool/fireplaces/Jacuzzis/candlelit bkfst. #1 on Trip Advisor/Lee.

Gilded Age mansion, 27 acres of lush gardens for outdoor ceremony, grand ballroom, 57 bedrooms, ideal destination venue/professional event coordinator.

Conceived and curated by home furnishings entrepreneur and Lenox resident, Annie Selke, 33 Main offers a delightful escape for the discerning traveler.

The Berkshires' rustic resort and cultural destination. Cozy trailside lodging, fireside dining, live music events, weddings, and retreats.

Restored Normandy-style barns with 16 guestrooms and suites. Granite fireplaces and whirlpool tubs. Exceptional wedding venue. Executive retreats.

Explore, Relax & Stay. The Barrington's intimate Inn offers spacious suites. It is conveniently located in Great Barrington, a vibrant town with a host of inviting eateries, stylish boutiques, and art galleries.

Elegant Gilded Age inn and guest house located in historic downtown Lenox. Nine bedrooms, two suites, private 3-bedroom guest house, private dining rooms, bar, restaurant, and lounge.

A stylish six room inn housed in a Georgian estate on twenty parklike acres.

Fine lodging and dining in elegantly restored stagecoach inn. Gracious rooms, AC, porches, fireplace, jacuzzis, TV. Serene gardens, pool, and views.

Landmark of hospitality. Antique filled rooms/suites. Three dining outlets: Main Dining Room, Tavern, Courtyard (seasonal). Banquet/event space. Live music on certain nights. Year-round pool and hot tub. Gift Shop.

Deluxe rooms at moderate prices. All have kitchenettes, private baths, TV, WiFi, AC, fireplace. Some with jacuzzi. Children/pets welcome. No smoking.

Charming, immaculate 11 rm B&B, all w/private bath, WiFi, frplce, A/C, full bkfst, family and group friendly, minutes to Tanglewood, Shaker Village, Hudson, Shakespeare and more.

An original historic inn from 1884 at the heart of a National Historic Landmark Village. Cozy guest rooms, pleasing amenities, AC, WiFi.

Retro décor with contemporary amenities across the street from MASS MoCA. European-style breakfast, bonfire, gazebo, EV Charging, Finnish-style sauna, outdoor hot tub, year-round heated outdoor pool, and state-of-the-art recording studio.

Formerly the Days Inn with 63 newly renovated rooms. Near Tanglewood, skiing, and Simon's Rock. Walk to downtown shops, theaters, and restaurants.

Award-winning hotel nestled on a wildlife preserve in the heart of the Berkshires. Smiles, cookies, free hot breakfast, and indoor pool are waiting to welcome you.

Lenox/Lee/Pittsfield - 130+ unique rooms and suites. 30 fireplace rooms, indoor pool, canopy beds, jacuzzis. Historic, romantic or extended stays. Groups welcome.

Concierge service, sumptuous breakfasts, comfortably elegant rooms. Close to Tanglewood, Lenox center and all attractions.

A historic inn sitting on 22 hillside acres. Charming rooms. Speakeasy-style bar with live music. Restaurant with views. Pool. Hiking trails. Available for weddings and events.

More than a B&B. Top rated on TripAdvisor. Five star, 15 room, historic Inn steps from Lenox Village. Great food, outdoor pool, spa treatments.

Indoor pool. 96 rooms-some with fireplace, views, jacuzzis. Lounge, fitness, meeting space, free internet, continental breakfast. Groups, families, couples, corp welcome.