Berkshire Condos
1 & 2 bdrm resort condos, full amenities. Minutes to Tanglewood & attractions. 3 pools, hot tub, sauna, health club, mini golf & more! Wkly summers.
Resorts in the Berkshires
Spotlight
Rest in Comfort!
Newest rooms in the Berkshires! Large Indoor Pool/Hot Tub. Free Hot Breakfast! Suites with Fireplace. Packages available.
Best Deal Under The Sun!
Newly renovated rooms in historic downtown. Walking distance to restaurants, shops, theatres. Free Continental Breakfast.
Top Value in the Berkshires
Great option for any traveler. Deeply discounted dining, romance & family ski packages. Fireplace rooms, pool/Jacuzzi and more. Family owned/operated.
Berkshires Shirakaba Japanese Guest House
Top-rated on TripAdvisor. Private hilltop, pampered service, only 2 guest suites, indoor pool, wedding gazebo. Opt. Tatami Mat Rm. Japanese dinners.
Canyon Ranch in Lenox
Canyon Ranch is your haven for an inspiring, healthy getaway. Discover renowned wellness opportunities to help you feel your best for life!
Cranwell Resort, Spa and Golf Club
Historic hilltop mansion resort. Full service spa, in/pool, fitness center, 50+ treatments. Golf, tennis, x-c ski, 3 restaurants. Comp. WiFi.
Isabella Freedman Jewish Retreat Center
400 acre campus, lodging for 180, organic farm, lake, pool, kosher farm-to-table food, site rentals, workshops, Jewish holiday celebrations.
Jiminy Peak Mountain Resort
105 1-bedroom suites, Vacation homes also available. Slopeside winter lodging, steps away from Mountain Adventure in summer. Year round.
Oak N' Spruce - A Silverleaf Resort
Four-season timeshare resort close to all the attractions. Health club, indoor & outdoor heated pools, games, mini golf & more.
Ponds at Foxhollow, The
An elegant resort. Amenities include indoor & outdoor pools, tennis, fireplaces, hot tubs. Skiing & Tanglewood nearby.
Rock Hall Luxe Lodging
Luxurious, romantic Inn & Spa. Fireplaces, pool, tennis, full breakfast. Ideal Litchfield/Berkshires location. “Best of New England.”
Vacation Village in the Berkshires
Located in the Berkshires, across from Jiminy Peak skiing. Luxury condominium units w/comforts of home & recreational amenities of a 4 season resort.
Wyndham Bentley Brook
Located near Jiminy Peak featuring spacious Studios, 1 & 2 bedroom suites with full kitchens, living/dining areas and resort activities.
Porches Inn
Chambery Inn
Tannery Pond Concerts
Explore Lenox
The Mount, Edith Wharton's Home