1-A Lenox Bed and Breakfast
Idyllic, comfortable B&B. AC, WiFi, piano. Great affordable base in the Berkshires. 4 mi to Tanglewood. 1 mi to lake and golf. Smoke/pet free.
Bed & Breakfasts 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.
Romance Packages Starting at $99
Take a Getaway! Yankee Inn's comfortable accommodations include free breakfast, WiFi, indoor pool. Family owned and operated.
1896 House Inn & Country Lodgings
Romantic, luxurious, grand! Fireplaces/dual spa baths/candlelight breakfasts. Scenic brook/grounds. Htd. pool. Great Pub! Memorable! AAA.
1897 Hampton Terrace
Historic in-town 1897 Gilded Age Mansion. Inn since 1937. 14 rms/pvt. baths, fireplaces, heated pool, A/C, full breakfast, Jacuzzis. Walk to T/wood.
A Bed & Breakfast in the Berkshires
Serene valley views, gourmet breakfasts, hammock in apple orchard, beautiful rooms with private bath, AC & cable TV. 3.5 miles to Tanglewood.
Acorn's Hope
Rambling cape. Ideal location, 3 min to town. Elegant rms/wonderful beds w/pvt bath/fireplace/fab bkfst/quiet/great value/near Tanglewood. H/C access.
An English Hideaway Inn
New Owners – formerly Christine’s B&B. Beautiful 1780 Colonial. Great ambiance, touch of England in MA. Full English bkfst. Romantic & cozy. Qn beds, P/B. Pet/smoke free.
Apple Tree Inn & Restaurant
Spectacular views on 22 hillside acres. 34 rooms, pool, fireplaces, antiques, seasonal restaurant. Available for weddings, parties, meetings.
Applegate Inn
Savor the tranquility. Elegant 6 acre estate. Candlelit gourmet breakfast. Whirlpool rms, fireplaces, AC, heated pool. Golf/tennis across road.
B&B at Howden Farm
250 acre pumpkin farm & 1830′s Greek revival farmhouse; home of the Howden Pumpkins; berries/corn/chickens. Full breakfast. Quiet, starlight & country.
Baldwin Hill Farm Bed & Breakfast
Hilltop Farm on 350 acres/spectacular views. Quiet/near restaurants/shops/cultural, outdoor attractions. Cntry bkfst from menu. Pool/porch/AC/fans.
Berkshire 1802 House B&B
Lovely Victorian in historic Sheffield. Close to all Berkshire attractions. 7 guest rms. Pvt. bath. Porches, gardens and gazebo. Full bkfst.
Berkshire Inns
Lenox/Lee/Pittsfield – 130+ unique rms/suites. 30 frpl rms, indoor pool, canopy beds, jacuzzis. Historic, romantic or ext stays. Groups welcome.
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.
Birch Hill Bed & Breakfast
Elegant homestead c.1780 on 20 wooded acres. Homemade mouthwatering bkfst. Inground pool. Rms w/views & frplc. Children & Pet friendly (dogs).
Birchwood Inn
Romantic 1766 Inn, country elegance, tranquil village setting. Award-winning breakfasts, afternoon tea, library, porch, garden, 9 fireplaces.
Blackinton Manor Bed & Breakfast
Boston Globe/Yankee Magazine recommended , 5 min MASS MoCA, Clark, Appalachian Trail, pool, spacious rooms w/pvt baths, full bkfst, WiFi.
Briarcliff Motel
Visit our revamped 60′s motel at the foot of Monument Mountain, new for summer 2011. Our modern European style meets Berkshires hospitality.
Broken Hill Manor
Edwardian manor house on tranquil estate. 8 rms/pvt bath/antiques/garden views. Peaceful elegance of yester-year. Award winning hospitality ambiance.
Brook Farm Inn
Unsurpassed hospitality! 1 mi. Tanglewood, walk to town. 15 rms/pvt bath/pool/AC/firplcs/whirlpls/WiFi. Full bkfst, 4pm tea. Gardens.
Canterbury Farm
Historic B&B. Full breakfast, WiFi, pvt baths. XC ski, snowshoe groomed trails. Wildlife habitats forest stewardship. Spectacular gardens site. Rentals.
Chambery Inn
Restoration masterpiece-1885 schoolhouse. Exquisite suites w/frplcs & whrlpl baths. Spa rm w/jacuzzi for 2. Room dlvd. bkfst, king canopy beds.
Chesapeake Inn of Lenox
Best hotel by Citysearch – 1/4 mile to Tanglewood; A/C, queen beds, full private baths; 75 ft. heated lap pool; complimentary Saturday BBQ.
Churchill House Bed and Breakfast
1795 country home on beautiful grounds incredible breakfasts; clean comfortable rooms w/queen beds & private bath. Hospitality awaits!
Cobble View Bed and Breakfast
1850′s farmhouse in historic Tyringham Valley on 6 acres w/gardens, gazebo. Candlelight breakfast. Close to App. Trail, 4 mi. from MA Pike.
Conroy's B & B
1828 farmhouse. Immaculate country rms! Fireplaces/warm hospitality/home-baked bkfst. Seasonal apt/pool/Jacuzzi. Smoke/pet free. Great location!
Cornell
Quaint, with own pub, deck & garden pond. 28 rooms in 3 historic houses, all with private bath. Delicious no-meat breakfasts. 1/2 mi. to town.
Devonfield Country Inn
Old World Charm-modern amenities-32 acres-beautifully appointed suites-heated pool-tennis-fireplaces-jacuzzis-AC-fitness rm-DVD library.
Federal House Inn
1824 Federal style home. Newly redecorated. Gourmet bkfst. Evening wine & hors d’oeuvres. AC, frplcs. 1 mile Stockbridge, 7 miles to Tanglewood.
Galway Guestings
Country cottage on woodsy acres. Walk to Cranwell Spa/Golf/Pub; village. Tangelwood 2 mi, K/T rms, pvt baths, parlor/porch/gardens. Pet/Smoke free.
Garden Gables Inn
Top-rated on tripadvisor.com, enviable Lenox location, 15 room historic inn with 4-star amenities, spa robes, acclaimed breakfast, WiFi, spa.
Gateways Inn & Restaurant
Intown mansion. Refined ambiance. 12 well appointed rooms, fireplaces, pvt baths, AC. Full breakfast, restaurant, picnics. Open year-round.
Guest House at Field Farm, The
Where the modern meets nature. 1948 Bauhaus design set on 316 acres, spectacular views, contemporary design, fireplaces, pool, hiking.
Harbour House Inn B&B
Romantic 1793 country inn. Gardens/porches/views. Lavish breakfast. Perfect for small wedding. Easy to MASS MoCA, Tanglewood, A/TRL, R/TRL.
Historic Merrell Inn
Authentic 200+ year old stagecoach Inn. Two acres, riverside location, wood burning fireplaces, 1 mile from Stockbridge. On National Register.
Hollyhock House
Quiet, smoke-free affordable cntry home w/large comfortable bdrms overlooking bird-friendly gardens. Hearty bkfst/centrally located/extended stays.
Inn At Green River
Award-winning B&B. Pastoral setting just 20 min. to Tanglewood. Fireplaces, jacuzzis, cable TV, WiFi. NY Times described breakfasts as feasts!
Inn at Richmond, The
Lovely year round B&B. Country setting close to attractions. 9 rooms/suites/cottages. Pvt. baths, fireplaces, AC, WiFi, breakfast, intimate gatherings.
Inn At Stockbridge, The
Peaceful charm & elegance in a 1906 Georgian mansion on 12 acres. Candlelit breakfasts, fireplace, whirlpool rooms, AC, TV, heated pool, fitness room.
Inn at Sweet Water Farm, The
19th century historic eco inn. Pvt baths. Soaking tubs. 1000 TC line dried sheets. Fireplace. WiFi/HDTV. Slowfood Member hosting food events.
Jonathan Foote 1778 House
Casual elegance, history and great breakfasts in a country setting close to all. Fireplaces, pvt baths, antiques, WiFi, lovely linens, comfort.
Kemble Inn
Elegant historic mansion. Boutique hotel experience, mtn views, Jacuzzi’s, frpls, weddings, events & on-site restaurant. Pvt dining room for groups.
Lakeside Estates Bed, Breakfast & Cottage Rentals
Lakeside Estates, a beautiful country home overlooking Lake Otis Reservoir with 3 guest rooms all w/private baths. Open May – Dec.
Lakeside Terrace B&B
On lake, lovely, quiet 7 rms w/pvt baths, cont’l breakfast, porch. Swimming/boating/kayaking/fishing. Short drive to all events. Very relaxing.
Lee Lodging Association
Enjoy the historic beauty of our small New England Town. Relax at one of the lovely Inns or Bed & Breakfasts. Most 1 mile from Exit 2 – MA Pike.
Maple House Bed & Breakfast
Rural, antique B&B high in the hills. See the stars. Breathe fresh air. Awake to a hearty homegrown breakfast. Lake, river, mtn views, pvt baths, trails.
Mount Greylock Inn
A quiet place in a busy world. This painted lady offers a truly relaxing B & B experience.
Ramblewood Inn
Country log home nestled in the pines. 6 rms, pvt baths, close to all Berkshire events. No smoking. Central A/C. Weekly rates. Full gourmet bkfst.
Rookwood Inn, The
Fairytale Victorian Inn – 19 rms w/antiques, pvt baths, lux amenities, A/C – many w/frplc. Great bkfsts, afternoon refreshments. Ideal location.
Seven Hills Inn
Gilded age mansion on 27 acres of lush lawns. Antiques, fireplaces & leaded glass windows. 44 rms/pvt. baths, A/C, bkfst, pool, kid friendly.
Shaker Meadows B&B
1790s farmhouse & 3 suites. Kitchens, pvt. baths, fireplaces, country bkfst, on 50 acres. Tanglewood/Lake Beach/Jiminy Peak lift tix/DVD.
Shaker Mill Inn
Deluxe rooms at moderate prices. All have kitchenettes, private baths, TV, AC. Some with fireplace/jacuzzi. Children/pets welcome. No smoking.
Spencer House Bed & Breakfast, The
200 year old country home, 5 unique guest rooms, hearty breakfasts, fine dining restaurant, A/C, cable, WiFi, near Tanglewood & Jiminy Peak.
Staveleigh House
Warm, gracious hospitality in circa 1821 home. 7 comfortable AC guestrooms w/private baths. Pet friendly. Splendid breakfast/afternoon tea.
Stonover Farm Bed & Breakfast
Luxury B&B on 10 acres. Fully equipped, 4 suites & cottage, walk to Tanglewood. All audio-visual conveniences, full bkfst, wine & cheese.
Taggart House
Grand Relaxation In The Berkshires. A 19th Century Manor House on the Housatonic River. Walk to town. Enjoy luxurious comfort and modern amenities.
Topia Inn
Beautiful eco luxury.Organic beds/linens/gourmet bkfst/spa tubs/steam rain showers/wireless. Top 5 “World’s Best New Boutique Hotels” Yahoo! Travel.
Wainwright Inn
1766 historic home in town. Porches/gardens. Fireplaces/AC/pvt bath/TV rm/full breakfast/wheelchair access/DSL. 2 bedroom suite in carriage house.
Walker House Inn
1804 Inn on 3 village acres.Celebrating 30 years of welcoming guests. Pvt. Baths/AC/antiques/fireplaces/bkfst/Hi Def cinema/WiFi/pet friendly.
Warfield House Inn
Restored Early American Farmhouse located on 530 acres overlooking the Berkshire Hills. Full farm fresh breakfast each morning. Minutes for area attractions.
Weathervane Inn
1785 landmark inn on 10 acres with pool & gardens. Ten guestrooms & suites with private baths, A/C, breakfast & tea. Near all area sites.
Whistler's Inn
Featured on Travel Channel. Romantic 1820 English Tudor Manor on 7 wooded acres near town ctr. Pvt. baths, A/C, bkfst, antiques, Steinway, library.
White Horse Inn
Centrally located boutique B&B in beautiful colonial home. Private baths, A/C, deck & gardens. Wireless, 8 rooms, delicious breakfasts.
Canyon Ranch 
Rte 7 Grill 
Catamount Adventure Park 
Berkshire Theatre Group: The Colonial Theatre 
The Mount, Edith Wharton’s Estate & Gardens