Local Accommodations

BRepresents a discount of 10% or more for Berkshire School guests.
 Mileage distances to Berkshire School are approximate

Sheffield, MA
North Egremont, MA
South Egremont, MA
Great Barrington, MA
Lakeville, CT
Hillsdale, NY
New Marlborough, MA
Other Nearby Towns

B&B HOWDEN FARM LLC - Sheffield, 4.5 miles
Greek Revival farm house on a working pumpkin farm with a pick your own berries and chickens too. Located three miles from town. Outdoor activities: hiking, biking, canoeing and cross country skiing. Berkshire activities all available. 413-229-8481
BERKSHIRE 1802 HOUSE - Sheffield, 3 miles
Charming Federal home in historic Sheffield. Seven guest rooms, A/C or ceiling fans, Tanglewood, antique shops, skiing, all Berkshire attractions nearby. Full breakfast. Open all year. Brochure. 413-229-2612 www.berkshire1802.com

ORCHARD SHADE - Sheffield, 4 miles 
Charming 1850 guest house with 3 lovely rooms set on 2 acres by a quiet country road. 413-229-8463
BRACE BROOK LODGE - Sheffield, 3 miles
Rustic 'chintz free' mountain retreat. Restored 1790s timberpeg barn. Country style rooms with baths. Hearty breakfast buffet. Low key ambiance for family reunions, sequestered work groups, romantic getaways, weddings. Hiking heaven. 413-229-2916  WINTER SPECIAL: Click here for details.

RAMBLEWOOD INN - Sheffield, 3.5 miles
A unique country B&B with style. Serene setting among pines, mountains & lake. Convenient location, swimming, hiking,gourmet breakfasts, pvt. baths, central air., non-smoking. VISA/MC 800-854-1862

Sheffield, 2.5 miles
Warm and gracious hospitality in my circa 1821 home in historic Sheffield. Seven comfortable air-conditioned guest rooms. A splendid breakfast! Near all Berkshire attractions. Open year round. All major credit cards accepted. 413-229-2129

North Egremont, MA
COTTAGE, THE - North Egremont, 8 miles
A Bed & Breakfast in a charming country cottage. Twin beds, private bath. Delicious home-cooked breakfast. Near all Berkshire attractions. No credit cards. No minimum stay. 413-528-4974
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INN AT SWEET WATER FARM - North Egremont, 8.5 miles
Historic village post and beam B&B. 6 guest rooms. Private baths. A/C, Wireless internet. Seasonal breakfast menu highlighting Berkshire farmers. 413-528-2882
SILO B&B, THE - North Egremont, 8 miles
Country contemporary. Cathedral living room w/window walls facing fields & woods. 2 bright bedrooms off balcony sitting area. 1 accessible bedroom on main floor. Private baths. Full breakfast & afternoon tea. Near all area attractions. 413-528-5195
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South Egremont, MA


SWISS HUTTE COUNTRY INN - South Egremont, 9.5 miles
Wine and Dine in European comfort or spend the weekend in a peaceful hidden valley with beautiful gardens. Swimming pool, tennis, skiing, ice skating. Specializing in private parties and business affairs. 413-528-6200

Great Barrington, MA


8 OAK STREET - Great Barrington, 8 miles
Immaculate contemporary rooms in "walk-to-town" Great Barrington Victorian house. Quiet, pretty neighborhood. Theater, restaurants, galleries, movies, hikes and more within minutes of your room. Gourmet coffee or tea awakes you. No smoking. 413-528-1729
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BELL HOUSE B & B, THE - Hillsdale, 9.5 miles
Experience this lovely 1830s Inn located on rolling land with ancient trees and perennial gardens. The Inn boasts 5 charmingantique filled guest rooms with private baths and jacuzzi. Memorable breakfasts, swimming pool and fireplaces. Near all Berkshire attractions. 518-325-3841


BRIARCLIFF INN - Great Barrington, 10 miles
Restful, quiet atmosphere with beautiful scenery. Located near Tanglewood and major theatres, cultural attractions,museums,antiques, canoeing, biking and hiking trails. Refrigerators & Connecting rooms. 413-528-3000 www.how2vacation.com


CHRISTINE'S B & B & TEA ROOM- Great Barrington, 13 miles
3-1/2 mi NW Rt. 41, Gt. Barrington. 1780 col farmhouse. All pvt. baths, TV in rm, phones, A/C, queen canopy beds. Mid-wk rate, ski/dinner pkgs, Corporate rates. Fireplaces, quilts paintings. Quiet, romantic, min. from Tanglewood. No smoking.Tearoom. 800-536-1186


60 rooms, indoor swimming pool, spa, exercise room, free high speed Internet access and free extended complimentary continental breakfast. 413-644-3200
Please be sure to mention Berkshire School when making reservations!

DAYS INN - Great Barrington, 8 miles
62 rooms. Jacuzzi/king/ adjoining. HBO, MAX, continental breakfast. Near Tanglewood/ ski/ Simons Rock. Walk to downtown shops, restaurants & more. AAA, midweek & business rates. 413-528-3150
DRAGONSFIELD B&B - Great Barrington, 8.5 miles
On hill above road, 4/10 mile west of Butternut. Views of ski basin/fall foliage. Full breakfast on terrace if nice. Town 2 miles. Tanglewood 12 miles. Spacious rooms, all private baths. Twin/queen/king beds. A/C & cable TV each room. No smoking, no pets, children 10+. 413-644-9338
HOLIDAY INN EXPRESS - Great Barrington, 9 miles
The best in the Berkshires where cleanliness and service make the difference. AAA rated, indoor pool, fitness, meeting &business center. Free Express Start Breakfast" 413-528-1810
Holiday Inn Express Great Barrington 
Please mention Berkshire School when making reservations!


LANTERN HOUSE MOTEL - Great Barrington, 9 miles
Totally remodeled. Jacuzzi tub available. 14 unit AAA approved. Large, comfortable rooms with modern full bath, phones, A/C, refrigerators, cable TV, connecting room. Minutes to Butternut, Simon's Rock, Norman Rockwell, Gedney Farm, Tanglewood, Stockbridge, hiking. 413-528-2350 www.thelanternhousemotel.com


LILYPAD LANDING - Great Barrington, 8 miles
Quiet Gt. Barrington accomodations, 1.6 miles North of town, off Route 41. One room with internet access, share bathroom. One bedroom with private bathroom and balcony. Pets on premises. 413-528-3455
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MONUMENT MOUNTAIN MOTEL - Great Barrington, 9 miles
18 units (some non-smoking) 1 story AAA motel located on Rt. 7 opposite Friendly's: Family units, king beds, phones, coffee,heat, A/C, CCTV w/HBO, tennis court & pool. Close to Tanglewood, arts, golf, skiing & hiking. Mid-week specials. 413-528-3272
OLD LILAC FARM - Great Barrington, 9 miles
Sunny, cheerful 2 bedroom, 2 bath apartment on the first floor of a converted 19th century post & beam carriage house. Surrounded by 150 acres of pastures and woodlands. Full kitchen and W/D.
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THORNEWOOD INN & SPENCER'S RESTAURANT - Great Barrington, 9.5 miles
Beautiful antique filled guest rooms, fireplaces, balcony views of the Berkshires. Spencer's Restaurant serves up culinarymagic. 800-854-1008


TRAVELODGE MOTEL - Great Barrington, 9 miles
2-diamond AAA 21 rooms, 2 jacuzzi suites with efficiency kitchens. Refrigerators in every room. Color cable TV, continental breakfast, indivdual thermostats, queen size beds, connecting rooms, free telephones, private pool area, playground. 413-528-2340
WAINWRIGHT INN - Great Barrington, 8 miles
Historic 1766 home & carriage house in town. Wrap-around porches. Fireplaces. A/C. Private baths. Wheelchair accessible guest room. Full breakfast. Refreshments. Inquire about children. No pets. No smoking. Wireless DSL. 413-528-2062
WIND IN THE PINES - Great Barrington, 6 miles
Upscale motel 2 miles south of downtown Gt. Barrington on Rt 7. Beautiful setting with flower gardens by pool. Studios w/mini-kitchens, cable TV & outdoor barbecues. Accessible to all area attractions. Competitive rates. No smoking or pets. 413-528-3840
WINDFLOWER INN - Great Barrington, 5 miles
A gracious country inn. Family owned & operated for over 25 yrs. On 10 beautiful acres w/gardens & pool. Across from 18 hole public golf course, 5 mi. to 2 ski areas.13 guest rooms all Prvt. bath, 6 rms w/working FP. Full breakfast & afternoon tea& cookies. The family friendly alternative to the chain hotels. 800-992-1993

Lakeville, CT


INN at IRON MASTERS - Lakeville, CT, 11 miles
28 room country inn with sitting area, private bath & in-room amenities. Includes deluxe continental breakfast served in cafeRelax by outdoor pool or in hearth room. On grounds clothing & gift shop, restaurant. Three diamond AAA. 860-435-9844


INTERLAKEN INN - Lakeville, CT, 12 miles
An elegant country retreat with 90 rooms and Townhouse Suites. 800-222-2909
WAKE ROBIN INN - Lakeville, CT, 11 miles
Wake Robin Inn reflects the very best of Lakeville-Salisbury, CT, in comfort, tradition and service. Up to 38 lodging roomsand suites, all with private baths, Comcast digital cable. 860-435-2000

Hillsdale, NY

INN AT GREEN RIVER - Hillsdale, 12 miles
1830 Colonial, shaded by ancient sugar maples, overlooking meadow and hundreds of acres of woodland. 7 romantic guestrooms, some w/fireplaces and jacuzzis. Scrumptious full breakfast called a feast by NY Times. 20 min. to Tanglewood. 518-325-7248


SILVANUS LODGE - Hillsdale, 9.5 miles
Fresh, cool little rooms... go ahead, break away from the herd. Gateway to the Berkshires, the Hudson River Valley and thetri-state region. All the normal stuff & a pool, too. Be sure to check the website for additional information. 518-325-3000

New Marlborough, MA
BROOKMEDE FARM - New Marlborough, 15 miles
Nestled in the ambiance of the Berkshires on Rt #57 in New Marlborough. Enjoy your stay in our 1837 brick colonial farmhouse. Four guest rooms to include master suite with king. Relax in common room with fireplace. Continental breakfast. 413-229-8708
Cleary Cottage - New Marlborough, 15 miles
Sunny, newly renovated 2 bedroom cottage with full kitchen and bath. Beautiful views. Located across from renowned fine dining establishment The Old Inn on the Green. For photos and rates, click here: http://www.homeaway.com:80/vacation-rental/p214201 Contact: Eugene and Maria Cleary at 413-229-8448 or 413-528-5523.
GEDNEY FARM - New Marlborough, 15 miles
Two restored Normandy-style barns featuring 16 guest rooms and suites and a premiere banquet and special event venue. 800-286-3139 www.gedneyfarm.com
INN at FREEMAN ELMS FARM - New Marlborough, 9.5 miles
Beautiful 1797 antique-filled homestead. Six individually appointed rooms with private baths, all-season porch surrounded by 600 acres of lawns, fields, orchard and woodlands. Continental breakfast served. Close to many Berkshire attractions. 413-229-3700
MEPAL MANOR & SPA - New Marlborough, 15 miles
Newest addition to Gedney Farm. Luxurious manor guest rooms; exquisite state-of-the-art spa; beautiful, tranquil setting. 800-286-3139


OLD INN ON THE GREEN - New Marlborough, 15 miles
1760 inn and converted French Normandy barn. Period guest rooms and suites with whirlpools & fireplaces. Ski package, X-country trails, hiking & mtn. biking. Corporate retreats & conference site. Spectacular wedding site. 413-229-7924

Other Nearby Towns
 Amenia, NY
TROUTBECK - Amenia, NY, 25 miles
Troutbeck is a beautiful and lush forty-three acre resort in the picturesque foothills of the Berkshire Mountains. The grounds include towering 200-foot sycamore trees, a serene European setting and an intimate stone chapel. 800-978-7688
 Colebrook, CT
Rock Hall Luxe Lodging - Colebrook, CT, 21 miles 
An historic & distinctive year-round destination with luxurious accommodations, Spa services, resort-style amenities and gourmet breakfast. Estate with pool, tennis, gardens, billiards and fitness room. 860-379-2230.
Copake, NY
BSUNSET/SUNRISE - Copake, NY, 15 miles
Architect's contemporary home on 17 acres. 3 bedrooms each with individual controlled heat, private bath (one w/whirlpool), and decks to enjoy the 280* view. Our own walking or cross-country skiing trails. Full breakfast. Close to Bash Bish Falls & and easy drive to all Berkshire attractions. 518-329-2505 www.staycolumbia.com
Housatonic, MA
MYCOLODGE, THE - Housatonic, 11 miles
Come enjoy the comfortable 1814 farmhouse with its country charm and relaxing gardens. Queen beds with private bathrooms, cable TV. Air conditioning, delicious continental breakfast. Petting cat on premises. Children over 6 welcome. 413-528-5039
Lee, MA


26 rooms with private baths, hair dryers; individually controlled heat & A/C; color cable TV. King size bed & Jacuzzi and non-smoking rooms available. 5 miles to Tanglewood. 413-243-0501
Lenox, MA
BLANTYRE CASTLE - Lenox, 19.5 miles
Tucked into the Berkshire Hills, this aristocratic and impeccably maintained Tudor-style mansion estate sits amid 100 park-like acres punctuated by a heated pool, tennis courts and tournament-rated croquet lawns 413-637-3556 www.blantyre.com
CRANWELL RESORT - Lenox, 19 miles
Cranwell Resort, Spa and Golf Club is the premier all-season resort in the heart of the majestic Berkshires where you'll enjoy one of the largest new spas in the Northeast, luxury accommodations, fine dining, outstanding amenities and exceptional service. 800-272-6935


SEVEN HILLS INN - Lenox, 20 miles
Whatever the season, you are welcome here. Committed to offering our guests a relaxing respite from the concerns of hectic modernity. 413-637-0060
WHEATLEIGH HOTEL - Lenox, 20 miles
Comfortable luxury at its best. 413-637-0610 www.wheatleigh.com
Millerton, NY
SIMMONS WAY - Millerton, NY, 15 miles
Graceful retreat in grand Victorian elegance and civility. Located near the Connecticut border in the Berkshire foothills. Antiques, fireplaces, porches and historic candlelit silver service highlight memorable accommodations and international cuisine and wine selections. 518-789-6235
Monterey, MA


ART SCHOOL ROAD INN - Monterey, 16 miles
1/2 mile from Lake Garfield-Monterey, offering a beautiful nature-filled setting where guests enjoy beach rights, full breakfast,afternoon tea, private gardens and the best of Berkshire culture! Pet friendly! 413-644-9630 ArtSchoolRoadInn.Tripod.com
Mount Washington, MA


HALLIG HILLTOP HOUSE - Mount Washington, 7 miles
Exclusive guest quarters with king suite and double, each with private bath and 1 single bedroom all with sweeping hillside views, pool, sauna, and trails from front door. Breakfast included with full meal service optional. A Berkshire gem. 413-644-0076
Norfolk, CT
BLACKBERRY RIVER INN - Norfolk, CT, 16 miles
Wake up in the mountains in a 237 year old colonial inn located in the foothills of the Berkshires on 27 scenic acres. www.blackberryriverinn.com
MOUNTAIN VIEW INN - Norfolk, CT, 17 miles
An elegantly restored Country Bed and Breakfast offers Victorian ambience in the serenity of the Litchfield Hills. Classical music and a glass of sherry in the main parlor or curl up with a good book in front of a blazing fire in the great dining room. 860-542-6950
Otis, MA
MAPLEWOOD 1850 HOUSE - Otis, 24 miles
Nestled in the heart of the Berkshires, Maplewood is able to accommodate your needs; whether it be for one night, a weekend, a week, a month, a season or even year round. 375 feet of breath-taking Farmington River frontage. 413-269-7351
Sharon, CT
Nutmeg House - Sharon
Beautiful post and beam house on quintessential "Currier & Ives" historic farm. Rent the entire house or just individual rooms. Located centrally on Rt. 41. Discount available to Berkshire families. Website: www.thenutmeghouse.com  Telephone: 860 364-8016. Email address is info@thenutmeghouse.com
Stockbridge, MA


RED LION INN - Stockbridge, 15.5 miles
Providing guests with genuine New England hospitality for over two centuries. Antique-filled rooms and suites, contemporary regional cuisine. Nightly entertainment in the Lion's Den. Ideal for meetings and weddings. 413-298-5545
Tyringham, MA


COBBLE VIEW BED & BREAKFAST - Tyringham, 23 miles
In the heart of historic Tyringham valley, a nature lover's dream. Close to the Appalachian Trail, Butternut and all Berkshire attractions. Charming 1850s farmhouse, luxurious beds, private baths, A/C. 800-467-4136 www.cobbleviewbandb.com
West Stockbridge, MA
QUINN HOME B&B - West Stockbridge, 20 miles
Country setting/convenient location. One unit with private screen porch entrance & bath, bright & spacious, with refrigerator, microwave, TV/VCR. Children welcome, 8 minutes to Tanglewood, health oriented continental breakfast, no smoking. Open all year. 413-232-0238


SHAKER MILL INN - West Stockbridge 20 Deluxe rooms and suites at moderate prices. All units have kitchenettes, decks or balconies, private baths, cable TV, somefireplaces and whilrpool baths. Continental breakfast. A/C, MC, VISA, Amex, weeky rentals available. 877-385-2484
WILLIAMSVILLE INN, THE - West Stockbridge, 14 miles
Beautifully renovated 1797 country inn. 16 guestrooms, private bath / AC. Exquisite German restaurant & cooking school. Picture perfect setting for weddings & business retreats on 10 acres with tennis & pool. Family friendly. 413-274-6118
Berkshire School

245 North Undermountain Road
 |  Sheffield, MA 01257
 |  T: 413 229 8511

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