Stockbridge Chamber of Commerce

Where to Stay

Stockbridge

When Norman Rockwell described Stockbridge as “the Best of America, the Best of New England,” he may have been influenced by the town’s architectural landscape, as well as its tradition of extending hospitality to visitors.

Today the town’s innkeepers help preserve Stockbridge’s historic character and maintain its heritage of welcoming guests, while providing the modern amenities travelers have come to expect.

Whether you prefer an historic inn, charming B&B or a newer property, be sure to make your reservations well in advance if you’re planning to visit during the popular summer or fall foliage seasons.

Stockbridge Chamber of Commerce Lodging Hotline

Toll Free 866-626-5327

Friendly Availability Referral Service to help you with your lodging needs.



1850 Taggart House
check availability

18 Main Street
Stockbridge, MA 01262

(800) 918-2680
(413) 298-5152

www.taggarthouse.com
stay@taggarthouse.com

“An earthly paradise” - Victoria Magazine
“Sumptous.awesome.divine” - The Starr Hotel Guide
Like staying at a friend’s country estate.

1862 Seasons on Main B&B
check availability

47 Main Street
Stockbridge, MA 01262

(413) 298-5419
(855) 223-1862

www.seasonsonmain.com
info@seasonsonmain.com

Elegant, Restored, Romantic, Victorian 150 year old Boutique Inn, listed on the National Register of Historic Places and located on Main Street, walking distance to shops, restaurants and galleries.

Conroy's B&B
check availability

P.O. Box 191
11 East Street
Stockbridge, MA 01262

(888) 298-4990
(413) 298-4990

www.conroysinn.com
info@conroysinn.com

170 year old farm: Cozy, Convenient, Classic

The Cottage
check availability

Box 1207
Stockbridge, MA 01262

(413)298-3333
(413)298-5446

www.cottagebandb.com
cottagepress@email.msn.com

Two suites to rent each w/ bedroom, sitting room, bath, coffee maker, entrance and sliding doors to patio. The "Antique Suite" was featured on HGTV and offers A/C and sleeps up to 3 people. The "Modern Suite" has a microwave, refrigerator and sleeps up to 4 people.

Lodgings Special: Stay with us November 15 to April 15 for $99 dollars (maximum 2 people, not valid on holidays, breakfast not included)

The Inn at Stockbridge
check availability

P.O. Box 618
11 East Street
Stockbridge, MA 01262

(413) 298-3337

www.stockbridgeinn.com
innkeeper@stockbridgeinn.com

Elegant country inn secluded on 12 acres. 15 guest rooms, all with private bath, A/C, fireplaces, candlelight breakfast, fitness room and heated outdoor pool.

The Red Lion Inn
check availability

P.O. Box 954
30 Main Street
Stockbridge, MA 01262

(413) 298-5545

www.redlioninn.com
innkeeper@redlioninn.com

Food & Lodging since c. 1773. 109 charming rooms. Contemporary regional cuisine in our dining room, and nightly entertainment in the Lion's Den Pub. The Red Lion Inn Gift Shop. Visit our web site for on-line reservations.

Great Barrington/Housatonic

An English Hideaway B&B
check availability

325 North Plain Road
Great Barrington, MA 01230

(413) 274-6149

www.englishhideawayinn.com
englishhideaway@gmail.com

A quaint 1780’s cottage in the heart of the Berkshires. Warmth, Hospitality, Great food awaits you! Call for our specials!

Berkshire Days Inn

372 Main Street
Great Barrington, MA 01230

(413)528-3150

www.berkshiredaysinn.com
gbdaysinn@gmail.com

New pillow top mattresses and bedding, new carpet. Free Sunshine Breakfast. Walk to historic downtown with restaurants, shops, theatre.

Berkshire Comfort Inn & Suites

249 Stockbridge Road
Gt. Barrington, MA 01230

(413) 644-3200

www.berkshirecomfortinn.com

Newest rooms in the Berkshires! 93 comfortable rooms with microwave, refrigerator, and more! Complimentary breakfast, indoor pool, hot tub, fitness room and game room provide you with a relaxing, pleasant stay in the Berkshires.

Lantern House Motel

256 Stockbridge Road
Great Barrington, MA 01230

(413) 528-2350

www.thelanternhousemotel.com
lanternhousemotel@gmail.com

2 Diamond AAA. 14 rms/pillow top mattress/AC/TV/pool/refrig. Min to Simon's Rock/Rockwell/Tanglewood/Butternut/Catamount/Stockbridge. Renovated.

Monument Mountain Motel

247 Stockbridge Road
Great Barrington, MA 01230

(413) 528-3272

www.monumentmountainmotel.com
monumtn@gmail.net

AAA Approval, All rooms have new Bathrooms, new Bedding, Wireless internet, Microwave & Refrigerator. Some rooms pet friendly. Walking distance to many restaurants. Outdoor pool.

Thornewood Inn & Restaurant
check availability

453 Stockbridge Road
Great Barrington, MA 01230

(800) 854-1008
(413) 528-3828

www.thornewoodinn.com
info@thornewoodinn.com

Turn of the century Inn – just 4 miles south of the center of Stockbridge. 13 Lovely guest rooms all with private baths. Rooms with fireplaces, Jacuzzi bath tub, views. Country Breakfast is included. Restaurant –open to the public. Thurs.-Sat. Open year round.

Lee/South Lee

Applegate Inn
check availability

279 West Park Street
Lee, MA 01238

(413) 243-4451
(800) 691-9012

www.applegateinn.com
lenandgloria@applegateinn.com

Savor the tranquility. Impeccable guest rooms, suites and cottage on six tranquil acres. Modern amenities with old world charm; fireplaces & whirlpool in rooms, heated pool, AC, across from golf and tennis.

Americas Best Value Inn

980 Pleasant Street
Route 102
Lee, MA 01238

(413) 243-0501


abvileema@gmail.com

Only 2 miles from Stockbridge and I-90. Two floor hotel (26 Rms), wireless internet, comp. continental breakfast. Accept all credit cards. Near Jacobs Pillow, Tanglewood, Premium Outlets, Museums & Berkshire Theatre.

Devonfield Country Inn B&B
check availability

85 Stockbridge Road
Lee, MA 01238

(800) 664-0880
(413) 243-3298

www.devonfield.com
innkeeper@devonfield.com

29 acres shaded by birch trees with rolling tapestry of Berkshire Hills beyond. Private baths, fireplaces, Jucuzzis, full breakfast, exercise room, tennis ct, heated pool & Greenock Golf Club is 6 iron shot away.

Federal House Inn
check availability

1560 Pleasant Street
P.O. Box 243
South Lee, MA 01260

(800) 243-1824
(413) 243-1824

www.federalhouseinn.com
info@federalhouseinn.com

In this beautifully restored federal style 1824 inn, you will enjoy a warm and welcoming atmosphere along with bright sunny rooms, gourmet candlelight breakfast, complimentary wine and hors d’oeuvres all within minutes to Tanglewood and other area attractions.

Historic Merrell Inn
check availability

1565 Pleasant Street (Route 102)
South Lee, MA 01260

(413) 243-1794
(800) 243-1794

www.merrell-inn.com
info@merrell-inn.com

Come and experience the special hospitality of this historic Inn. Just as sea captains placed fresh pineapples on their gateposts to signify their return and to announce they were receiving guests, we welcome you to enjoy this rare architectural gem - the only American Inn to be included in the Historic American Buildings Survey - architectural renderings filed in the Library of Congress.

Lenox

Chesapeake Inn of Lenox
check availability

210 West Street
Lenox, MA 01240

(800) 966-3429
(413) 637-3429
(717) 326-5134

www.chesapeake-inn.com
CInnLenox@aol.com

Best of Citysearch - 1/4 mile to Tanglewood "Whatever & Whenever" full breakfast, Sat BBQ, A/C, 75ft heated lap pool, Wi-Fi, Public rooms, outdoor sitting areas, parking. Total service caters to needs, wants, desires

Cranwell Resort, Spa & Golf Club

55 Lee Road
Lenox, 01240

(413) 637-1364

www.cranwell.com
info@cranwell.com

AAA Four Diamond Resort, Spa, in/outdoor pool, 18-hole golf course, Golf Digest School, tennis, x-c skiing, & 3 restaurants.

Capitol Steps performing July-Sept. 3, nightly at 8:00pm (exc. Tues.)

Hampton Inn & Suites

445 Pittsfield Road
Lenox, MA 01240

(413) 499-1111

www.berkshirehampton.com
reservations@toole.tc

Newest Hotel in the Berkshires! Free hot breakfast, indoor pool, fitness center, business center, free internet access, Cloud 9 bedding and HHonors loyalty program. Center of cultural attractions!

Wheatleigh

P.O. Box 824
Hawthorne Road
Lenox, MA 01240

(413) 637 0610

www.wheatleigh.com
info@wheatleigh.com

From the original bedrooms of the Count and Countess to the aviary converted into a two story suite and made famous by Leonard Bernstein, each of the nineteen guest rooms is unique and individually decorated. The sensibility of contemporary design is combined with well chosen English and French antiques to enhance Wheatleigh's classical Renaissance architecture.

Pittsfield

Crowne Plaza Pittsfield Berkshires

One West Street
Pittsfield, MA 01201

(413)499-2000

www.berkshirecrowne.com
crplaza@berkshirecrowne.com

Newly renovated 179 room hotel located in downtown Pittsfield. Beautifully decorated restaurant and lounge. Indoor pool, jacuzzi, sauna, fitness center and day spa. Secured, covered parking. Located within minutes to all area attractions.

Richmond

A Bed and Breakfast in the Berkshires

1666 Dublin Road
Richmond, MA 01254

(800) 795-7122
(413) 698-2817

www.abnb.com
DoanePerry@yahoo.com

Serene valley views from screened porch, 3.5 miles to Tanglewood, Hancock Shaker Village. Surround yourself with the warm elegance of fresh flowers, hand-made quilts, down pillows, and modern comfort. Stroll through perennial gardens, wild-flower meadows or along country lanes. We offer hammock in orchard, blueberry pancakes, crepes or Belgian waffles for breakfast, afternoon tea, hiking, cycling, skiing, cable TV, Alexander Technique.

Tyringham

Cobble View Bed & Breakfast
check availability

123 Main Road
Tyringham, MA 01264

(413) 243-2463

www.cobbleviewbandb.com
innkeeper@cobbleviewbandb.com

West Stockbridge

Shaker Mill Inn
check availability

Box 191
West Stockbridge, MA 01266

(877) 385-2484
(413) 232-4600

www.shakermillinn.com
info@shakermillinn.com

We offer spacious rooms with private entry, private baths, great in-room breakfast and unmatched hospitality. Children, Pet and TAG friendly.

Lodging Association

Lee Lodging Association

Lee, MA 01238

www.leelodging.org

Historic Lee, home of Lee Lodging. Unique B&Bs to fit your style and budget. Near all cultural venues and outdoor activities.

Stockbridge Chamber of Commerce Lodging Availability Hotline

Stockbridge, MA 01262

Toll Free 1-866-626-5327



Friendly Availability Referral Service to help you with your lodging needs.