Downtown Great Barrington, Massachusetts

Discover shopping, dining, and accommodation in downtown Great Barrington.

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Shop Downtown Discount Card

ShopDowntown.org Discount Card Program

The ShopDowntown.org Discount Card Program encourages local shopping by offering exclusive savings at participating downtown businesses. Shoppers can obtain a discount card by donating $20 or more to the American Cancer Society, unlocking deals of up to 15% off at local stores. The program supports small businesses, funds community health initiatives, and helps strengthen the local economy, making it a win-win for both merchants and consumers.

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Hotels

Great Barrington MA Travelodge

400 Stockbridge Rd

Great Barrington, Massachusetts

Days Inn Great Barrington

372 Main Street

Great Barrington, Massachusetts

THORNEWOOD INN

452 Stockbridge Road

Great Barrington, Massachusetts

The Inn at Sweet Water Farm

1 Prospect Lake Road

Great Barrington, Massachusetts

Holiday Inn Express Hotel & Suites Great Barringto

415 Stockbridge Rd

Great Barrington, Massachusetts

MONUMENT MOUNTAIN MOTEL

247 Stockbridge Rd Rte 7

Great Barrington, Massachusetts

Fairfield Inn and Suites by Marriott Lenox Great B

249 Stockbridge Rd

Great Barrington, Massachusetts

Hotel Tips

Policies vary on the availability of pet friendly rooms to it is wise to be open, honest and upfront during the booking process. You may find yourself kicked out or even paying a large deposit if you are not in a pet-friendly hotel and bring one anyway. New ADA laws are fuzzy though as service animals are not required to be documented and proprietors are legally not allowed to ask if the animal is a pet vs. a service animal.

Always tip staff when you feel the service was great and don't forget the housekeeping staff which you may never see. You should tip every day if you are staying multiple days as the staff may rotate out and miss the bounty at the end.

Call ahead to make sure your reservation is still active and rebook if there are any price drops or changes in number of people staying with you. Another cost saving tips is to bundle the stay with airport parking and shuttle to avoid hefty fees.

Things To Do

Great Barrington can warm you up on a cloudy day or simply offer your daily perk by visiting your local coffee shop. Quality, purity and punch are targeted with coffee beans curated globally and locally roasted while being served fresh as it is made right in front of you. Order up!

Great Barrington is the place to go when you want to freshen up or replace your nails. Call ahead to schedule an appointment, pick your colors and style and let the transformation begin. Some salons offer hair styling and coloring as well as lashes and eyebrow coloring.

Great Barrington keeps your pets fed, groomed, clothed and entertained with a wide assortment of ts.s available online and in-store. Does your dog need a bit of training? Check with us for great referrals to dog walkers, trainers and veterinarians who can work with your pets.

Why Do You Love Downtown?

Friday Nelson

Just moved to Jacksonville. What an adorable little town!

Caren Murphy

Cute shops, great crab cakes, friendly.

Tim Dygert

Very cool stores.

Darle & Tom Warta

Convent, close, & friendly people!

Judy Dechent

My daughter and her fiance are relocating from PA to Ashland. They leave next week. I've heard nothing but great things from them and look forward to visiting.

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