Downtown Great Barrington, Massachusetts

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

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Hotels

Fairfield Inn and Suites by Marriott Lenox Great B

249 Stockbridge Rd

Great Barrington, Massachusetts

THORNEWOOD INN

452 Stockbridge Road

Great Barrington, Massachusetts

Holiday Inn Express Hotel & Suites Great Barringto

415 Stockbridge Rd

Great Barrington, Massachusetts

Great Barrington MA Travelodge

400 Stockbridge Rd

Great Barrington, Massachusetts

The Inn at Sweet Water Farm

1 Prospect Lake Road

Great Barrington, Massachusetts

MONUMENT MOUNTAIN MOTEL

247 Stockbridge Rd Rte 7

Great Barrington, Massachusetts

Days Inn Great Barrington

372 Main Street

Great Barrington, Massachusetts

Hotel Tips

Bring an actual credit card to avoid deposits and pre-authorizations consuming money in your checking account which will reduce your available balance. Hotels that accept paper cash often ask for a hefty deposit to cover potential damages in your room leaving you scrambling to find an ATM.

Elevators are notorious for being a nuisance so ask to be roomed on the top floor and as far away as possible. Most hotels book nearby rooms last so hopefully they have availability elsewhere.

Always announce during booking if the trip is for a special event, anniversary or reunion. Group rates can be pre-negotiated and you may qualify for a lower cost and better upgrades for your stay. If you are the one setting up the event, always work directly with the front desk manager to make sure the best service is offered to your party.

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 brings smiles by way of doughnuts and pastries made fresh daily for your enjoyment. Everyone has their favorite of course but having a variety of bakeries is what makes downtown so special. Fritters, scones and pies oh my!

Why Do You Love Downtown?

kelly jordan

shops and food

Bob Puthoff

I'm sending some clients there this Summer and want to get them a discount card to shop. Thanks!

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.

Mike Adamski

Love shopping for unique finds and supporting local shops!

Shari

the scenery, the people, love the activities that go on, even on holidays Ashland is the best to be in, the adventures and animals you can see on a daily bases, and most of all, kid friendly

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