Downtown Pittsfield, Massachusetts

Discover shopping, dining, and accommodation in downtown Pittsfield.

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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

Comfort Inn Pittsfield

1055 South St

Pittsfield, Massachusetts

BEST WESTERN BERKSHIRE HILLS

1350 West Housatonic Street

Pittsfield, Massachusetts

Quality Inn

16 Cheshire Road

Pittsfield, Massachusetts

Best Western Plus Berkshire Hills Inn & Suites

1350 W Housatonic St

Pittsfield, Massachusetts

White Horse Inn

378 South St

Pittsfield, Massachusetts

Berkshire Inn

150 W Housatonic St

Pittsfield, Massachusetts

Crowne Plaza Pittsfield-Berkshires

1 West St

Pittsfield, Massachusetts

Hotel Tips

Other sources of noise can be opening and closing trash dumpsters and also during collection by garbage trucks. Another great question is if they have any renovation plans, or underway that could affect your ability to relax. Pack earplugs and eyeshades!

Most hotel offer a complimentary breakfast bar or even a full cafe meal with your choice of a full menu. Keep in mind that some offer nothing at all so it is a good idea to pack a few packets of instant oatmeal for a quick and easy meal before you head out for the day.

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

Pittsfield brings meaning to leisure time while enjoying the local yarn shop and wandering through in amazement with the different fibers and vast array of colors. Signing up for a class is easy and fun and serves as a great getaway for a few hours to enjoy the company of fellow knitters.

Pittsfield has so many great reasons to shop downtown as local merchants have come together to offer a wide selection of artisan gifts and foods that you are sure to find something for everyone on your shopping list of gifts. Shopping options are plentiful and all inventory is hand selected by the shop owner and then yourself so you are sure to find something special that has your style and likes in mind.

Pittsfield gives several options to find the right piece of art as it takes time and a diligent effort to get just the right piece. Shopping for art downtown is the best way to locate your next purchase.

Why Do You Love Downtown?

Randy Swansen

We haven't been before, but we're looking forward to coming down next week!

CJ

Great vibe to this town! My mom lives in Medford so when I come to visit, I like to stop in Ashland.

Bob Puthoff

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

Shawna Moore

I like the old school charm and love supporting the local merchants!

Manuel Del Jesus RamosVasconcelos

Nice Beat

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