Downtown Pittsfield, Massachusetts

Discover shopping, dining, and accommodation in downtown Pittsfield.

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Hotels

Berkshire Inn

150 W Housatonic St

Pittsfield, Massachusetts

White Horse Inn

378 South St

Pittsfield, Massachusetts

Best Western Plus Berkshire Hills Inn & Suites

1350 W Housatonic St

Pittsfield, Massachusetts

Comfort Inn Pittsfield

1055 South St

Pittsfield, Massachusetts

Crowne Plaza Pittsfield-Berkshires

1 West St

Pittsfield, Massachusetts

BEST WESTERN BERKSHIRE HILLS

1350 West Housatonic Street

Pittsfield, Massachusetts

Quality Inn

16 Cheshire Road

Pittsfield, Massachusetts

Hotel Tips

Upon check-in, slip the desk agent a tip and ask for the best room they can find at your current booked rate. Often times a quick $10 or $20 bill can go a long way towards the mood of the person who directly decides where you lay your head for the night.

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 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.

Things To Do

Pittsfield brings musicians together and finding your local musical instrument shop can be a great way to get to try new and used guitars. Be sure to start your search downtown if you are looking to upgrade, trade-in or add to your collection.

Pittsfield offers on-the-go dining when you visit your favorite food truck. Pick up some corn tortilla tacos with freshly made pico with a fresh squeeze of lemon to give your day a boost. Food trucks can offer a wide variety of niche ethnic blends.

Pittsfield visitors are always welcome and you will receive exceptional service from local merchant-owners as opposed to staff at the big box retailers. We take the extra time to make sure that you how to make best use of your purchase and that you get exactly what you need.

Why Do You Love Downtown?

DIANA MUEHLHAUSEN

Whenever we travel north, we stop for a couple extra days of shopping and relaxing in Ashland Oregon. Quaint, pretty, relaxing Ashland.

Deborah

Jacksonville is utterly charming! I love browsing Terra Firma and Pickety Place, eating delicious Umi Sushi, and sitting under the amazing wisteria in the Bella Union garden. I always go to the library in that sweet little building, where Lauren the librarian knows me by name (and recommends good books). The Good Bean people are awfully nice, and even the clerks at Umpqua Bank are especially kind and friendly. Best little downtown ever!

Mary Warszynski

I have not been there yet. I am planning a family outing for March.

carl barbieri

were there on business at least 7 times a year ,We just love downtown medford

Kim Patrick

There is a lot of unique things to find.

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