Downtown Stockbridge, Massachusetts

Discover shopping, dining, and accommodation in downtown Stockbridge.

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Hotels

Stockbridge Country Inn

26 Glendale Road

Stockbridge, Massachusetts

1862 Seasons on Main B and B

47 Main Street

Stockbridge, Massachusetts

The Red Lion Inn

30 Main Street

Stockbridge, Massachusetts

Hotel Tips

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.

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.

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

Stockbridge has a great collection of barber shops to choose from if you want to take a little off the top, get a clean shave or to trim your moustache or beard. Take a moment to consider buying some styling gel, beard oil or wax and always tip well.

Stockbridge 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.

Stockbridge has several options for shopping for specialty food items that are not found in regular grocery stores. Shops tailored for "foodies" offer tastings of the products as well as scheduled culinary classes to perfect your skills. Shop for infused oils, salts and spices from around the World!

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.

Kimberly Carter

Becuz it's fun

Rebekah Nelson

I'm visiting for the first time next week and I'm considering relocating to Ashland. I've heard so many great things about it!

Heather Anne Hopfinger

You do not have to walk far for a movie or some place great to shop or workout

Jolette Kosier

We are coming to Anoka this weekend we would like to see what this area has to see and enjoy.

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