Massachusetts is filled with cozy small towns that feel almost like home the moment you drive down the Main Street. One of these charming New England communities is Monterey. When it comes to things to do in Monterey, Massachusetts, there’s a little bit of everything – great food, awesome outdoor attractions, and that special small-town vibe that will keep you coming back.

Monterey is a tiny town of just 961 people, but it’s a surprisingly charming place to visit.
Wikimedia Commons/ John Phelan
This small town is located in Berkshire County on the edge of Lake Garfield. It’s surrounded by hills and dominated in the northwest by Mount Wilcox. Though it doesn’t have much in the way of shopping malls or nightlife, Monterey is absolutely bursting with small town charm.
If you’re looking for a great bite to eat in Monterey, you have your pick of tasty spots.
275 Main Rd, Monterey, MA 01245, USA
TripAdvisor/ management
One local favorite is the Roadside Store & Cafe. It uses the produce from nearby Gould Farm to create delectable breakfasts and lunches. You’ll find sandwiches, pancakes, and pastries at this place, all made with farm-fresh eggs, cheese, and veggies. In fact, Bon Appetit magazine actually rated the Roadside Store & Cafe as one of the top five places for breakfast in America. Your stomach will rumble and your mouth will water when you read more in this article about the charming ​​Roadside Cafe.

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When you feel like stretching your legs, take a walk through scenic Beartown State Forest.
Beartown State Forest, Great Barrington, MA 01230, USA
TripAdvisor/ CottageSpirit
This fairytale forest offers over 10,000 acres of land to explore and is dotted with babbling brooks, peaceful meadows, and lovely waterfront views. Part of the Appalachian Trail winds right through Beartown State Forest, making it a superb spot for nature lovers.
Looking for a bit of culture? Head to the Bidwell House Museum.
100 Art School Rd, Monterey, MA 01245, USA
TripAdvisor/ Brett W
Built in the 1760s, the Bidwell House Museum is a former minister’s house filled with antiques and surrounded by 192 acres of gorgeous forest and fields. It’s the perfect blend of art and history. Guests will feel as if they’ve stepped back in time as they wander through a home packed with colonial artifacts and learn about life in the Berkshires as it was centuries ago.
Before you leave this little town, be sure to stop by the Monterey General Store.
448 Main Rd, Monterey, MA 01245, USA
Wikimedia Commons/Todc41
The Monterey General Store has been providing the residents of this small town with provisions and treats since the 1790s. It sells a delicious selection of fresh groceries along with piping-hot coffee, pastries, gifts, and handmade personal care items. Though it closed its doors in February, the general store will be reopening under new management in the near future so don’t forget to drop by.

Have you spent time in Monterey, Massachusetts? What are some of your favorite small towns in Massachusetts? Share and let us know in the comments! Check out this list for some of our own picks for the best of small towns in Massachusetts and see if you agree.

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More to Explore

Small Towns In Massachusetts

Katie Feldkamp | March 22, 2023

What are some small towns in Massachusetts?

While it’s already been established that there are dozens of small towns throughout The Bay State, check out this list of some of the most charming of the small towns in Massachusetts. Just a few towns on the list include:

  • Stockbridge, which is so charming, Norman Rockwell even modeled his paintings after it
  • Hadley is most known for its open-field farming, something that is so rare in the modern world
  • Is there anywhere as picturesque and charming as Oak Bluffs on the shore of Martha’s Vineyard?
  • Take in the charm of Lenox as you travel in a horse-drawn carriage
  • If you haven’t heard of Concord, chances are you’ve heard of the infamous Walden Pond

 

Where are some of the most gorgeous lakes in Massachusetts?

There’s something peaceful about being near the water, and luckily Massachusetts delivers when it comes to beautiful lakes for people to relax and enjoy. Some of the best lakes in Massachusetts include:

  • Cochituate Lake in Cochituate State Park in Natick
  • Lake Onota in Pittsfield
  • Birch Pond in Saugus
  • Lake Buel in New Marlborough
  • Great Herring Pond in Plymouth

For more information on these and several other locations, check out this article on some of the best lakes in Massachusetts.

What are some parks to visit in Massachusetts?

In addition to the stunning lakes, there are plenty of other ways to enjoy the beauty of mother nature in Massachusetts. Some of the most breathtaking parks in Massachusetts include the following:

  • Massasoit State Park in East Taunton
  • Skinner State Park in Amherst
  • Pine Banks Park in Malden
  • Beartown State Forest in Monterey

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