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. It has 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 my Mount Wilcox. Though it doesn’t have much in the way of shopping malls or nightlife, but it’s 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.

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. (275 Main Rd., Monterey)

When you feel like stretching your legs, take a walk through scenic Beartown State Forest.

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.

TripAdvisor/ garpofnyc 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. (100 Art School Rd., Monterey)

Before you leave this little town, be sure to stop by the Monterey General Store.

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. (448 Main Rd, Monterey)

What your favorite tiny town in Massachusetts? Share and let us know in the comments! For more of the best and smallest towns in the state, check out some of our picks here.

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 my Mount Wilcox. Though it doesn’t have much in the way of shopping malls or nightlife, but it’s absolutely bursting with small town charm.

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. (275 Main Rd., Monterey)

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.

TripAdvisor/ garpofnyc

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. (100 Art School Rd., Monterey)

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. (448 Main Rd, Monterey)

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