When most people think of world-class dining, they picture a sleek restaurant in a posh urban district. However, the small towns in this state pack just as much flavor and style into their restaurants as any big city affair. Check out the best restaurant towns in Massachusetts that are particularly awash in remarkable dining spots.

1. Stockbridge
Stockbridge, MA, USA
Yelp/Jane M.
Stockbridge is well known for its Norman Rockwell charm and historic downtown, but it's also one of the best small town dining destinations in the West. Visit Pleasant and Main for one of the coziest, most whimsical cafe experiences of your life, stop by Once Upon a Table for awesome burgers and brunch, and grab some comfort food at Brick House Pub.
2. Sheffield
Sheffield, MA, USA
The Markeplace Cafe/Facebook
With a population that hovers around 3,000, Sheffield is pretty tiny. However, there are plenty of amazing places to tuck into a yummy meal. Stop by Barrington Brewery and Restaurant for traditional American fare, grab a coffee at The Marketplace Kitchen and start the day right with a great breakfast at Mom's Country Cafe.
3. Marblehead
Marblehead, MA, USA
Yelp/Melanie E.
The history of Marblehead is one that is closely tied to the sea, which makes this small town a killer destination for fresh seafood. Head to The Barnacle of insanely beautiful views of the water, check out 5 Corners Kitchen for a posh brunch, and visit Maddie's Sail Loft for some delectably cozy pub food.
4. Charlemont
Charlemont, MA, USA
Yelp/Berkshire Pizzeria
This small town is bursting with delicious places to eat. Head to Berkshire Pizzeria, Cold River Cafe & Restaurant and the Crazy Horse Bar and Grill at Berkshire East for tasty local grub.
5. Lenox
Lenox, MA, USA
Flickr/MOTT
The small town of Lenox boasts around 5,000 residents and in addition to being the home of Tanglewood, it also has a plethora of amazing restaurants. Head to Bistro Zinc for fresh vegetarian options and a French flair, try Brava for fine Spanish and Italian fare, and finish off at Haven Cafe and Bakery for dessert.
6. Newburyport
Newburyport, MA, USA
Flickr/MOTT
For such a compact place, Newburyport boasts a dizzying array of restaurants and cafes that will blow you away. Head to Lexie's for an incredible burger, stop by Brine for sumptuous seafood, and don't forget to grab a sandwich or two for lunch at Port City Sandwich Company. If Thai is more your style, Brown Sugar By The Sea is the perfect option.

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7. Adams
Adams, MA, USA
Flickr/Rusty Clark
Just south of North Adams (duh), Adams features plenty of green space and a wonderful spate of hidden dining gems. Haflinger Haus offers authentic Austrian fare, while Daily Grind will provide you with spectacular deli grub. Bascom Lodge provides an ever-rotating menu along with a stunning mountain view.
8. Concord
Concord, MA, USA
Flickr/MOTT
Concord might be a slightly larger small town at around 17,000 residents, but it feels like an old-fashioned New England community. It's also filled with amazing places to grab a bite, such as 80 Thoreau, Trail's End Cafe and The Colonial Inn. Don't miss Farfalle Italian Market if you're in the mood for some classic, homestyle Italian takeaway.
9. Hull
Hull, MA, USA
Flickr/MOTT
If you're looking for a taste of the sea, head to Hull. Load up on delicious carbs at Breadbasket Bakery and Cafe, hang with the locals and grab some fish and chips at Marvels' Lunch Box, and be sure to stop by Jake's Seafood Restaurant for a tremendous surf and turf feast.
10. Wenham
Wenham, MA, USA
Wikimedia Commons
Originally settled in 1635, Wenham offers nearly 300 acres of parks, playgrounds and green space. All that running around is bound to make you hungry, so head to 15 Walnut Tavern and Kitchen for incredible sushi, the Weathervane Tavern for tasty and traditional American fare, or the Depot Diner for the perfect brunch. If you've never been to a tea room, you're going to want to check out the fairytale setting of Fancy That Tea House and Tea Shoppe.
11. Dennis
Dennis, MA, USA
Yelp/Tim Y.
This quiet Cape town has a lot to offer in terms of delicious dining. Head to Scargo Cafe for incredible food that harkens back to colonial days, stop by Sesuit Harbor Cafe for a sublime meal by the sea, and finish up at Captain Frosty's Fish & Chips for some of the best soft serve ice cream you've ever tasted.
12. Worthington
Worthington, MA, USA
High Hopes Farm Sugar House/Facebook
If you're in the mood for maple, Worthington can deliver. It's home to High Hopes Farm, which serves a sugar house buffet on the weekends in both spring and fall. Enjoy seasonal, local food at The Goldenrod Tavern.

Have you dined at any of these restaurants?  We would love to hear from you! For more hidden dining gems, check these 10 under the radar restaurants in Massachusetts that will blow you away.

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More to Explore

Dining In Massachusetts

Katie Feldkamp | September 14, 2022

What are some of the best small-town restaurants in Massachusetts?

It’s hard to be in the bay state and pass up the fresh seafood.  We have found some of the best coastal restaurants in Massachusetts that we think you will love. Water lovers can also try these restaurants on the rivers of Massachusetts. You and your family can take a day trip to the small town of Wellfleet, which is full of both beautiful beaches and amazing restaurants. In the seaside town of Gloucester, there’s an abundance of restaurants filled with fresh seafood. If seafood isn’t your thing, there are also plenty of delicious small-town steak restaurants in Massachusetts.

What are some of the most unique restaurants in Massachusetts?

To many people, the history and ambiance of a restaurant is just as important as the food itself. For more than 100 years, the 1761 Old Mill Restaurant has served meals to its patrons while providing picturesque views next to a cascading waterfall. There’s no shortage of history in this state, and these are some of the best old restaurants in Massachusetts that have all stood the test of time. There are plenty of other unique restaurants in Massachusetts, where you are sure to enjoy both the food and the entertainment.

What are some of the most scenic restaurants in Massachusetts?

For jaw-dropping views you will not find anywhere else, these scenic restaurants in Massachusetts please both your eyes and your taste buds. Whether it’s the century-old history of the building or the location along a farm or river, dining in Massachusetts can be a thing of beauty. Scattered across the state are some of the most beautiful restaurants you will want to make the time to experience.

 

 

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