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Top recommendations from locals

From sightseeing to hidden gems, find out what makes the city unique with the help of the locals who know it best.
Concert Hall
“We are only a short 27 minutes away! Tanglewood is a music venue in the towns of Lenox and Stockbridge in the Berkshire Hills of western Massachusetts. It has been the summer home of the Boston Symphony Orchestra since 1937. Tanglewood is also home to three music schools: the Tanglewood Music Center, Days in the Arts and the Boston University Tanglewood Institute. Besides classical music, Tanglewood hosts the Festival of Contemporary Music, jazz and popular artists, concerts, and frequent appearances by James Taylor, John Williams, and the Boston Pops.”
  • 164 locals recommend
Art Museum
“An old mill complex that has been transformed into a contemporary art museum and indoor/outdoor performance space. Be sure to travel to the nearby Natural Bridge Park at sunset to check out the beautiful sound installation by artist, Walter Fähndrich. ”
  • 108 locals recommend
Art Museum
“Not only does the museum house the largest collection of Rockwell works in the world, the grounds are beautiful and open to all.”
  • 100 locals recommend
Café
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“Jacobs Pillow offers a variety of open air dance, drumming and shows throughout the summer season.”
  • 98 locals recommend
Art Museum
“Works by internationally known artists found in a beautiful spot within a charming town. Perfect for a visit at any time, though families particularly love "First Sundays Free: Hands-On."”
  • 93 locals recommend
Nature
“One of just a few remaining family-owned ski areas in New England. Skiers & riders all ages & abilities. Excellent terrain, trail diversity. 35 minute drive.”
  • 81 locals recommend
Trail
“Light, easy hike across the Massachusetts state line to see a gorgeous waterfall. No swimming allowed, but people dip in the stream anyway.”
  • 74 locals recommend
Natural Feature
“On a hot summer day, a drive up to the summit of Mt. Greylock can be a nice way to cool down. The views from the top are spectacular and Bascom Lodge at the top is nice lunch stop.”
  • 56 locals recommend
American Restaurant
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“This is a local farm to table restaurant. For foodies: Michael Pollan did an NPR broadcast extolling the food in this restaurant. Meet & support the local farmers eating here and their crops of heirloom vegetables, and grass fed animals.”
  • 61 locals recommend
Place to shop
“Ski Butternut is a great family atmosphere ski area. It’s not the biggest mountain but it has something for everyone, with lots of Berkshire charm. ”
  • 51 locals recommend
Grocery or Supermarket
“Best grocery store in the area - amazing produce, butcher and prepared foods. ”
  • 65 locals recommend
Shopping Mall
“Great outlet and great deals. Everything from Coach and Sunglass Hut to Crocs and Michael Kors. 21 miles.”
  • 29 locals recommend
Hotel
“It is a historical landmark and they have a very nice restaurant. It is 2 blocks from the studio. ”
  • 51 locals recommend
Performing Arts Venue
“Great shows--recents have included John Mulaney, Natalie Merchant, Paul Taylor Dance Company. They also show movies, HD opera and other performance events. Check it out!”
  • 35 locals recommend
Museum
“There is so much to do at Hancock Shaker Village, including the museum, concerts, farm-to-table food events, workshops, and more. Open from mid-April through late December.”
  • 45 locals recommend
Scenic Lookout
“Memorable views of southern Berkshires & broad Housatonic River Valley from summit. Short, but steep hike for fantastic view. 30 minute drive.”
  • 37 locals recommend

Top restaurants

American Restaurant
“This is a local farm to table restaurant. For foodies: Michael Pollan did an NPR broadcast extolling the food in this restaurant. Meet & support the local farmers eating here and their crops of heirloom vegetables, and grass fed animals.”
  • 61 locals recommend
Bar
“Bizen has the largest menu of Japanese food I’ve ever seen. Enjoy this delicious treat!”
  • 35 locals recommend
American Restaurant
“Outstanding drinks and great american fare. This is a great farm to table restaurant and reservations are almost a must unless you sit at the bar. There’s a cozy nook where you don’t need reservations but there’s often a wait. ”
  • 32 locals recommend
Bar
“Gastropub with nice cocktail offerings. We recommend making a reservation in advance. ”
  • 27 locals recommend
Pizza Place
“For wood-fired pies with sourdough crust and gourmet toppings, as well as large salads and a lively atmosphere, check out Baba Louie's. This is a local favorite, so there may be a wait at peak times.”
  • 41 locals recommend
Coffee Shop
“Great Coffee, indoor/outdoor dining, comfortable seating with ample space and great menu in a convenient location. ”
  • 22 locals recommend
Restaurant
“Great bar, consistent performance on menu and ideal location in Great Barrington, Allium delivers the goods when you find yourself downtown.”
  • 25 locals recommend
Café
“A nice coffee shop in which to hang out and have a snack. They also have music some evenings.”
  • 23 locals recommend

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