Guidebook for Great Barrington
Parks & Nature
Moderate to strenuous (rocky and steep in places) hike to the top with amazing views. This place is popular and busy. Go early in the morning for a quiet hike and have the rocks at the top to yourself. Wear close-toed shoes (sneakers, hiking shoes/boots) and bring water.
112 locals recommend
Monument Mountain Reservation
Moderate to strenuous (rocky and steep in places) hike to the top with amazing views. This place is popular and busy. Go early in the morning for a quiet hike and have the rocks at the top to yourself. Wear close-toed shoes (sneakers, hiking shoes/boots) and bring water.
This is a flat walking trail along the Housatonic River through town. There are 2 sections that connect via the road. Maps available at the entrances.
9 locals recommend
River Walk
7 Cottage StThis is a flat walking trail along the Housatonic River through town. There are 2 sections that connect via the road. Maps available at the entrances.
Beautiful uncrowded 2-mile long trail is a moderate up and down path through the woodland, with a surprising view of Monument Mountain from the Fountain Pond end of the trail. I access from Berkshire South Community Center. Return the way you came or leave a second car at the Fountain Pond parking area.
Three Mile Hill
Beautiful uncrowded 2-mile long trail is a moderate up and down path through the woodland, with a surprising view of Monument Mountain from the Fountain Pond end of the trail. I access from Berkshire South Community Center. Return the way you came or leave a second car at the Fountain Pond parking area.
Wonderful spot to take a swim, walk through the woods, or just read and relax. Picnic tables and parking area. No fee. Life guards on duty during summer. We love it best early in the morning and early evening.
49 locals recommend
Lake Mansfield Park
Lake Mansfield RoadWonderful spot to take a swim, walk through the woods, or just read and relax. Picnic tables and parking area. No fee. Life guards on duty during summer. We love it best early in the morning and early evening.
Arts & Culture
The three-story, French Renaissance Revival brick and marble theater opened in 1904. The theater presents live music, dance, theatre, HD MET opera and London National Theatre, talks, and movie classics. For people under 30, call the Box Office for a $15 ArtSmart ticket available for most events.
102 locals recommend
Mahaiwe Performing Arts Center
14 Castle StThe three-story, French Renaissance Revival brick and marble theater opened in 1904. The theater presents live music, dance, theatre, HD MET opera and London National Theatre, talks, and movie classics. For people under 30, call the Box Office for a $15 ArtSmart ticket available for most events.
Essentials
Our favorite large grocery store with great selection of organic & regular produce and meats; excellent fish selection and option to have seafood (including lobster) steamed for pick up. Also has a pharmacy and wine shop.
99 locals recommend
Big Y World Class Market
10 Pleasant StOur favorite large grocery store with great selection of organic & regular produce and meats; excellent fish selection and option to have seafood (including lobster) steamed for pick up. Also has a pharmacy and wine shop.
We love Guido's for it's friendly & helpful staff as well as its wonderful selection of fruits and vegetables (lots of organic choices), meats (butchers on premises), seafood, deli, and health/wellness options
248 locals recommend
Guido's Fresh Marketplace
760 S Main StWe love Guido's for it's friendly & helpful staff as well as its wonderful selection of fruits and vegetables (lots of organic choices), meats (butchers on premises), seafood, deli, and health/wellness options
We love this market for its locally sourced organic produce and products as well as it’s salad and hot bar (eat-in or take-out).
88 locals recommend
Berkshire Food Co-op
34 Bridge StWe love this market for its locally sourced organic produce and products as well as it’s salad and hot bar (eat-in or take-out).
Shopping
A lovely shop with wonderful things for the home and a great place to find a unique gift.
22 locals recommend
One Mercantile
8 Castle StA lovely shop with wonderful things for the home and a great place to find a unique gift.
A fun store to browse and find things for your home or friends. They have wonderful linens, candles, clothing, bags, baskets, picnic items, dishes, etc.
Out of Hand
81 Main StA fun store to browse and find things for your home or friends. They have wonderful linens, candles, clothing, bags, baskets, picnic items, dishes, etc.
Entertainment & Activities
A family friendly ski area just a few miles down the road. Downhill skiing, tubing, great for new skiers and beginners. During the summer the ski area hosts music events as well as arts and crafts fairs.
218 locals recommend
Ski Butternut
380 State RdA family friendly ski area just a few miles down the road. Downhill skiing, tubing, great for new skiers and beginners. During the summer the ski area hosts music events as well as arts and crafts fairs.
Open late spring through fall this aerial park is a must if you want to experience easy to very difficult treetop courses including zip lines for ages 7+ and 48" minimum in height. Visit their web site for more details.
56 locals recommend
Catamount Aerial Adventure Park
17 Nicholson RdOpen late spring through fall this aerial park is a must if you want to experience easy to very difficult treetop courses including zip lines for ages 7+ and 48" minimum in height. Visit their web site for more details.
Family friendly ski/snowboard area with terrain park.
329 locals recommend
Catamount Mountain Ski Resort
78 Catamount RdFamily friendly ski/snowboard area with terrain park.
The local high school (4 miles away) is a fabulous place to take the kids sledding after school hours (3pm) and on weekends.
Monument Mountain Regional High School
600 Stockbridge RdThe local high school (4 miles away) is a fabulous place to take the kids sledding after school hours (3pm) and on weekends.
Offers bike rentals, trail maps (road and mountain biking), bike service, sales, etc.
11 locals recommend
Berkshire Bike and Board
29 State RdOffers bike rentals, trail maps (road and mountain biking), bike service, sales, etc.
Drinks & Nightlife
The Egremont Barn (on the property of the Inn) is a small, rustic fabulous spot for excellent entertainment. Small bar menu (we love their fish tacos and the burgers are good too). Karaoke on Sunday nights.
7 locals recommend
The Egremont Village Inn
17 Main StThe Egremont Barn (on the property of the Inn) is a small, rustic fabulous spot for excellent entertainment. Small bar menu (we love their fish tacos and the burgers are good too). Karaoke on Sunday nights.