The Berkshires Best Guidebook

Dan
The Berkshires Best Guidebook

Food scene

Organic and local crepes, sandwich’s, salads and more. Vegan and gluten free options. Good coffee, tea, and smoothies. Can be busy in peak times but we’ll worth the wait.
40 residents recomanen
Starving Artist Creperie and Cafe
40 Main St
40 residents recomanen
Organic and local crepes, sandwich’s, salads and more. Vegan and gluten free options. Good coffee, tea, and smoothies. Can be busy in peak times but we’ll worth the wait.
Good coffee
65 residents recomanen
Fuel Bistro/ Coffee Shop
293 Main St
65 residents recomanen
Good coffee
35 residents recomanen
Berkshire Mountain Distillers
356 S Main St
35 residents recomanen
41 residents recomanen
Hilltop Orchards Home of Furnace Brook Winery
508 Canaan Rd
41 residents recomanen
101 residents recomanen
Bizen Gourmet Japanese Restaurant and Sushi Bar
17 Railroad Street
101 residents recomanen
203 residents recomanen
The Prairie Whale
178 Main St
203 residents recomanen
52 residents recomanen
Rubiner's Cheesemongers
264 Main St
52 residents recomanen
72 residents recomanen
The Old Inn On The Green
72 residents recomanen
*Seasonal only. High quality roadside spot. Burgers, fries, and some creative other options. Big outdoor space for frisbee, etc. Long lines in peak times so be prepared to wait.
47 residents recomanen
The Bistro Box
937 S Main St
47 residents recomanen
*Seasonal only. High quality roadside spot. Burgers, fries, and some creative other options. Big outdoor space for frisbee, etc. Long lines in peak times so be prepared to wait.
Recently open seasonally. Call before heading there. Coffee and drinks only.
82 residents recomanen
No. Six Depot Roastery & Cafe
6 Depot St
82 residents recomanen
Recently open seasonally. Call before heading there. Coffee and drinks only.
Great coffee. No food served.
16 residents recomanen
Lenox Coffee
52 Main St
16 residents recomanen
Great coffee. No food served.
A great coffee stop on your way to northern destinations
51 residents recomanen
Dotties Coffee Lounge
444 North St
51 residents recomanen
A great coffee stop on your way to northern destinations
Ice cream and shop. Local farm to come ice cream. Jersey cows you can see up close.
32 residents recomanen
High Lawn Farm
535 Summer St
32 residents recomanen
Ice cream and shop. Local farm to come ice cream. Jersey cows you can see up close.
8 residents recomanen
Lucky's Ice Cream & Grill
30 W Center St
8 residents recomanen
54 residents recomanen
District Kitchen & Bar
40 West St
54 residents recomanen
55 residents recomanen
Cafe Adam, Bar and Restaurant
420 Stockbridge Rd
55 residents recomanen
9 residents recomanen
Ayelada
505 East St
9 residents recomanen
36 residents recomanen
Great Barrington Bagel Company
777 S Main St
36 residents recomanen
A really nice lounge atmosphere in downtown Great Barrington with high end cocktails and light fare.
17 residents recomanen
Mooncloud
47 Railroad St
17 residents recomanen
A really nice lounge atmosphere in downtown Great Barrington with high end cocktails and light fare.
46 residents recomanen
Cantina 229
229 Hartsville-New Marlborough Rd
46 residents recomanen
Fun simple light bites menu with creative options in to-go type setting.
Juju’s
Fun simple light bites menu with creative options in to-go type setting.

Outdoors

Outdoor activities and things to do
Cold swim holes on hot days. The Green River is a great spot to cool down.
8 residents recomanen
Green River
8 residents recomanen
Cold swim holes on hot days. The Green River is a great spot to cool down.
A popular hiking destination with two ways up. Head left from the bottom for a longer more gentle hike. The top has expansive views and some areas with shear cliff drops. Best to keep dogs leashed and kids close.
53 residents recomanen
Monument Mountain
53 residents recomanen
A popular hiking destination with two ways up. Head left from the bottom for a longer more gentle hike. The top has expansive views and some areas with shear cliff drops. Best to keep dogs leashed and kids close.
Activities available in the summer, fall, and winter
329 residents recomanen
Estació d'esquí de Catamount Mountain
78 Catamount Rd
329 residents recomanen
Activities available in the summer, fall, and winter
A family friendly local resort with tubing and skiing/snowboarding
218 residents recomanen
Ski Butternut
380 State Rd
218 residents recomanen
A family friendly local resort with tubing and skiing/snowboarding
200 residents recomanen
Jiminy Peak
37 Corey Rd
200 residents recomanen
Very good mountain bike trails and frisbee golf course. Brewery with outdoor seating and a few fire pits. Note there are no rentals so you have to bring your own gear.
17 residents recomanen
Norbrook Farm Brewery
204 Stillman Hill Rd
17 residents recomanen
Very good mountain bike trails and frisbee golf course. Brewery with outdoor seating and a few fire pits. Note there are no rentals so you have to bring your own gear.
Head into the New York State entrance side for a nice long gentle hike on man-made paths that are also accessible for strollers and wheelchairs
282 residents recomanen
Parc Estatal de les Cascades de Bash Bish
Falls Road
282 residents recomanen
Head into the New York State entrance side for a nice long gentle hike on man-made paths that are also accessible for strollers and wheelchairs
Cold river swimming with fun little waterfalls. Usually a pretty quiet place. Stop at the Southfield Store before or after for food and drinks.
33 residents recomanen
Umpachene Falls Park
Umpachene Falls Road
33 residents recomanen
Cold river swimming with fun little waterfalls. Usually a pretty quiet place. Stop at the Southfield Store before or after for food and drinks.
Nice easy hike. 20 mins. The glen has a windy trail that you need to scuttle through but is nice and cool on a hot day and very pretty in winter. Once you cross the suspension bridge, cross over the railroad tracks and head up the trail. Stay right at the split. Usually people turn back at the end and return back the same way. There is also a stroller/wheelchair accessible path along the river as an alternative.
28 residents recomanen
Ice Glen Trail
Ice Glen Trail
28 residents recomanen
Nice easy hike. 20 mins. The glen has a windy trail that you need to scuttle through but is nice and cool on a hot day and very pretty in winter. Once you cross the suspension bridge, cross over the railroad tracks and head up the trail. Stay right at the split. Usually people turn back at the end and return back the same way. There is also a stroller/wheelchair accessible path along the river as an alternative.
Network of easy to moderate hiking trails
66 residents recomanen
Kennedy Park
275 Main St
66 residents recomanen
Network of easy to moderate hiking trails
Lake beach and walking path loop. Take your favorite floatable out on the water. A 3 minute walk from our space. The walking path (backside of the parking lot) is stroller/wheelchair accessible.
49 residents recomanen
Lake Mansfield Park
Lake Mansfield Road
49 residents recomanen
Lake beach and walking path loop. Take your favorite floatable out on the water. A 3 minute walk from our space. The walking path (backside of the parking lot) is stroller/wheelchair accessible.
Moderately challenging hike
22 residents recomanen
Race Brook Falls
22 residents recomanen
Moderately challenging hike

Arts and Culture

Classic Americana artwork by Norman Rockwell. Beautiful grounds and facilities.
344 residents recomanen
Museu Norman Rockwell
9 Glendale Rd
344 residents recomanen
Tanglewood is a very popular summer music venue. Several venues within but it’s popular to bring a picnic and sit on the large green space. Be prepared to walk a good distance. You can rent chairs there if you don’t want to carry them and there’s a variety of food options.
398 residents recomanen
Tanglewood
398 residents recomanen
Tanglewood is a very popular summer music venue. Several venues within but it’s popular to bring a picnic and sit on the large green space. Be prepared to walk a good distance. You can rent chairs there if you don’t want to carry them and there’s a variety of food options.
102 residents recomanen
Mahaiwe Performing Arts Center
14 Castle St
102 residents recomanen
Very unique industrial repurposed space. Often hosts music concerts and has a brewery, cafe, and food as well.
382 residents recomanen
MASS MoCA
1040 Mass MoCA Way
382 residents recomanen
Very unique industrial repurposed space. Often hosts music concerts and has a brewery, cafe, and food as well.
64 residents recomanen
Barrington Stage Company
30 Union St
64 residents recomanen
World class dance company. Very accessible to all. Free outdoor shows throughout the week in the summer. Get there early for a seat up close or else bring a chair of your own.
257 residents recomanen
Jacob's Pillow
358 George Carter Rd
257 residents recomanen
World class dance company. Very accessible to all. Free outdoor shows throughout the week in the summer. Get there early for a seat up close or else bring a chair of your own.
167 residents recomanen
La Muntanya, la casa d'Edith Wharton
2 Plunkett St
167 residents recomanen
63 residents recomanen
Chesterwood
4 Williamsville Rd
63 residents recomanen

Sightseeing

Many great restaurants, cafes, galleries, and shops. Easily walkable.
Railroad Street
Railroad Street
Many great restaurants, cafes, galleries, and shops. Easily walkable.
Great place to visit with different exhibits throughout the year. The Fall Harvest festival is always a lot of fun.
118 residents recomanen
Berkshire Botanical Garden
5 W Stockbridge Rd
118 residents recomanen
Great place to visit with different exhibits throughout the year. The Fall Harvest festival is always a lot of fun.

Health & Wellness

Just down the street from our space on the way to town. Family friendly sessions as well.
LifeWorks Studio
50 Castle St
Just down the street from our space on the way to town. Family friendly sessions as well.
Beautiful views and hiking trails on the property.
122 residents recomanen
Kripalu Center For Yoga & Health
57 Interlaken Rd
122 residents recomanen
Beautiful views and hiking trails on the property.
A local well-regarded place for body work/massage.
6 residents recomanen
Body & Soul
184 Maple Ave
6 residents recomanen
A local well-regarded place for body work/massage.
Indoor swimming pool and warm pool. Basketball court/gym and workout facilities. Day passes available.
14 residents recomanen
Berkshire South Regional Community Center
15 Crissey Rd
14 residents recomanen
Indoor swimming pool and warm pool. Basketball court/gym and workout facilities. Day passes available.

Groceries

A local grocery with a good selection.
248 residents recomanen
Guido's Fresh Marketplace
760 S Main St
248 residents recomanen
A local grocery with a good selection.
In-town groceries and supplies
88 residents recomanen
Berkshire Food Co-op
34 Bridge St
88 residents recomanen
In-town groceries and supplies
Larger grocer with a good selection including beer/wine.
99 residents recomanen
Big Y World Class Market
10 Pleasant St
99 residents recomanen
Larger grocer with a good selection including beer/wine.
The only grocer open later night in town
22 residents recomanen
Price Chopper
300 Stockbridge Rd
22 residents recomanen
The only grocer open later night in town

Outdoor Gear

11 residents recomanen
Berkshire Bike and Board
29 State Rd
11 residents recomanen
32 residents recomanen
Arcadian Shop
91 Pittsfield Rd
32 residents recomanen
7 residents recomanen
Plaine's Bike Ski Snowboard
55 W Housatonic St
7 residents recomanen