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 locals raden deze aan
Starving Artist Creperie and Cafe
40 Main St
40 locals raden deze aan
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 locals raden deze aan
Fuel Bistro/ Coffee Shop
293 Main St
65 locals raden deze aan
Good coffee
35 locals raden deze aan
Berkshire Mountain Distillers
356 S Main St
35 locals raden deze aan
41 locals raden deze aan
Hilltop Orchards Home of Furnace Brook Winery
508 Canaan Rd
41 locals raden deze aan
101 locals raden deze aan
Bizen Gourmet Japanese Restaurant and Sushi Bar
17 Railroad Street
101 locals raden deze aan
203 locals raden deze aan
The Prairie Whale
178 Main St
203 locals raden deze aan
52 locals raden deze aan
Rubiner's Cheesemongers
264 Main St
52 locals raden deze aan
72 locals raden deze aan
The Old Inn On The Green
72 locals raden deze aan
*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 locals raden deze aan
The Bistro Box
937 S Main St
47 locals raden deze aan
*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 locals raden deze aan
No. Six Depot Roastery & Cafe
6 Depot St
82 locals raden deze aan
Recently open seasonally. Call before heading there. Coffee and drinks only.
Great coffee. No food served.
16 locals raden deze aan
Lenox Coffee
52 Main St
16 locals raden deze aan
Great coffee. No food served.
A great coffee stop on your way to northern destinations
51 locals raden deze aan
Dotties Coffee Lounge
444 North St
51 locals raden deze aan
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 locals raden deze aan
High Lawn Farm
535 Summer St
32 locals raden deze aan
Ice cream and shop. Local farm to come ice cream. Jersey cows you can see up close.
8 locals raden deze aan
Lucky's Ice Cream & Grill
30 W Center St
8 locals raden deze aan
54 locals raden deze aan
District Kitchen & Bar
40 West St
54 locals raden deze aan
55 locals raden deze aan
Cafe Adam, Bar and Restaurant
420 Stockbridge Rd
55 locals raden deze aan
9 locals raden deze aan
Ayelada
505 East St
9 locals raden deze aan
36 locals raden deze aan
Great Barrington Bagel Company
777 S Main St
36 locals raden deze aan
A really nice lounge atmosphere in downtown Great Barrington with high end cocktails and light fare.
17 locals raden deze aan
Mooncloud
47 Railroad St
17 locals raden deze aan
A really nice lounge atmosphere in downtown Great Barrington with high end cocktails and light fare.
46 locals raden deze aan
Cantina 229
229 Hartsville-New Marlborough Rd
46 locals raden deze aan

Outdoors

Outdoor activities and things to do
Cold swim holes on hot days. The Green River is a great spot to cool down.
8 locals raden deze aan
Green River
8 locals raden deze aan
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 locals raden deze aan
Monument Mountain
53 locals raden deze aan
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 locals raden deze aan
Catamount Mountain Ski Resort
78 Catamount Rd
329 locals raden deze aan
Activities available in the summer, fall, and winter
A family friendly local resort with tubing and skiing/snowboarding
218 locals raden deze aan
Ski Butternut
380 State Rd
218 locals raden deze aan
A family friendly local resort with tubing and skiing/snowboarding
200 locals raden deze aan
Jiminy Peak
37 Corey Rd
200 locals raden deze aan
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 locals raden deze aan
Norbrook Farm Brewery
204 Stillman Hill Rd
17 locals raden deze aan
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 locals raden deze aan
Bash Bish Falls State Park
Falls Road
282 locals raden deze aan
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 locals raden deze aan
Umpachene Falls Park
Umpachene Falls Road
33 locals raden deze aan
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 locals raden deze aan
Ice Glen Trail
Ice Glen Trail
28 locals raden deze aan
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 locals raden deze aan
Kennedy Park
275 Main St
66 locals raden deze aan
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 locals raden deze aan
Lake Mansfield Park
Lake Mansfield Road
49 locals raden deze aan
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 locals raden deze aan
Race Brook Falls
22 locals raden deze aan
Moderately challenging hike

Arts and Culture

Classic Americana artwork by Norman Rockwell. Beautiful grounds and facilities.
344 locals raden deze aan
Norman Rockwell Museum
9 Glendale Rd
344 locals raden deze aan
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 locals raden deze aan
Tanglewood
398 locals raden deze aan
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 locals raden deze aan
Mahaiwe Performing Arts Center
14 Castle St
102 locals raden deze aan
Very unique industrial repurposed space. Often hosts music concerts and has a brewery, cafe, and food as well.
382 locals raden deze aan
MASS MoCA
1040 Mass MoCA Way
382 locals raden deze aan
Very unique industrial repurposed space. Often hosts music concerts and has a brewery, cafe, and food as well.
64 locals raden deze aan
Barrington Stage Company
30 Union St
64 locals raden deze aan
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 locals raden deze aan
Jacob's Pillow
358 George Carter Rd
257 locals raden deze aan
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 locals raden deze aan
The Mount, Edith Whartons Huis
2 Plunkett St
167 locals raden deze aan
63 locals raden deze aan
Chesterwood
4 Williamsville Rd
63 locals raden deze aan

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 locals raden deze aan
Berkshire Botanical Garden
5 W Stockbridge Rd
118 locals raden deze aan
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 locals raden deze aan
Kripalu Center For Yoga & Health
57 Interlaken Rd
122 locals raden deze aan
Beautiful views and hiking trails on the property.
A local well-regarded place for body work/massage.
6 locals raden deze aan
Body & Soul
184 Maple Ave
6 locals raden deze aan
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 locals raden deze aan
Berkshire South Regional Community Center
15 Crissey Rd
14 locals raden deze aan
Indoor swimming pool and warm pool. Basketball court/gym and workout facilities. Day passes available.

Groceries

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

Outdoor Gear

11 locals raden deze aan
Berkshire Bike and Board
29 State Rd
11 locals raden deze aan
32 locals raden deze aan
Arcadian Shop
91 Pittsfield Rd
32 locals raden deze aan
7 locals raden deze aan
Plaine's Bike Ski Snowboard
55 W Housatonic St
7 locals raden deze aan