Jake's Guidebook
Recreational, swimming
Great swimming, kayaking and sunbathing. Sandy and grass areas. Two docks to swim to and jump off.
14 locals recommend
Lake Garfield
Great swimming, kayaking and sunbathing. Sandy and grass areas. Two docks to swim to and jump off.
Kayaking, hiking. Lovely views and very peaceful setting. Short hike down to lower west lake.
West Lake
Kayaking, hiking. Lovely views and very peaceful setting. Short hike down to lower west lake.
Lake Mansfield Park
Lake Mansfield RoadLocal swimming in the hills of Great Barrington.
Hiking
Bob's way
Great hiking trail, well marked and fantastic views at the summit.
Monument Mountain Reservation
Great hiking, great views, local favorite.
Lots of beautiful hiking trails! Fantastic views!
45 locals recommend
Bartholomew's Cobble Reservation
105 Weatogue RdLots of beautiful hiking trails! Fantastic views!
Tyringham Cobble Park
20 Jerusalem RdGreat hiking trails, lovely views, short drive.
Steepletop Reserve
2 beautiful hiking trails just down the road!
Beautiful hiking trail in downtown Stockbridge. A short drive from this rental.
28 locals recommend
Ice Glen Trail
Ice Glen TrailBeautiful hiking trail in downtown Stockbridge. A short drive from this rental.
Food Scene
Delicious, well priced authentic Mexican food!! One of our favorites. Located in Great Barrington- a 20 minute drive.
10 locals recommend
Agaves Mexican Grill
389 Stockbridge RdDelicious, well priced authentic Mexican food!! One of our favorites. Located in Great Barrington- a 20 minute drive.
A go to for pizza, pasta and Greek salad! A long time staple of Great Barrington. A 20 minute drive.
8 locals recommend
Four Brothers Pizza Inn
100 Stockbridge RdA go to for pizza, pasta and Greek salad! A long time staple of Great Barrington. A 20 minute drive.
The East Asian Cuisine
305 Stockbridge RdGood sushi, pretty good Chinese food. A 20 minute drive.
Fantastic fresh sandwiches, salads and deserts. 20 minutes in Great Barrington.
The Marketplace Specialty Foods
265 S Main StFantastic fresh sandwiches, salads and deserts. 20 minutes in Great Barrington.
Delicious outdoor dining at its best. prepare to stand in line bc it is a very popular place!!
47 locals recommend
The Bistro Box
937 S Main StDelicious outdoor dining at its best. prepare to stand in line bc it is a very popular place!!
Rainy day activities
Small local theater with new releases as well as classics. 20 minutes away smack in the center of Great Barrington.
73 locals recommend
The Triplex Cinema
70 Railroad StSmall local theater with new releases as well as classics. 20 minutes away smack in the center of Great Barrington.
An easy 40 minute drive, this local museum is small but very enjoyable for all ages.
102 locals recommend
Berkshire Museum
39 South StAn easy 40 minute drive, this local museum is small but very enjoyable for all ages.
Beautiful gardens! On a rainy day take a tour of the house and learn about the history.
167 locals recommend
The Mount, Edith Wharton's Home
2 Plunkett StBeautiful gardens! On a rainy day take a tour of the house and learn about the history.
Although many stores have closed since the pandemic began it is still a nice shopping destination. About a 25 minute drive.
155 locals recommend
Lee Premium Outlets
17 Premium Outlet BoulevardAlthough many stores have closed since the pandemic began it is still a nice shopping destination. About a 25 minute drive.