Northwest Connecticut &
The Berkshire/Tri-State Region
Food scene
Delicious food and upbeat ambiance make The Woodland a local favorite.
44 locals recommend
The Woodland
192 Sharon RdDelicious food and upbeat ambiance make The Woodland a local favorite.
A pub room, more formal dining, and an outdoor lawn make The White Hart Inn a destination for any dining desires.
Check out the attached Provisions Market for casual sandwiches and take-out.
39 locals recommend
The White Hart
15 Under Mountain RdA pub room, more formal dining, and an outdoor lawn make The White Hart Inn a destination for any dining desires.
Check out the attached Provisions Market for casual sandwiches and take-out.
This charming antique inn offers beautiful grounds for walking and delicious food at the Stagecoach Tavern.
Race Brook Lodge
864 S Undermountain RdThis charming antique inn offers beautiful grounds for walking and delicious food at the Stagecoach Tavern.
The Black Rabbit is a neighborhood restaurant in Lakeville - perfect for families and all casual dining.
15 locals recommend
Black Rabbit
2 Ethan Allen StThe Black Rabbit is a neighborhood restaurant in Lakeville - perfect for families and all casual dining.
The Boathouse is a casual dining and bar destination in Lakeville, CT.
22 locals recommend
The Boathouse At Lakeville
349 Main StThe Boathouse is a casual dining and bar destination in Lakeville, CT.
Sweet William's is Salisbury's destination for fabulous coffee, tea, and delicious baked treats.
23 locals recommend
Sweet William's Coffee Shop & Bakery
17 Main StSweet William's is Salisbury's destination for fabulous coffee, tea, and delicious baked treats.
Le Gamin Cafe, well known in New York City, opened its doors in Sharon, CT in 2020 and has quickly charmed the northwest corner with casual and delicious French fare. BYOB - there's the well-stocked Sharon Package Store across the street.
13 locals recommend
Le Gamin Café
10 Gay StreetLe Gamin Cafe, well known in New York City, opened its doors in Sharon, CT in 2020 and has quickly charmed the northwest corner with casual and delicious French fare. BYOB - there's the well-stocked Sharon Package Store across the street.
A scrumptious gastro pub in Great Barrington, MA with outdoor games and lawn - no reservations, so go early and plan to have a drink at the bar!
203 locals recommend
The Prairie Whale
178 Main StA scrumptious gastro pub in Great Barrington, MA with outdoor games and lawn - no reservations, so go early and plan to have a drink at the bar!
On the Run Coffee Shop
4 Ethan Allen StA local spot for coffee and simple fare.
Fantastic sushi and Japanese cuisine in Great Barrington, MA.
101 locals recommend
Bizen Gourmet Japanese Restaurant and Sushi Bar
17 Railroad StreetFantastic sushi and Japanese cuisine in Great Barrington, MA.
Outdoor and indoor dining at this charming Sharon, CT staple.
7 locals recommend
The Edward - Outdoor Drinks And Dining
19 W Main StOutdoor and indoor dining at this charming Sharon, CT staple.
Schools
Salisbury School
251 Canaan RdSalisbury School is a private, all-boys boarding high school in Salisbury, CT.
The Hotchkiss School is a private boarding high school located in Lakeville, CT.
7 locals recommend
Hotchkiss School
The Hotchkiss School is a private boarding high school located in Lakeville, CT.
Millbrook School
131 Millbrook School RdThe Millbrook School is a private boarding high school in Millbrook, NY.
Necessities
LaBonne's Market is your one-stop-shop for all grocery and most household needs.
23 locals recommend
LaBonne's Market
22 Academy StLaBonne's Market is your one-stop-shop for all grocery and most household needs.
Salisbury Wines is a purveyor of fine and casual wines and liquors for every palette.
Salisbury Breads
17 Main StSalisbury Wines is a purveyor of fine and casual wines and liquors for every palette.
A charming shop with basic pharmacy, toiletries, and gift needs located in the center of Main Street in Salisbury, CT.
8 locals recommend
Salisbury General Store and Pharmacy
20 Main StA charming shop with basic pharmacy, toiletries, and gift needs located in the center of Main Street in Salisbury, CT.
A high-end, all encompassing market in Great Barrington, MA with organic and local fare from caviar to grass-fed beef.
248 locals recommend
Guido's Fresh Marketplace
760 S Main StA high-end, all encompassing market in Great Barrington, MA with organic and local fare from caviar to grass-fed beef.
Stop & Shop
55 Village Green DrA one-stop shop for anything you need.
CVS Pharmacy
1 Grand Un PlzPharmacy and drug store needs
Sightseeing
The Sharon Playhouse is a destination for musical theater, plays, and delightful entertainment.
27 locals recommend
Sharon Playhouse
49 Amenia RdThe Sharon Playhouse is a destination for musical theater, plays, and delightful entertainment.
Tanglewood is a premier outdoor music venue beautifully sited in the Berkshire Mountains.
58 locals recommend
Tanglewood
Tanglewood is a premier outdoor music venue beautifully sited in the Berkshire Mountains.
Otherwise known as Lakeville Lake, Wononskopomus offers a charming town beach called The Grove - a perfect destination for families.
12 locals recommend
Wononskopomuc Lake
Otherwise known as Lakeville Lake, Wononskopomus offers a charming town beach called The Grove - a perfect destination for families.
Lions Head is a local favorite hiking trail. A moderate hike with one or two steep moments will lead you to stunning views of the Taconic and Berkshire ranges.
15 locals recommend
Lions Head
Lions Head is a local favorite hiking trail. A moderate hike with one or two steep moments will lead you to stunning views of the Taconic and Berkshire ranges.
A favorite hike among locals - enter at a number of different trail heads for various experiences and difficulty levels.
19 locals recommend
Bear Mountain
A favorite hike among locals - enter at a number of different trail heads for various experiences and difficulty levels.
Shows of all sorts in charming Great Barrington, MA.
102 locals recommend
Mahaiwe Performing Arts Center
14 Castle StShows of all sorts in charming Great Barrington, MA.
A charming vintage movie house in Millerton, NY with 4 theaters and a private screening room - perfect for rainy days!
51 locals recommend
The Moviehouse
48 Main StA charming vintage movie house in Millerton, NY with 4 theaters and a private screening room - perfect for rainy days!
Picturesque hiking in the foothills of the Berkshires.
45 locals recommend
Bartholomew's Cobble Reservation
105 Weatogue RdPicturesque hiking in the foothills of the Berkshires.
O'Hara's Landing is minutes away and offers boat rentals for a beautiful day on Twin Lakes.
13 locals recommend
O'Hara's Landing Marina
254 Twin Lakes RdO'Hara's Landing is minutes away and offers boat rentals for a beautiful day on Twin Lakes.
https://salisburyassociation.org
Visit this website or the building in town to learn more about Salisbury and surrounding environs.
Salisbury Association Inc
24 Main Sthttps://salisburyassociation.org
Visit this website or the building in town to learn more about Salisbury and surrounding environs.
Scoville Memorial Library
38 Main StCheck out one of the oldest libraries in the country!
Access the Bash Bish trail from either Massachusetts or New York - follow the trail to a storied waterfall.
282 locals recommend
Bash Bish Falls State Park
Falls RoadAccess the Bash Bish trail from either Massachusetts or New York - follow the trail to a storied waterfall.
Check out an antique wooden ski jump right in town where regional championships are still held each February!
Salisbury Winter Sports Association
80 Indian Cave RoadCheck out an antique wooden ski jump right in town where regional championships are still held each February!
The home of Skip Barber's racing school and weekend stock car races all summer long - a unique experience!
33 locals recommend
Lime Rock Park
60 White Hollow RdThe home of Skip Barber's racing school and weekend stock car races all summer long - a unique experience!
Mohawk is a perfect family ski area in the winter and a wonderful state park for hiking in the summer and fall.
90 locals recommend
Mohawk Mountain Ski Area
46 Great Hollow RdMohawk is a perfect family ski area in the winter and a wonderful state park for hiking in the summer and fall.
Catamount is a fantastic family ski area in the winter and offers a ropes course and hiking in the summer and fall.
329 locals recommend
Catamount Mountain Ski Resort
78 Catamount RdCatamount is a fantastic family ski area in the winter and offers a ropes course and hiking in the summer and fall.
Ski Butternut
380 State RdButternut is perfect for a family ski adventure.
Music Mountain offers beautiful live concerts in the summer months.
11 locals recommend
Music Mountain
225 Music Mountain RdMusic Mountain offers beautiful live concerts in the summer months.
Wellness
Comprehensive wellness retreat and spa offering lodging or simple day passes for services.
16 locals recommend
Miraval Berkshires
55 Lee RdComprehensive wellness retreat and spa offering lodging or simple day passes for services.
Canyon Ranch Lenox
165 Kemble StA high-end wellness retreat in Lenox, MA.
STUDIO LAKEVILLE
74 Sharon RdA local gym offering spin classes, weights, and cardio equipment.
Traveler advice
Getting around
The tri-state region
Your getaway is conveniently located in Northwest Connecticut only minutes from the borders of New York and Massachusetts. Millerton and Millbrook, NY and Sheffield and Great Barrington, MA are equally as accessible as destinations in the Connecticut environs.
Don't miss
All Trails
Download the All Trails trail map to access the hundreds of hiking trails in this gorgeous region.