Wineries & Vineyards
Named after the abundance of red tail hawks on the property, Hawk Ridge is a sprawling, beautiful property with a large selection of wines. They are always bustling with live music and events.
24 locals recommend
Hawk Ridge Winery
28 Plungis Rd Named after the abundance of red tail hawks on the property, Hawk Ridge is a sprawling, beautiful property with a large selection of wines. They are always bustling with live music and events.
Named one of the 101 Best Wineries in America by the “Daily Meal," Sunset Meadow is a family owned vineyard serving wines along with fun activites such as their specialty wine & chocolate pairings.
40 locals recommend
Sunset Meadow Vineyards
599 Old Middle StNamed one of the 101 Best Wineries in America by the “Daily Meal," Sunset Meadow is a family owned vineyard serving wines along with fun activites such as their specialty wine & chocolate pairings.
Part of the famous Hopkins Inn, Hopkins Vineyard serves delicious wine in a farm setting with breathtaking views overlooking Lake Waramaug. Check out their website for updates on upcoming events including live music at the vineyard.
50 locals recommend
Hopkins Vineyard
25 Hopkins RoadPart of the famous Hopkins Inn, Hopkins Vineyard serves delicious wine in a farm setting with breathtaking views overlooking Lake Waramaug. Check out their website for updates on upcoming events including live music at the vineyard.
Open from May - December, this small, family vineyard is the perfect place to cozy up and unwind after a day of antiquing in Woodbury.
6 locals recommend
Walker Road Vineyards LLC
17 Walker RdOpen from May - December, this small, family vineyard is the perfect place to cozy up and unwind after a day of antiquing in Woodbury.
Connecticut's oldest winery, Haight-Brown is located in picturesque Litchfield where you can enjoy a tasting inside or walk around the grounds with a glass of your favorite wine.
20 locals recommend
Haight-Brown Vineyard
29 Chestnut Hill RdConnecticut's oldest winery, Haight-Brown is located in picturesque Litchfield where you can enjoy a tasting inside or walk around the grounds with a glass of your favorite wine.
Distilleries
Learn how the "batchers" at the Litchfield Distillery work with farmers to distill the best craft spirits from local wheat, corn and barley one batch at a time. Book a complimentary tour on their website.
27 locals recommend
Litchfield Hills Fitness
599 Bantam RdLearn how the "batchers" at the Litchfield Distillery work with farmers to distill the best craft spirits from local wheat, corn and barley one batch at a time. Book a complimentary tour on their website.
Breweries
Located in the historic Clock Factory building in Thomaston, Clocktown Brewing Company features a lively taproom with a variety of craft beers, cocktails and delicious pub fare. They also have a large outdoor space with cornhole and live music.
Clock Town Brewing Company
135 South Main StreetLocated in the historic Clock Factory building in Thomaston, Clocktown Brewing Company features a lively taproom with a variety of craft beers, cocktails and delicious pub fare. They also have a large outdoor space with cornhole and live music.
Located on a working farm, Kent Falls Brewing Co. is the first farm brewery in the state. They produce beer reflective of the land around them and utilize many sustainable energy practices.
30 locals recommend
Kent Falls Brewing
33 Camps RdLocated on a working farm, Kent Falls Brewing Co. is the first farm brewery in the state. They produce beer reflective of the land around them and utilize many sustainable energy practices.
Hogan's Cider Mill
522 Spielman HwyFarms
The farmers at Thorncrest feed their cows the finest, sweetest hay and natural feeds resulting in their signature cream milk and delicious artisanal chocolates. Visit the farm to meet the farmers, the cows and taste some truly unforgettable treats. "The magic is in the milk."
43 locals recommend
Thorncrest Farm and Milk House Chocolate
280 Town Hill RdThe farmers at Thorncrest feed their cows the finest, sweetest hay and natural feeds resulting in their signature cream milk and delicious artisanal chocolates. Visit the farm to meet the farmers, the cows and taste some truly unforgettable treats. "The magic is in the milk."
Outdoor concerts in the summer, pick your own apples & pumpkins in the fall, outdoor music, farm shop
19 locals recommend
March Farms
160 Munger LnOutdoor concerts in the summer, pick your own apples & pumpkins in the fall, outdoor music, farm shop
The Farm, Woodbury CT
Connecticut 132Sunflowers in the summer, corn maze in the fall, farm shop
ANDERSON ACRES FARM LLC
1 Anderson Acres RoadFlower farm
Outdoor & Hiking
Open year-round for trails, hiking, picnics, beautiful scenery
13 locals recommend
Flanders Nature Center
5 Flanders RdOpen year-round for trails, hiking, picnics, beautiful scenery
White Memorial Conservation Center
80 Whitehall RdHiking, trails, conservation & nature center
Mohawk Mountain Ski Area
46 Great Hollow RdSkiing
A beautiful state forest with walking trails and open fields. Gorgeous scenery year round and perfect for picnics.
31 locals recommend
Topsmead State Forest
A beautiful state forest with walking trails and open fields. Gorgeous scenery year round and perfect for picnics.
Day Spas
Spa At Litchfield Hills
407 Bantam RdDay spa, nails, hair, massage, facials, etc
Mayflower Inn & Spa, Auberge Resorts Collection
Connecticut 47Winvian
155 Alain White RdHorseback Riding
Take in in the beautiful views of the Litchfield Hills by horseback on a guided tour. Call to book your horse.
14 locals recommend
Lee's Riding Stable
57 E Litchfield RdTake in in the beautiful views of the Litchfield Hills by horseback on a guided tour. Call to book your horse.