Sharon Connecticut
Hikes
There are dozens of great hikes to explore the land in NW CT. The area was home to many native tribes and is intersected by the Appellation Trail.
Pine Knob Loop Trail
This section of the AT is very picturesque and flat. Enjoy a path along the Housatanic river with rolling fields and shady trails.
12 locals recommend
Appalachian Trail
This section of the AT is very picturesque and flat. Enjoy a path along the Housatanic river with rolling fields and shady trails.
Sharon Land Trust
67 Main StMellow walks in nature paths
Macedonia Brook State Park
159 Macedonia Brook RdFun hike with challenging scrambles.
Highest peak in CT. The loop trail takes you into MA briefly. Beautiful hike.
6 locals recommend
Mount Riga State Park
Under Mountain RoadHighest peak in CT. The loop trail takes you into MA briefly. Beautiful hike.
Look up Meeker Trail on Alltrails or Google.
Macricostas Preserve, 124 Christian St, New Preston, CT 06777
Pinnacle is the top of a small mountain in Warren, Connecticut that provides a panoramic view of Lake Waramaug, the second largest natural lake in the state and the location of the summer village of the historic Weantinock tribe. The Weantinock were a large, powerful tribe whose homelands extended from ca. present Cornwall and Kent on the north to at least Brookfield and New Fairfield on the south, Warren and Washington on the east, and into New York State on the west. Lake Waramaug, The Pinnacle, and the surrounding area formed an 18th century Weantinock reservation of about 20,000 acres, created in 1720 after the tribe lost most of their homelands to the south and west. Named Waramaug’s Reserve, or Ramaug, after the tribe’s charismatic and powerful grand sachem who brokered the deal, the land quickly passed into English hands after Waramaug’s death “under equally shady circumstances”. By 1756, the reservation had disappeared.
Pinnacle Rock
Look up Meeker Trail on Alltrails or Google.
Macricostas Preserve, 124 Christian St, New Preston, CT 06777
Pinnacle is the top of a small mountain in Warren, Connecticut that provides a panoramic view of Lake Waramaug, the second largest natural lake in the state and the location of the summer village of the historic Weantinock tribe. The Weantinock were a large, powerful tribe whose homelands extended from ca. present Cornwall and Kent on the north to at least Brookfield and New Fairfield on the south, Warren and Washington on the east, and into New York State on the west. Lake Waramaug, The Pinnacle, and the surrounding area formed an 18th century Weantinock reservation of about 20,000 acres, created in 1720 after the tribe lost most of their homelands to the south and west. Named Waramaug’s Reserve, or Ramaug, after the tribe’s charismatic and powerful grand sachem who brokered the deal, the land quickly passed into English hands after Waramaug’s death “under equally shady circumstances”. By 1756, the reservation had disappeared.
Antique shops
Loads of antique shops on the main drag and we love the bhan mi sandwich at the dinner!
89 locals recommend
Millerton
Loads of antique shops on the main drag and we love the bhan mi sandwich at the dinner!
Mix On Main
725 N Main StHunter Bee
21 Main St
The Housatonic Trading Co.
920 Bantam RdFood scene
Served before 11A, the breakfast burrito is a winner!
14 locals recommend
J.P. Gifford Café and Catering Co.
16 W Main StServed before 11A, the breakfast burrito is a winner!
A bit on the fancy end. This is a great 👍 spot if you’re ready to pay up.
If you have a chance they do an exceptional burger on Monday evenings.
36 locals recommend
Community Table
223 Litchfield TurnpikeA bit on the fancy end. This is a great 👍 spot if you’re ready to pay up.
If you have a chance they do an exceptional burger on Monday evenings.
Kingsley Tavern
14 N Main St
The Woodland
192 Sharon RdThey literally have everything on the menu. Wildly good sushi.
The White Hart
15 Under Mountain RdRyan the bartender is the best. Try for a seat at the bar.
sometimes the only game in town, that’s when this place is the best.
22 locals recommend
The Boathouse At Lakeville
349 Main St sometimes the only game in town, that’s when this place is the best.
Arethusa al tavolo
828 Bantam RdTop notch. Top 💰
This is as French as it gets this side the Atlantic. Just perfect for a croque madame or crepe.
It’s a delicious delight run by a Frenchman who’s also got a restaurant by the same name in NYC.
13 locals recommend
Le Gamin Café
10 Gay StreetThis is as French as it gets this side the Atlantic. Just perfect for a croque madame or crepe.
It’s a delicious delight run by a Frenchman who’s also got a restaurant by the same name in NYC.
Top class food. Beautiful for outdoor dining near the covered bridge. It’s a perfect destination for a post-ride brunch.
frank. food company
34 N Main StTop class food. Beautiful for outdoor dining near the covered bridge. It’s a perfect destination for a post-ride brunch.
Good for wine and small bites. Lawn in the summer is wonderful. Cozy indoors in winter.
7 locals recommend
The Edward - Outdoor Drinks And Dining
19 W Main StGood for wine and small bites. Lawn in the summer is wonderful. Cozy indoors in winter.
Fern
Newest kids on the block and they’re doing it right. Great seasonal food and wood fired pizza.
Sightseeing
Sheffield
Sharon Land Trust
67 Main St
Troutbeck
515 Leedsville Rd
West Cornwall Covered Bridge
Audubon-Sharon Audubon Center
325 Cornwall Bridge RdGardens
Hollister House Garden
300 Nettleton Hollow Rd
Old Farm Nursery
158 Lime Rock RdDrive in movies
Pizza and a movie anyone?
Enjoy the summer evenings at four brothers pizza drive in movies.
6 locals recommend
Amenia
Pizza and a movie anyone?
Enjoy the summer evenings at four brothers pizza drive in movies.