Hikes
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.
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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.
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Mount Riga State Park
Under Mountain RoadHighest peak in CT. The loop trail takes you into MA briefly. Beautiful hike.
Antique shops
Loads of antique shops on the main drag and we love the bhan mi sandwich at the dinner!
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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 StThe Housatonic Trading Co.
920 Bantam RdFood scene
Served before 11A, the breakfast burrito is a winner!
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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.
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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 StThe 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.
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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.
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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.
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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 StTroutbeck
515 Leedsville RdWest Cornwall Covered Bridge
Audubon-Sharon Audubon Center
325 Cornwall Bridge RdGardens
Hollister House Garden
300 Nettleton Hollow RdOld Farm Nursery
158 Lime Rock RdDrive in movies
Pizza and a movie anyone?
Enjoy the summer evenings at four brothers pizza drive in movies.
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Amenia
Pizza and a movie anyone?
Enjoy the summer evenings at four brothers pizza drive in movies.