The Ultimate Guide to Exploring the Litchfield Hills: Winter Edition

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The Ultimate Guide to Exploring the Litchfield Hills: Winter Edition

Food scene

O’Connors is a mainstay of New Milford, and has great food and an awesome bar scene with DJs at night. A great place to grab a burger or to go out for a night on the town.
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O'Connor's Public House
46 Railroad St
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O’Connors is a mainstay of New Milford, and has great food and an awesome bar scene with DJs at night. A great place to grab a burger or to go out for a night on the town.
Zaragoza is a great tapas restaurant with wonderful ambiance and an upscale vibe. They’re also great for Bloody Mary’s and brunch!
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Zaragoza
31 Bank St
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Zaragoza is a great tapas restaurant with wonderful ambiance and an upscale vibe. They’re also great for Bloody Mary’s and brunch!
Cool Hand Duke’s is a great bar with even better food. Right next to O’Connor’s and a great place to check out for pub food or for a night on the town.
Cool Hand Duke's
30 Railroad St
Cool Hand Duke’s is a great bar with even better food. Right next to O’Connor’s and a great place to check out for pub food or for a night on the town.
Swyft is an upscale restaurant that you have to book in advance, or just grab a seat at the bar for a more casual vibe. The restaurant is beautiful, and is the newest hip spot to eat in town. Highly recommend if you’re visiting Kent!
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Ore Hill & Swyft
3 Maple St
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Swyft is an upscale restaurant that you have to book in advance, or just grab a seat at the bar for a more casual vibe. The restaurant is beautiful, and is the newest hip spot to eat in town. Highly recommend if you’re visiting Kent!
The White Horse is a must-see if you’re visiting the area. It is an historic tavern loaded with history. They have amazing food to boot, and an even better ambiance and vibe. A definite must-see!
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The White Horse
258 New Milford Turnpike
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The White Horse is a must-see if you’re visiting the area. It is an historic tavern loaded with history. They have amazing food to boot, and an even better ambiance and vibe. A definite must-see!
Arethusa is a local favorite that everybody loves. They have incredible ice cream as well as amazing food, though their food menu is a bit pricey.
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Arethusa Farm Dairy
822 Bantam Rd
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Arethusa is a local favorite that everybody loves. They have incredible ice cream as well as amazing food, though their food menu is a bit pricey.

Sightseeing

Kent Cofffee & Chocolate is a must-see if you’re visiting Kent! They have incredible chocolates that make for great souvenirs and gifts for others, or for yourself!
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Kent Coffee & Chocolate Co.
45 N Main St
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Kent Cofffee & Chocolate is a must-see if you’re visiting Kent! They have incredible chocolates that make for great souvenirs and gifts for others, or for yourself!
Housatonic Brewing Co. is a great local brewery right down the road. They have incredible beer and a great outdoor space and a cute, intimate indoor space with live music on Friday evenings. Great to check out if you’re in the area!
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Housatonic River Brewing
30 Kent Rd
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Housatonic Brewing Co. is a great local brewery right down the road. They have incredible beer and a great outdoor space and a cute, intimate indoor space with live music on Friday evenings. Great to check out if you’re in the area!
Bad Dream Brewing is a new brewery in New Milford, also right down the road on 7. They don’t offer much in the way of ambiance or a place to really enjoy the great beer they sell, but still worth a visit if you’re in the mood for some tasty local beer.
Bad Dream Brewing
116 Danbury Rd
Bad Dream Brewing is a new brewery in New Milford, also right down the road on 7. They don’t offer much in the way of ambiance or a place to really enjoy the great beer they sell, but still worth a visit if you’re in the mood for some tasty local beer.
My favorite brewery in all of Litchfield County. It’s a bit far from New Milford, but worth the hike if you’re up for the adventure. They offer amazing beer, a great scene with couches, fireplaces, and tons of games, and an overall great scene with live music on the weekends.
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Great Falls Brewing Company
75 W Main St
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My favorite brewery in all of Litchfield County. It’s a bit far from New Milford, but worth the hike if you’re up for the adventure. They offer amazing beer, a great scene with couches, fireplaces, and tons of games, and an overall great scene with live music on the weekends.
If you like to knit or crochet, or have ever wanted to try, this is the place for you. The owner is wonderful, and everyone is incredibly helpful and friendly. They offer sustainably and ethically produced yarns of all weights and sizes, as well all the knitting or crochet supplies you’d ever need. I knit personally, and go here all the time to work on projects, shop for new yarns, chat with likeminded folks, and learn more about the craft.
Stars Hollow Yarns
2 Wheaton Rd
If you like to knit or crochet, or have ever wanted to try, this is the place for you. The owner is wonderful, and everyone is incredibly helpful and friendly. They offer sustainably and ethically produced yarns of all weights and sizes, as well all the knitting or crochet supplies you’d ever need. I knit personally, and go here all the time to work on projects, shop for new yarns, chat with likeminded folks, and learn more about the craft.

Borgartillaga

Samgöngur

If you want to get around, you’ll have to drive

As Ubers and Lyfts are highly limited and unreliable, and since public transportation is nonexistent here, driving is the fastest way to get around.