Ideas for day trips in winter in Connecticut


Photo by Andrew DaRosa

While traditional travel may be more difficult during the pandemic, day trips have quickly become a necessary remedy to keep those COVID bruises away.

Whether it’s spending a night in a geodesic house, skiing a black diamond, or just taking a tour of Connecticut’s craft breweries, the Nutmeg State offers a plethora of day trip ideas during those freezing winter months.

Scroll below for some of our ideas for day trips that are out of the ordinary.

Hit the slopes with a day of skiing

A man skis on the snowy slopes of Whiteface Mountain in Lake Placid, NY

Brandee Reilly / Associated press

Nothing screams winter in New England more than hopping in the car for a day of skiing or snowboarding. With the recent build-up on the mountains, there’s no better time to shred the hills of Connecticut.

Browse our guide to everything you need to know to ski and snowboard in the North East.



Sled down the Connecticut hills

Russell Cencro, 6, from New Fairfield, walks down the hill from Church of St. Gregory the Great in Danbury on Thursday, March 8, 2018.

Russell Cencro, 6, from New Fairfield, walks down the hill from Church of St. Gregory the Great in Danbury on Thursday, March 8, 2018.

Carol Kaliff / Hearst Connecticut Media

Not a lot of skier or snowboarder?

Fear not, Connecticut is full of beautiful hills to toboggan on.

Here are some of the best tobogganing spots to conquer in Fairfield County.



Take your own brewery tour

A tasting flight at the Nod Hill Brewery in Ridgefield.

A tasting flight at the Nod Hill Brewery in Ridgefield.

Nothing will warm you up from freezing weather faster than a pint of one of Connecticut’s many local breweries. Winter is also the best time for these breweries as they are busy serving their winter specialties, which range from spicy beers to hearty stouts.

In order to comply with COVID regulations, most breweries offer food so you can sit at a table to enjoy your beer and a bite to eat.

Check out our picks for the best winter beers in Connecticut as well as our map of breweries statewide.



Take a hike (no, actually)

Debbie Sutcliffe, left, of Redding, Fay Gerstenfeld, center, of Ridgefield, and Allison Archambault, of Ridgefield, hike a trail in the woods at the Discovery Center of Ridgefield's snowshoe expedition at Ridgefield Golf Club in Ridgefield.

Debbie Sutcliffe, left, of Redding, Fay Gerstenfeld, center, of Ridgefield, and Allison Archambault, of Ridgefield, hike a trail in the woods at the Discovery Center of Ridgefield’s snowshoe expedition at Ridgefield Golf Club in Ridgefield.

Tyler sizemore

Built as a perfect quarantine activity, hiking has become the go-to pastime for those looking to explore beyond the four walls of their bedroom.

From easy trails to strenuous hikes, here are some of the best hiking trails you take in Nutmeg State.



Dine under the stars in an “igloo”

Dockside Brewery at 40 Bridgeport Ave.  in Milford, has a "igloo village" with each structure claiming a different theme.

Dockside Brewery at 40 Bridgeport Ave. in Milford, has an ‘igloo village’ with each structure sporting a different theme.

GoNation / Photo of a contribution

Groundhog says we have (at least) three more winter weeks, but some Connecticut restaurants are ready because they’ve designed creative pop-up spaces for diners to enjoy an alfresco meal despite the cold and the cold. snow.

Check out our guide to the outdoor ‘igloos’ and ‘greenhouses’ you can dine in – no parka is required.



Drop a line and go ice fishing

Ioan Stan, of East Haven, is ice fishing Wednesday on the Housatonic River in Derby.

Ioan Stan, of East Haven, is ice fishing Wednesday on the Housatonic River in Derby.

Fall Driscoll

As the ice thickens on the lakes and ponds around Connecticut, anglers young and old alike step out on the ice to participate in the winter tradition of ice fishing.

Check out some of the best places to ice fish in Connecticut, and before you go out, be sure to read the laws regarding ice fishing on state properties.


Spend a night at one of Connecticut’s unique Airbnbs

A large daylight space nestled on the edge of the woods.  Be close to nature but also close to our house for modern convinces in our house.  Please note that this space is unplugged, it has no electricity, heating or air conditioning.  There are full bathrooms for your use in the house, 125 feet away.

A large daylight space nestled on the edge of the woods. Be close to nature but also close to our house for modern convinces in our house. Please note that this space is unplugged, it has no electricity, heating or air conditioning. There are full bathrooms for your use in the house, 125 feet away.

Airbnb / Robert / Bethlehem

Need an evening away from your social bubble?

Some of the more unique Airbnb stays are located in Connecticut, which means you don’t have to travel far for a night away from household stress or your kids.

Take a look at 7 of the most unique Airbnbs you can rent in Connecticut.





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