By 1810, Litchfield was the fourth largest settlement in the state with a population of 4,639. So it’s pretty impressive that they managed to hold on to a tradition of small town living, barely doubling in size over the last two hundred years. But what they lack in numbers they make up for in pure fun. Few small towns in the state can offer as many attractions as this one. Check it out!
Please note, Haight-Brown Vineyard is temporarily closed.
Litchfield has one of the best town centers in the state, as it borders the historic town green.
Joe Mabel/Flickr
You’ll love the unique look of the buildings that line West Street, perfect for gift hunting or a leisurely stroll.
Joe Mabel/Flickr
You’ll realize right away that this is a quintessential New England town, where families still gather at the green for local events. From the classic lampposts, to the quaint churches, this is pure unadulterated charm!
Joe Mabel/Flickr
You may even happen upon a country road on your way in and out of town, a reminder of a simpler time and Connecticut’s natural beauty.
ilirjan rrumbullaku/Flickr
Folks are often enchanted by the classic design of the First Congregational Church…
Joe Mabel/Flickr
And utterly impressed by the stone wonder that is Saint Michael’s. Both are worth the visit!
Patrick Franzis/Flickr
Head on over to the White Memorial Conservation Center for an awesome nature museum and a great collection of trails.
claumoho/Flickr 80 Whitehall Road, Litchfield, CT 06759
It’s a perfect escape for all ages!
Jonathan S/TripAdvisor
Nature lovers can get a little farther off the beaten path by visiting Mount Tom State Park.
Nels Highberg/Flickr
The view from Mount Nonotuck is breathtaking!
Paul Cooper/Flickr
If you prefer a more laid back visit, spend the afternoon tasting wine and cheeses at the Haight-Brown Vineyard.
chrissy0138/TripAdvisor 29 Chestnut Hill Road, Litchfield, CT 06759
History buffs will appreciate that 10 places on the National Register of Historic Places are right here! Start the journey at Litchfield History Museum before attempting to locate the other gems.
management/TripAdvisor 7 South Street, Litchfield, CT 06759
If one day isn’t enough, book a room at the Litchfield Inn!
management/TripAdvisor
Staying here is the cherry on top, as the excellent service, vibrant rooms, and elegant decor will make you feel like 18th century royalty.
management/TripAdvisor
Plus there’s a wealth of local restaurants you just do not want to miss out on!
PhotoCrawler/TripAdvisor
Litchfield isn’t the only town worth visiting in Connecticut. There’s also the historic Windsor and the land of the devil. But you probably know it as East Haddam. So get out and explore!
Joe Mabel/Flickr
ilirjan rrumbullaku/Flickr
Patrick Franzis/Flickr
claumoho/Flickr
80 Whitehall Road, Litchfield, CT 06759
Jonathan S/TripAdvisor
Nels Highberg/Flickr
Paul Cooper/Flickr
chrissy0138/TripAdvisor
29 Chestnut Hill Road, Litchfield, CT 06759
management/TripAdvisor
7 South Street, Litchfield, CT 06759
PhotoCrawler/TripAdvisor
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