Connecticut May 12, 2017
These 10 Perfectly Picturesque Small Towns In Connecticut Are Delightful
When you first lay eyes on a town, you know right away if you’ve found the one. Well, in Connecticut, we have several “the ones” just waiting to be explored by you. Jaw-dropping embodiments of New England charm and classic colonial architecture, exploring the state’s small side is a wonderful way to spend an afternoon. See our pick of perfect small towns below.
We’re aware that these uncertain times are limiting many aspects of life. While we continue to feature destinations that make our state wonderful, please take proper precautions or add them to your bucket list to see at a later date. If you know of a local business that could use some extra support during these times, please nominate them here:
This town prides itself on being a place to experience old time New England. Settled in 1692, you can still see remnants of its humble beginning as a shipbuilding and mill town. Take a stroll down Main Street for a peak at this quaint town's elegant storefronts and unique architecture.
The cultural center of the Quiet Corner, Putnam is a tiny town nestled on the banks of the Qiunebaug River. It was home to one of the first cotton mills, but is now at the forefront of entertainment. Visit for the shops, bars, and restaurants and see if you can locate all the hidden fairy doors this summer.
Also home to the borough of the same name and the quintessentially New England borough of Bantam, you'll love hanging out on the town green. Home to the first law school in America, this is a great stop for history buffs who want to explore a town with a big backstory. It's natural beauty should not be missed.
Located along the Long Island shoreline, this beach town was once a center for fishing and shipbuilding. Named for President James Madison, it wasn't incorporated until 1826. You'll find that most of the homes and buildings here are still reminiscent of the 1800s.
With its fast growing population, this town may not be considered small for much longer. Folks are drawn to the friendly, intimate community and the quaint storefronts. The densely forested town is dripping with natural beauty and charming homes.
6. West Cornwall
The town famous for its covered bridge is also a great place for nature lovers. Kayak the river, explore trails, or just enjoy the nature around you. Everything here is picturesque, making you feel as though you've travelled to a simpler time, including local restaurant Wandering Moose Cafe, which you just have to try!
Voted one of the best places in Connecticut to raise a family, this town is "the old days" exemplified. Its small town center features only a handful of shops and peaking out from the forested neighborhood are a number of stately colonial style homes. With its proximity to the reservoir, trails, and a seasonal man made pond, this place is all about preserving the small town feel.
Comprised of three villages, Essex includes Essex Village, Centerbrook and Ivoryton. New England Today named it the perfect small town on account of it being loaded with history and surrounded by water on three sides. You can hang out on the dock and explore Main Street while catching some pretty sweet waterfront views.
One of the best places to explore during the spring time, Kent is a nature lover's dream. Lush with trees and flowers, there are plenty of outdoor activities to here, including one of the state's best waterfalls. With shopping, food, and galleries as well you could stand to spend a whole weekend in this small town.
This town exudes New England Charm and is located in the heart of Northeast Connecticut. Home to a little bit of everything, there are plenty of outdoor activities for the kids, shopping, dining, and an easy commute to cities like Boston. Their historic Main Street district keeps the small town feel alive in this place where the flowers always seem to be in bloom.
These perfect small towns are among the most beautiful spots in the state. But you’ll find the totally awesome must visit spots right