Fall towns to visit in Connecticut

Happy Fall!

One of my most favorite seasons, especially during the foliage! I find myself going back to many same towns during Fall. There are some towns that were just made for this season!

Here are the Fall towns you must visit in Connecticut:

Mystic, CT

As a local of Mystic, I may be biased. You can’t beat the beautiful foliage views on Mystic River! The peak is usually mid to late October. There are plenty fall activities to enjoy - read about them under my Mystic tab here!

Old Wethersfield, CT

During the month of October, they host the annual Scarecrows on Main event. I love seeing all the creativity! It is such a beautiful walkable neighborhood. The residents are always friendly. I usually park in the area of Heirloom Market (go there for lunch - the best sandwiches!) and walk on Main St to Garden St then down to the Cove and circle back to Heirloom Market. Don’t forget to visit the Webb Deane Stevens Museums and Keeney Memorial Center.

Essex, CT

A picturesque town where the residents takes pride in maintaining the beautiful historical homes that lines the Main Street. There are also several shops that you can pop in and peek around. I highly recommend to walk down to the waterside by Connecticut River Museum (also worth to visit!) to see the ducks and enjoy the foliage views. Eat lunch at Olive Oyl’s or Griswold Inn.

Washington, CT

Most known as the town that inspired Gilmore Girls, it is a beautiful small town with that Star Hollows charm! I enjoy every time I’ve visited Washington and never been disappointed. Read more suggestions about Washington + surrounding towns in Litchfield County here. Litchfield County is my favorite countryside in CT during the fall - many beautiful rural roads for scenic drives (a photographer’s dream!).

Stonington, CT

It’s a beautiful town to visit year-round, but there’s something special about fall in the borough. The historical homes are decorated with pumpkins, the crispy leaves falling on the ground and foliage on the water. Read a good book on the green in front of Stonington Free Library. Can’t beat any of that!

New Haven, CT

It’s always a must to walk around Yale Old Campus during fall. It is just stunning with the backdrop of the gothic architecture. The Sterling Library gives a Hogwarts vibes for you Harry Potter fans!

There are many more beautiful towns in Connecticut that didn’t get mentioned, I’m sure! Feel free to share your recommendations in the comments below!