As much as I hate summer ending, I do appreciate living in New England where we have full blown seasons and can experience fall. Fall in New England is a special experience – if you haven’t ever been here, then you need to make a trip! Keep an eye on fall foliage peaks too with a foliage calculator like this one to know when it’s best to visit!
I’m sharing a huge list here of things to do, places to go, sites to see and more for your fall New England adventures!
Fairs and Festivals – nearly every town I know of has some sort of fall festival or fair.. The Big E (West Springfield, MA) is a main attraction, as is the Durham Fair in Durham, Connecticut. You can look into local spots around you or the place you’re visiting for their respective things happening all through September – October.
Pumpkin Patches – grabbing pumpkins from whole foods or a farm stand versus going to an actual pumpkin patch and walking through to pick out your pumpkin are two totally different things. Rolling Hills in Glastonbury, CT is a great one!
Visit a Cider Mill – my favorite is Cold Hollow in Stowe, VT. If you walk to the back you can see a behind the scenes process of the cider being made!
Stay a weekend in Manchester, VT – I’ve visited Manchester a few times and it’s one of my absolute favorite fall destinations. See my full travel guides on where to stay + what to do here and here.
Stay a weekend in Stowe, VT – another amazing quintessential fall spot to visit. Stowe is absolutely beautiful if you hit it right around peak weekend to see all the foliage. Gorgeous views! My full travel guide for Stowe is here. This is also a great spot to visit in the winter and go skiing.
Visit covered bridges – there’s tons of covered bridges all over New England and they make for a fun day trip to spot a few and take photos when they’re covered in gorgeous foliage! Kent, Connecticut and Stowe, VT have a few around the areas as well as so many other places too!
Vermont Country Deli – a MUST visit! It’s right off the highway in Brattleboro, VT. This little spot has amazing food, you can’t go wrong with just about anything and they’re known for their mac and cheese.
Preserve Sporting Club, RI – I actually haven’t been here but they have an amazing fall setup that’s a must see called the Hobbit House. It’s a quaint property with cabins and tons of other activities too!
Visit Woodstock, CT – this is one of the biggest towns in Connecticut yet tucked away in the northern corner of the state! There’s tons of fall activities here ranging from vineyards/wineries, staying at Roseland Cottage, and antique shops. A castle was built about 20 years ago here too and it has haunted house vibes on the outside.
Explore Coastal towns – as soon as you think of fall you think mountains fo foliage, but don’t underestimate all the coastal towns that are just as beautiful! A few of my favorites: Kennebunkport, ME; Portsmouth, NH; Essex, CT; Greenport, CT;