#FallingFor203 : The 203's Guide to Fall in CT


While we are all about a Connecticut Summer, there is something truly special about Fall in New England. As the crisp autumn air begins to make the leaves dance, New Englanders gravitate towards the countryside for a much-needed change of scenery. Friends gather around backyard fire pits to roast s’mores-- and apple cider donuts become a guilty pleasure.

The smell of pumpkin spice is in the air (or your coffee mug at least), the anticipation of Halloween starts to set in and everyone seems content with turning in their bathing suits & flip flops for flannel shirts & bean-boots (as long as it means you'll get an afternoon of apple picking)!

Connecticut shows some of it's best colors in the autumn months. We want to help you take advantage of this incredible season because one thing we know for sure is that it will be over before you know it. We have compiled a list of some of our favorite Fall activities and we will likely add to it throughout the season. As you explore CT this Fall, use the hashtag #FallingFor203 to loop us in on your autumn traditions, so that in years to come we can add them to our list!

We believe in the importance of celebrating each season to its absolute fullest!  This month we are totally #FallingFor203 and we think you are too.

The 203's Fall Favorites... 

Visit a Connecticut Cider Mill: Connecticut is home to several legendary Cider Mills. Here are a few of our faves!

Connecticut Cider Mills- Fall 18
  • Clyde’s Cider Mill, Mystic CT: This CT winery produces cider, hard cider, and apple wine. Clyde’s is the oldest steam-powered cider mill in the United States and it's a national historic landmark.
  • Beardsley Cider Mill, Shelton CT This spot much closer to home (for us) than Clyde's (and a stone throw away from Jones Family Farm) so it's a great option if Clyde's is far from your location. Fantastic cider!!
  • Hogans Cider Mill, Burlington CT.  







Take a Fall Drive: Long drives on windy country roads has always been a Fall family tradition for us. The colonial houses, historic towns, rambling stone walls, classic old barns, sprawling horse farms, local veggie stands… it’s amazing what you can find on a drive!










Connecticut Fall Foliage Drive THe 203



    • Here are our top picks:

      - Get lost on back roads in Easton. Stop in for brunch at either The Blue Bird Inn or Kings in Monroe.

      - CT Visits has mapped out 7 Fall Foliage drives that we are dying to check out! Click here to see them

    • NEXT UP: Visit a local FarmApple picking, pumpkin patches, corn mazes, hay rides.. you get the gist! There are SO many fantastic local farms to celebrate in CT, but here are a few to get you started…
  •  Jones Family Farm, Shelton CT: This family-run farm is a “one-stop shop” for all things FALL. Let the kids get lost in the corn maze, or pick the perfect pumpkin, while you sip wine from their vineyard. They also offer a fun hat ride around the farm. This farm checks all of the boxes, and is great for families! (PLUS we love the view)

  • Silverman’s Farm, Easton CT: We grew up on Silverman’s cider and still can’t pass it without stopping for an apple cider sippy cup! If you choose  Silverman's for your pumpkin picking needs… Test your luck at scoring one for FREE! All you have to do is guess it's weight within 2 oz :)

Take a Hike! It is officially the perfect hiking weather in CT and lucky for you.. .there are so many great options! Here a few of our faves:

Fall Hike in Connecticut in 203 Baseball hat

  • Devil’s Den - Weston. Is Fairfield County’s largest preserve. With over 1,700 acres and about 10 miles of hiking trails, this is one of our go-to hiking spots!
  • Sleeping Giant- Hamden. Great high altitude hike that rewards you with impressive panoramic views! Personal Fave. 
  • Chapman Falls @ Devil's Hopyard State Park- East Hamden. This 1,000-acre park offers great hiking, fishing, bicycling, picnicking, and camping. But don't miss the .5 mile Chapman Falls Loop! 
  • Scalzi Park - Stamford: Cute little park just north of downtown Stamford. Great easy escape from the city.
  • Wavenly Park - New Canaan.
  • Mianus River Trail - Greenwich / Stamford

Check out the Connecticut Wine Trail: Exploring the Connecticut wine trail is something that's on the very top of OUR bucket list this Fall. We are excited to visit several of CT’s very own vineyards and we are planning on using THIS TOOL as a resource. 

Explore a new town— Connecticut is home to so many picturesque towns, and it feels almost impossible to visit them all. Here are a few of our favorite day trip towns (depending on where you live, this will vary)

  • Essex: Adorable old fishing town nestled on the Connecticut River. We suggest having a long lunch at the Griswold Inn then taking a stroll through the village to window shop (Stop for coffee at Essex Coffee on Main St).  Pay attention to the historic houses and architecture. Don’t leave without walking down to the River! For an added adventure take a fall foliage ride on the Essex Steam Train!
  • Mystic: Travel here along route 27 for coastal leaf peeping goodness! Visit Mystic Knot Works for a locally made rope bracelets and accessories. Take a Fall Foliage Mystic River Cruise! Do some window shopping in the Olde Mystic Village. Have a bite to eat at The Engine Room for the best Burgers, beer, and bourbon. Don't forget to visit Clyde’sCider Mill!
  • New Canaan:  We love New Canaan’s picturesque downtown area (its walking distance from their train station too). There are endless restaurants, shops & cafes to explore as well as a local movie theater which plays recent films. Downtown New Canaan is always looking festive (look out for the scarecrows that line Main Street starting mid-October). Don't leave town without checking out Grace Farms -  a state-of-the-art Community center which provides 80 acres of endless activities to locals.


  • Posted by tara on

    Explore the CT Beer Trail! So many great breweries in some fun towns!

  • Posted by Lona Hopman on

    Hey, it’s Lona!

    Almost everyone is using voice search with their Siri/Google/Alexa to ask for services and products now, and in 2019, it’ll be EVERYONE of your potential clients. What you are missing out on.

    Just now, I can only find thetwoohthree.com on text search after digging a few pages (that’s NOT good), competitors above are getting all the traffic and business!

    Answer all your buyers’ questions on your website and earn their business! Learn how easy it is : https://goo.gl/6h8hfW

    Get your voice search optimized content: https://goo.gl/tQh8J7


Leave a comment