Fall is one of our favorite seasons here in Connecticut, and for good reason! This time of year brings plenty of stunning, colorful foliage and can’t-miss seasonal events to the area. Whether your idea of a perfect autumn day involves a refreshing hike through the wilderness or becoming part of a community tradition, there are countless things to do in Connecticut in the fall. For even more of our local recommendations, be sure to download our complimentary Greenwich Vacation Guide! This handy, mobile-friendly tool will help you plan an unforgettable New England getaway.
4 of Our Favorite Things To Do in Connecticut in the Fall
Take Advantage of Connecticut Fall Foliage
One of the locals’ favorite things to do in Connecticut in the fall is to enjoy some leaf peeping! New England is one of the best places in the country to watch the leaves change, after all. Many people like to begin their adventure in Greenwich, then drive up to Litchfield County. The Merritt Parkway is another one of the top Connecticut fall foliage driving routes. This historic limited-access parkway is located in Fairfield County and is known for its scenic landscape, especially in the cooler months. The Merritt, as it’s known locally, runs from the New York state line in Greenwich to the Housatonic River in Stratford. If you’d like to stay in town, just joyriding past Greenwich mansions surrounded by fall colors is a great way to spend an afternoon.
Attend Some Festive Fall Events
There are many annual events that take place in Connecticut each fall. The Bruce Museum Outdoor Arts Festival is a tradition locals and visitors alike anticipate. This 2-day event celebrates local artists and showcases their work. Browse paintings, drawings, prints, sculptures, mixed-media pieces, and photography as you get to know the artists. You may even fall in love with one of their masterpieces!
Want more options? There are several different fall festivals in CT to attend. Another one of our favorites is the Bridgeport Harvest Festival, which takes place 40 minutes northeast of Greenwich.
There are few activities that scream “fall” more than apple picking! One of the best things about Connecticut in the fall is the opportunity to pick your own delicious fruit straight from the tree. There are several places near Greenwich to do this. In the town of Easton, you’ll find Silverman’s Farm, where you’ll find a u-pick orchard as well as live animals, tractor rides, and musical performances. For fresh maple syrup and fantastic apple-picking, Warrup’s Farm in West Redding is another popular spot in the fall. There are also many apple orchards near NYC both in Connecticut and New York State.
New Englanders love Halloween, and Connecticut is no exception! To best celebrate a New England Halloween, work up the courage to visit at least one of the scariest haunted places in CT. If you’re looking for a more friendly-friendly option, explore one of the nearby haunted house attractions. Trick-or-treating on Maher Avenue in Downtown Greenwich is fun for kids of all ages as well!
Recognized as the most romantic bed and breakfasts in Connecticut, Stanton House Inn offers an intimate and comfortable getaway unlike any other. The historic mansion-turned-inn boasts 20 gorgeous guest rooms that exude a romantic ambiance and an array of premium amenities like free Wi-Fi, complimentary breakfast, an outdoor swimming pool, beautiful gardens, and unparalleled guest service. We even offer a selection of add-ons to enhance your stay, like a fresh floral arrangement or a fresh fruit basket placed in your room before you arrive!