10 Favorite Fall Experiences in Washington


Crisp air, colorful scenery, and apple cider donuts … these are just a few of our favorite things about Washington in the fall. Take a look at all the ways you can enjoy our town during this colorful season, including the most breathtaking views, delicious treats, and festive events that will surely make you fall in love with Washington!


1. Explore the preserves

Washington is home to four preserves, each of which offers beautiful trails and breathtaking views – especially during the fall season as the leaves change color to all shades of yellow, orange, and red. At the Hidden Valley Preserve you can walk across the Thoreau Footbridge, inscribed with quotes from the works of poet and naturalist Henry David Thoreau.


Learn more about exploring the trails in Washington 

Averill Farm @rindosm

2. Apples and more at Averill Farm

A tradition for many locals and visitors is a trip to Averill Farm to enjoy pick-your-own apples and pears, a colorful variety of seasonal flowers, pumpkins, and pies, and of course, freshly baked apple cider donuts from the farm stand. Believe us, they are THE best!


Averill Farm is open every day from 9:30am to dusk, visit them at 262 Calhoun Street, Washington Depot, CT.

Washington Harvest Festival

3. Festive fall events

Every year, Washington hosts the amazing Harvest Festival (Sunday, October 10th) where families come out to enjoy a scarecrow competition, live music, face painting, pumpkin carving, train rides, and more. Another beloved town tradition is the Washington Cemetery Tour (Friday, October 29th) hosted by the Gunn Historical Museum. The tour is an annual “living history” event that showcases the rich history of Washington through costumed actors who portray residents from the past. And don’t miss out on the Halloween Costume Party (Saturday, October 30th) at the Gunn Memorial Library.


View all upcoming fun fall events on our Events Calendar


4. Pumpkin spice latte anyone?

Fall season wouldn’t be quite the same without the aroma of a pumpkin spice latte!


On your next visit to Washington, be sure to satisfy your taste buds and boost your mood with something “pumpkin spice” from Marty’s Cafe or The Po Cafe, recently named one of the best spots for coffee with a view by Yankee Magazine.


5. Live music and wine flights with a view

Wine season is most certainly extended through the fall at Hopkins Vineyard!


Visit the vineyard for a delicious selection of reds, whites, and sparkling wines accompanied by live music every Saturday and Sunday. Get a little taste of everything with a wine flight and cheese platters while enjoying the fall foliage over Lake Waramaug. It will undoubtedly be an enchanting afternoon.


6. A colorful picnic at the lake

One of the best things about autumn in New England, aside from the striking golden glow of the fall foliage, is getting to enjoy the crisp fresh air and so many outdoor experiences.


Pack a picnic at one of our incomparable eateries, find a spot by Lake Waramaug, and take in the beauty of the natural landscape. It’s very special to see our world become so colorful for a season, so take a moment to really enjoy it while it lasts.


7. Window shopping stroll

The shops of New Preston village are known for their beautiful window displays, each with a glimpse of the one-of-a-kind treasures you can find within.


From home decor and antiques, to fashion and unique gifts, and even a candy store, you can find things you didn’t even know you absolutely needed. Take a stroll through the village this fall and see what catches your eye!


8. Cozy al fresco dining at The Mayflower

If anyone knows how to make al fresco dining classy and cozy, it’s the Mayflower Inn & Spa.


Enjoy the notable cuisine of acclaimed Chef-in-Residence, April Bloomfield, while soaking in the crisp autumn air. The Mayflower offers private dining experiences as well as dining at their Garden Room and Tap Room.


9. Fresh fall harvest at The Smithy

Part of the beauty of fall is getting to enjoy the season’s flavors – perfectly ripened fruit, vegetables, and the yummy desserts of the harvest season.


The Smithy is a cornucopia of fresh organic produce along with a delicious seasonal brunch and lunch menu and catered dinner options. Whether you are looking to pick up fresh groceries for the week, grab a few ready-to-go meals, or pick up a homemade apple or pumpkin pie, The Smithy has plenty of seasonal bounty to enjoy!


10. A scenic drive through our five villages

The rolling hills of Litchfield County offer breathtaking views of fall foliage everywhere you look. The five villages of Washington are home to some of the best fall foliage vistas in Connecticut. We challenge the leaf-peepers out there to visit our favorite spots around town for the best views during the peak of the season!


View The Leaf Peeper’s Guide to Washington’s Fall Foliage

Let us know your favorite thing about Washington in the fall!

Follow and tag us at @explorewashingtonct to be featured

Top image above the Washington Green, Photo credit: @phantomflyernyc