Skip to content

Harvest Festivals

One of the delights of living in the Berkshires is autumn! Visitors come from all over the world to look aour gorgeous foliage. We have researched harvest festivals so you may join in the exciting celebrations of this glorious season.


Chatham, New York
Chatham Farm And Art Tour. Visitors see the diverse faces of farming, providing educational and entertainment opportunities for all ages.
Saturday, September 24 from 10AM-4PM.

Lenox, Massachusetts
Lenox Apple Squeeze and Harvest Festival is one of the most famous and memorable “squeezes” of the season. The street fair has food, rides, shopping, and long music, all set amongst the changing colors of the Berkshire Mountains.
Saturday & Sunday, September 24&25.

Pittsfield, Massachusetts
Hancock Shaker Village Country Fair celebrates the bounty of the harvest with agricultural demonstrations, wagon rides, a fabulous Farmers Market and huge tents full of the best local and regional crafters and artisans.
Saturday & Sunday, September 24&25 from 10AM-5PM.


Pittsfield, Massachusetts
Annual Berktoberfest brings some of the absolute finest craft beers in the northeast United States together under the big tents.
Saturday, October 1 from 12PM-6PM.

North Adams, Massachusetts
Annual Northern Fall Foliage Parade salutes national parks and monuments as a we celebrate our National Park Service turning 100.
Sunday, October 2 at 1PM.


Salisbury, Connecticut
The Salisbury Fall Festival takes place over Columbus Day Weekend. Activities throughout the town include a pancake breakfast, craft and artisans vendors, live music, hay rides and beer tasting.
October 7-9. See schedule for each day.

Stockbridge, Massachusetts
Berkshire Botanical Garden Harvest Festival with popular family activities, live entertainment, food and craft vendors, a farmers’ market, a spectacular plant and bulb sale and a Haunted House.
Saturday & Sunday, October 8&9.

Warren, Connecticut
Warren Fall Festival. Garden Tractor Pull. Antique Tractor Pull. Blacksmiths Demos. Balloon Sculpting. Magic Show. Petting Zoo. Martial Arts Demonstration. Country Crafts. Fire Truck Rides. Live Music. Zip Line. Delicious Food.
Saturday & Sunday, October 8&9 from 10AM to 5PM (rain or shine).


Pittsfield Massachusetts
Harvest Festival. Celebrate the Harvest season with the Downtown Pittsfield Farmers Market: music, games, a Halloween costume parade, pumpkin painting and free train rides on the Roaming Railroad.
Saturday, October 15 11AM-1PM.


Kent, Connecticut
Annual Kent Pumpkin Run. The five mile run on a USATF certified course starts and finishes at Kent Green in front of Town Hall. Join the festivities at the start/finish area - music, refreshments, face painting, Halloween fun and more. Post- race party for all!
Sunday, October 30th. 12 PM.