Things to do this Fall in Fairfield County

The fall colors are just a piece of the natural charm of Fairfield County, Connecticut in Autumn. From Harvest Festivals to Pumpkins, Fright Nights, and more! Our surrounding communities have you covered to enjoy all that Fall in Fairfield, County has to offer!

Scroll below to see some highlights for this upcoming fall!

Photo credit: Jesse Lee Church Pumpkin Patch, located at 207 Main Street in Ridgefield CT

CIDER SATURDAY

September 21, 2024 10:00 AM - 2:00 PM

New Canaan Nature Center 144 Oenoke Ridge, New Canaan, Connecticut

Kick off your Autumn activities this year, by celebrating the Fall Cider Season in New Canaan! Enjoy an early autumn afternoon of family fun with cider press demonstrations, activities and crafts, and some seasonal staples, fresh cider, and apple cider donuts.


12th Annual Giant Pumpkin Weigh-Off Festival

September 22, 2024 10:00 AM - 3:00 PM

Ballard Park 485 Main Street, Ridgefield, Connecticut

The giant pumpkins are returning to Ridgefield for the 12th Annual Giant Pumpkin Weigh-Off and Festival! Head to Ridgefield’s Ballard Park on Sunday, September 22nd for giant pumpkins, music, farm stands, and other vendors! The fun starts at 10:00 AM and lasts until 3:00 PM with pumpkins dipping the scales at 12 noon!


Outdoor Arts Festival

October 12-13, 2024 10:00 AM – 5:00 PM

The Bruce Museum 1 Museum Drive, Greenwich, Connecticut

This festival is one of Greenwich’s favorite fall events, and features original fine art in painting, drawing and prints, mixed media, sculpture, and photography, along with children’s activities, demonstrations, and food.


Fairfield Harvest Market

October 19, 2024 10:00 AM - 4:00 PM (Rain date: October 26th)

Fairfield's Town Hall Green 611Old Post Road, Fairfield, Connecticut

Celebrate the Fall Harvest as Fairfield magically transforms The Green into an outdoor, open-air shopping market full of vendors, a farmers market, plus activities and prizes for all! This event also features their annual Dog Costume Parade, Rotary Beer Garden sponsored by Elicit Brewing Company, and Guess the Weight of the Giant Pumpkins!


Fright Night

October 18,19, 25, 26 6:00 PM - 8:00 PM

Ambler Farm, 257 Hurlbutt Street, Wilton, Connecticut

Treat yourself to a date night, and drop off the kids at Ambler Farm in Wilton for haunted activities with frightful (and not so frightful) storytelling.


Pumpkin Carnival

October 19, 2024 10:00 AM – 4:00 PM

Tokeneke School 7 Old Farm Road, Darien, Connecticut

For over fifty years, on one special day in October, Tokeneke Elementary School in Darien is transformed into a Halloween-themed festival and amusement park!


Fall Fest AT Ridgebury Farm and Stables

October 25th, 2024 4:00 PM – 7:00 PM

Ridgebury Farm and Stables 484 Ridgebury Road, Ridgefield, Connecticut

A family-friendly fall festival at the farm! Dive into the sensory corn pit, savor delicious treats from our food trucks, and enjoy scenic tractor rides. Challenge your friends with fun yard games and experience even more autumn adventures. It’s a perfect day out for all ages!


PUMPKIN PICKING

Warrup's Farm 11 John Read Road in Redding, CT

Silverman's Farm 451 Sport Hill Road in Easton, CT

Apple Picking

Blue Jay Orchards 125 Plumtrees Road in Bethel, CT

 
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