Fall Festivals and Fairs in Fairfield County

Fall Fairs in Fairfield County, Connecticut 2016

Fall is an amazing time to be in Connecticut, with wonderful fairs and festivals nearly every weekend, celebrating the many aspects of Nutmeg life, from apples to pumpkins to oysters and beyond. Most of these have free admission, but charge small fees so you'll want to check that before heading out.  Have fun at the fair!

Norwalk Seaport Association Oyster Festival—Norwalk
September 10-11, 2016
Only one member of my family truly loves oysters, but we all love this annual festival in Veteran's Memorial Park. There are rides and entertainment for the kids, food and drink for the grownups, and thrill shows and an arts and crafts area for everyone. Sunday is kids' day, and all children 12 and under are admitted free with a paid adult. 

St. Peter's Annual Apple Festival—Monroe
September 10-11, 2016
This annual event held on the historical Monroe Green includes craft vendors from around New England, a country kitchen stocked full of fresh baked goodies, and kids’ games, face painting, and a moon bounce. 

175 Old Tannery Road, 203-268-4265

Cider Saturday—New Canaan
September 17, 2016
Celebrate apples at the New Canaan Nature Center! The day will include cider press demonstrations, old fashioned games, honey bee hive tours, apple baking, and more. 

144 Oenoke Road, 203-966-9577

Christ Church Tashua's 40th Annual Apple Festival—Trumbull
September 24-25, 2016
Homemade apple pies, caramel apples, quiches, fall produce and crafts for sale.  A Kids Zone, face painting, games, music and crafts for fun! Animals for adoption. Cool raffle prizes. Proceeds will be given to local charity organizations. FREE.

5170 Madison Avenue, 203-268-5566

Ambler Farm Day—Wilton
September 25, 2016
Enjoy the apple slingshot, farm animals, make-your-own-scarecrow, hay rides, trebuchet (aka “Punki'n Chucker”), children’s crafts, a pumpkin patch, and food. 

257 Hurlbutt Street, 203-834-1143

Plasko's Farm Scarecrow Festival—Trumbull
October 2, 2016
Create a unique scarecrow for your front porch, visit vendors, get your face painted, say hello to the farm animals, go on a hayride or dare to enter the corn maze.  Be darn sure to pick up some cider donuts -- these are the best!

670 Daniels Farm Rd., 203-268-2716

Fall Festival to Benefit Animals—Stratford
October 9, 2016
This event has grown from a small dog walk with a few booths to a wonderful day long event which features educational speakers, music, entertainment, over 90+ people/pet vendors, food, microchip clinic, a large silent auction, contests, pet adoptions and more.

Paradise Green (Huntington Rd. & Main St.)

Old Greenwich School's Pumpkin Patch—Old Greenwich
October 15, 2016
Pumpkins, hay bale maze, haunted house, food, games, bounce houses. All funds raised support Curriculum Enrichment programs at the school. FREE

285 Sound Beach Ave., 203-344-1511

Tokeneke Elementary School's Pumpkin Carnival—Darien
October 15, 2016
This beloved school carnival includes amusement rides, a play area for preschoolers, a haunted house, food from local vendors, and raffle prizes you really, really want. Free admission.

7 Old Farm Rd., 203-655-9666

Stamford Museum & Nature Center's Harvest Festival Weekend—Stamford
October 15-16, 2016
This year this annual festival with be a part of the 375th anniversary celebration of Stamford.  There will be a special appearance by the 5th Connecticut Regiment who will demonstrate aspects of colonial life. Enjoy an apple slingshot, apple cider demonstrations, pumpkin carving, crafts, farm animals, facepainting and more.  Those in costume are encouraged to join in the parade.

39 Scofieldtown Rd., 203-977-6521

Auerfarm Fall Festival—Bloomfield
October 22, 2016
Bring the family out to the farm on a nice fall day, enjoy entertainment, games, hayrides, food, and more!

158 Auer Farm Road, 860-242-7144

 Bring the family out to the farm on a nice fall day, enjoy entertainment, games, hayrides, food and local 4-H groups displaying their work.  Take a walk through our corn maze and enjoy our 120 acres. - See more at: http://www.auerfarm.org/blog/save-date-saturday-october-5th/#sthash.CYkP...

Fall Festival—New Canaan
October 22, 2016
Enjoy pony rides, a haystack maze, human hamster ball racing, a zip line, and so much more at this annual celebration of all things autumnal at the New Canaan Nature Center.

144 Oenoke Road, 203-966-9577

Photo courtesy of the Norwalk Seaport Association.

Post originally published 9/30/12.






Christ Church Tashua
5170 Madison Avenue
06611 Trumbull , CT
Phone: 203-268-5566
41° 17' 11.3136" N, 73° 15' 37.9944" W
Paradise Green
Huntington Rd. & Main St
Stratford , CT 41° 12' 26.0964" N, 73° 7' 54.0984" W
Plasko's Farm
670 Daniels Farm Rd.
06611 Trumbull , CT
Phone: 203-268-2716
41° 16' 3.9288" N, 73° 11' 55.7484" W
Old Greenwich School
285 Sound Beach Ave
Old Greenwich , CT
Phone: 203-344-1511
41° 1' 47.46" N, 73° 34' 5.2176" W
Tokeneke Elementary School
7 Old Farm Rd.
Darien , CT
Phone: 203-655-9666
41° 4' 24.8844" N, 73° 27' 28.2132" W
Stamford Museum & Nature Center
39 Scofieldtown Rd
06903 Stamford , CT
Phone: 203-977-6521
41° 7' 24.9852" N, 73° 32' 42.7416" W
Ambler Farm
257 Hurlbutt Street
06897 Wilton , CT
Phone: 203-834-1143
41° 12' 28.3356" N, 73° 24' 45.1476" W
Veteran's Memorial Park
Seaview Avenue
06855 Norwalk , CT
Phone: 203-838-9444
41° 5' 58.2828" N, 73° 24' 28.4076" W