Grab a Pumpkin Spice Coffee and Check out These Fall Fairs in Connecticut

Fall Fairs in Connecticut

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 and beyond. Most of these have free admission, but charge small fees so you'll want to check that before heading out.  Check out our complete Fall Fun Guide too for more ideas on how to enjoy the season!

Fairfield County

Norwalk Seaport Association Oyster Festival—Norwalk
September 8-10, 2017
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 9-10, 2017
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. 

Cider Saturday—New Canaan
September 16, 2017
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. 

Greenwich Audubon Fall Festival and Hawk Watch - Greenwich
September 16-17, 2017
Come to a family-friendly nature festival. There will be a raptor show, a hawk release, a petting zoo, rock climbing wall, hay ride, face painting, and more. 

Christ Church Tashua's 40th Annual Apple Festival—Trumbull
September 23-24, 2017
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.

Ambler Farm Day—Wilton
October 1, 2017
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. 

Plasko's Farm Scarecrow Festival—Trumbull
October, 2017
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!

Fall Festival to Benefit Animals—Stratford
October 8, 2017
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.

Greenwich Historical Society Fall Festival - Greenwich
October 8, 2017
The Fall festival will include puppet shows, crafts, touch-a-truck, and a scarecrow competition. The scarecrow theme this year is "friendly monsters." 

Old Greenwich School's Pumpkin Patch—Old Greenwich
October 14, 2017
Pumpkins, hay bale maze, haunted house, food, games, bounce houses. All funds raised support Curriculum Enrichment programs at the school. FREE

Tokeneke Elementary School's Pumpkin Carnival—Darien
October 14, 2017
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.

Fall Fair—New Canaan
October 14, 2017
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.

Stamford Museum & Nature Center's Harvest Festival Weekend—Stamford
October 14-15, 2017
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, face-painting and more.  Those in costume are encouraged to join in the parade.

Hartford County

 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:

Four Town Fair -Somers
September 14-17, 2017
A annual family favorite full of both agriculture and and midway attractions. The fair includes a classic car show, a doodble-bug pull, pumpkin contest and several contests. 

Berlin Fair - Berlin
September 15-17, 2017
 also one of Connecticut’s largest agricultural fairs, is a fun festival with your usual options of fair food, entertainment, and exhibits. Now in its 68th year.

Durham Agricultural Fair - Durham
September 21-24, 2017
Connecticut's largest fair. It features live entertainment, rides, games, animal competitions, and discovery events on the Corn Stalk Stage, along with crafts, exhibits, shopping and fun food.

Chrysanthemum Festival - Bristol
September 21-24, 2017
The theme is "Home is Where the Heart is" this year and will feature a mum parade,car show, children's activities, an arts walk, craft vendors, a carnival, delicious food, and stage entertainment. Activities beginning at 5 p.m. Thursday and Friday, noon on Saturday and Sunday. The parade steps off Sunday at 1:30.

Southington Apple Harvest Fest - Southington
September 29- October 8, 2017
Named the "Best Fair" and "Best Local Event" in the 2016 Hartford Magazine poll, the Southington Apple Harvest is a much-anticipated festival that takes place over two weekends and features mouth-watering apple fritters. (The apple fritter booth is open during the week as well.) You will also find carnival rides, fireworks on the first Saturday, entertainment, a variety of food vendors, contests, a parade, and arts and crafts booths. There is a shuttle service available from Southington High School.

Glastonbury Applefest - Glastonbury
October 13-15, 2017
Marking the end of the fall festival season is the  Glastonbury Applefest at Riverfront Park. Rated one of the top events in the state, each year, 15,000 attend the festival for the live music, 150 craft booths, a pie-eating contest and bake-off, amusement rides, pony rides, fireworks, 30 music bands, local beer and wine and bicycle scavenger hunt. Parking at Glastonbury High School.

Auerfarm Fall Festival—Bloomfield
October 14, 2017
Bring the family out to the farm on a nice fall day, enjoy entertainment, games, hayrides, food, and more!

Eastern Connecticut

Lisbon Fall Festival - Lisbon
​September 22-23, 2017
Kids can enjoy a touch-a-truck event, Knockerball, dodgeball, and classic fall festival games such as three-legged races, bobbing for apples and sack races. 35 local and and craft vendors and food on-site.

Great Pumpkin Fair - Quaker Hill
October 7, 2017
An annual event held by the Quaker Hill Baptist Church, the main attraction is the huge tage sale and large selection of homemade baked goods.  And, of course, it's a perfect spot to get your fall pumpkin!  Saturday October 5th from 9am-3pm.  

Pumpkins n' Pooches Autumn Fair and Dog Fest - Colchester
October 7, 2017
On October 7th, the Colchester Green hosts a unique local fair, sponsored by the Colchester Lions Club.  Bring your pooch to compete in a variety of doggie contests, bring the kids to try their hands at a pumpkin decorating competition, and bring your appetite for some delicious food offerings.   Don't forget the hay ride! 

Groton Fall Festival - Groton
October 7, 2017
Perhaps the Granddaddy of all the fall festivals in Southeastern Connecticut, the Groton Fall Festival boasts activities to entertain the whole family, all day!  Check out the live music stage, and bring your camera for optimal photos of the family in the pumpkin patch.  Local tip:  Get there early for the best parking or, take advantage of shuttles from nearby Grasso Tech.  

Putnam First Fridays - Putnam
September and October
Sponsored by the Putnam Business Association, First Fridays run from May through December.  Celebrate the amazing offerings of the city of Putnam on the first Friday of every month with live entertainment, restaurant specials and more!  

Great Pumpkin Festival - Putnam
October 21, 2017
A town-wide celebration incuding music, contests, crafts, art, and children's activities. Take your kids on the Great Pumpkin Festival Railroad Express.


Fall into Canaan Festival - Canaan
September 9, 2017
"Fall into Canaan" is an event organized by the Young Women's League and Chamber of Commerce. Children can participate in a decorate your scarecrow contest and enjoy a scarecrow scavenger hunt. Scarecrows will hang from the lampposts downtown during October.

Smyrski Farm - New Milford 
September 16, 2017
Fall Celebration will include free breakfast, lunch and many farm activities. Hot air balloon rides begin at 8 a.m. There will also be a Birds of Prey show, hayrides and facepainting.

Harwinton Fair - Harwinton
​October 6-8, 2017
Established in 1853, the Harwinton Fair is still going strong. Enjoy agricultural entertainment such as antique tractor pulls, draft horse displays, and livestock judging. Don't miss the women's skillet throw or the magic show on Saturday!

Garlic and Harvest Festival - Bethlehem
October 7-8, 2017
Try the garlic ice cream! Come taste delicious food from multiple vendors, ride he carnival rides and browse hand-made crafts.  Located at the Bethlehem Fairgrounds.


Photo: Ally Noel

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
Smyrski Farm
238 Merryall Road
06755 New Milford , CT 41° 38' 23.9676" N, 73° 24' 58.914" W
Harwinton Fair
150 Locust Road
06079 Harwinton , CT 41° 45' 44.1828" N, 73° 2' 45.4488" W
Garlic Festival
304 Main Street North
06751 Bethlehem , CT 41° 39' 36.8676" N, 73° 11' 53.7936" W
Lisbon Fair
19 South Burnham Highway
06351 Lisbon , CT 41° 36' 10.2276" N, 72° 1' 4.656" W
Greenwich Audubon
613 Riverside Road
06831 Greenwich , CT 41° 3' 52.3872" N, 73° 34' 44.058" W
Greenwich Historical Society Fair
39 Strickland Road
06807 Greewich , CT 41° 2' 3.498" N, 73° 35' 52.5696" W
Fall into New Canaan 06840 New Canaan , CT 41° 10' 2.8236" N, 73° 30' 1.8396" W
Great Pumpkin Festival
88 Main Street
06260 Putnam , CT 41° 54' 54.4356" N, 71° 54' 33.1812" W