Fall Festivals and Fairs in CT (Fairfield County)

Fall Fairs in Fairfield County, Connecticut 2015

For a few glorious weeks, we garner the envy of friends and family in California, Florida, Texas, and Hawaii as sugar maples crown our day-to-day lives with extraordinary color.  October is when all those folks wish they were HERE, clutching that steaming cider and cracking up as the kids trip through the pumpkin patches.  Aside from all the fantastic farms and corn mazes you can visit, there are several fall festivals popping up all season long, all over Fairfield County. Check out our Halloween and Fall Fun Guide for lots of other great info! Subscribe to our weekly newsletter and don't miss out on CT fun again!

Most of these have free admission, but charge small fees for their different events or offerings.  Pull on your corduroys, and get out there and soak up that waning sunshine!

Oronoque Farms Scarecrow Festival
September 26 & 27, 11am - 4pm
For $20, they'll provide everything you need to build a life-size scarecrow.  Don't miss their easy access apple picking, or the cider and donuts.  If you're lucky, you may even get to watch them press the cider through their large plate-glass windows.

188 Route 110, Shelton CT 06484 203-925-4237

Christ Church Tashua's 39th Annual Apple Festival
September 26th, 10am - 5pm and September 27th, 11am - 4pm
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.  Admission free.

5170 Madison Avenue, Trumbull, CT 203-268-5566

Ambler Farm Day
October 4th, 12 - 4pm
Enjoy the apple slingshot, farm animals, make-your-own-scarecrow, hay rides, trebuchet (aka “Punki'n Chucker”), dhildren’s drafts, pumpkin patch, and food.  This one is also a deal at $20/carload.

257 Hurlbutt Street, Wilton, CT 06897 203-834-1143

Fall Festival to Benefit Animals
October 11th, 11am - 5pm
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., Stratford, CT

Plasko's Farm Scarecrow Festival
September 27 11am - 5pm
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., Trumbull, CT 06611 203-268-2716

Old Greenwich School's Pumpkin Patch
October 17th, 11am - 4pm
Pumpkins, hay bale maze, haunted house, food, games, bounce houses.  Admission free.  All funds raised support Curriculum Enrichment programs at the school.

285 Sound Beach Ave., Old Greenwich, CT 203-344-1511

Tokeneke Elementary School's Pumpkin Carnival
October 17th, 10am - 4pm (Rain date: October 18th)
This one takes the cake (walk), with amusement rides, a play area for preschoolers, a haunted house, food from local vendors, and raffle prizes you really, really want (these are sold in advance.  All proceeds benefit the school's enrichment programs.  Free admission.

7 Old Farm Rd., Darien, CT 203-655-9666

Stamford Museum & Nature Center's Harvest Festival Weekend
October 17th & 18th, 11am - 3pm
Hayrides, a scarecrow contest, an apple slingshot, apple cider demonstrations, pumpkin carving, crafts, farm animals, facepainting and storytelling.  Those in costume are encouraged to join in a parade. Members: $5/person Non-Members: $10/person.  3 and under or Family Plus Members: FREE

39 Scofieldtown Rd., Stamford, CT 06903 203-977-6521

Auerfarm Fall Festival
October 17th, 11am - 4pm
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 the corn maze and enjoy their 120 acres.

158 Auer Farm Road, Bloomfield CT

 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...

Jones Family Farm's UNICEF Family Festival
October 24th & 25th
In addition to the usual fall extravaganza they've got going, there will be shows, pumpkin decorating, games, wagon rides, and face painting.  Costumes encouraged!  A portion of the weekend's proceeds will go to UNICEF.  Jones has donated $120K to the cause since 1985.

120 Beardsley Road, Shelton, CT 06484 Farmer Jones Crop Line (203-929-8425)


Originally published 9/30/12.






Christ Church Tashua's 37th Annual Apple Festival
5170 Madison Avenue
06611 Trumbull , CT
Phone: 203-268-5566
41° 17' 11.3136" N, 73° 15' 37.9944" W
Hill Farm Fall Festival
160 Hill Farm Rd. Our Savior's Lutheran Church
Fairfield , CT
Phone: 203-366-2108
41° 10' 10.8804" N, 73° 16' 39.4752" W
Fall Festival to Benefit Animals
Huntington Rd. & Main St Paradise Green
Stratford , CT 41° 12' 26.0964" N, 73° 7' 54.0984" W
Plasko's Farm Scarecrow Festival
670 Daniels Farm Rd.
06611 Trumbull , CT
Phone: 203-268-2716
41° 16' 3.9288" N, 73° 11' 55.7484" W
Old Greenwich School's Pumpkin Patch
285 Sound Beach Ave
Old Greenwich , CT
Phone: 203-344-1511
41° 1' 47.46" N, 73° 34' 5.2176" W
Tokeneke Elementary School's Pumpkin Carnival
7 Old Farm Rd.
Darien , CT
Phone: 203-655-9666
41° 4' 24.8844" N, 73° 27' 28.2132" W
Stamford Museum & Nature Center's Harvest Festival Weekend
39 Scofieldtown Rd
06903 Stamford , CT
Phone: 203-977-6521
41° 7' 24.9852" N, 73° 32' 42.7416" W
Jones Family Farm's UNICEF Family Festival
120 Beardsley Road
06484 Shelton , CT
Phone: 203-929-8425
41° 20' 34.89" N, 73° 9' 31.5108" W
5th Annual Boo Bash in Bridgeport
1001 Main St. Arcade Mall
Bridgeport , CT 41° 10' 41.5812" N, 73° 11' 21.6564" W
Oronoque Farms Scarecrow Festival
188 Route 110,
06484 Shelton , CT
Phone: 203-925-4237
41° 18' 2.7252" N, 73° 4' 25.284" W
Dwight Elementary School
1600 Redding Road
06824 Fairfield , CT 41° 10' 56.5536" N, 73° 18' 18.1044" W
Ambler Farm Day
257 Hurlbutt Street
06897 Wilton , CT
Phone: 203-834-1143
41° 12' 28.3356" N, 73° 24' 45.1476" W