Get in the field and pick your own pumpkin. Photo courtesy of Lyman Orchards
Get in the field and pick your own pumpkin. Photo courtesy of Lyman Orchards

Pumpkin Picking Patches in the Fairfield Area

Picking a pumpkin is a fall ritual for many families, and the perfect excuse to get outside on a crisp afternoon. Fairfield County has more than a few great spots to pick out your soon-to-be jack-o'-lantern, and many places offer activities like corn mazes, apple picking, and hayrides as well as mouth-watering cider donuts and other goodies.

If you live in central Connecticut, look for your dream pumpkin at one of these patches near Hartford. No matter where you live in the state, you'll find even more ideas to keep busy this season in our Fall Fun Guide.

2020 note: Due to COVID-19, many farms are delaying or altering their u-pick plans, and changes could happen at any given time, so check with the farm before heading out. Expect face coverings to be required at these spots per state guidelines, especially when social distancing cannot be maintained, so be sure to bring your favorite kid and grown-up face masks with you to the farm or orchard.

Jones Family FarmShelton

2020 update: Pumpkin season starts September 26. Reservations are required and groups are limited to six people. Walking paths (including the new corn labyrinth, pumpkin pollinator pathway, and farm ranger walks) are open, but the hayride is not running this year. 

The Jones family calls their patch Pumpkinseed Hill, and it delivers on its name. Every year, they create a theme for their farm-based, fall amusement scene: handmade play-sets little children can scale, photo stands, farm animals, hayrides, and a corn maze on weekends (both the maze and hayrides are a couple dollars per person). They've even got a little stage set up for performances featuring...your children! Purchases are by the pound, but there's also a flat rate deal for whatever one person can carry. You can take a hay wagon ride or meander through the corn maze (fees may apply for some of the activities).

Silverman's FarmEaston

2020 update: There are no hayrides this year. ​
Silverman's has pumpkins, cider, donuts, and seasonal decor within just a few steps of the parking lot. Enjoy live music and fresh kettle corn most weekends. Silverman's animal farm will amuse the kids before or after you've picked pumpkins. Late in the season, they run scenic hayrides through the orchards on weekends (after apple picking is completed). After the hayride, you can grab lunch at one of the food trucks that arrive on site. Silverman's also gives away thousands of pumpkins each year if you can guess your pick's weight within 2 ounces.

Warrups Farm features lots of pumpkins right from the field in Redding. Photo by Ally Noel

Warrup's FarmRedding

2020 update: This year, hayrides are not available. Masks are mandatory at all times in the farmstead area.​
Warrups is a great, small family-run farm located in the heart of Redding and celebrates the season without all the hoopla of the bigger farms. Here you can actually pick your pumpkin off the vine and go for a hayride, as well as enjoy some cider, seasonal squash, and Warrup's brand of maple syrup. It's open weekends only in October, plus Columbus Day.

Blue Jay OrchardsBethel

2020 update: Pumpkin Patch is opening September 19. There are no wagon rides through the orchards.​
Blue Jay offers a big pumpkin patch and wagon rides through the orchards on weekends. You can push your pumpkins around the patch in big, orange wheelbarrows. Afterward, get yourself into all sorts of trouble in Blue Jay's busy bakery, filled with homemade pies, cookies, loaf cakes and, of course, cider donuts and fresh apple cider. Check their website for the start date on the pumpkin patch.

Castle Hill FarmNewtown

2020 update: Pumpkins will be opening on September 26. There are no pony rides this year. At press time, the farm is still planning hayrides with timed tickets to the pumpkin patch.
Castle Hill has a pumpkin patch, an impressive 7-acre corn maze, and offers close encounters with goats and cows late September through October. This third-generation former dairy farm is open for pumpkin picking on weekends and weekdays. Enjoy hayrides on weekends, pony rides, and, occasionally, live music. Fresh eggs and a variety of produce are available at the farm stand (cash and checks only). ​

Plasko's FarmTrumbull

2020 Update: Pumpkins are on sale starting around September 25. 
Established in 1925 by first generation immigrants from Czechoslovakia, Plasko's is small in size, but packs a lot of pumpkin-y punch into that plot. You'll find the (pre-picked) pumpkins you need, plus a corn maze, mums, farm animals, antique tractors, and arguably the best apple cider donuts in the county. Kids can enjoy a 4.5-acre corn maze, too!

Sam Bridge NurseriesGreenwich 

2020 update: Pumpkin picking is open September 25.  The 21st Annual Build-A-Scarecrow Workshop and Pumpkin Painting is offered for the first time ever as take-home kits. There are no hayrides this year. 
Nestled in bucolic back country Greenwich, Sam Bridge Nursery offers free hay rides out to their pumpkin patch. But, it’s not just any hayride, cruise past pumpkin displays based around literary themes and popular culture. Make sure to check their calendar for other awesome fall classics like pumpkin painting and scarecrow building.

Sherwood FarmsEaston 

2020 Update: There are no wagon rides this year. 
Established in 1713 (you read that right!), Sherwood Farms has been harvesting pumpkins for more than three decades. Open only on the weekends, this spot has a hayride available as well. Make sure you also leave some time to check out their market that is stocked with seasonal fruits and vegetables. 

Jesse Lee Pumpkin PatchRidgefield 

2020 Update: The Jesse Lee Pumpkin patch is set to return this fall; at press time, details are still being worked out. ​
This autumnal Ridgefield tradition is more than a  perfect place to pick your family pumpkin: When you purchase a pumpkin from Jesse Lee Pumpkin Patch, you are also directly supporting the Navajo community who grew your gourd! The Jesse Lee Pumpkin Patch sells pumpkins that have been grown on a Navajo reservation in New Mexico.

Originally published September, 2012




Let's Play Shakespeare
Pinkney Park - 5:00 PM Pick
Drive-in Movie Nights at the Stamford Museum & Nature Center
Stamford Museum & Nature Center - 6:30 PM Pick
Sheffield Island Lighthouse Cruise
Norwalk Seaport - 11:00 AM
TGIF Cruises
Maritime Aquarium - 6:30 PM
Neighborhood Guides
Activity Guides