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

Perfect Pumpkin Picking Near Fairfield

A visit to the pumpkin patch is a fall ritual for many Connecticut families—and the perfect excuse to get outside on a crisp, autumn afternoon. Find great pumpkin picking near Fairfield County at these local farms, orchards, and farm stand pumpkin patches. Many of these locations offer other fall activities like corn mazes, apple picking, and hayrides. You can also pick up sugar pumpkins to make pumpkin bread, pumpkin pie, and pumpkin muffins and purchase gourds and squash at some of these pumpkin patches in Fairfield County. 

No matter where you live in the state, you'll find even more ideas for fall family fun in our Connecticut Fall Fun Guide.

Pumpkin Patches Near Fairfield County

Lyman Orchards — Middlefield

Beginning in late September, Lyman Orchards encourages a visit to its pumpkin patch on weekdays in as part of its COVID-19 protocol. Families can pick out their pumpkins, stroll through the rock n' roll-themed corn maze, pick up a batch of fresh cinnamon cider donut holes, or pick apples the orchard claims are the best ever. Tickets to the corn maze benefit the American Cancer Society.

Jones Family Farm — Shelton

The Jones family calls their pumpkin patch Pumpkinseed Hill, and it delivers on its name. Pumpkin picking season starts mid-September for 50 varieties of pumpkins. The Market Yard is alive with fun for the kids and decorated with Indian corn and hay bales and offers tasty treats, like cider and cookies. There's also a newly extended tractor ride around the property and kids can play and dance on the farm's children's stage or explore a "learn-scape" where they can learn about topics like pollination or animal habitats.

Silverman's Farm — Easton

Silverman's has pumpkin picking, cider, donuts, and seasonal decor within just a few steps of the parking lot. Enjoy live music and fresh kettle corn most weekends. The furry and fuzzy emus, rabbits, goats, and more in Silverman's petting zoo will amuse the kids before or after you've picked pumpkins. Stop by the famous Cereal Bowl where kids play in hay bale tunnels and can make corn angels. Guess the weight of your pumpkin and win it! 


Warrup's Farm in Redding features lots of pumpkins right from the vine. Photo by Ally Noel

Warrup's Farm — Redding

Warrup's is a great, small family-run farm located in the heart of Redding that 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 buy apple cider, seasonal squash, and Warrup's brand of maple syrup. It's open weekends only in October, plus Columbus Day. 

Blue Jay Orchards — Bethel

Blue Jay offers a big pumpkin patch and wagon rides through the orchards on weekends. Pick your pumpkin from the bunch, pose for a picture, and say hello to the big Jack-o-Lantern on your way out starting on September 18. You can push your pumpkins around the in big, orange wheelbarrows. The market is full of things you will want to have on your table throughout Harvest season. Choose things like honey, maple syrup, pies, jam, or their very own apple cinnamon pancake mix. 

Castle Hill Farm — Newtown

Step into a four-acre patch of orange, gleaming pumpkins to choose your perfect one.There are 40 different varieties to choose from. Castle Hill also has an impressive 7-acre corn maze, and offers close encounters with goats and cows from October 2 - November 7. The theme for this year's corn maze hasn't been announced yet for 2021, but you can place your guess here. Hayrides through the Castle Hill fields are offered on the weekends for an additional cost (Kids 3 and under are free). Masks are required while on the farm.

Plasko's Farm Creamery and Cafe — Trumbull

Plasko's is your new one-stop fall tradition location, especially for pumpkin picking. Pick up your perfect carving pumpkin, and then select the perfect autumn decorations for your home, like corn stalks, Indian corn, or hardy mums. Kids will love the weekend tractor rides or the 4.5 acre corn maze (open weekends). And of course before you leave, stop by the cafe and select a hot cup of flavored coffee and an amazing cider donut. 

Sam Bridge Nurseries — Greenwich

A lumpy bumpy pumpkin? A white pumpkin? Perhaps a short, fat pumpkin? Whatever kind of squash you are looking for Sam Bridge may have it in their sweet little patch. To get there you can hop on the hayride and cruise past pumpkin displays. Make sure to check their calendar for other awesome fall classics like pumpkin painting and scarecrow building. Closed on Sundays. Masks required on site.

Jesse Lee Pumpkin Patch — Ridgefield 

We reached out and after a year-long hiatus, the first delivery of Navajo pumpkins are coming to Connecticut on September 25! When you purchase a pumpkin from Jesse Lee Pumpkin Patch, you are also directly supporting the 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

Library of Congress National Book Festival
Library of Congress and Virtual - 9:00 AM Pick
Norwalk Boat Show
Norwalk Cove Marina - 10:00 AM Pick
Annual Durham Fair
Durham Fairgrounds - various times Pick
Lyman Orchards' Corn Maze
Lyman Orchards - various times Pick
Pumpkintown U.S.A.
Pumpkintown USA - various times Pick
Neighborhood Guides
Activity Guides