Pumpkin Picking In CT: Top 7 Picks To See Soon | Stanton House Inn
A woman pumpkin picking in CT

Pumpkin Picking in CT: Top 7 Picks to See Soon

pumpkins in a fieldCalling all Gilmore Girls fans: It’s your time to shine!


Connecticut in the fall is truly like none other. Its gorgeous atmosphere and general fall activities will have you looking forward to the season year-round. Sure, there’s Salem (and you should definitely check that out over in Massachusetts if you like the spookier side of the season). And yet Connecticut is without a doubt all about wholesome autumn activities and decorations.


Between the:

  • colorful leaves
  • community festivals
  • and hot apple ciders

It all creates an immediate feeling that you want to curl up on a park bench with a cozy sweater and a relaxing book.


Whether you’re from the state or just looking to visit for a day trip, apple and pumpkin picking in CT is one of the many fall activities you can partake in.


With some of the freshest offerings out there, you can spend the day making fun memories with great ingredients to bring home with you. Whether you’re looking for your next base for a jack-o-lantern or want to pick some apples for a homemade pie, CT has just what you need.


Read on to find out where to live out your fall dreams!



a map of pumpkin patches for pumpkin picking in Connecticut
Map design by Stanton House Inn with elements from Flaticon

When Is the Best Time to Go Pumpkin Picking in CT?


When people think about pumpkins, they think of October; however, you can start to get great pumpkins from mid-September to late November.

holding apples after going pumpkin picking in Connecticut

And When Is the Best Time to Go Apple Picking?


Likewise, apples are best picked from mid-September to early November, which is why they’re also associated with October and holidays. You can’t not bring an apple or pumpkin pie to Thanksgiving in Connecticut!


Where Can You Go Pumpkin Picking in CT?


Pumpkin patches in Connecticut are pretty bountiful! While it’s still a small state, it’s very farm-heavy, so there are plenty of opportunities to find the perfect pumpkin.


Jones Family Farm


Shelton, CT


Jones Family Farm is awesome because it’s a three-in-one for Shelton, CT, activities: a farm, winery, and kitchen!


While some of its namesakes are at different locations, for apple and pumpkin picking, you’ll want to head over to Pumpkinseed Hill Farm. Throughout October, you can grab pumpkins, gourds, squash, and other foods at the farm to make your own pies, baked goods, drinks, and more. 


There are even family-friendly farmyard animals, so your little ones can check out some of the livestock living on the land! To tire them out even more, Jones Hill also has a hand-made playground that’s a blast for the kids, and when you need a break from picking, you can grab some delicious cider and homemade cookies.


And be sure to head back here in the spring and early summer for some of the best strawberry picking in Connecticut.



120 Beardsley Road, Shelton, CT 06484


child holding his pumpkinBlue Jay Orchards


Bethel, CT


If you’re a fan of apple cider donuts, look no further—Blue Jay Orchards has you covered. These mouth-wateringly scrumptious baked goods will make you want seconds, if not thirds. 


Once you’ve had your share, you can wash it down with their seasonal apple cider, and you can take home some freshly baked cookies and homemade pies. 


When you’re ready to start picking pumpkins, grab a wheelbarrow and get to finding the perfect ones for your needs!



125 Plumtrees Rd, Bethel, CT 06801


Plasko’s Farm


Trumbull, CT


As a first generational family-owned farm, the land was established by Czechoslovakian immigrants in 1925. Today, it’s a staple in the state for its incredible pickings and beloved 4.5-acre corn maze!


While this place doesn’t allow you to pick your own pumpkins from the fields, they do set out their full selection for you to choose from! 


With all the time you saved, you can enjoy some apple cider donuts and check out their antique tractors. Plasko’s Farm also has a selection of mums you can bring home to decorate your front porch!  



670 Daniels Farm Rd, Trumbull, CT 06611


Pumpkin close to a corn fieldCastle Hill Farm


Newtown, CT


Castle Hill Farm really has everything you need, from pumpkin picking to a 7-acre corn maze. It’s also an exciting spot for kids with the chance to pet cows and goats—and they can even ride a pony!


On weekends, you can hop on one of the hayrides to scoot around the farm to see everything it has to offer. Be sure to check out their calendar, too, for live music events.


One of the highlights is also the farm stand where you can shop for fresh eggs and produce. Just be sure to bring cash or a check, as that’s all they accept. 



1 Sugar Ln, Newtown, CT 06470


Warrup’s Farm


Redding, CT


Warrup’s Farm is a classic for picking pumpkins right off the vine and taking a walk along the lush lands. 


Just like many of the other options here, they serve up some great apple cider when you need to quench your thirst. To rest your legs, hop on the hayride to take in the farm scents and enjoy the scenery. 


Be sure to grab their homemade Connecticut maple syrup on your way out for some of the best breakfast of your life! 



11 John Read Rd, Redding, CT 06896


tractor pulling pumpkins through a fieldSilverman’s Farm


Easton, CT


Picture this: a cup of apple cider, live music, and the smell of fall leaves in the air? Well, you get to enjoy all this at Silverman’s Farm


Your kiddos can hang out with some barnyard animals while you enjoy a drink. For a snack, you can grab a cider donut, but if you’re looking more for a meal, there are food trucks available!  Basically, you can spend the whole day there and have all you need. 


After apple or pumpkin picking, you can hop on the hayride for a break, and once you have your bounty, you can participate in the pumpkin challenge, where you can guess the weight of a pumpkin. If you’re within two ounces, you can bring it home for free!



451 Sport Hill Rd, Easton, CT 06612


child pumpkin picking in CTSam Bridge Nurseries


Greenwich, CT


Sam Bridges Nursery has one of the best hayrides in the area—and it’s free! 

You can hop on for a ride to pick your perfect pumpkin, and as you’re riding, they share fun facts about pop culture, all while using pumpkins! 


Be sure to look at their calendar for pumpkin painting events and scarecrow-building activities.


Once you’re done, head over to Stanton House Inn to rest for the evening in one of the coziest B&Bs in the state. 



437 North Street, Greenwich, CT 06830


Connecticut Pumpkin Picking Plan Complete: What else to do this fall?

There are so  many fall activities to enjoy across Connecticut!


A few more options aside from pumpkin picking in CT include:


For these and many more fall attractions, activities, and things to do in Connecticut, be sure to download the free guide to fall in CT.

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