Pick Your Own Apples and Pumpkins and Pack the Perfect Picnic

After a long, warm summer, the night air has turned crisp and the leaves are starting to show signs of yellow, orange and red, autumn has arrived in New England.  And in Connecticut, with over 60 varieties of apples grown on beautiful, sprawling farms, and pumpkins ready to harvest, autumn means apple and pumpkin picking. Let's face it, there really is nothing better than a juicy, freshly picked apple and the perfect Halloween pumpkin.

Feel like day-tripping for pumpkins and apples? We made a list of some of the popular farms in and near Connecticut that offer pick your own apples, and in some cases, pumpkins too!

After you pack the kids (and maybe the family dog) into your car, we suggest you make a pit-stop at 109 Cheese and Wine. With locations in Kent and Ridgefield, 109 is at the center of this fun, family, fall activity.

We spoke with Todd Brown, and he’s waiting for you with the perfect picking provisions! The 109 team will pack a picnic lunch that will pair perfectly with the apples you’ll likely be munching on! Some 109 fall favorites: 

  • Cheese and wine (of course). 
  • Rose, a pick-your-own favorite among the 109 family
  • Freshly made Baguette sandwiches (artisan bread, fresh meat, the best cheese)
  • Charcuterie 
  • Smoked salmon
  • And MORE, stop in or call for additional picnic provisions!

Bring your own picnic basket encouraged (109 offers some beauties if you want to purchase one!) For your pick-your-

 OK, now you’re ready to head to the farm!

Jones Family Farms is located at 266 Israel Hill Road, Shelton, CT. 

Pumpkin picking only. The official opening of the Farm’s Pumpkin Season begins September 28!

For additional information, visit Jones Family Farm online or call (203) 929-8425.

Silverman’s Farm, located at 451 Sport Hill Farm in Easton, CT.

Apple picking only. Click here for schedule.

Beardsley’s Cider Mill and Orchard located at 278 Leavenworth Road in Shelton, CT

Apple picking only. 

Warrup's Farm is located at 51 John Read Road, West Redding, CT.

Pumpkin picking.

Warrup’s Farm is a small farm using organic methods, operated by the Hill family During October weekends & Columbus Day Monday, pick pumpkins off the vine.

Visit them online here or call (203) 938-9403

Greig Farm is located at 227 Pitcher Ln, Red Hook, NY.

Pick your own apples and pumpkins.

Enjoy 400 acres of rustic charm, make friends with the goats, and shop the farmers market seven days a week. Greig Farm 9 am to 7 pm for picking apples and pumpkins.

Visit Greig Farm online here

Blue Jay Orchards is located at 125 Plum Tree Road in Bethel.

Apple picking only. Pumpkin “patch”

While the farm has a large pumpkin patch, they don't offer "pick your own". The farm does offer pick your own apples.

Visit them online here for call (203) 748-0119

Ellsworth Farm is located at 461 Cornwall Bridge Road (Route 4) in Sharon, CT.

Apple and pumpkin picking.

Download Ellsworth Farm 2019 Pick Your Own brochure

Pick-Your-Own at Ellsworth Farm is open early September to late October on Fridays, Saturdays, and Sundays at both the Home Farm and Sunnymount locations from 10:00-5:00, weather permitting.

Rogers Orchards is located at 336 Long Bottom Road in Southington, CT

Pick your own apples only.

Read more about Pick-Your-Own farms in Connecticut here!

No. 109 Cheese and Wine Market, The Marketplace at Copps Hill, 109 Danbury Road, Ridgefield. T. 203-438-5757.


Tue–Thu: 10am to 6pm

Fri & Sat: 9am to 6pm

Sun: 10am to 4pm

109 Cheese Market Kent, 7 Old Barn Road, Kent, CT,.860.592.0366.


Mon: 10am to 4pm

Thu: 10am to 6pm

Fri & Sat: 9am to 6pm

Sun: 10am to 4pm

Visit 109 Cheese and Wine online here.


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