Apple Picking at Hickory Hill Orchards in Cheshire, CT

posted by yazmin

Hickory Hill Orchards in Cheshire, CT has been my go-to farm for apple picking since we moved to town more than 8 years ago. It’s a small family-owned farm that offers pick-your-own (PYO) apples (peaches, pears, nectarines, and plums too!), tractor rides, a country store, and special events. It’s the perfect spot to spend a perfect fall afternoon with the whole family.

Apple Picking at Hickory Hill Orchards in Cheshire, CT

There are lots of pick-your-own apple farms in Connecticut and I like to visit a few different ones each season. Hickory Hill offers several different varieties of PYO apples but I like to get out early in the season to get my pick of the Honeycrisp apples before they are gone.

Apple Picking Hickory Hill Orchards

Hickory Hill sells pumpkins, gourds, and mums but the main attraction is the apples. The farm is not overwhelmingly large so my three-year-olds had no trouble walking around the orchard. The farm is stroller-friendly but it might get a bit tricky pushing the stroller up the hill. They offer wagons to carry your apples around the orchard. There is also a tractor ride available to bring you up and down the hills.

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The PYO fruit is located only a short walk behind the country store. We were greeted by a friendly worker who gave us bags for picking, tips on how to pick the apples, and directed us to the apples. Once we got to the rows of apples there was another person waiting to help us.


We were told that you could save 50 cents by picking the Honeycrisp apples that had fallen on the ground. Many of the apples were in perfect condition so we thought this was a perfect option. Children aren’t allowed to pick Honeycrisp so this was a great way for my little ones to help fill our apple bag.

PYO Apples Cheshire CT

Once we filled our bag with Honeycrisp we decided to head over to the Galas. Many of the trees were already picked over except for the top. Having a little one to lift over your shoulders helps a lot.

Hickory Hill Orchards

On our way back from the apples we stopped to admire the 2 horses of the farm and the beautiful backdrop.


We decided to pay for our apples inside the country store. They have lots of fall decorations, fruit, and yummy treats including apple cider, jams, jellies, baked good. Of course couldn’t leave without grabbing a few apple cider donuts to enjoy at the picnic tables outside.

Hickory Hill Orchards Country Store Hickory Hill Orchards Country Store Hickory Hill Orchards Country Store Hickory Hill Orchards Country Store

Outside the country store is a wooden toy train for the kids to climb in. My kids loved playing in the train before we went home.

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We spent a wonderful fall day at Hickory Hill Orchards. The beauty of apple seasons is that new varieties rippen all fall long. We’ll surely be back later in the season to pick more apples and have some more family fun!

If you’re looking for more fun fall activities to do with the whole family make sure to check out my list of 50 family-friendly activities to do in Connecticut this fall.

Hickory Hill Orchards

Posted in Family, Family Day Trips, Food, Things to do in CT, Travel. Tagged , , , , , , , .

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