Stockbridge, Massachusetts

Apple Picking Orchards

Apple Farms & Stands Around Stockbridge, MA!
Join Friends & Family in this Time Honored Tradition

Our Massachusetts apple picking guide includes 'pick your own' orchards and farms as well as orchards, farms, and stands that allow you to purchase apples. Let's be honest… apples are delicious whether you pick them yourself or if they were picked for you!

Check out our collection of apple orchards, farms, and stands across the USA

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Windy Hill Farm

Windy Hill Farm
686 Stockbridge Road
Great Barrington, MA
About Us: Windy Hill Farm is a diverse horticultural operation serving Berkshire, Litchfield and Columbia counties and consisting of a 7 acre appl...
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Bartlett's Orchard

Bartlett's Orchard
575 Swamp Road
Richmond, MA
About Us: Four Generations of the Bartlett family have been growing, packing and shipping apples for 71 years. Our fine trees produce an average c...
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Hilltop Orchards

Hilltop Orchards
Route 295 and 508 Canaan Road
Richmond, MA
About Us: Hilltop Orchards is a 200 acre historic property in the Berkshire region of western Massachusetts. The Vittori family celebrates its 28...
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Lakeview Orchard

Lakeview Orchard
94 Old Cheshire Road
Lanesboro, MA
About Us: We started Lakeview Orchard in 1996 by planting 1,000 dwarf apple trees and 50 blueberry bushes. We had a small crop of delicious apple...
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Riiska Brook Orchard

Riiska Brook Orchard
101 New Hartford Road
Sandisfield, MA
If you haven't been to our orchard to pick your own apples yet, you don't know what you're missing!    We are quietly tucked away on a p...
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Thompson-Finch Farm

Thompson-Finch Farm
750 Wiltsie Bridge Road
Ancram, NY
Thompson-Finch farm has been in Marnie's family for five generations. We, Don and Marnie, have been cultivating this land since 1982. We started ou...
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Green River Farms

Green River Farms
2480 Green River Road
Williamstown, MA
Closed for 2018 Season
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Jameson's High Meadow Farm

Jameson's High Meadow Farm
410 Skyline Trail
Chester, MA
Farm established in 1955. Family owned and operated pick your own blueberries and apples. Maple syrup producers. Maple syrup and hay for sale ...
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