Apples Picking Destinations in Berkshire CountyBy Breanna Steele, iBerkshires Staff
10:00AM / Saturday, October 11, 2025 | |
It's apple season! Here are some great locations to spend your day picking your own apples to enjoy the crisp taste or bake into your favorite dishes.
Most apple picking is through October, so get yours while you can. Bring your family and friends and spend a day enjoying the Berkshires and their local farms, while learning about where apples come from and be how they grow.
94 Old Cheshire Rd., Lanesborough
Open: Thursday through Monday from 9 a.m. to 5 p.m.
With over 4,500 fruit trees it's not hard to pick the apple or other fruit that is perfect for you. Guests also have the option to get already picked fruit. More information here.
Jaeschke’s Orchard
23 Gould Rd. Adams
Open: Daily from 9 to 5 p.m.
This 55 acre orchard grows 33 varieties of apples to choose from. You can also enjoy a delicious apple cider donut with a cup of apple cider. More information here.
Bartlett’s Orchard
575 Swamp Rd., Richmond
Open: Monday through Friday from 7 to 5; Saturday and Sunday from 8 to 5
For 75 years generations of the Bartlett family have been growing delicious apples for people to come and pick for a good snack, apple pie, or other dishes. More information here.
Hilltop Orchards
508 Canaan Rd, Richmond
Open: Daily from 9 to 5 and until 6 on Friday and Saturday.
This orchard has been providing apples for over a century. It grows 27 different varieties of the popular fruit and has an on-site cidery where you can enjoy cider and wine tasting. The farm is 187 acres where you are guaranteed to pick the apples that are right for you. More information here.
101 New Hartford Rd. Sandisfield
Open: Friday thru Sunday from 8 to 5
Sandisfield Orchard has 12 varieties of apples to choose from on their farm with great views. You can bring the family to pick apples and other fruits as well as enjoy their newly opened cafe. More information here.
Windy Hill Farm
686 Stockbridge Rd., Great Barrington
Open: Daily from 9 to 5
Enjoy the scenic seven acre farm while picking from 25 varieties of apples and blueberries for an extra snack. More information here. | 
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