Jameson's High Meadow Farm
Contact & location
Chester, MA
Where Jameson's High Meadow Farm is located
Head into Chester, MA and you'll come across Jameson's High Meadow Farm on the surrounding farmland. It's a family-run corner of Massachusetts's harvest scene and easy to reach for anyone within an hour of town.
Most guests punch 410 Skyline Trail, Chester into their phone and let GPS do the work, the entrance is signed from the road and there's a parking area once you turn in.
Plan on making it a mini road trip. The surrounding back roads are worth the detour in fall color, and Chester itself usually has a farmers market or cider stop within a few minutes of the orchard.
Weather at Jameson's High Meadow Farm
Live forecast for the orchard's location, check conditions before you head out to pick.
Maple syrup, eggs, and hay for sale year-round.
Jameson's High Meadow Farm is a working apple orchard in Chester, Massachusetts. The listing below pulls together the practical details visitors ask about most, location, contact info, and whatever hours, varieties, or activities the farm has confirmed with us.
Apple Picking at Jameson's High Meadow Farm
Jameson's High Meadow Farm sells pre-picked apples from the farm stand rather than offering U-Pick.
On-Farm Activities
Best Time to Visit
Apple season at Jameson's High Meadow Farm tracks the rest of Massachusetts. Most fruit ripens between late August and late October. For photographers and casual pickers alike, the first three weekends of October tend to be the sweet spot, cooler mornings, changing leaves, and the widest variety selection.
Peak-weekend crowds cluster around lunchtime, so either come early (before 10 a.m.) or late (after 3 p.m.) to skip the busiest hour. Weekdays are the most relaxed by a wide margin.
What to Bring
- • Cash (backup for the farm stand)
- • Closed-toe walking shoes
- • A light jacket or flannel
- • Sunscreen and a hat
- • Water bottles for the walk
- • Reusable bags for the ride home
- • A camera or phone charged for photos
- • Small bills for cider and donuts
Where Jameson's High Meadow Farm is located
Head into Chester, MA and you'll come across Jameson's High Meadow Farm on the surrounding farmland. It's a family-run corner of Massachusetts's harvest scene and easy to reach for anyone within an hour of town.
Most guests punch 410 Skyline Trail, Chester into their phone and let GPS do the work, the entrance is signed from the road and there's a parking area once you turn in.
Plan on making it a mini road trip. The surrounding back roads are worth the detour in fall color, and Chester itself usually has a farmers market or cider stop within a few minutes of the orchard.
Weather at Jameson's High Meadow Farm
Live forecast for the orchard's location, check conditions before you head out to pick.
Frequently Asked Questions
What else is there to do at Jameson's High Meadow Farm?+
Beyond picking, Jameson's High Meadow Farm offers PYO blueberries, PYO apples.
Data source: Web Search · Confidence: High
Visitor reviews
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