High confidence Chester, Massachusetts

Jameson's High Meadow Farm

Jameson's High Meadow Farm apple orchard in Chester, Massachusetts

Contact & location

Address
410 Skyline Trail
Chester, MA

Where Jameson's High Meadow Farm is located

Jameson's High Meadow Farm sits in Chester, Massachusetts, one of the classic apple-growing pockets of Massachusetts. The farm's street address is 410 Skyline Trail, Chester, MA .

Most visitors reach Jameson's High Meadow Farm by car; the drive winds past rolling farmland that's especially pretty during peak fall color. From the nearest highway exit, follow signs toward Chester and continue on local county roads to 410 Skyline Trail. GPS is reliable to the farm entrance, and there is on-site parking once you arrive.

Landmarks in the area include downtown Chester, nearby farm stands, and small-town diners that make a great pre or post-picking stop. Cell service can get spotty on back roads, so it's smart to download the map to your phone before you leave the highway.

Maple syrup, eggs, and hay for sale year-round.

Looking for the best apple picking near Chester, Massachusetts? Jameson's High Meadow Farm is a working apple orchard located in Chester, Massachusetts, welcoming families, couples, and photographers each fall for a classic American harvest experience.

Jameson's High Meadow Farm sits inside one of Massachusetts's most beloved apple-growing regions. Between the smell of fresh cider, warm apple donuts, and rows of Honeycrisp and McIntosh trees heavy with fruit, it's the kind of place that turns a simple Saturday into a memory your kids will still talk about years later.

Apple Picking at Jameson's High Meadow Farm

Apple picking availability at Jameson's High Meadow Farm depends on the week and weather. Call ahead the morning of your visit to confirm.

On-Farm Activities

PYO blueberriesPYO apples

Best Time to Visit

Apple season at Jameson's High Meadow Farm runs from late August through late October, like most orchards in Massachusetts. The sweet spot for a first-time visit is the last two weeks of September through the first two weeks of October.

Weekends between 9 a.m. and 12 p.m. are the friendliest time to arrive. Weekdays are the most peaceful, a Tuesday or Wednesday morning may have entire rows to yourself.

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

Frequently Asked Questions

Does Jameson's High Meadow Farm offer pick-your-own apples?+

Contact Jameson's High Meadow Farm directly to confirm whether pick-your-own apples are available on the date you plan to visit, availability can change week to week based on ripeness and weather.

When is apple picking season at Jameson's High Meadow Farm?+

Apple season at most U.S. orchards runs from late August through late October. Call ahead or check Jameson's High Meadow Farm's website before your visit to confirm which varieties are ripe.

What are Jameson's High Meadow Farm's hours?+

Hours at Jameson's High Meadow Farm vary by season. We recommend calling ahead at 413-354-9609 or checking their website the morning of your visit.

How much does apple picking cost at Jameson's High Meadow Farm?+

Pick-your-own apple prices in the U.S. typically run $1.50–$3.00 per pound, or $20–$40 for a half-bushel bag. Jameson's High Meadow Farm sets prices at the entrance each season based on the current crop.

What apple varieties can I pick at Jameson's High Meadow Farm?+

Jameson's High Meadow Farm grows several classic apple varieties. Popular picks include Honeycrisp for eating, Cortland for baking, and Granny Smith for pies and cider.

Is Jameson's High Meadow Farm good for kids and families?+

Absolutely, Jameson's High Meadow Farm welcomes families and offers PYO blueberries, PYO apples.

Can I bring my dog to Jameson's High Meadow Farm?+

Most working orchards ask that pets stay home for food-safety reasons. Call Jameson's High Meadow Farm to confirm their current pet policy before bringing your dog.

Is there parking at Jameson's High Meadow Farm?+

Jameson's High Meadow Farm has on-site parking that's free for guests. Fall weekends are the busiest, mornings are the calmest time to visit.

What should I bring to Jameson's High Meadow Farm?+

Bring cash, comfortable closed-toe shoes, a light jacket, sunscreen, water, and a camera. Jameson's High Meadow Farm usually provides picking bags or buckets.

Data source: Web Search · Confidence: High

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