Best Apple Picking Near Boston for Families

Find the best apple picking near Boston for kids, with pick-your-own orchards, cider donuts, wagon rides, farm animals, play areas, and classic fall family fun.

Pick-your-own apple orchards near Boston with cider donuts, wagon rides, farm stores, and classic New England fall fun for families.

Belkin Family Lookout Farm

Belkin Family Lookout Farm

South Natick, MA

One of the country’s oldest continuously operating farms, Lookout combines a working orchard with a polished family outing. Seasonal pick-your-own fruit, train-style orchard rides, open farm scenery, dining, and an outdoor tractor playground make it a good choice for families who want more than a quick pumpkin stop. Pumpkin availability and activities vary through the season; check the farm’s website for current fall hours and same-day details before visiting.

Brooksby Farm

Brooksby Farm

Peabody, MA

A seasonal Peabody city farm with pick-your-own fruit, barnyard animals, a free play yard, picnic areas, flower cutting, and a farm store. Fall brings apple picking, pumpkins, a maze, hayrides, a Fairytale Trail, cider donuts, and select campfire-and-s’mores weekends, offering an especially varied day for younger families. Pets are not allowed. Pumpkin availability and activities vary through the season; check the farm’s website for current fall hours and same-day details before visiting.

Sauchuk’s Corn Maze & Pumpkin Patch

Sauchuk’s Corn Maze & Pumpkin Patch

Plympton, MA

A large-scale Plympton fall festival built around a giant themed corn maze and dozens of active attractions. Families can pick pumpkins, take hayrides, meet farm animals, play games, use jumping pillows, and grab concessions, making Sauchuk’s one of the most activity-packed pumpkin outings south of Boston. Use the 200 Center Street Farm Fun Center entrance. Pumpkin availability and activities vary through the season; check the farm’s website for current fall hours and same-day details before visiting. Apple picking is also offered seasonally: from September 19, 2026, access to the orchard at 200 Center Street requires corn-maze admission, with picking bags purchased separately. The farm lists $28 per peck bag (up to 3 people) or $42 per half-bushel bag (up to 5 people), with additional people $5 each or another bag. A separate late-season orchard at 141 Palmer Road is expected to open in late September or early October; check the official apple-picking page for the current open orchard, hours, and crop availability before traveling.

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