Highland Farm Orchard

Pick you own apples with about 10 varieties available from September to November, plus PYO pears and a farm stand carrying pumpkins, fresh apple cider, caramel apples and more. They are located about 50 minutes southwest of Boston.

Red Apple Farm

Pick your own options include 35 varieties of apples (available July through October), plus pumpkins (September and October) and more. Take a hayride, shop the country store for fresh baked goods like pie and apple cider donuts, fresh apple cider, and more. They’ve also partnered with a local brewery to produce a hard cider. This […]

Westward Orchards

Pick your own apples, hayride to the pumpkin patch, and farm stand with baked goods including apple cider donuts and pies, fresh apple cider, and more. They are located about 50 minutes west of Boston and have been family owned and operated for four generations.

Dowse Orchards

A farm stand offering apples, apple cider, pumpkins, Christmas trees and more, since 1778 – a Massachusetts Century Farm. While there aren’t you-pick options available, it’s a great option for fresh produce. Located about 45 minutes west of Boston.

Boston Hill Farm

This family owned farm in North Andover has been operating for 12 generations, and offers a variety of you-pick options including apples and pumpkins, with a farmstand offering baked goods, including pies and apple cider donuts, fresh apple cider, among other offerings. They are open 7 days a week.

Great Vermont Corn Maze

One of the largest corn mazes in New England, they recommend you enter the maze by 1pm to figure it out by close, if you want to solve it without clues! They also have a few other attractions including Pretendin, which includes a kids play village, barnyard golf, play barn, and more; and an October […]

Catoctin Mountain Orchard

Catoctin Mountain Orchard has dozens of apple varieties which are ripe throughout the year, from spring through winter. The fall apples are ready from late August through October. They also have pears, peaches. nectarines, grapes and plums through September, and pumpkins from mid-September through October. They have a 1/2 acre “Cut your own flower” garden […]

Hartland Orchard

This family-owned farm and orchard offers a variety of produce throughout the year, including apples and pumpkins in the fall and Christmas trees in November. Varieties of apples will be continuously available throughout September and October, with pumpkins available later in this season. They take cash and checks only at the orchard, but the farm […]

Mackintosh Fruit Farm

Mackintosh Fruit Farm is a family owned pick-your-own farm nestled in the Northern Shenandoah Valley in Clarke County, Virginia. They started in 1988 with apple and peach trees, and have since added many more varieties of fruit trees and berries, and a wide variety of vegetables. Pick apples beginning in early September, and grab your […]