Best Farms to Visit with Grandkids in Fairfield County & Westchester

Farm visits hit a particular sweet spot for grandparent-grandkid outings: they’re hands-on, they hold a range of ages simultaneously, and they produce the kind of tangible memory — a pumpkin carried out, a bag of apples picked, an animal touched — that lasts longer than a theme park ticket. Fairfield County and Westchester have several strong farm destinations spread across the year.

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The Best Farms in Fairfield County, CT

Silverman’s Farm — Easton, CT

4.5 ★ | 697 reviews

In operation since 1915, Silverman’s is the most established farm destination in Fairfield County. Pick-your-own apples (September–October), a full farm market, fresh-pressed cider, and cider doughnuts baked on-site. The petting area with farm animals is a reliable hit for younger grandkids who aren’t ready to focus on picking. The orchard terrain is mostly flat, which makes it accessible. Weekend mornings in October are crowded — arrive by 9:30 AM or expect long waits.

Silverman’s Farm | 451 Sport Hill Rd, Easton, CT

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Blue Jay Orchards — Bethel, CT

4.5 ★ | 506 reviews

A 140-acre hillside orchard with pick-your-own apples, farm-pressed cider, and cider doughnuts. The hillier terrain makes it more of a physical outing than Silverman’s — grandkids tend to run the rows while grandparents follow at a slower pace. October adds a pumpkin patch. Good market with local produce year-round.

Blue Jay Orchards | 125 Plumtrees Rd, Bethel, CT

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Jones Family Farms — Shelton, CT

4.3 ★ | 502 reviews

A multi-season farm with pick-your-own berries (June–July), apples (September–October), pumpkins (October), and Christmas trees (November–December). One of the most complete seasonal farm calendars in Connecticut. The farm store is open year-round.

Jones Family Farms | 606 Walnut Tree Hill Rd, Shelton, CT

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Grace Farms — New Canaan, CT

4.8 ★ | 1,009 reviews

Not a working farm in the traditional sense — Grace Farms is an architectural and cultural space set on 80 acres of meadow. But the grounds include farming operations (beehives, vegetable gardens, fruit trees), and the farm-sourced café is excellent. Free to walk; the experience is more contemplative than hands-on. Best for grandkids who can appreciate space, design, and a café lunch.

Grace Farms | 365 Lukes Wood Rd, New Canaan, CT

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The Best Farms in Westchester, NY

Blue Hill at Stone Barns — Tarrytown, NY

4.7 ★ | 1,396 reviews

The premier farm experience in Westchester — 80 acres with pigs, chickens, sheep, vegetable fields, and greenhouses, all part of an active farming operation that supplies the on-site restaurant. The farm itself is free to walk any time; the café serves casual farm-sourced food. Seeing where food comes from and watching animals on a working farm is an experience that resonates with grandkids of all ages. Fall is the most beautiful season to visit.

Blue Hill at Stone Barns | 630 Bedford Rd, Tarrytown, NY

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Apple Farm — White Plains, NY

4.3 ★ | 747 reviews

A genuine working farm in White Plains — farm animals, pick-your-own apples in season (September–October), and a market. Worth building a fall White Plains day around.

Apple Farm | White Plains, NY

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Hemlock Hill Farm — Cortlandt Manor, NY

4.7 ★ | 240 reviews

A well-regarded family farm in northern Westchester with seasonal produce, animals, and a farm store. Smaller and more intimate than the larger orchards. Worth visiting if you’re in the northern part of the county.

Hemlock Hill Farm | Cortlandt Manor, NY

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Outhouse Orchards — North Salem, NY

4.1 ★ | 618 reviews

Pick-your-own apple orchard in the rural northeast corner of Westchester. A more rustic experience than the Fairfield County farms — worth the drive if you want a less curated, more agricultural feel.

Outhouse Orchards | North Salem, NY

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Seasonal Calendar

Season	Best Farm Activity	Where to Go
June	Strawberry picking	Jones Family Farms (Shelton)
July	Blueberry picking	Jones Family Farms (Shelton)
September	Apple picking	Silverman’s (Easton), Blue Jay (Bethel), Apple Farm (White Plains)
October	Apple + pumpkin	All orchards; Stone Barns for ambiance
November–December	Christmas trees	Jones Family Farms

Browse all farm and seasonal venues at grandkidsguide.com/fairfield-county-ct and grandkidsguide.com/westchester-ny.