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U-Pick Farms in Winchester, VA

2 farms in and around Winchester, Virginia — call before you go — u-pick fields open and close with ripeness and weather, and a crop that was listed on Saturday can be picked out by Sunday afternoon.

Winchester has about 27,800 residents, which works out to 7.2 u-pick farms per 100,000 people. Population: U.S. Census Bureau, 2024 estimate.

U-Pick Farms in Winchester

The most complete and owner-verified listings first — hours, phone, website, services. No pay-to-play.

  1. Marker-Miller Orchards

    3035 Cedar Creek Grade, Winchester, VA 22602-2616

    apple cider donut holes, apple dumplings, turnovers, fresh a; apples available inside the farm market this fall, but we wi; peaches and plums are available from july 4th through labor ; apples begin around the beginning of august and go through t

    Blueberries & berriesApplesPeaches & cherriesCut-your-own flowersFamily activitiesFarm stand on site
    Call Website Directions

  2. Fruit Hill Orchard

    766 Echo Ln, Winchester, VA 22603-3962

    peaches from our early july through shortly after labor d

    ApplesPumpkin patchPeaches & cherries
    Call Website Directions
2farms
7.2per 100,000 residents
2with a phone
2with a website

Of the 2 u-pick farms listed in Winchester, 2 give a phone number and 2 have a website. The nearest bigger selection is Nokesville with 3.

Winchester 2 farms

More farms within 30 miles of Winchester

Only 2 farms listed in Winchester itself, so here are the closest ones in nearby towns. Distance is straight-line from Winchester.

  1. Richard's Fruit Market

    7.1 mi · 6410 Middle Rd, Middletown, VA 22645

    ApplesPeaches & cherries
    Call Website Directions

  2. Mackintosh Fruit Farm

    9.9 mi · 1608 Russell Rd, Berryville, VA 22611-2348

    Blueberries & berriesFamily activitiesFarm stand on site
    Call Website Directions

  3. Peony Place

    14.3 mi · 3900 Millwood Road, Millwood, VA 22646

    Call Website Directions

  4. Wayside Farm Fun

    16.1 mi · 5273 Harry Byrd Hwy, Berryville, VA 22611-3111

    ApplesPumpkin patchFamily activities
    Call Website Directions

  5. Hollin Farms

    18.9 mi · 11324 Pearlstone Lane, Delaplane, VA 20144

    ApplesPeaches & cherries
    Call Website Directions

  6. Bally Brook Farm

    19.8 mi · Toms Brook, VA

    Organic / no-spray
    Website Directions

  7. Valley View Farm - Craft Beverages, Pickyourown Orchards & Farm Market

    19.8 mi · 1550 Leeds Manor Rd, Delaplane, VA 20144-1712

    Blueberries & berriesApplesPeaches & cherriesFarm stand on site
    Call Website Directions

  8. Great Country Farms

    22.3 mi · 18780 Foggy Bottom Rd, Bluemont, VA 20135-1857

    StrawberriesApplesPumpkin patchPeaches & cherriesCut-your-own flowersFamily activitiesFarm stand on siteOrganic / no-spray
    Call Website Directions

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