Pumpkin picking in Milwaukee, WI
4 farms near Milwaukee pick pumpkins, running September to October and peaking in October. 3 ask you to check before you drive out.
4
farms
4
towns
3
want a call first
September to October
season
pumpkins near Milwaukee
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farms: Basse's prices them at $4.79 each on top of a Pumpkin Fest gate of $14.99 to $23.99; The Little Farmer sells them by size ring, six sizes, with free weekend hayrides to the field; Appleland, Jelli's and Witte's all have patches, though Witte's are gathered from the field rather than picked
Where the pumpkin farms are
4 farms across 4 towns, biggest cluster first.
4 more towns with one each
Every farm near Milwaukee that picks pumpkins
Each one read against its own website. Where a farm publishes nothing, this says so rather than guessing.
Jelli's Market
Helenville4.7
The u-pick apple season has begun, on Saturdays and Sundays 9am to 5pm and Wednesday afternoons 1pm to 5pm, opening with Zestar at $3.00 a pound. Raspberries are $6.00 a pint red and $7.00 yellow, but are not picked every day.
September to October(262) 593-5133ToiletsFarm ShopFarm AnimalsRead from the farm's own site on 2026-08-23
The Little Farmer
Malone4.7
Open early August through 31 October, then to shorter hours through November. The U-Pick Shed and the free hayrides to the orchard and the pumpkin field run at weekends only.
September to October(920) 921-4784ParkingToiletsFarm ShopRead from the farm's own site on 2026-08-23
Appleland Farm Market
Fredonia4.6
U-pick apples opened 20 August 2026 and run through October or until the first hard freeze. Two Honeycrisp u-pick weekends are set for 5 and 6 September and 26 and 27 September. Strawberries are a June crop.
September to October(262) 692-2560EFTPOSToiletsFarm ShopRead from the farm's own site on 2026-08-23
Basse's Farms
Colgate4.5
Strawberry picking is closed for the season, in the farm's own words, and apple picking is listed as coming soon for the autumn. Pumpkin Fest runs through October, closed Tuesdays and Wednesdays.
September to October(262) 628-2626EFTPOSToiletsFarm ShopRead from the farm's own site on 2026-08-23