
4 farms near Milwaukee pick strawberries, running June to July and peaking in June. 4 ask you to check before you drive out.
strawberries near Milwaukee
farms: Fideler Farm at Kewaskum picks them at $2.69 a pound with free admission, the cheapest on the site; Basse's runs mid June 'through the 4th of July' with a wagon ride to the field and had closed for the season by late August; Appleland's own words are 'From strawberries in June to apples and pumpkins in the fall'. A two to three week window per farm, and the whole state opens around 15 June
4 farms across 4 towns, biggest cluster first.
Each one read against its own website. Where a farm publishes nothing, this says so rather than guessing.

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.
Read from the farm's own site on 2026-08-23

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.
Read from the farm's own site on 2026-08-23

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.
Read from the farm's own site on 2026-08-23

Kewaskum4.5
Strawberries in June, summer raspberries from about mid July and autumn raspberries from mid August to the first hard freeze. Picking days and times vary and the farm runs a hotline on 262 338 0494.
Read from the farm's own site on 2026-08-23