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Rim's Edge Orchard on Amy Belle Road describes itself simply as a "Pick Your Own Apple Orchard located in Germantown, WI" and grows more varieties than anywhere else in the region. What You Can Pick Apples - over twenty varieties, including Honeycrisp, Zestar, EverCrisp, Idared, Strawberry, Cortland and SnowSweet Good to Know Picking is limited and announced late. The farm's own note reads "Pick Your Own Hours: Watch for Pick Your Own Announcement in August '26", and pickyourown.org records it as offering "Limited Pick Your Own". The orchard store runs Friday to Sunday, 10am to 6pm, from early September until early November. Alongside the apples it sells Wisconsin maple syrup, local honey, fresh cider, caramel apples and apple gift packs. Pro tip: Strawberry is an apple variety, not a mistake. It is an old American summer apple with red flesh streaks and a faintly berryish taste, and hardly any orchard still grows it.

The Little Farmer sits ten miles north of Fond du Lac above Lake Winnebago and runs the most organised picking operation in the region: everything starts at the U-Pick Shed by the car park. What You Can Pick Apples - buy a bag at the shed, then walk or take the hayride to the orchard Pumpkins - priced by size ring, six sizes, with sizing stations around the farm How It Works In the farm's own words: "Conveniently located next to the parking lot this is your one stop shop to purchase both pumpkins and bags to go pick your own apples." At weekends there are free tractor-driven hayrides out to both the pumpkin field and the apple orchard, and the shed will point you to a scenic walk instead if you would rather. The pumpkin pricing is unusually neat: "All our pumpkins are sold by their size using 'size rings'. There are six different sizes and we offer stations throughout the farm for you to size your pumpkin. Every register has a set of size rings so we can do the dirty work for you." The U-Pick Shed opens at weekends only, because it works as a school tour hub during the week. On weekdays you buy your pumpkin at the register in the Applehouse. Good to Know Open early August through 31 October, 8am to 6pm weekdays and 10am to 6pm at weekends, then shorter hours through November. 1,055 Google reviews, the second most in the region. Pro tip: the size ring system means a small pumpkin is genuinely cheap and there is no haggling at the till. Bring a wagon-sized ambition rather than a car-boot one.

Appleland at Fredonia is the most northerly of the Ozaukee orchards and the one that explains its own u-pick most carefully. What You Can Pick Apples - the 2026 season runs 20 August through October, or until the first hard freeze Pumpkins - autumn Strawberries - June, in the farm's own words "From strawberries in June to apples and pumpkins in the fall, each season brings something new to discover." How It Works Apples are sold by the bag, bought inside the market before you go out: half a peck at five to six pounds, a peck at ten to twelve, or half a bushel at twenty to twenty-two. The farm is clear that "U-Pick varieties vary as the season progresses" and asks you to check its Currently Picking note before setting off. Pre-picked varieties are not necessarily available to pick. Two Honeycrisp u-pick weekends are set for 2026: 5 and 6 September during the Sunflower Festival, and 26 and 27 September at the Fall Festival. Good to Know No pets in the orchard or the market, and the farm gives its reason: it is a working orchard and this is a food safety rule. Service dogs are welcome. Look for the red building with the green roof and the silo with a big red apple on it, three miles up Highway 57 from the I-43 exit. Pro tip: the farm's own storage advice is worth following. Pick slightly under-ripe if you mean to keep them, because fully ripe apples go over in store.

Barthel Fruit Farm has been at Mequon since 1840 and says so in its own strapline: "Offering Quality Produce, Pick Your Own and Family Fun Since 1840!" That makes it the oldest farm on this site by some distance. What You Can Pick Apples - "Pre-picked Paula Red and Dandee Red apples and pick your own Paula Reds will start on September 4th." Popcorn - genuinely, and nowhere else on this site: "Pick your own popcorn is available in the fall. We have 2 varieties of popcorn." Good to Know The farm publishes pick-your-own prices and hours on its own site and updates them as varieties come in. It says plainly that it does not yet have dates for the later apples and asks you to check back. For the popcorn it gives real instructions: "Pick the ears after the stalks are brown and dry, but before frost. The husks will be dry and the kernels hard." Pro tip: Paula Red is an early apple that softens fast and cooks down to sauce almost on its own. Pick it the week it opens or not at all.

Basse's Farms at Colgate is the biggest picking operation in the region, with 1,384 Google reviews, and it runs two quite different seasons. What You Can Pick Strawberries - mid June through about the 4th of July, with a wagon ride out to the field Apples - autumn, during Pumpkin Fest Pumpkins - $4.79 each Sunflowers and zinnias - $18.49 a bucket What It Costs Strawberry picking runs on its own daily hours and its own hotline. The autumn is different: Pumpkin Fest general admission is $14.99 to $23.99 plus tax depending on the day, and that does not include a pumpkin from the field. Apples come as a quarter peck bag per person, with additional bags at $8.95. The farm is cashless in all seasons. Military and senior discounts are $2 off general admission with ID. Pumpkin Fest is closed Tuesdays and Wednesdays. Good to Know As of late August the strawberries read "U-Pick Strawberries: Closed For The Season" and the apples "U-Pick Apples: Coming Soon!". The farm's own advice is to check its What's Happening Now page before setting out, and it warns that "the store will close if u-pick strawberries close due to inclement weather." Pro tip: June here is a farm, October is a festival. If you want quiet picking rather than a paid gate, come for the strawberries.

Fideler Farm at Kewaskum, forty minutes north of Milwaukee off Highway 45, is the cheapest picking in the region and the only farm here that puts a per-pound figure on its own front page. What You Can Pick Strawberries - several varieties, $2.69 a pound (pre-picked $6.25 a quart) Raspberries - summer and autumn crops, so two separate windows Apples - Macintosh and Honeycrisp Good to Know Admission is free, the picking window is 9am to 3pm, and "Free picking boxes will be furnished!" Farm hours in season are 8am to 5pm daily. There is a picking hotline on 262 338 0494, and the farm asks you to use it: "Picking days/times vary depending on availability." Visitors describe a tractor ride out to the field, a swing set for children, and an antique cash register in the barn alongside pastries, jams and canned goods. Pro tip: $2.69 a pound with free entry and free boxes is less than half what several farms in this region charge once admission is counted. Two raspberry crops mean July and again from mid August to the first hard freeze.

Gierach Orchards is half an hour north of Milwaukee on Bonniwell Road, and it is refreshingly direct about what is and is not on offer this year. What You Can Pick Apples - from 29 August, daily Flowers What You Cannot In the farm's own capitals: "NO PICK-YOUR-OWN PEACHES for 2026." The peaches are sold pre-picked and the early ones are very limited, with updates posted to Facebook. Good to Know The farm opens daily from 29 August with pre-picked peaches, apples both pre-picked and pick-your-own, pasture-raised meats and other orchard goods. It is about an hour and a half east of Madison, which makes it the easternmost of the good Wisconsin orchards. Pro tip: 5.0 from 89 reviews is the highest rating of any farm in this region, and it is a small orchard, so a weekday morning in September is the visit to aim for.

Jelli's Market at Helenville has the widest picking list in this region and posts a running commentary on what is ripe, with a price against each line. What You Can Pick Raspberries - $6.00 a pint red, $7.00 a pint yellow Apples - $3.00 a pound, Saturdays and Sundays 9am to 5pm and Wednesday afternoons 1pm to 5pm Strawberries, blueberries and peaches in summer Pumpkins, gourds and squash from the patch in autumn Pears and plums from the orchard In the farm's own words: "Fall, what a fun time on the farm! Here at Jelli's you can pick your own pumpkin, gourds or squash from the patch, try your luck at our fall activities and games, take home fresh baked goods from our bakery, or bite into a juicy apple, pear, or plum from our orchard... that you picked!" Good to Know The raspberries are not picked every day. The farm says so directly: "We do not pick raspberries every day, so please check the website before planning a trip out to pick raspberries." Pre-picked raspberries are limited, first come first served after 9am, at $7.00 a pint. Zestar apples opened the u-pick season this year at $3.00 a pound, the same price picked or pre-picked. Pro tip: yellow raspberries at $7 a pint are a dollar more than red and worth it. They are sweeter, softer, and almost never sold in a shop because they will not travel.

Peck & Bushel in the Town of Erin is, in its own words, "the largest certified organic apple orchard in Southeastern Wisconsin", and it is certified organic for every crop. What You Can Pick Apples - "most weekends from mid-August through mid October" What It Costs You buy a picking bag at the apple barn and the bag is the ticket: One peck bag, about ten pounds, lets up to five people pick: $34 One quarter peck bag, about two to three pounds, lets one person pick: $12 That is the clearest per-head picking price in the region, and the peck bag is much the better value for a family. The Spring Freeze The farm names this year's weather itself: "Due to spring freeze events, some pick-your-own apples may be offered from orchard bins alongside traditional tree picking." It is the only farm in this region to say so, and it means some of what you pick may not come off a tree. Good to Know Weekends sell out. As of 23 August the site read "Pick-Your-Own apples are sold out for Sunday, August 23rd". Wear closed-toe shoes for sticks and bees, and the farm suggests sun cream and insect repellent on a warm day. Its own advice for the trees is worth following: "Twist apples off the branches carefully... our trees will thank you next year." Cider is pressed on site and the doughnuts are fried through the day. Pro tip: check the website before you drive. This is the only farm in the region that sells out its picking days, and it does so routinely.

Witte's at Cedarburg is a pick-your-own vegetable farm with one fruit crop, and it is an unusual one: the raspberries are the autumn type, so they come in when everybody else's are finished. What You Can Pick Raspberries - August, the fall-bearing type Beans come in July; hot, green and yellow peppers, regular and Roma tomatoes in August; red peppers in September. Good to Know Read the farm's rules before you go, because they are firm and clearly the result of experience: Bring your own containers. "We no longer provide bushels to pick in." A minimum amount is set for every crop picked. Fields close two hours before the stand, and on wet or rainy days they do not open at all. Cash and cheques, cards over $20 only, and a $25 charge for a returned cheque. The pumpkins here are already gathered from the field rather than picked, which the farm states plainly. Two and a half miles west of downtown Cedarburg on Bridge Road. Pro tip: dress for mud. The farm says so itself, and a Wisconsin raspberry row in August after rain is exactly as advertised.

Steffen Orchards at Fort Atkinson grows tart cherries on bushes rather than trees, which is unusual enough to be worth the drive on its own. This year, though, only the blueberries are open to pick. What You Can Pick Blueberries - $6.00 a pound The Cherries The farm's own account is the best short description of dwarf cherry growing anywhere on this site: "We started growing tart cherries in 1983; we can't get enough of them. They are the largest crop on our farm. All of our cherries grow on bushes, that way they are easily accessible. We offer two tart cherry varieties: Romeo and Carmen Jewel." But there is no cherry picking this year. The farm states it plainly: "U-Pick: no U-pick in 2026." The cherries are sold frozen instead, at $21 for a gallon bag of four and a half pounds or $155 for a forty pound box, and there is cherry juice at $15 a gallon. The farm also offers washing and pitting. Good to Know Cash, cheque, card and mobile wallets, with a 3% surcharge on credit cards. No Venmo. Picking dates go on the Upcoming Events page rather than being fixed in advance. Pro tip: Romeo and Carmen Jewel are Saskatchewan bush cherries, bred to survive a prairie winter and to be picked standing up. If the u-pick returns in 2027, it is the only place on this site you can pick a cherry without a ladder.