Woodstock · every August
All Seasons Orchard Apple Picking 2027
An orchard in Woodstock where families pick their own among 16,000 apple trees, with Honeycrisp picking as the headliner. The season opens in late August and runs to the start of November, alongside more than 30 barnyard attractions including a petting zoo, pony rides, corn maze, ropes course, mini zip line, sunflower trail, apple cannon, and apple train. Pumpkin picking, apple cider donuts, fresh cider, and caramel apples make it a repeat fall trip.
Quick questions
- When is All Seasons Orchard Apple Picking?
- Usually held in August. This year's exact dates appear above as soon as the organizer announces them.
- Where is it held?
- All Seasons Orchard, Woodstock.
- Is it good for kids?
- All Seasons Orchard Apple Picking is a Chicago family guide — it is picked with kids in mind. The event listing above shows age guidance when the organizer provides it.
Dates for the next edition are usually announced closer to August. Until then, see what's on this weekend in Chicago.
Updated September 11, 2026 — this guide refreshes whenever the organizer announces dates.