4. All Seasons Orchard: Woodstock, Illinois
All Seasons Orchard is home to more than 15,000 apple trees, with varieties like Gala and Honeycrisp available for picking. Apple picking is available daily between 10 a.m. and 5 or 6 p.m. from Sept. 1 to Nov. 4. Fees start at $8 per quarter-peck bag.