Festivals in Woodstock, IL.
Festivals, Family & Kids Festivals
Lemont High School Athletics Craft Show
December 5 - 6, 2026
(312) 339-2839
Lemont High School - Lemont, IL
Join us for Lemont High School's 4th annual holiday craft show. We feature over 200 booths in our gym and fieldhouse. We have handcrafted, one of a kind treasures- woodwork, candles, jewelry, holiday/home decor, beauty products, bakery treats, pet products, gifts for kids, and so much more. $5 admission. Kids under 12 free. Parking garage onsite and shuttle bus. Concessions available.
Art in the Village
June 12 - 13, 2027
northshoreartleague.org
(847) 446-2870
Hubbard Woods Park - Winnetka, IL
The North Shore Art League is excited for our annual juried fine art fair taking place in Hubbard Woods Park. Winnetka is a charming upscale Chicagoland destination, highly sought after zip code, located along the shores of Lake Michigan. This boutique show offers great visibility, enthusiastic buyers, and free parking. Art in the Village is located in the community where the League began over 102 years ago! As a beloved community asset, the League has been an instrumental force in the creative arts throughout the Chicagoland area.
Events in Woodstock, IL — upcoming
April 2027 (dates not updated)
Pet-A-Palooza - a Celebration of Pets
Woodstock Spiritual Center of Woodstock, Woodstock, IL
Status: Updated 3/12/2026
This Illinois Pet-themed Event will have commercial/retail exhibitors and no food booths.
July 2027 (dates not updated)
Woodstock Folk Festival
Historic Woodstock Square, Woodstock, IL
Status: Updated 7/12/2026
This Illinois Folk Music Festival will have no exhibit booths and no food booths. There will be 3 stages with National, Regional and Local talent and the hours will be Sun 12pm-6pm. Admission tickets are $25 - $35.
September 2027 (dates not updated)
World Peace Day
Woodstock Square, Woodstock, IL
Status: Updated 3/12/2026
This Illinois Family & Kids Festival will have commercial/retail, corp./information and crafts exhibitors, and no food booths. This event will also include: speakers, children's activities.
September 2027 (dates not updated)
Mexican Independence Day Celebration
Historic Woodstock Square, Woodstock, IL
Status: Updated 9/1/2026
This Illinois Ethnic Festival will have commercial/retail, corp./information and crafts exhibitors, and tba food booths. There will be 1 stage with Local talent and the hours will be Sun 11am-7pm.
September 2027 (dates not updated)
Woodstock Late Night Flea Market
McHenry County Fairgrounds, Woodstock, IL
Status: Updated 5/26/2026
This Illinois Flea Market will have antique/collectibles, commercial/retail, corp./information, crafts, film, fine art, fine craft, flea market and homegrown products exhibitors, and 25 food booths. Admission tickets are $6.
October 2027 (dates not updated)
Woodstock Art Fair on the Square
Woodstock Square, Woodstock, IL
Status: Updated 9/16/2026
This Illinois Art Show will have fine art and fine craft exhibitors, and tba food booths. There will be Roving Performers with talent and the hours will be Sat-Sun 10am-5pm.
October 2027 (dates not updated)
Woodstock Spiritual Summit
Unity Spiritual Center of Woodstock, Woodstock, IL
Status: Updated 9/6/2026
This Illinois Lifestyle-Healthy Living Event will have commercial/retail and corp./information exhibitors, and no food booths. Admission tickets are $8 - $15. This event will also include spiritual and holistic speakers and vendors.
October 2027 (dates not updated)
Fall Diddley
McHenry County Fairgrounds, Woodstock, IL
Status: Updated 1/13/2026
This Illinois Art Show will have crafts, fine art, fine craft and homegrown products exhibitors, and 15 food booths. Admission tickets are $10.
October 2027 (dates not updated)
Witches Days Out
McHenry County Fairgrounds, Woodstock, IL
Status: Updated 6/29/2026
This Illinois Festival will have antique/collectibles, crafts, fine art, fine craft and homegrown products exhibitors, and 6 food booths. There will be 1 stage with Regional and Local talent and the hours will be Sat-Sun 11am-6pm. Admission tickets are $10 - $25.
