Festivals in Woodstock, IL.
Festivals, Family & Kids Festivals
Art in the Village
June 13 - 14, 2026
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 101 years ago! As a beloved community asset, the League has been an instrumental force in the creative arts throughout the Chicagoland area.
Logan Square Arts Festival
June 26 - 28, 2026
logansquareaf.com
(773) 878-2900
Logan Square Centennial Monument - Chicago, IL
Back in 2026! A celebration of the art, music and culture of Logan Square. This event has moved to the square and is getting back to its roots! With a great lineup of music and food and local craft vendors, it is a do not miss!
La Grange Art and Craft Fair
July 11 - 12, 2026
craftproductionsinc.com
(815) 878-2728
Downtown - La Grange, IL
Named one of the Top 20 craft shows in the US by Sunshine Artist Magazine! This long-running show is a summer tradition and a crowd favorite. La Grange is our largest, and best-attended outdoor show, with thousands of loyal customers that visit every year. La Grange, IL is a vibrant community located just 15 miles SW of Chicago. The La Grange Craft Fair is held in the heart of their popular downtown district filled with restaurants and boutiques. The La Grange Road Metra stop drops customers off just steps away.
AREA 22 Arts, Crafts, & Oddities Fair
August 8, 2026
sidestreetstudioarts.org/area22
(847) 429-2276x 706
Riverside Drive - Elgin, IL
Get ready for AREA 22! On August 8th from 1–7PM, Riverside Drive in downtown Elgin transforms into a hub for art, creativity, and community. Presented by Side Street Studio Arts, AREA 22 brings together fine art, handmade goods, and unique, unexpected work from artists across the region. Enjoy live art and sculpture, great food and drinks, and entertainment for all ages. Pet-friendly, free admission, free parking, rain or shine. AREA 22 is a creative experience you won't want to miss.
Festival of the Arts in Glen Ellyn
August 22 - 23, 2026
downtownglenellyn.com/festival-of-the-arts
(630) 943-0643
Lake Ellyn - Glen Ellyn, IL
This is a juried fine arts show held in the Chicago western suburb of Glen Ellyn. All booth spaces are along a concrete walkway that winds through century-old oak trees surrounding picturesque Lake Ellyn. This year we will continue to limit the number of artists to 70 to concentrate all artist booths along the main path between the main entrance and the boathouse area.
Lambs Farm Summertime Craft Fest
August 29 - 30, 2026
craftproductionsinc.com
(815) 878-2728
Camp Big Timber - Elgin, IL
Join us at Lambs Farm Summertime Craft Fest! This 2 day show is held in a beautiful, park-like setting at Camp Big Timber in Elgin, IL. Summertime Craft Fest is a paid admission fundraiser, benefiting two wonderful non-profits, Lambs Farm and the Three Fires Council. The festival features a craft show with 150+ booths, food trucks, music, and a beer + wine garden. Parts of the show have room to park 1 vehicle directly behind your booth for an additional $40.
Septemberfest
September 5 - 7, 2026
villageofschaumburg.com/our-village/events/..
(847) 923-3605
Al Larson Prairie Center for the Arts - Schaumburg, IL
An outdoor festival featuring an arts & crafts show, carnival, entertainment on 3 stages, craft beer & wine garden, Taste of Schaumburg, Taste of Schaumburg's Not-for-Profit Day, Bingo, drone display on Sunday evening & Labor Day parade. Admission, shuttle bus service, and all general admission lawn seating for musical acts are FREE!
Events in Woodstock, IL — upcoming
July 2026 (dates not updated)
Woodstock Folk Festival
Historic Woodstock Square, Woodstock, IL
Status: Updated 4/7/2025
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 12, 2026
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 2026 (dates not updated)
Mexican Independence Day Celebration
Historic Woodstock Square, Woodstock, IL
Status: Updated 7/18/2025
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 2026 (dates not updated)
Woodstock Art Fair on the Square
Woodstock Square, Woodstock, IL
Status: Updated 11/13/2024
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.
September 26, 2026
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 10 - 11, 2026
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.
November 2026 (dates not updated)
Woodstock Spiritual Summit
Unity Spiritual Center of Woodstock, Woodstock, IL
Status: Updated 10/2/2025
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.
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.
