ENTERTAINMENT & EVENTS
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Special Events
Masthouse
528 East Calhoun Street • Woodstock, IL 60098
815-338-3365
A monthly folk festival/ open mike, where music, art, and community come together is offered on the first Saturday of every month. All performance levels are welcome. Bring a potluck dish and participate in the joy of music, wholesome entertainment and comaraderie. The Sing-a-long and Open Mic starts at 6:40PM. Call the hotline in advance to sign up.
Night Life
DC Cobbs Bar & Restaurant
226 Main Street • Woodstock, IL 60098
Located on the historic Woodstock Square
815-206-5580
The nightly hot spot for Woodstock is DC Cobbs. It features live music, DJs, pool tables, darts and more. A menu is offered seven days a week from 11am untill after midnight.
Concerts & Performances
Woodstock Mozart Festival
121 Van Buren Street • Woodstock, IL 60098
815-338-5300
Three weekends of orchestral and chamber music performances are held annually in July and August in the historic 1880's Woodstock Opera House. Recognized conductors and guest artists perform at this rare European-like venue, allowing patrons to enjoy the music of Mozart in different performance styles.City Band Concerts in the Square
Located at the Historic Woodstock Square
815-338-5300
During the summer you can enjoy City Band Concerts and Ice Cream Socials on the Square, one of Woodstock’s longest traditions. Bring a blanket or lawn chair and be entertained.Off Square Music
221 Dean Street • Woodstock, IL 60098
Located at the Unitarian Church
815-338-5164
Monthly folk concerts, hosted by a not-for-profit organization, are held every third Saturday of the month, beginning at 8PM. An intimate setting, a state-of-the-art sound system, and good viewing from every seat in the house contribute to an enjoyable evening.
Plays & Productions
TownSquare Players, Inc
Located at the Woodstock Opera House
815-338-1937
Established in 1968, this is the oldest active community theatre group in McHenry County. Presently the company produces two shows per year, one musical and one drama.
Antique Shows & Auctions
YSB Car Show/Fundraiser
Located in the Historic Woodstock Square
815-338-7360
More than 100 vintage hot rods and automobiles come to Woodstock each August for this car show and fundraiser. This family friendly event features games, and a DJ.
Arts & Crafts Shows
Fair in the Square Crafters Show
Located on the Historic Woodstock Square
815-338-2436
Discover an array of handcrafted wares, as crafters from all over the Midwest come to the Historic Woodstock Square, each September for this fine craft show.
Festivals & Fairs
Woodstock Folk Festival
3314 Elaine Drive • Woodstock, IL 60098
Located on the Historic Woodstock Square.
815-338-4245
This annual outdoor musical festival takes place on the third Saturday in July. It features folk, blues, Latin and Celtic music, as well as storytelling. A Children's Area, Open Mike Stage, and Story Stage are all part of the fun. The festival runs from 12:30 pm to 6:30 pm, rain or shine, so bring your lawn chairs and enjoy a great afternoon of entertainment. Spring and Fall concert series are also offered at Congregational Unitarian Church.Dick Tracy Days Celebration
815-338-2436
Each June a five-day festival is held to honor the life of former Woodstock resident Chester Gould and his creation Dick Tracy, the most famous crimestopper of all. Numerous events for all ages provide fun for the whole family.Groundhog Days
815-338-2436
Every year townspeople have celebrated the filming of the movie "Groundhog Day" in Woodstock, in 1992. Food, shopping, entertainment and special events including a real, live, weather-predicting groundhog on February 2nd, a walking tour of filming sites used in the movie, a dinner/dance and auction, and much more are all part of the mid-winter fun.McHenry County Fair
815-338-5315
The McHenry County Fair is held each August, featuring carnival rides, food booths, entertainment, animal and antique competitions, talent and queen contests, demolition derby, livestock judging, exhibits, and more.Old Fashioned Harvest Fest & Fiddlers' Contest
Located on the Historic Woodstock Square
815-338-2436
This day long celebration held each September features a farmer's market; old-time craftspeople including weavers, spinners and quilters; vintage farm equipment; blacksmithing; woodworking; wagon rides; children's activities; and a fiddlers contest for youth and adults.
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