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Updated 1:35 pm, August 21, 2018

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High and Dry on the North Shore
Thu., Sep. 20, 7 p.m.
324 Green Bay Rd
Santi's Garden
Free | 847-432-7090

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Freedom Party® CHI
Fri., Sep. 21, 9 p.m. - Ongoing
1444 W. Chicago Ave.
Beauty Bar
$5 | 312-226-8828
Apple Fest
Fri., Sep. 21, 3 p.m. - Sep. 23
Old McHenry Road and Robert Parker Coffin Road
Downtown Long Grove
$5; free for children 12 and younger | 847-634-0888
SeptemberFest
Fri., Sep. 21, 12:30 p.m.
43 E. Ohio St.
Eataly
$78 | 312-321-5944
Drink Arlington Dry
Sat., Sep. 22, 12 p.m.
2200 West Euclid Avenue
Arlington International Racecourse
$8; $4 youth | 847-385-7500

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Fire-Tober Fest 2018
Sat., Sep. 22, 12 p.m.
149 W Kinzie St
Old Crow Smokehouse
$50 | 773-348-8899
Harvest Fest
Sat., Sep. 22, 9 a.m. - Sep. 23
1060 E. Peterson Rd.
Lake County Fairgrounds
$10 Oktoberfest general admit; separate race fee for Harvest Hustle | 847-680-7200