Special Events in Chicago

Concerts, Festivals & More!

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Renegade Craft Fair is one of our favorite neighborhood festivals for stocking up on gifts! We are always excited to host vendors who know that we are a short walk to the fair when thinking about transporting their goods back and forth. We encourage you to book in advance (this festival is held the first weekend after Labor Day in September every year.) 

This is a family-friendly festival that takes up most of Division St. between Damen & Paulina. Local restaurants provide snacks and drinks. This festival also comes back in December for last-minute gifts! 

Dates for 2014: September 6th & 7th

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Wicker Park Fest is held every summer on Milwaukee Ave. between Damen & Paulina. This festival is usually a small $5 donation and always boasts a great lineup of live music! In addition to live music, a lot of local stores and restaurants set up to sell goods and offer promotions. This is one we look forward to every year!

Dates for 2014: July 27th & 28th 

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Pitchfork Music Festival is held every summer at Union Park, a quick bus ride down Ashland Ave. from the Wicker Park Inn. 1 and 3-day passes are available. Pitchfork brings together cutting-edge performers across multiple genres. 

Dates for 2014: July 18th- 20th

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Lollapalooza has morphed from the traveling circus of the 90's into a 3-day celebration of pop and alernative music in Chicago's Grant Park. This is one of the biggest concerts of the year for Chicago, and never disappoints! 

Dates for 2014: August 1st-3rd

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Bucktown Arts Fest is an annual street fair adjacent to Holstein Park. Great crafts, food and beers to go around. Another great opportunity to support local artists in Chicago! This is a family-friendly event. 

Dates for 2014: August 23rd & 24th

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Bucktown Apple Pie Contest is held every fall in the Holstein Park Fieldhouse at Palmer and Oakley. Our innkeeper Robin even entered one year! After the judging pie slices are sold to benefit the Friends of Holstein Park. It's a really fun event and who doesn't like apple pie? 

Date for 2014: October 19th