Your Classy Canine’s Chicago Weekend

It’s the weekend and floof is pawing at the door and begging for your attention. Whether you’re in the mood to bop around a street fest or hoping to shop and socialize, we have the pawfect Chicago event for you!

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1. Taste of Greektown

Greektown, Chicago
Friday, August 26, 4-10 p.m.; Saturday, August 27 & Sunday, August 28, 12-10 p.m.

Has your woofer ever turned down grrreat food, fun, and music? Pup, no! Sniff out Taste of Greektown with your koutávi this weekend. This street festival has two stages of live music, kids activities, artisan stands, and eats from some of the best Greek restaurants this city has to offer. The event is free, but a $5 donation is encouraged.

2. Bucktown Arts Fest

Bucktown, Chicago
Saturday-Sunday, August 27-28, 11 a.m.-7 p.m. 

Fur your classy, distinguished pup, the Bucktown Arts Fest offers small bites, art she’ll go mutts over, and live smooth jazz. This is a great trial streetfest if you’re introducing a puppy or more reserved dog to a crowd. It’s incredibly dog-friendly and the wide streets are easy to navigate. Go early to beat the crowds. 

3. Dog Days of Summer

Museum of Illusions, Chicago
Saturday, August 27; tickets required

Get ready to experience the imPAWsible. The Museum of Illusions is hosting a dog-friendly day of fun where you and pup can find adorable photo opps, mind-beagling illusions, and tasty samples. Proceeds of this event help support Chicago dogs in need of homes. 

4. Bake Sale Social Hour

Puppy Haberdashery, Chicago
Sunday, August 28, 2–4 p.m. 

The Puppy Haberdashery invites you and your very good boi to whine and dine during their Bake Sale Social Hour. Meet other pups and woof down some (on sale) tasty treats. This gathering happens every fourth Sunday and is a mutts-attend event. 

Don’t have a dog already? Get a heckin’ dog!

Sniff out these local adoption events happening this weekend to meet your new slobbery soulpup.

PAWS Chicago

  • Our friends at PAWS are waiving adoption fees on select animals this Saturday, August 27, in honor of Clear the Shelters. Now you can use the money you earmarked for your new furbaby on toys, treats, and adorable accessories (or a donation to PAWS!). Schedule your appointment at the Lincoln Park Adoption Center and complete an adoption application before you go. 

Sniff out more events on our calendar and submit your own events here. And don’t furget to tag us @SidewalkDog in pics of your tail-waggin’ weekend!

Photo by Herbert, Pixabay

Sidewalk Dog’s mission is to help dog parents spend more time with their puppers by discovering and sharing activities they can do and places they can go—together! Sniff out our award-winning newsletter and Instagram, and join our Dog-Friendly Chicago Facebook Group.

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