Weekend Seekers Guide: December 7th-10th

This weekend, shop locally with Black and Brown-owned boutiques at the Holiday Expo and Day Party. Clear the shelves at South Water Kitchen during “Drink Us Dry.” Be a kid again during Winter Wonderfest at Navy Pier. Get a start on your New Year’s Resolutions and cycle for a good cause with Social Works and Cycmode. These and more things to do this weekend in Chicago. See full details in this week’s guide below.

Style Seeker:

Holiday Expo & Day Party

Sunday |December 10th| 12:00 p.m. – 6:00 p.m.

|401 N Trumbull Ave.| Free


Brown Boutiques is the collaborative project created by the owner of the South Side boutique, Standout Style Boutique. The collective supports educates and highlights Brown and Black-owned business in fashion, beauty and lifestyle industries. This Sunday, shop a collection of 20+ locally black and brown owned boutiques, designer collections, and artisanal goods. Holiday treats, drinks, raffles, and a live DJ are all free with admission. Register here for their upcoming event.



Holiday Remix

Saturday|December 9th| 11:00 a.m. – 4:00 p.m.

Broadway Armory Park |5917 N Broadway Ave.| Free


Remix Chicago is entirely inspired by recycled art. The community of makers associated with Remix Chicago recycles what would have been wasted, to remix, rethink, and recycle it into original handmade goods. The third annual event is back this year and will feature over 80+ artists as well as a few creative workshops made for audience participation. Check out the lists of artists and other things to know before you go by visiting Remix

Food Seeker: 

Drink Us Dry

Saturday |December 9th| 5:00 p.m. – Close

South Water Kitchen |222 N Wabash Ave.|Free


South Water Kitchen in the Loop invites you to grab a drink with them one last time this Saturday. The 15-year-old bar and restaurant is closing its doors—but not before draining their liquor cabinets. The party will feature heavily discounted wines by the glass and bottle, spirits, beer, and $5 drafts after 10 p.m. The restaurant will also be serving complimentary bites for free all night long. No ticketed required. Just show up and “Drink Us Dry.”


Winter Wonderfest at Navy Pier

Sunday – Saturday |December 1st – January 7th Time Varies

Navy Pier |600 E Grand Ave| $0 – $120


The annual Fifth Third Winter Wondefest is back for kids of all ages at Navy Pier. Now in its 17th year, the biggest indoor winter playground features 170,000 square feet of rides, giant slides, an Ice skating rink. A festival made for the holiday season. Buy tickets online and save a little moolah. More information on the event and ticket purchasing available here.


Good Seeker:

Cycle for Charity

Saturday |December 10th| 12:00 p.m. – 4:00 p.m.

Cycmode |1333 S Wabash Ave.| $5-$35


Burn calories for a good cause this Sunday. Cycmode in the South Loop as will host a live DJ Hip Hop cycling class and party. The event will feature food, drinks, music, and a live raffle. Attendees can also donate unwrapped new toys and cash all benefitting Social Works the local charity led by Chance the Rapper. Kick off those fitness resolutions early and support a worthy cause. Get your tickets to the event here.


Arts Seeker:

12 Hours of Christmas

Sunday |December 10th| 11:00 a.m. – 11:00 p.m.

The Portage Theater |4050 N Milwaukee Ave.| $10-$20


Catch all your favorite films for a family friendly magic on the big screen. The Portage Theater and Six Corners Association will host 12 hours of classic holiday movies this Sunday. From Frosty the Snowman to Home Alone, experience holiday cinema in a very nostalgic way. Admission covers the full event. Purchase tickets online here.


Creating Frontlines: Emergent Resistance Art & Performance

Saturday |December 9th| 6:00 p.m. – 9:00 p.m.

Poetry Foundation & Poetry Magazine |61 W Superior St.| Free


Join #LetUsBreathe Collective and Poetry Foundation & Poetry Magazine for a gallery reception, panel discussion, and performances from various artists celebrating cultural production and art movements as a form of resistance in Chicago. Artists and creatives during this show will uplift the idea of social change, and disruption to the status quo. The event is presented alongside the Poetry Foundation’s current exhibit, Signs of Resistance. For more information and to learn more about these organizations, be sure check out the events page.


What I’m Seeking:

This weekend, I’ll be buried in event planning, strategy development, and volunteering for my blog and some professional organizations, and art collaborations. I plan on doing a little shopping as well and checking out the holiday Dose market. There’s always room to add more things to do. Keep up with them all by seeking with me on Instagram.


Share your thoughts! We would love to hear from you.

This site uses Akismet to reduce spam. Learn how your comment data is processed.