Weekend Seekers Guide: May 25th-28th

This weekends seekers guide is about reflecting and making memories. This guide has great things to do that will keep you busy from Thursday to Sunday, with ample time to relax and recoup all day Monday. This weekend is the official kick-off to the summer festival season as well. Be sure to migrate to Pilsen for some Mole and just north of that to the West Loop for some vintage thrills. Enjoy plenty of time with friends, family, and good deals with this end of the month seekers guide.

Style Seeker:

Randolph Street Outdoor Opener

Saturday & Sunday |May 27th – 28th| 10 a.m – 5 p.m.

Plumbers Hall |1340 W. Washington Blvd.| $8-$10


This weekend, Randolph Street Market will kick off Memorial Day weekend with their outdoor opener. The Garden Party celebration will feature over 300 vendors outside /inside Plumbers Hall in the West Loop, as well as live bands, good eats, and more. Check out the array of vintage, antique, indie and global goods all in one great place. A great shopping experience for friends and family of all ages. See a full list of vendors and discounted tickets here

Fashion Today: An Evening of Drinks, Intelligent Discussions, and Networking

Friday |May 26th|6:00 p.m. – 9:00 p.m.

The Storefront |737 W. Wrightwood Ave. | Free


Join Scaling Retail and Chicago’s Stitch Method for a lively evening of networking, discussions, and drinks. We’ll be celebrating startup and growth stage fashion businesses while shedding light on the important topics that impact their businesses. Guests will be able to network amongst their fashion industry peers and enjoy the opportunity to hear from thought leaders. Leaders like Syama Meagher, CEO of Scaling Retail, on the State of the Emerging Fashion Brand and Content Marketing Strategies as well as Jennifer Philbrook and Abigail Ellis, the founders of Stitch Method Chicago’s premier Fashion Design and Development Agency.  The night’s agenda includes talks, Q&As and hot seat questions – occasions for attendees to ask their most burning questions on sales, marketing and production. This industry event is free, so be sure to register! Get the details here.

Food Seeker:

Mole De Mayo

Friday – Sunday |May 26th – 28th| Time Varies

|18th St & Ashland| Free


8th Annual Mole de Mayo Festival! This two-day event will include local restaurant chefs competing for Mole de Mayo’s Best Mole Award and the People’s Choice Award.  Also, the outdoor festival will also feature great live entertainment, including music, DJ, and dance, as well as the Lucha Libre wrestling ring located in the heart of the festival.

National Wine Day at Texas De Brazil

Thursday |May 24th| 5:00 p.m. – 10:00 p.m.

Texas de Brazil |210. E. Illinois St.| $5

TdB Private Label Wines

Happy National Wine Day! Get the holiday weekend started early by celebrating with Texas de Brazil. The restaurant located just east of the Magnificent Mile will feature $5 glasses of its private label varietals bottled exclusively by the Santa Rita Vineyards in Chile. The restaurant also recognizes all veterans and active military members by offering a 50% saving on their meal. Reserve a seat today for a genuine rodizio-style dinner made for family and friends this holiday weekend.

Good Seeker:

Stampout Hate

Friday |May 26th| 3:30 p.m-5:30 p.m.

Read/Write Library|914  N. California Ave.| Free


The pop-up letter writing event by Stamp Out Hate  is devoted to sending messages of support to those who need it most. Mail should never be a method of spreading hatred.Every month, Stamp Out Hate will feature a new call to action encouraging you to send positive letters out into the world. These small acts of kindness are truly outstanding. There will be free postcards and stickers as well as a list of suggested addresses available. If you write your notes at the library, postage is provided. Be kind and send a little hope this weekend.

Arts Seeker:

The Post Modern Quilt Opening Reception

Friday |May 26th | 6:00 p.m. – 8:00 p.m.

Lillstreet Art Center|4401 N. Ravenswood Ave.| Free


Quilts have a special place in the world of textiles. Quilts are historical, foundational, and often provide a profound sense of context other worlds or cultures. This Friday, join four post-modern quilting instructors from the Lillstreet’s Textiles Department Lillstreet’s Textiles Department as they unit to bring together a diverse set of design and styles to the art of quilt making.  Be inspired by these artisanal designers and grab some tips of your own, who knows, maybe you’ll even start a quilt of your own. See more of what Lillstreet has to offer here.

Mess House

Saturday|May 27th| 8:00 p.m. – 11:00 p.m.

Private Address| Free


The Coincidentals host the Mess House. The Coincidentals is a dance collective founded in early 2014 as a means to cultivate original artistry, choreography, and engagement emerging local artists. The Mess House is a free monthly event that is party house party, part performance, and part gallery that brings art into people’s homes by hosting performances in an intimate and engaging space. An untraditional approach to theater.  The evening will be full of drinks, dancing, music, mingling, and general merriment! To be a part of this festive event, contact coincidentals@gmail.com for the address.

What I’m Seeking:

This weekend I will be headed back home to Ohio. It’s been a minute( like six months) since I’ve seen my immediate family and I am due for a check-in with them. Can’t wait for some home cooked BBQ and country relaxation. As always, see what I am seeking in the city by following me on @Instagram for my weekend stories and posts.

What are you seeking this weekend? Share your plans with me!

Have an event to about fashion, food, the arts, or community good? Give me the details! Fill out the contact form below, and I’ll be sure to include it in an upcoming Weekend Seeker’s Guide!

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