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Weekend Possibilities | Plaza Art Fair, Troostapalooza And Chiefs Watch Parties

Thousands of festival goers fill the Plaza's streets The 92nt Plaza Art Fair kicks off Friday at 5 p.m. (Contributed | Plaza Art Fair)
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There are about 48 hours between leaving work on Friday and the time you start thinking about work once again on Sunday night. Weekend Possibilities is your roadmap for food, drinks and fun for the perfect Kansas City weekend.

Friday, Sept. 20

11 a.m. – 1:30 p.m. Take lunch and head to the final Food Truck Friday of the season at Union Cemetary (227 E. 28th Terr.). This week’s installment will roll out bites from Bop ‘N Bowl, Da Poke Wagon and KC Pinoy. How about a treat from KC Sno while you’re there?

5 – 10 p.m. Start your weekend at the Plaza Art Fair (4706 Broadway Blvd.), where 240 artists will have their best work on display across nine city blocks. In addition to nationally renowned artwork, the unofficial start of fall in Kansas City features three days of live music across three stages, plus more than 20 restaurant booths. Admission is free.

6 – 10 p.m. Just a few blocks up Main Street, Kansas City Fashion Week is wrapping up with three nights of runway shows at Union Station (30 W. Pershing Road). Friday night’s show will feature designer collections from Crystal Brakhage Designs, House of Pamela Renee, Laura Citron and many more. Tickets for the show range from $30-$100.  

Saturday, Sept. 21

10 a.m. – 5 p.m. There’ll be a full slate of free entertainment, food and fun at the 27th-Annual Waldo Fall Festival (315 W. 75th St.). Expect live entertainment from Border Star Choir, Tap-A-Thon, Zero Below and five-piece, all-female cover band Holmes Street. Look for food trucks from Betty Rae’s, Jerusalem Café, Russell Stover, The Melt and more. 

12 – 7 p.m. Troostapalooza is taking over 30th and Troost (3000 Troost Ave.) with a celebration of community. The festival will feature over 100 booths showcasing local businesses, nonprofits and vendors, plus live music from Black Creatures, The Phantastics, Nublvckcity and more artists. Activities include live mural painting, plus demos from Escapist Skateboarding, UMKC Roos Basketball and much more. Proceeds benefit the Troost Market Collective.

6 – 8 p.m. Kansas City food lovers will flock to the City Market (20 E. 5th St.) for Grub Crawl 2019. The two-hour lap around the market will lead guests to small plates and tastings from the area’s best restaurants like Blue Nile Cafe, Bo Lings, Carollo’s Italian Deli, Chicken Please, Habashi House, Pigwich and many more. Tickets are $30 and must be purchased in advance. 

5:45 – 8:45 p.m. Enter a labyrinth like none other Saturday night at the Liberty Corn Maze (17607 N.E. 52nd St.) Sauced & Lost event. Attendees 21 and up will wind through the maze while pausing at wine or beer tasting checkpoints. The $30 beer and wine ticket includes maze admission, six tastings, one full beer or wine and a koozie…that is, of course, if you make it out.  

Sunday, Sept. 22

12 p.m. The Chiefs and Ravens will square off at Arrowhead Stadium (1 Arrowhead Drive) Sunday afternoon in a battle for a perfect record. The pair of 2-0 teams meet after two weeks of stellar quarterback play from Patrick Mahomes and Lamar Jackson, who share the league lead with seven touchdown passes. Arrowhead’s parking lot opens its gates to the dedicated at 7 a.m.

12 – 3 p.m. If you won’t be at the home opener, head to Chicken N Pickle’s (1761 Burlington St.)Chiefs Watch Party. North Kansas City’s indoor/outdoor entertainment complex and restaurant will root on the Chiefs with $4 Boulevard pints, $25 Boulevard buckets and select food specials. 

5 – 7:30 p.m. Finish the weekend fine tuning your culinary skills at the Lenexa Public Market’s (8750 Penrose Lane) Roll with Chewology event. Chewology head chef Josh Springer and owner Katie Liu-Sung will teach guests how to make Japanese gyoza — handcrafted artisanal dumplings — with plenty of snacks around the kitchen to enjoy. Alcoholic beverages will be available for purchase. Tickets are $75.

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