The Best Things to Do in St. Louis This Weekend May 20 to May 22

click to enlarge This weekend, Arch Rival Roller Derby is hosting its first event since the pandemic. - Via Arch Rival Roller Derby
Via Arch Rival Roller Derby
This weekend, Arch Rival Roller Derby is hosting its first event since the pandemic.

This weekend has something for everyone. Drag aficionados can check out Love and Drag's Old Hollywood Glam show, while dog lovers can head to Forest Park's Cricket Field for Bark in the Park. STL Fest is in Grand Center with an afternoon block party and a concert, and you can finish off the weekend at Benton Park for their free concert series.

Friday 5/20

Love and Drag presents Old Hollywood Glam, a drag show dedicated to the stars of yesteryear. Expect sequins, big hair and drama. The show stars Amaya D. Glamazon, Alexis Principle, Tiffany T. Hunter, Krista Versace and Seanna Sanchez. Old Hollywood Glam is at Live! By Loews Hotel (799 Clark Avenue, 314-597-9701, on Friday, May 20, from 7 to 10 p.m. Tickets are $15 to $125. —Rosalind Early

Location Details

Live by Loews

799 Clark Street, St. Louis St. Louis - Downtown

(314) 597-9700

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Saturday 5/21

Maplewood Moves
Maplewood, as we noted in our recent incomplete municipalities guide, is one of the "hipper municipalities in St. Louis County" — and it's throwing a weekend bash with its neighbor, Richmond Heights. The Taste of Maplewood features local businesses, boutiques and restaurants. There will be live music, a beer garden next to the stage and games in nearby Sutton Loop Park. The Taste of Maplewood (Sutton Boulevard, just south of Manchester Road; is on Saturday, May 21, from noon to 8 p.m. There is a pre-party scheduled for 6 p.m. Friday, May 20, as a "sneak peek" to the main festival.

Rink Rivals
Arch Rival Roller Derby is hosting its first event after a two-year hiatus due to the pandemic. Jams & Slams on Saturday, May 21, will feature a full-length roller derby game and a heavyweight championship wrestling match. The game will be between fan favorites Block N' Roll Express and New Wheeled Order. The four-match-card wrestling event, presented by Dynamo Pro Wrestling, will include a women's "Fatal Three Way" featuring current DPW Women's Champion "The Empress of Evil" Rahne Victoria, "The Monarch" Madi Exodus, and "The Simply Rebellious One" Ashlyn Alexander. Another match will feature DPW heavyweight champion Camaro Jackson defending his belt from Karim Brigante. Slams & Jams takes place May 21 at Midwest Sports Hockey in Queeny Park (570 Weidman Road, Ballwin, 636-230-6466, The roller derby game starts at 6:30 p.m. and the pro-wrestling event starts at 8:10 p.m. — Rosalind Early

Location Details

Midwest Sports Hockey Complex

570 Weidman Road, Ballwin Manchester/ Ballwin


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Getting Frisky
The 27th Annual Bark in the Park is one of the area's most popular pet festivals. Bring your four-legged friend to Forest Park for a day of events including a 5K race, a Purina Incredible Dog Team exhibition, a one-mile walk for animals and a pet contest with categories such as best stunt or trick, shortest legs and best dog-owner lookalike. The event benefits the Humane Society of Missouri. Bark in the Park is on Saturday, May 21, from 8 a.m. to 1 p.m. at Cricket Field in Forest Park (314-647-8800, Tickets are $35 to participate in the 5K run or one-mile fun walk. — Rosalind Early

Gods of the Garden
The Handle Bar (4127 Manchester, 314-652-2212, is turning into Mount Olympus for a night as it hosts the Grecian Garden Toga Party for all the gods and goddesses. Put on your nicest toga because those in costume get into the party free. DJ Ben Stein and Drace keep the party going on the patio, and Umami is performing inside. There will be a costume contest, photo booth, wine fountain and more. The Grecian Garden Toga Party is on Saturday, May 21 from 7 p.m. to 2:30 a.m. The cover is $5 unless you're in costume or arrive before 9 p.m. — Rosalind Early

Location Details


4127 Manchester Ave., St. Louis St. Louis - The Grove


2 events 6 articles
So St. Louis

click to enlarge STL Fest features the city's best hip hop artists, DJs and more. - Courtesy STL Fest
Courtesy STL Fest
STL Fest features the city's best hip hop artists, DJs and more.

We hope you already got your tickets because STL Fest is already sold out. But even if you can't make it to the concert in the evening featuring some of St. Louis' best musical talents and DJs, you can still check out the family-friendly block party from noon to 5 p.m. It will include a VIP Car Row and special performances from STL Fest Contest winners Supafly Todd, Kia Monger, Lynita Renae and Slow Spread Love. A word for those who have snagged tickets for the main event: Prepare to turn up. STLFest is bigger and better, with Reggie Son, Nando STL, Lydia Caesar and Da Bangaz all expected to perform. STL Fest is Saturday, May 21, at the Big Top (3401 Washington Avenue, Early
Location Details

Circus Flora Big Top

3401 Washington Blvd, St. Louis St. Louis - Grand Center


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Sunday 05/22

Wrestling Work
St. Louisans can atomic drop into Sunday with Glory Pro Wrestling: Massive Aggression, which features stars Eddie Kingston, Mike Outlaw, Shazza McKenzie, Davey Richards, Tootie Lynn, Warhorse and more. The extravaganza is on Sunday, May 22, at South Broadway Athletic Club (2301 South Seventh Street, 314-776-4833, Doors open at 2 p.m., and the fight begins at 3 p.m. Tickets are $10 to $20.

Park Party
One of the first signs of summer, the Benton Park Summer Concert Series is back. Featuring the band The Mighty Pines, this concert will also have pizza from Café Piazza, and the neighborhood association will have drinks and merchandise for sale. Pack a picnic blanket on Sunday, May 22, and head to Benton Park (2700 South Jefferson Avenue, for the Summer Concert Series, which starts at 4 p.m. Admission is free.

Location Details

Benton Park

Arsenal St. & S. Jefferson Ave., St. Louis St. Louis - South City

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About The Author

Jenna Jones

Jenna Jones is the Audience Development Manager for Euclid Media Group and Harry Styles' biggest fan.
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