Crisp early-autumn breezes are rolling off the Mississippi, and St. Louis is stepping into late September with full force. Between hit theater runs at the Fabulous Fox, outdoor night markets at City Foundry, art walks in St. Louis Hills, and a thriving 21+ nightlife scene, our metro area is humming with creative energy. Grab a jacket, call your favorite crew, and dive into your double-fact-checked weekend plan across the Gateway City.
Friday, September 25
'Clue' Live on Stage at The Fabulous Fox Theatre
Day/Time: Friday, September 25 at 7:30 PM
Venue: The Fabulous Fox Theatre (Grand Center Arts District)
What to Expect: The ultimate whodunit murder mystery comedy comes to life inside the historic Grand Center venue. Based on the iconic 1985 Paramount movie and classic board game, this fast-paced national tour promises laughs, twists, and nostalgia.
Link: Secure verified tickets directly through Fabulous Fox Theatre.
Art Hill Strolls at the Saint Louis Art Museum
Day/Time: Friday, September 25 from 5:00 PM – 9:00 PM
Venue: Saint Louis Art Museum (Forest Park)
What to Expect: Enjoy extended Friday night gallery hours and self-guided tours of current installations, including Visions of Antiquity. Wrap up the evening with a sunset walk down Art Hill overlooking the Grand Basin.
Link: Explore current exhibitions and visitor hours at SLAM.org.
May's Night Market at City Foundry STL
Day/Time: Friday, September 25 from 6:00 PM – 10:00 PM
Venue: City Foundry STL (Midtown)
What to Expect: A curated outdoor night market celebrating local makers, vintage apparel collectors, handmade goods, and live local DJs. Pair your shopping with street food bites from over 25 vendors inside the adjacent Food Hall.
Link: View vendor line-ups on the official City Foundry STL portal.
Dee Jazz Presents: Jazzyonce at The Dark Room
Day/Time: Friday, September 25 at 9:00 PM
Venue: The Dark Room at The Grandel (Grand Center Arts District)
What to Expect: An intimate late-night acoustic jazz set reimagining iconic soul and pop arrangements. Enjoy artisan wine flights, local craft brews, and small plates inside this cozy listening lounge.
Link: Browse upcoming shows via the Kranzberg Arts Foundation.
Craft Cocktails & Spirits at Planter's House
Day/Time: Friday, September 25 from 4:00 PM – 12:00 AM
Venue: Planter's House (Lafayette Square)
What to Expect: Located in historic Lafayette Square, this nationally acclaimed cocktail lounge serves house-made bitters, seasonal punches, and precision-mixed classics inside an ornate, brick-walled historic setting. Grab a velvet booth for late-night spirits and upscale bar bites.
Link: View seasonal drink menus at Planter's House STL.
Outdoor Patio Vibes & Mosaic Art at Venice Cafe
Day/Time: Friday, September 25 from 4:00 PM – 1:00 AM (21+ after 8:00 PM)
Venue: Venice Cafe (Benton Park)
What to Expect: Step into South City's most eclectic mosaic-tiled wonderland. Featuring outdoor patio nooks, vibrant local art installations, and live funk and blues bands on the indoor stage, it’s an iconic St. Louis nightlife staple.
Link: Check venue updates via the Benton Park Neighborhood Guide.
Saturday, September 26
Tower Grove Farmers Market: Autumn Harvest Market
Day/Time: Saturday, September 26 from 8:00 AM – 12:30 PM
Venue: Tower Grove Park (West Pool Pavilion Lawn)
What to Expect: Stock up on peak fall produce, fresh sourdough, local honey, and hot drip coffee under the colorful tree canopy of historic Tower Grove Park. Live acoustic buskers keep the vibes lively all morning long.
Link: Browse vendor maps via Tower Grove Farmers Market.
St. Louis Symphony Orchestra: 'Debussy's La Mer' at Powell Hall
Day/Time: Saturday, September 26 at 7:30 PM
Venue: Powell Hall (Grand Center Arts District)
What to Expect: Conductor Stephane Denève leads the SLSO through Debussy’s breathtaking orchestral masterpiece, La Mer, alongside works by Sibelius and Berio in Midtown's acoustic jewel.
Link: Reserve concert seats via SLSO.org.
Martin Lawrence: 'Y'all Still Know What It Is!' Tour
Day/Time: Saturday, September 26 at 8:00 PM
Venue: Stifel Theatre (Downtown St. Louis)
What to Expect: Comedy legend Martin Lawrence brings his headlining national stand-up tour to Downtown St. Louis for an unforgettable night of arena-level laughs.
Link: Find official event details on Stifel Theatre.
Cherokee Street Vintage & Art Promenade
Day/Time: Saturday, September 26 from 11:00 AM – 5:00 PM
Venue: Cherokee Street Historic District (Benton Park / Gravois Park)
What to Expect: Spend a sunny Saturday browsing independent vintage apparel shops, antique storefronts, printmaking studios, and community art spaces along Cherokee Street while grabbing street tacos and iced lattes.
Link: Discover local spots via Cherokee Street.
Subterranean Drinks at Thaxton Speakeasy
Day/Time: Saturday, September 26 from 9:00 PM – 2:00 AM (21+)
Venue: Thaxton Speakeasy (Downtown St. Louis)
What to Expect: Knock on the alley door of this subterranean Art Deco lounge for classic craft cocktails, vintage jazz records, and a stylish password-entry atmosphere beneath the city streets.
Link: Request the weekly password via Thaxton Speakeasy.
High-Energy Sushi & Cocktails at Sub Zero Vodka Bar
Day/Time: Saturday, September 26 from 5:00 PM – 1:30 AM (21+)
Venue: Sub Zero Vodka Bar (Central West End)
What to Expect: Known for the largest vodka selection in the country, gourmet sushi rolls, and energetic outdoor patio seating right in the heart of Euclid Avenue.
Link: View menus at CWE Scene.
Arcade Games & Craft Taps at Up-Down STL
Day/Time: Saturday, September 26 from 11:00 AM – 1:30 AM (21+ after 8:00 PM)
Venue: Up-Down STL (Central West End)
What to Expect: Nostalgic 80s and 90s arcade games, pinball machines, skee-ball, and a massive bi-level outdoor patio paired with extensive regional craft beer taps and pizza by the slice.
Link: Explore game lists via Up-Down STL.
Sunday, September 27
St. Louis Hills Art in the Park
Day/Time: Sunday, September 27 from 10:00 AM – 5:00 PM
Venue: Francis Park (St. Louis Hills)
What to Expect: Over 60 regional artists show and sell original paintings, ceramics, woodwork, and jewelry around the central lily pond at Francis Park. Local food trucks and live acoustic sets run all afternoon.
Link: Find festival details on the St. Louis Hills Community Directory.
Central West End Sunday Sidewalk Stroll
Day/Time: Sunday, September 27 from 11:00 AM – 4:00 PM
Venue: Maryland & Euclid Avenues (Central West End)
What to Expect: Enjoy a leisurely Sunday brunch along historic tree-lined avenues. Local boutiques, bookshops, and sidewalk cafes offer outdoor seating and easy weekend browsing.
Link: Discover neighborhood dining at CWE Scene.
Contemporary Art Museum STL: Sunday Gallery Sessions
Day/Time: Sunday, September 27 from 11:00 AM – 5:00 PM
Venue: Contemporary Art Museum St. Louis (Grand Center)
What to Expect: Explore cutting-edge autumn installations inside CAM’s light-filled spaces with free admission all afternoon. Enjoy quiet gallery walks and open-air courtyard art.
Link: View current exhibitions at CAM STL.
Sunset Lawn Hangs at the World's Fair Pavilion
Day/Time: Sunday, September 27 from 5:00 PM – 7:30 PM
Venue: World's Fair Pavilion (Forest Park)
What to Expect: Close out your weekend atop one of the highest overlooks in Forest Park. Pack a picnic basket and lawn chairs to enjoy acoustic sunset views overlooking the park's rolling hills.
Link: Check park pavilion details on Forest Park Forever.
Sunday Session Ales at Civil Life Brewing Co.
Day/Time: Sunday, September 27 from 12:00 PM – 9:00 PM (21+)
Venue: Civil Life Brewing Co. (Tower Grove South / Longford)
What to Expect: Unwind on Sunday evening in one of South City's most relaxed pub courtyards. Famous for sessionable English ales, house-made pretzels, and a welcoming, living-room atmosphere.
Link: Check tap lists at The Civil Life.
Whiskeys & Scratch-Made Pastas at Small Batch
Day/Time: Sunday, September 27 from 4:00 PM – 10:00 PM
Venue: Small Batch Whiskey & Fare (Midtown / Grand Center)
What to Expect: Housed in a restored 1920s Ford auto showroom, this plant-forward lounge offers curated flights of single-barrel whiskies, classic cocktails, and scratch-made pastas.
Link: Reserve tables on Small Batch STL.
Local Lens Spotlight
Brennan's | 316 N Euclid Ave, St. Louis, MO 63108 (Central West End)
Situated in the Central West End, Brennan's is an iconic St. Louis late-night haunt that effortlessly blends a cozy neighborhood pub vibe with sophisticated cocktail culture. Featuring a subterranean cigar lounge, a record-spinning main bar, and an extensive list of rare spirits and local brews, it’s the ultimate 21+ nightcap spot after catching a show in Midtown or dining along Euclid Avenue. Explore their drink lineup at Brennan's STL.