24 Things to Do in Indianapolis This Week · May 14–17, 2026

Festivals & Special Events

Broad Ripple Art Fair

Explore works from 185+ artists alongside live music, local food, cold brews, and hands-on art experiences for all ages at the Indianapolis Art Center.

Saturday, May 16, 2026 and Sunday, May 17, 2026 10 AM–5 PM · Indianapolis Art Center, Broad Ripple

Mass Ave Mile Summerfest

The Mass Ave Cultural Arts District's annual outdoor street festival featuring local artists, makers, vendors, live music, and art along Mass Ave.

Saturday, May 16, 2026 · Mass Ave Cultural Arts District

2026 Last Row Party at Dallara IndyCar Factory

The annual pre-Indy 500 Last Row Party celebration at the iconic Dallara IndyCar Factory in Speedway.

Thursday, May 21, 2026 6:00 PM · Dallara IndyCar Factory

Music & Nightlife

Kinda Blue to Bitches Brew – Miles Davis Tribute

A special tribute to Miles Davis featuring Derrick Gardner and John Raymond at one of the world's top 100 jazz clubs.

Friday, May 15, 2026 · The Jazz Kitchen, 5377 N College Ave

Stellersounds with Oddly Eazy at Turntable

High-energy EDM takeover at Turntable in Broad Ripple featuring Stellersounds with special guest Oddly Eazy, plus local opener Traver.

Friday, May 15, 2026 · Turntable, Broad Ripple

Ben Bankas at Helium Comedy Club

Rising stand-up comedian Ben Bankas headlines multiple shows across the weekend at Indianapolis's top comedy club.

Friday, May 15, 2026 7:00 PM · Helium Comedy Club, 10 W. Georgia St.

Zepparella at The Vogue

The all-female Led Zeppelin tribute band Zepparella plays the legendary Vogue Theatre in Broad Ripple — already sold out.

Thursday, May 21, 2026 · The Vogue, Broad Ripple

Date Night

Pitch A Single Friend at The AMP at 16 Tech

A hilarious social event where friends pitch their single pals to an audience — think matchmaking meets comedy night.

Friday, May 15, 2026 6:00 PM · The AMP at 16 Tech

The Howard Levy 4 at The Jazz Kitchen

World-class harmonica virtuoso Howard Levy leads his quartet for a Sunday evening of jazz dining at The Jazz Kitchen.

Sunday, May 17, 2026 · The Jazz Kitchen, 5377 N College Ave

Swing Night at Fountain Square Theatre

Classic swing dancing with a beginner lesson at 7:30 PM followed by a live swing band — one of Indy's best kept Friday night secrets.

Friday, May 22, 2026 7:30 PM · Fountain Square Theatre Building, 1105 Prospect St

Outdoors & Active

The Beauty Boost Indianapolis Fitness Sampler

Back-to-back fitness class tastings from Indy's top studios, plus 50+ wellness experience stations including cold plunges, mini massages, acupuncture, and more.

Sunday, May 17, 2026 10:00 AM · Precision Fieldhouse at Finch Creek, Noblesville

Indy Social Run Club x Never Second Fueling Event

Indy Social Run Club partners with Never Second to sample gels and drink mixes and talk fueling strategies for runners.

Monday, May 18, 2026 · Athletic Annex, Nora Plaza

HandleBar Hot Lap

Downtown Indy's annual bike relay race challenge pitting 32 teams head-to-head, with on-site donations benefiting HVAF of Indiana.

Saturday, May 23, 2026 · Downtown Indianapolis

Arts & Culture

Virtual Talk with Dr. Aura Sunada Newlin at Eiteljorg

An expert lecture exploring Indigenous art and history, hosted virtually by the Eiteljorg Museum.

Thursday, May 15, 2026 1:00 PM · Eiteljorg Museum (Virtual)

Aries Spears at Helium Comedy Club

TV and stand-up comedy veteran Aries Spears headlines multiple shows at Helium Comedy Club across the weekend.

Thursday, May 21, 2026 7:30 PM · Helium Comedy Club, 10 W. Georgia St.

Free Events

BFF Indy Speed Friending Night

A low-pressure speed friending event designed to help adults in Indianapolis make real connections in a fun, structured setting.

Thursday, May 14, 2026 · Indianapolis

On The Run Club – Thursday Runs at Broad Ripple Park

Indy's inclusive run club meets every Thursday at Broad Ripple Park — run, walk, mingle, find your pace, and build community.

Thursday, May 15, 2026 6:30 PM · Broad Ripple Park

Coffee Connect at Jughead & Murphy's

Let's Be Friends Indy hosts a casual morning coffee connect for adults looking to make new friends in Indianapolis.

Saturday, May 16, 2026 · Jughead & Murphy's

3RUN7 Saturday Run Club

Free weekly community run club meeting outside Provider Cafe with three pace groups — all runners, all paces, all faces welcome.

Saturday, May 16, 2026 9:00 AM · Provider Cafe, Indianapolis

Sports

Sonsio Grand Prix at Indianapolis Motor Speedway

IndyCar racing action at IMS during the Month of May — the Sonsio Grand Prix kicks off race season at the iconic speedway.

Saturday, May 16, 2026 · Indianapolis Motor Speedway

2026 Indianapolis 500

The Greatest Spectacle in Racing — the 110th Running of the Indy 500 at Indianapolis Motor Speedway draws over 300,000 fans.

Sunday, May 24, 2026 12:00 PM · Indianapolis Motor Speedway

Food & Drink

Goodfellas Wise Guy Lounge Spring Cocktail Menu

Goodfellas Pizza's Wise Guy Lounge is pouring an inventive spring cocktail menu featuring butter-fat-washed rye and other creative seasonal drinks.

Friday, May 15, 2026 · Wise Guy Lounge, Goodfellas Pizza

Rooftop Brunch Pop-Up at Astrea Rooftop Bar

Edible Indy and Astrea Rooftop Bar host a sold-out summer kickoff brunch with complimentary mimosas, new menu tastings, rooftop views over Monument Circle, and live music from DJ Helicon.

Saturday, May 16, 2026 10 AM–1 PM · Astrea Rooftop Bar, InterContinental Indianapolis

Family-Friendly

Barks & Brews Co-Ed Social at Crate Escapes

A dog-friendly social mixer for adults and their pups at Crate Escapes in Westfield — meet new people and furry friends.

Wednesday, May 20, 2026 · Crate Escapes, Westfield