19 Things to Do in Pittsburgh This Week · July 16–19, 2026

Festivals & Special Events

Picklesburgh

Pittsburgh's beloved annual pickle festival returns to the North Shore and Downtown bridges with free admission, pickle-themed food, live music, and family fun.

Thursday, July 16 – Sunday, July 19, 2026 Thursday–Saturday 12–10 PM, Sunday 12–6 PM · Roberto Clemente Bridge / Andy Warhol Bridge, Downtown Pittsburgh

Days Gone By Vintage Market at Velum

Hundreds of vintage goods, clothing, and more at a pop-up market inside Velum fermentation space — shop local vintage in a cool setting.

Sunday, July 26, 2026 12:00 PM – 5:00 PM · Velum Fermentation, Pittsburgh

Music & Nightlife

Thursday Night Jazz – Etta Cox

City of Asylum hosts iconic vocalist Etta Cox for a free Thursday Night Jazz performance on the North Side.

Thursday, July 16, 2026 · City of Asylum, North Side

Unplugged Tribute Band – Grunge Night Unplugged

A grunge-era tribute night at Jergels Rhythm Grille featuring the Unplugged Tribute Band, 21+ event with doors at 6 PM and show at 8 PM.

Thursday, July 16, 2026 8:00 PM · Jergels Rhythm Grille, Warrendale

Pickle! At the Silent Disco

Inaugural silent disco at The Plaza at North Shore timed to Picklesburgh weekend — wireless headphones, multiple DJ channels, and pickle-themed fun.

Saturday, July 18, 2026 · The Plaza at North Shore

Bingo Loco at Stage AE

The wild interactive bingo party phenomenon Bingo Loco brings its rave-meets-bingo show to Stage AE for a high-energy indoor Saturday night.

Saturday, July 18, 2026 5:30 PM · Stage AE, Pittsburgh

The Courts Music Event – Perry House Productions

A stacked outdoor music lineup presented by Perry House Productions at The Courts in Polish Hill — music starts at 6 PM, come early to hang.

Saturday, July 18, 2026 6:00 PM · The Courts, Polish Hill

Arts & Culture

Mad About the Movies

The Pittsburgh Symphony Orchestra performs beloved film scores at Heinz Hall in a special concert celebrating cinema.

Thursday, July 16, 2026 · Heinz Hall, Downtown Pittsburgh

Who's Brine is it Anyway?

Arcade Comedy Theater's pickle-themed improv comedy show runs through the Picklesburgh weekend – a hilarious complement to the festival.

Thursday, July 16 – Sunday, July 19, 2026 · Arcade Comedy Theater, Downtown Pittsburgh

Nick Guckert – Breakthrough Sessions

Pittsburgh Playhouse's Breakthrough Sessions community showcase features performer Nick Guckert in an intimate evening of live performance.

Thursday, July 23, 2026 6:00 PM · Pittsburgh Playhouse, Downtown Pittsburgh

Nate Bargatze – Big Dumb Eyes Tour

Comedy superstar Nate Bargatze brings his massively popular Big Dumb Eyes world tour to PPG Paints Arena for two nights.

Thursday, July 30 – Friday, July 31, 2026 · PPG Paints Arena, Downtown Pittsburgh

Free Events

Bellevue Night Market

The Bellevue Night Market returns to Lincoln Avenue with local vendors, food, and community energy on a summer evening.

Thursday, July 16, 2026 · Lincoln Avenue, Bellevue

Norm Nardini Band – Community Pop-Up Concert

The Norm Nardini Band rocks the Mellon Park stage in a free community pop-up concert Friday evening, with refreshments from Ciao Roma.

Friday, July 17, 2026 7:00 PM · Mellon Park, Shadyside

Outdoors & Active

Schwirian Farm Sunflower Festival

One of the Pittsburgh area's best sunflower blooms is now open near Elizabeth, PA — walk the fields for just a $5 cash parking fee.

Friday, July 17, 2026 · Schwirian Farm, near Elizabeth, PA

Relay's & Rita's Run Club at Schenley Oval

City of Bridges Run Club hosts a summer run at Schenley Oval followed by Rita's Italian Ice — the sweetest finish to a Monday workout.

Monday, July 27, 2026 · Schenley Oval, Pittsburgh

Family-Friendly

Dollar Bank Cinema in the Park – Grandview Park

Free outdoor screening of 'The Bad Guys 2' (PG) at Grandview Park Bandstand with stunning city views as your backdrop.

Saturday, July 18, 2026 · Grandview Park Bandstand, Mount Washington

Date Night

Avery Wilson at City Winery Pittsburgh

R&B artist Avery Wilson performs an intimate concert at City Winery Pittsburgh in the Strip District Terminal — dinner and a show.

Sunday, July 19, 2026 · City Winery Pittsburgh, Strip District

Food & Drink

Charcuterie Masterclass at Velvet Board Co.

Velvet Board Academy's monthly charcuterie masterclass teaches hands-on board-building skills in a fun, social setting.

Thursday, July 23, 2026 6:30 PM · Velvet Board Co., Pittsburgh

Family Dinner – Cubano Night Pop-up

Family Dinner is a pay-what-you-can pop-up fundraiser dinner with a Cubano theme, hosted at Velum fermentation space.

Monday, July 27, 2026 6:00 PM · Velum, Pittsburgh