Sunday, August 23, 2026

• August 23, 2026 10:00 am - 5:00 pm

  Shadyside: The Art Festival on Walnut Street
23 August @ 10:00 am - 5:00 pm
Shadyside: The Art Festival on Walnut Street
Annual juried outdoor art festival on Walnut Street in Shadyside.
Free
• August 23, 2026 11:00 am - 6:00 pm

  Seven Springs Wine Festival
23 August @ 11:00 am - 6:00 pm
Seven Springs Wine Festival
Annual wine tasting festival at Seven Springs Mountain Resort.
Varies
• August 23, 2026 5:00 pm - 7:00 pm

  Reservoir of Jazz: Mode Indigo
23 August @ 5:00 pm - 7:00 pm
Reservoir of Jazz: Mode Indigo
Free outdoor jazz concert at Highland Park — Mode Indigo performs.
Free
• August 23, 2026 7:30 pm - 9:30 pm

  Hartwood Acres Summer Concert: Pittsburgh Ballet Theatre
23 August @ 7:30 pm - 9:30 pm
Hartwood Acres Summer Concert: Pittsburgh Ballet Theatre
Free Sunday evening outdoor concert at Hartwood Acres featuring Pittsburgh Ballet Theatre.
Free
• August 23, 2026 7:30 pm - 9:30 pm

  Movie Night on the Lawn at Bakery Square: Monsters, Inc.
23 August @ 7:30 pm - 9:30 pm
Movie Night on the Lawn at Bakery Square: Monsters, Inc.
Free outdoor screening of Monsters, Inc. at Bakery Square.
Free

Monday, August 24, 2026

No events on this day.

Tuesday, August 25, 2026

No events on this day.

Wednesday, August 26, 2026

• August 26, 2026 7:00 pm - 9:00 pm

  Acoustics at Harrison Hills Park: The Beagle Brothers
26 August @ 7:00 pm - 9:00 pm
Acoustics at Harrison Hills Park: The Beagle Brothers
Free outdoor acoustics concert at Harrison Hills Park — The Beagle Brothers perform.
Free

Thursday, August 27, 2026

• August 27, 2026 7:00 pm - 10:30 pm

  County Movies in the Parks: Lilo and Stitch
27 August @ 7:00 pm - 10:30 pm
County Movies in the Parks: Lilo and Stitch
Free outdoor screening of Lilo and Stitch at Settlers Cabin Park.
Free

Friday, August 28, 2026

• August 28, 2026 5:00 pm - 8:30 pm

  Summer Fridays at the Frick: Donora
28 August @ 5:00 pm - 8:30 pm
Summer Fridays at the Frick: Donora
Donora performs at the final Summer Fridays outdoor concert at the Frick.
$5
• August 28, 2026 6:00 pm - 9:00 pm

  Music on the Lawn at South Side Works
28 August @ 6:00 pm - 9:00 pm
Music on the Lawn at South Side Works
Free outdoor lawn concert at South Side Works.
Free
• August 28, 2026 7:30 pm - 9:30 pm

  Concert in the Park at South Park Amphitheater
28 August @ 7:30 pm - 9:30 pm
Concert in the Park at South Park Amphitheater
Free Friday evening outdoor concert series at the South Park Amphitheater.
Free

Saturday, August 29, 2026

• August 29, 2026 6:00 pm - 9:00 pm

  Music in the Park at Southpointe: Good Guys
29 August @ 6:00 pm - 9:00 pm
Music in the Park at Southpointe: Good Guys
Free outdoor evening concert at Southpointe Town Center — Good Guys perform.
Free
• August 29, 2026 7:00 pm - 8:30 pm

  Jam at Grandview: SamJAMwich
29 August @ 7:00 pm - 8:30 pm
Jam at Grandview: SamJAMwich
Free outdoor concert at Grandview Park — SamJAMwich performs.
Free