• Wexford Car Cruise at Orchard Hill Church

    Orchard Church Hill 2551 Brandt School Rd, Wexford, PA, United States

    The Wexford Car Cruise at Orchard Hill Church returns on May 28, drawing classic car enthusiasts and families to admire beautifully restored and unique vehicles. Organized by Sharon White Geyer, this popular community cruise night has attracted over 200 interested attendees. A fantastic free outing for car lovers of all ages in Wexford, North Hills.

    Free
  • Pittsburgh Pirates Home Game

    PNC Park 115 Federal St, Pittsburgh, PA, United States

    Pittsburgh Pirates Home Game at PNC Park. Cheer on the Pirates at a home game at PNC Park! Enjoy a family-friendly atmosphere, ballpark snacks, and one of the best skyline views in baseball. Pirates Home Games at PNC Park Date Time Opponent Promotion Fri, Apr 3 4:12 PM Orioles Opening Weekend Sat, Apr 4 4:05…

  • Free Kid May at Pennsylvania Trolley Museum

    Kids visit for free in May 2026! Ride a real vintage trolley and explore interactive exhibits at this hands-on museum—fun, unique, and perfect for families of all ages. May Hours are Thursday - Sunday, as well as Monday, May 25th for Memorial Day. 10:00 AM - 4:00 PM 💡 Planning to go? Read our full review…

  • Greensburg Night Market II

    Greensburg Night Market II returns to South Pennsylvania Avenue in downtown Greensburg, featuring 4+ city blocks of local vendors, artisans, and shopping. The market has grown since 2019 to host 500+ different vendors over its history. Free to attend.

    Free
  • Pittsburgh Riverlife Chalk Festival

    Riverlife Chalk Fest brings Pittsburgh’s riverfront to life with colorful chalk murals, hands-on art, live music, food, and family-friendly fun along the North Shore. Professional artists transform the pavement around Isabella Street, Allegheny Landing, and the Three Rivers Heritage Trail into a giant outdoor art gallery, and visitors can watch the murals come together, meet…

  • Pittsburgh Pirates Home Game

    PNC Park 115 Federal St, Pittsburgh, PA, United States

    Pittsburgh Pirates Home Game at PNC Park. Cheer on the Pirates at a home game at PNC Park! Enjoy a family-friendly atmosphere, ballpark snacks, and one of the best skyline views in baseball. Pirates Home Games at PNC Park Date Time Opponent Promotion Fri, Apr 3 4:12 PM Orioles Opening Weekend Sat, Apr 4 4:05…

  • Free Kid May at Pennsylvania Trolley Museum

    Kids visit for free in May 2026! Ride a real vintage trolley and explore interactive exhibits at this hands-on museum—fun, unique, and perfect for families of all ages. May Hours are Thursday - Sunday, as well as Monday, May 25th for Memorial Day. 10:00 AM - 4:00 PM 💡 Planning to go? Read our full review…

  • Grease: Outdoor Movie & Live Choir Sing-Along

    Frick Pittsburgh hosts a screening of Grease accompanied by a live choir sing-along at 8:45 PM on May 29. Bring your blankets and lawn chairs for this magical outdoor movie experience where you can belt out your favorite songs with live musical accompaniment. Tickets range from approximately $10 to $20. Gates open earlier for picnicking…

    $10
  • The Lights Festival

    The Lights Fest is a sky lantern festival coming to the Pittsburgh area at Lawrence County Fairgrounds in New Castle. Families can enjoy live music, food trucks, entertainment, and time to decorate lanterns before the evening lantern release lights up the sky. Adult tickets include a lantern and marker; kids ages 4–12 need a kid…

  • Free Family Fishing at Carnegie Lake

    Highland Park Reservoir Dr, Pittsburgh, PA, United States

    Fishburgh Outdoors, a Pittsburgh 501(c)(3) nonprofit, hosts free family fishing events at Carnegie Lake (Lake Carnegie), Highland Park, Pittsburgh PA. Contact info@fishburgh.com or check fishburgh.com for the confirmed 2026 event schedule.

    Free