• Movie Night on the Lawn at Bakery Square

    Bakery Square 6425 Penn Ave, Pittsburgh, PA, United States

    Bakery Square kicks off its beloved outdoor Movie Night on the Lawn series on May 10 with a free film screening. With over 450 attendees expected, this Pittsburgh East End tradition is one of the most popular free family outings in the city. Bring your lawn chairs and blankets, grab some food from nearby restaurants,…

    Free
  • Opening Day North Boundary Waterpark

    North Boundary Waterpark 1171 N Boundary Rd, Cranberry Twp, PA, United States

    North Boundary Waterpark in Cranberry Township opens for the 2026 season on May 23. The waterpark features slides, a lazy river, and pools suitable for all ages. Mark your calendar and kick off the summer with an opening-day visit to one of Butler County's most popular family destinations. Located at 450 North Boundary Park Drive,…

  • First Roll at Schenley Park Roller Rink

    Schenley Park Roller Rink 10341 Overlook Dr, Pittsburgh, PA, United States

    CitiParks opens the outdoor Schenley Park Skating Rink for the season with First Roll. Morning session 10 AM–noon; evening session 5:00–8:30 PM. Bring your own quad or inline skates (rentals $3 extra). Tickets online only at citiparksschenleyrink.fearticket.com: Adults $5, Youth (under 15) $3, Seniors/Veterans $4. Sessions limited to 200 patrons. Weather permitting. 2026 opening date…

    $5
  • 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