• Steel City Spooky Market

    Allegheny Commons Park Arch Street, Pittsburgh, PA, United States

    The Steel City Spooky Market returns to Allegheny Commons Park West in Pittsburgh on May 2, bringing together vendors specializing in gothic, Halloween, and alternative goods. Browse unique handcrafted items, art, jewelry, and dark-themed merchandise from local and regional makers. A one-of-a-kind Pittsburgh market experience for anyone who keeps Halloween in their heart year-round.

  • Free Beginner Tennis Play at South Fayette Township Parks and Recreation

    South Fayette Township Park 100 Township Drive, South Fayette, PA, United States

    South Fayette Township Parks and Recreation offers a free beginner tennis session at the township park on May 6. This is a perfect opportunity for new players to try the sport in a welcoming, no-cost environment. Participants should bring their own racket if possible. Located at 100 Township Drive, South Fayette, PA 15017.

    Free
  • Allegheny RiverTrail Park kick-off Party

    Allegheny Rivertrail Park 285 River Ave, Pittsburgh, PA, United States

    RADworks hosts the Allegheny RiverTrail Park Community Kick-Off Party in Aspinwall from 5:00 to 8:00 PM on May 8. This free outdoor celebration marks the opening of the trail season with food, activities, and stunning views of the Allegheny River. Come celebrate one of Pittsburgh's greatest outdoor assets with your neighbors and community.

    Free
  • 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
  • Millvale Music Festival

    Two-day festival (#MMF26, May 15–16) featuring 350+ musical acts on 31 stages plus 60 visual artists, spoken word performers, comedians, and food trucks, all within a walkable 0.6-mile stretch of Millvale's unique venues. One of Pittsburgh's premier community music festivals. Free to attend.

  • Touch A Truck @ Moon Park

    Moon Park 1350 Joe DeNardo Way (Ewing Road), Moon Township, PA, United States

    Moon Parks & Recreation hosts Touch A Truck at Moon Park on May 16, where kids can climb on, explore, and learn about big vehicles including fire trucks, construction equipment, and more. With over 280 people expected, this free community event is one of the most popular family outings in the area. Young truck enthusiasts…

    Free
  • Findlay Outdoor Flea Market

    Clinton Community Park 600 Clinton Park Drive, Clinton, PA, United States

    The Findlay Outdoor Flea Market at Clinton Community Park runs from 9 AM to 1 PM on May 16. Sellers rent a parking space for $5 and sell directly from their vehicle — tables and tarps welcome. Buyers arrive early for the best finds. Call 724-695-0500 x240 or x241 to reserve a seller's spot. Free…

    Free
  • Bark and Brunch

    Hazelwood Green 4501 Lytle St, Pittsburgh, PA, United States

    Bark and Brunch at Hazelwood Green on May 16 from 11 AM to 1 PM is a dog-friendly outdoor brunch event where four-legged family members are welcome. Enjoy brunch food, beverages, and community gathering in Pittsburgh's growing Hazelwood Green development. A perfect outing for dog-loving families on a spring Saturday morning.

    Free
  • Pour at the Park – South Park

    South Park 2027 Buffalo Drive, South Park Township, PA, United States

    Annual fundraiser for the Allegheny County Parks Foundation at South Park. Beer, wine, spirits, and non-alcoholic tastings from local producers; food trucks; live music; children's discovery activities; and raffle prizes. VIP admission at 5 PM ($65); General Admission 6–9 PM ($45). Kids under 5 free.

    $45
  • Kids Fishing Derby at Canonsburg Lake

    Canonsburg Lake 760 Lakeside Drive, Canonsburg, PA, United States

    North Strabane Township Parks and Recreation annual Kids Fishing Derby at Canonsburg Lake, 3970 Washington Rd, Canonsburg PA. Free for ages 17 and under. Pre-registration required at northstrabanetwp.com. Bring a fishing pole and chair; bait provided. Prizes awarded. Washington County Watershed Alliance environmental education tent on site.