• Running of the Wools

    Celebrate Washington PA's deep history of sheep farming with agricultural exhibits, educational displays, a children's area, craft vendors, and the highlight event: champion sheep running down Main Street. Located at 139 S Main Street, Washington PA. Free admission.

  • The National Pike Steam, Gas and Horse Festival

    The Annual National Pike Steam, Gas and Horse Association Show features antique and vintage farm, construction, mining, and steam machinery, sawmill demonstrations, trucks, and cars across a two-day outdoor festival at 222 Spring Rd, Brownsville PA 15417. Runs May 16–17. Adults $7; children under 12 free.

    $7
  • The National Road Festival

    Scenery Hill 2168 E National Pike, Scenery Hill, PA, United States

    The National Road Festival celebrates the historic first federal road in the U.S. with live music, arts and crafts, food vendors, children's activities, an authentic wagon train arrival, and fireworks Sunday at dusk. Saturday events begin at 10 AM with an opening ceremony. Located at 2168 E National Pike, Scenery Hill PA. Free admission.

    Free
  • The National Road Festival

    Scenery Hill 2168 E National Pike, Scenery Hill, PA, United States

    Sunday continuation of the two-day National Road Festival. Features live music (Dave Wytovich, Jake Thomas Band, Ruff Creek), a community church service at 10 AM, authentic wagon train, food vendors, and fireworks at dusk to close the festival. Free admission.

    Free
  • Greater Pittsburgh Food Festival

    Hollywood Casino 210 Racetrack Rd, Washington, PA, United States

    The Greater Pittsburgh Food Truck Festival runs May 22–24 at Hollywood Casino at the Meadows, 210 Racetrack Rd, Washington PA 15301. Dozens of regional food trucks, live music, craft beer and wine, artisan vendors, and a kids area. Free admission; optional sampler ticket packages available. Hours: Fri 5–9 PM, Sat 12–11 PM, Sun 11 AM–7…

  • Strawberry Festival at Parkwood Church

    Parkwood Church 4289 Mt Royal Blvd, Allison Park, PA, United States

    Parkwood Church in Allison Park hosts its Strawberry Fest 2026 on May 30, celebrating the season with strawberry-themed foods, activities, and community fun. This beloved annual event draws nearly 200 attendees who come to enjoy strawberry shortcake, local vendors, and family-friendly activities. A sweet way to welcome summer. Located at 4289 Mount Royal Blvd, Allison…

  • Sunset Music Festival

    Southpointe Town Center 1900 Main St, Canonsburg, PA, United States

    Annual outdoor community music festival at Southpointe Town Center, 1900 Main Street, Canonsburg PA 15317, supporting Best Buddies (an organization serving people with intellectual and developmental disabilities). Live music performances, DJ sets, bounce houses, games, raffles, and giveaways. Family-friendly. Food and drinks available for purchase. Start time TBD — check sunsetmusicfest.org for the 2026 schedule.