Spot a rainbow, grab a picnic and join the crowd , Peekskill Pride wraps Pride Month with the sixth annual Family Pride in the Park on Saturday, June 27, 2–6pm at Pugsley Park, downtown Peekskill, a free, family-friendly festival that celebrates inclusion, performances, food and community spirit.

Essential Takeaways

  • When and where: Saturday, June 27, 2–6pm at Pugsley Park, 1036 Main St., downtown Peekskill , free and open to all.
  • Entertainment lineup: Live acts include Paige Turner, School of Rock of Briarcliff Manor, Nola Bunny’s stilt-walking and bubble show, and DJ Toney da Tiger.
  • Family-friendly activities: Arts and crafts, games, face painting, sensory-friendly options and youth performances run in a dedicated Family Fun Zone.
  • Food and vendors: Bring a picnic or buy from local vendors such as Diggity Dogs and an ice cream truck; downtown restaurants are nearby.
  • Afterparty option: Formal festival ends at 6pm; the Official Pride Afterparty starts at 9pm at Gleason’s on South Division Street.

A celebratory close to Pride Month you can bring the kids to

Peekskill Pride has turned the end-of-June weekend into something colourful and communal, and Pugsley Park will feel lively and upbeat , expect music, bubbles and the smell of grilling. According to organisers, the event is meant to be visible and welcoming, giving families and allies a chance to celebrate together. Bring sunscreen and a blanket; it’s the kind of afternoon that begs for relaxed, picnic-style lounging.

Who’s performing , and why it matters

One of the headliners is drag performer Paige Turner, known for live musical comedy and her international shows, alongside local acts like School of Rock of Briarcliff Manor and DJ Toney da Tiger. That mix , polished acts and community performers , keeps the vibe both entertaining and accessible. For parents, this means programming that’s lively without being over-the-top, and for kids, there’s plenty of spectacle to hold their attention.

What’s on for kids: sensory-friendly and hands-on

The Family Fun Zone, coordinated by River Towns Music Group with Macaroni KID support, brings crafts, games and face painting, plus sensory-friendly activities for children who need a gentler environment. Events like story times and youth dance performances provide quiet moments between bigger shows. If you’ve got young children or a child with sensory needs, aim for earlier in the afternoon when things are usually calmer.

Food, stalls and supporting local business

You can bring your own picnic or sample treats from local vendors , organisers named Diggity Dogs and an ice cream truck among those likely to attend , and the downtown Peekskill restaurant scene is right there if you fancy a sit-down before or after. Expect artisans, community groups and small businesses showcasing wares and information, which is a neat way to combine fun with supporting neighbourhood services and causes.

The bigger picture: community building beyond one day

Peekskill Pride’s leadership says the festival is part of a wider mission to make the city feel safe and welcoming for LGBTQIA+ people, families and allies. That echoes a trend across towns that use public events to foster visibility and connection. If you’ve never been, this is a gentle, open way to see how local pride work blends celebration with outreach and education.

It's a small, lively way to mark Pride Month and meet neighbours while your kids paint, dance and watch the bubbles fly.

Source Reference Map

Story idea inspired by: [1]

Sources by paragraph: