Looking for fun things to do in York, PA with your family this weekend? May 29, 30, and 31 are full of local fun. You can see a circus, ride a train, visit a block party, shop vintage finds, or enjoy live music.

Here are 8 family-friendly ideas to help you plan a weekend that feels easy, fun, and close to home.

1. Loomis Bros. Circus at York Expo Center

When: May 29 to May 31, 2026

The circus is coming to Memorial Hall at York Expo Center, located at 334 Carlisle Avenue in York. Families can enjoy classic circus fun with several showtimes across the weekend. This is a great pick if you want a big family outing that kids will remember.

View the Loomis Bros. Circus event

2. 717 Vintage Fest at York Expo Center

When: May 30 and May 31, 2026

717 Vintage Fest is a fun weekend market at Old Main at York Expo Center. Families can shop clothing, home decor, accessories, and other vintage finds. Kids may enjoy looking for cool shirts, hats, toys, and pieces from the past.

View the 717 Vintage Fest event

3. Martin Library Block Party and SummerQuest Kick Off

When: Sunday, May 31, 2026

Martin Library is hosting a block party to start SummerQuest. Families can enjoy food, music, games, entertainment, and more. All ages can sign up for SummerQuest and pick up registration materials.

View the Martin Library Block Party event

4. Bingo Express on Northern Central Railway

When: Saturday, May 30, 2026, 11:00 am and 1:00 pm

Take a train ride from New Freedom and play bingo along the way. This ride is made for all ages. Winners can receive train tickets, shirts, or hats. Water and snacks are included, too.

View the Bingo Express event

5. Glen Rock Express on Northern Central Railway

When: Sunday, May 31, 2026

The Glen Rock Express is a relaxing train ride through southern York County. Kids can look out the windows, and parents can enjoy a slower trip together. It is a nice plan for families who want something different from the usual weekend stop.

View the Glen Rock Express event

6. Christopher Houlihan at First Presbyterian Church of York

When: Saturday, May 30, 2026, 4:00 pm

If your family enjoys music, try this organ concert in downtown York. It is a calm indoor plan and a nice way to introduce older kids to live music in a beautiful space.

View the Christopher Houlihan event

7. Hoover Memorial Concert at First Presbyterian Church

When: Saturday, May 30, 2026, 4:00 pm

This concert is part of the church’s concert series and features Christopher Houlihan. If you are already in downtown York, this can be a good way to slow down and enjoy live music with the family.

View the Hoover Memorial Concert event

8. CapLive: Darlingside at the Appell Center

When: Sunday, May 31, 2026, 7:30 pm

Darlingside brings live music to the Capitol Theatre at the Appell Center in downtown York. This is a good pick for music-loving families, especially with older kids and teens. Check the event page for ticket details before you go.

View the Darlingside event

Make the Weekend Feel Easier

A fun weekend can also mean a messy home. Snacks, sports bags, laundry, toys, and muddy shoes can pile up fast. While you’re having a good time, trust Lia’s Cleaning Service in York, PA to clean up while you have fun.

Our local team can help with regular home cleaning, deep cleaning, move-in cleaning, and move-out cleaning. If you want more time for family plans, book a trusted house cleaning service and come home to a cleaner space.

Event details can change. Please check each event page before you go. Lia’s Cleaning Service is a woman-owned, locally operated cleaning company based in York, PA. Learn more at liascleaningservice.net.