Hey, Pittsburgh… are you ready to celebrate? There are plenty of events showcasing cultural, agricultural, neighborhood, food and more! You’t want to mark these on your family calendar! Just remember, just the weather/venue before you go.

Pittsburgh international children's festival
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Family-Friendly Fairs and Festivals

Mars New Year | May 4 – 6

Celebrate the New Year on the planet Mars in the town of Mars! Highlighting innovation and exploration. A weekend full of STEAM (Science, Technology, Engineering, Arts and Mathematics) fun! (more info)

3rd Annual Millvale May Days | May 5

Come out and explore Millvale’s blooming community. Enjoy a self guided “seed walk” tour through our business district and enjoy activities for the whole family. (more info)

Homestead Food Truck A Palooza 2017 | May 6

Event will be held on May 6, 2017. The event features 30 regional food trucks, great eats, live music broadcasting from BOB FM 96.9 and Q92.9, children’s activities and Pittsburgh’s Choice voting for the best food truck. (more info)

Toddlerpalooza | May 6

A fun event for kids and adults! Learn about services and opportunities for your child in Pittsburgh. Every toddler gets to keep up to 5 free books. There will also be a number of fun activities, including a magician and make and takes. (more info)

Millvale Music Festival | May 13

The day-long event will support and showcase local musical acts of many genres while showcasing the fun and unique Millvale venues. (more info)

Wings Over Pittsburgh | May 13 – 14

You’re invited to the 2017 Wings Over Pittsburgh Open House! Get ready to see the U.S. Air Force Thunderbirds and many other talented guests. The event is free to the public. (more info)

Down on the Farm Day at Round Hill Park | May 13

Join the annual “Down on the Farm Day” celebration at the 1,100 acre park with special tours, activities and performances! (more info)

Avalon Apple Blossom Festival | May 13

Activities include Children’s games/crafts/activities, a barnyard petting zoo with over 40 animals, bake sale, used book sale, live DJ, car cruise, pie eating contest more. (more info)

Kids’ Days in Schenley Plaza | May 14

Come to Schenley Plaza for free activities including face painting, a balloon artist, lawn games, special guests and performers, and free rides on the PNC Carousel. (more info)

The Neighborhood Flea | May 14

A vibrant, pop up urban marketplace offering an inspired shopping experience in Pittsburgh’s Strip District. Flea Finds, Food Trucks, Baked Goods, Coffee, Vintage Wares, Handmade, Furniture, Local Services, Music, Friends & Fun. (more info)

Remake Learning Days | May 15 – 26

Twelve days of 350+ free events/activities at various libraries, parks and schools. (more info)

2017 EQT Children’s Festival | May 18 – 21

The Children’s Festival is always one of the most exciting children’s events in Pittsburgh. Admission is FREE and there are tons of free events and activities during the 4 day festival in Downtown Pittsburgh. (more info)

Upper St. Clair Community Day | May 20

Tons of activities for the whole family! This annual event is a cooperative effort of the Upper St. Clair School District, Upper St. Clair Township, students, parent volunteers, community groups, and various businesses and professional organizations. (more info)

Cecil Township Touch-a-Truck | May 20

Annual Touch a Truck event (Rain or Shine). Free for all to enjoy! Don’t miss all the vehicles that will be in the Park. Come out and touch your favorite truck. Fire Trucks, Ambulance, School Bus, Police Car, and many more vehicles. (more info)

JLP 2017 Touch-a-Truck | May 20

Located in the Strip District. Kids have the opportunity to explore many vehicles at this popular event. They can get behind the wheel, honk the horns and meet the men and women who drive the trucks. (more info)

Sewickley Unleashed Pet Parade | May 20

The 8th Annual Sewickley Unleashed! Featuring the a 5K Walk/Run through the Village, the Pet Parade, and Vendor Booths, Sewickley Unleashed is a day-long festival of fun for people and their pets, raising funds for the animals of Western Pennsylvania. (more info)

Big Truck Day at Zelienople Park | May 20

A hands on opportunity to explore working trucks and specialty vehicles of all types. Come and meet the people who build, protect, and serve our community. (more info)

4th Annual North Hills Food Truck Festival | May 21

Bring your appetite to the largest Food Truck Festivals in the North Hills of Pittsburgh! There will be 25 trucks will be delivering plenty of food, fun and fashion PLUS music, games and baked goods in the St Teresa of Avila Church parking lot. (more info)

Hampton Twp Playground Party | May 24

Party in Hampton Township as they celebrate their new playground! (more info)

Party in the Park at Pine Community Center | May 25

Admission is FREE! Kick off summer with tons of fun at Pine Community Park. There will be crafts, games, snow cones, hot dogs and more! (more info)

Bakery Square Summer Kick-Off Party | May 26

Start your Memorial Day weekend off right with Bakery Square’s annual Summer Kick-Off presented by Dollar Bank, featuring some of Pittsburgh’s best food trucks, craft beer, lawn games, and live music! The event is FREE and open to the public. (more info)

Play Pittsburgh Event Calendar

For more family events in Pittsburgh, check out our entire May Events Calendar!

Summer break is right around the corner! If you’re looking for local boredom-busters LIKE us on Facebook for daily “things to do in Pittsburgh” and plenty of ideas for free and cheap fun.