Play Pittsburgh

Opening Day North Boundary Waterpark
2026-05-23 | North Boundary Waterpark, 1171 N Boundary Rd, Cranberry Twp, PA, 16066, United States
North Boundary Waterpark in Cranberry Township opens for the 2026 season on May 23. The waterpark features slides, a lazy river, and pools suitable for all ages. Mark your calendar and kick off the summer with an opening-day visit to one of Butler County’s most popular family destinations. Located at 450 North Boundary Park Drive, Cranberry Township, PA.

Free Kid May at Pennsylvania Trolley Museum
2026-05-23, 2026-05-24, 2026-05-25, 2026-05-28
Kids visit for free in May 2026! Ride a real vintage trolley and explore interactive exhibits at this hands-on museum—fun, unique, and perfect for families of all ages.
May Hours are Thursday – Sunday, as well as Monday, May 25th for Memorial Day. 10:00 AM – 4:00 PM
💡 Planning to go? Read our full review + tips:
Pennsylvania Trolley Museum

Roller Skate in Market Square
2026-05-23, 2026-05-24, 2026-05-25 | Market Square, 23 Market Place, Forbes Avenue and Market Place, Pittsburgh, PA, 15222, United States
Looking for fun things to do in Downtown Pittsburgh? Roller skate in Market Square and enjoy one of the newest attractions in the city. The outdoor roller skating rink in Market Square brings music, lights, and retro fun to downtown Pittsburgh all summer long. Whether you’re planning a family outing, date night, or weekend adventure, roller skating in Market Square is a fun way to experience Pittsburgh this season.
Dates: Running daily through May 25, 2026.
Cost: $17 for 75 minutes of skating time (skate rentals are included, and the price remains the same if you bring your own).
Hours: 4:00 p.m. – 10:00 p.m. on weekdays, and 12:00 p.m. – 10:00 p.m. on weekends.
Thursday Sessions: Also operates from 11:00 a.m. to 2:00 p.m. on Thursdays alongside the Farmers Market.
Age Requirements: Open to all ages, but children under 18 must be accompanied by an adult at all times. Additionally, anyone 18 and under in Market Square must be accompanied by a chaperone (21 or older) between 3:00 p.m. and midnight

Michael's Kids Club: Free Craft
2026-05-23 10:00 - 12:00 (America/New_York)
Free weekly in-store kids craft workshop at Michaels. All supplies included; kids take home their completed project. Check michaels.com/events to register and confirm the specific project at your local store.

First Roll at Schenley Park Roller Rink
2026-05-23 10:00 - 12:00 | Schenley Park Roller Rink, 10341 Overlook Dr, Pittsburgh, PA, 15213, United States
CitiParks opens the outdoor Schenley Park Skating Rink for the season with First Roll. Morning session 10 AM–noon; evening session 5:00–8:30 PM. Bring your own quad or inline skates (rentals $3 extra). Tickets online only at citiparksschenleyrink.fearticket.com: Adults $5, Youth (under 15) $3, Seniors/Veterans $4. Sessions limited to 200 patrons. Weather permitting. 2026 opening date consistent with May 23 prior-year pattern.

Mega Reptile Expo
2026-05-23 10:00 - 16:00 | Monroeville Convention Center, 209 Mall Boulevard, Monroeville , PA, 15146, United States
Two-day Western PA reptile and exotic pet expo at the Monroeville Convention Center, 209 Mall Plaza Blvd, Monroeville. Hundreds of reptiles, amphibians, invertebrates, small mammals, feeders, supplies, custom enclosures, photo ops, contests, and giveaways. 3,000 to 5,000 attendees expected. Tickets on Eventbrite. VIP entry at 9 AM; General Admission 10 AM–4 PM.

Fish-for-Free Days
2026-05-24
Fish-for-Free Days allow anyone, resident or non-resident, to fish all Pennsylvania waterways on Memorial Day weekend with no fishing license or trout/salmon permit required. All other fishing regulations still apply. A great opportunity to introduce kids to fishing at any western PA waterway.

Michael's Kids Club: Free Craft
2026-05-24 13:00 - 15:00
Free weekly in-store kids craft workshop at Michaels on Sunday afternoons. All supplies included; kids take home their completed project. Check michaels.com/events to register and confirm the specific project at your local store.

Carnegie Memorial Day Parade
2026-05-24 14:00
Annual parade along East and West Main Street in Carnegie Borough honoring fallen service members. Held the Sunday before Memorial Day. Free community event.

FREE Baseball Tickets, FREE Kids Meals, and FUN with the Washington Wild Things!
2026-05-24 16:05 | EQT Park, 1 Washington Federal Way, Washington, PA, 15301, United States
Sunday May 24 home game for Kids Members of the Washington Wild Things. Kids Membership provides free admission and a free kids meal (hot dog, chips, drink) for all registered Kids Members 12 and under. First 500 kids receive exclusive giveaways on select Sundays. Free registration at washingtonwildthings.com/community/kids.

Pittsburgh Pirates Home Game
2026-05-25, 2026-05-26, 2026-05-27, 2026-05-28, 2026-05-29 | PNC Park, 115 Federal St, Pittsburgh, PA, 15212, United States
Pittsburgh Pirates Home Game at PNC Park. Cheer on the Pirates at a home game at PNC Park! Enjoy a family-friendly atmosphere, ballpark snacks, and one of the best skyline views in baseball.
Pirates Home Games at PNC Park

Date
Time
Opponent
Promotion

Fri, Apr 3
4:12 PM
Orioles
Opening Weekend

Sat, Apr 4
4:05 PM
Orioles
Opening Weekend

Sun, Apr 5
1:35 PM
Orioles
Family Fun Day / Kids Run Bases

Mon, Apr 6
6:40 PM
Padres
—

Tue, Apr 7
6:40 PM
Padres
Pup Night

Wed, Apr 8
12:35 PM
Padres
—

Mon, Apr 13
6:40 PM
Nationals
—

Tue, Apr 14
6:40 PM
Nationals
Pup Night

Wed, Apr 15
6:40 PM
Nationals
—

Thu, Apr 16
12:35 PM
Nationals
Dollar Dog Game

Fri, Apr 17
6:45 PM
Rays
—

Sat, Apr 18
3:30 PM
Rays
Paul Skenes Bobblehead

Sun, Apr 19
1:35 PM
Rays
Family Fun Day / Kids Run Bases

Mon, Apr 27
6:40 PM
Cardinals
—

Tue, Apr 28
6:40 PM
Cardinals
Pup Night

Wed, Apr 29
6:40 PM
Cardinals
—

Thu, Apr 30
12:35 PM
Cardinals
Dollar Dog Game

Fri, May 1
6:45 PM
Reds
Miller Lite Happy Hour

Sat, May 2
4:05 PM
Reds
Pirates Band T-Shirt

Sun, May 3
1:35 PM
Reds
Kids Comic Book

Tue, May 12
6:40 PM
Rockies
Pup Night

Wed, May 13
6:40 PM
Rockies
Education Day

Thu, May 14
12:35 PM
Rockies
Dollar Dog Game

Fri, May 15
6:40 PM
Phillies
Zambelli Fireworks

Sat, May 16
4:05 PM
Phillies
Pregame Block Party

Sun, May 17
1:35 PM
Phillies
Kids Jersey Giveaway

Mon, May 25
6:40 PM
Cubs
—

Tue, May 26
6:40 PM
Cubs
Pup Night

Wed, May 27
6:40 PM
Cubs
—

Thu, May 28
6:40 PM
Cubs
Dollar Dog Game

Fri, May 29
6:45 PM
Twins
Zambelli Drone Show

Sat, May 30
4:05 PM
Twins
Pregame Block Party

Sun, May 31
1:35 PM
Twins
Kids Trading Cards

Tue, Jun 9
6:40 PM
Dodgers
Pup Night

Wed, Jun 10
6:40 PM
Dodgers
Youth Baseball & Softball Day

Thu, Jun 11
6:40 PM
Dodgers
Dollar Dog / Pride Fireworks

Fri, Jun 12
6:40 PM
Marlins
Bucco Luau / Tiki Mug

Sat, Jun 13
4:05 PM
Marlins
Bucco Luau / Hawaiian Shirt

Sun, Jun 14
12:15 PM
Marlins
Kids Retro Lunch Box

Tue, Jun 23
6:40 PM
Mariners
Pup Night

Wed, Jun 24
6:40 PM
Mariners
—

Thu, Jun 25
12:35 PM
Mariners
Dollar Dog Game

Fri, Jun 26
6:40 PM
Reds
Miller Lite Happy Hour

Sat, Jun 27
4:05 PM
Reds
Soccer Night / Soccer Jersey

Sun, Jun 28
1:35 PM
Reds
Kids Smiley Cookie

Tue, Jul 7
6:40 PM
Braves
Pup Night

Wed, Jul 8
6:40 PM
Braves
—

Thu, Jul 9
12:35 PM
Braves
Dollar Dog Game

Fri, Jul 10
6:40 PM
Brewers
Country Weekend / Fireworks

Sat, Jul 11
4:05 PM
Brewers
Pirates Cowboy Hat

Sun, Jul 12
12:15 PM
Brewers
Kids Bandana

Fri, Jul 24
6:40 PM
Cubs
Yinzerpalooza T-Shirt

Sat, Jul 25
6:40 PM
Cubs
Yinzerpalooza Bobblehead

Sun, Jul 26
1:35 PM
Cubs
Daniel Tiger Plush

Mon, Jul 27
6:40 PM
Diamondbacks
—

Tue, Jul 28
6:40 PM
Diamondbacks
Pup Night

Wed, Jul 29
12:35 PM
Diamondbacks
Youth Baseball & Softball Day

Fri, Aug 7
6:40 PM
Mets
Zambelli Fireworks

Sat, Aug 8
6:40 PM
Mets
2010s T-Shirt

Sun, Aug 9
1:35 PM
Mets
Kids Puzzle

Fri, Aug 14
6:40 PM
Red Sox
Negro League Legacy T-Shirt

Sat, Aug 15
6:40 PM
Red Sox
PNC Park Replica Statue

Sun, Aug 16
1:35 PM
Red Sox
Youth Baseball & Softball Day

Mon, Aug 17
7:05 PM
Tigers
—

Tue, Aug 18
6:40 PM
Tigers
Pup Night

Wed, Aug 19
12:35 PM
Tigers
—

Tue, Sep 1
6:40 PM
Giants
Pup Night

Wed, Sep 2
6:40 PM
Giants
—

Thu, Sep 3
12:35 PM
Giants
Dollar Dog Game

Fri, Sep 4
6:40 PM
Angels
Zambelli Drone Show

Sat, Sep 5
6:40 PM
Angels
Free T-Shirt

Sun, Sep 6
1:35 PM
Angels
Kids Backpack

Tue, Sep 15
6:40 PM
Brewers
Clemente Bobblehead / Pup Night

Wed, Sep 16
6:40 PM
Brewers
—

Thu, Sep 17
12:35 PM
Brewers
Dollar Dog Game

Fri, Sep 18
6:40 PM
Royals
Fan Appreciation / Fireworks

Sat, Sep 19
6:40 PM
Royals
—

Sun, Sep 20
1:35 PM
Royals
Family Fun Day / Kids Run Bases

Tue, Sep 22
6:40 PM
Cardinals
Pup Night

Wed, Sep 23
6:40 PM
Cardinals
—

Thu, Sep 24
12:35 PM
Cardinals
Dollar Dog Game

New Brighton Memorial Day Parade
2026-05-25 10:00
Annual Memorial Day parade along Third Avenue from 15th Street to 6th Street in New Brighton PA. Memorial service follows at Townsend Park. Free community event honoring military veterans.

Lower Burrell Memorial Day Parade
2026-05-25 10:30 - 11:30
The Ohana Jeep Brigade invites Jeep owners to join the Lower Burrell Memorial Day Parade, which lines up at 10:30 AM behind Stewart Elementary School with the parade starting at 11:00 AM. Participants are encouraged to bring candy and decorate their Jeeps. A memorial ceremony follows the parade. Free for spectators and participants. Located at 2880 Leechburg Rd, Lower Burrell, PA 15068.

Hookstown Grange Annual Memorial Day Car Parade and Cruise
2026-05-25 12:00 - 15:00
The Hookstown Grange hosts its Annual Memorial Day Car Cruise at the Hookstown Fairgrounds from noon to 3 PM. The event is free to attend, free to enter, and free to park — open to all makes and models. Visitors are encouraged to arrive before 10:30 AM to watch the parade (road is closed 10:30 AM to noon). A 50/50 raffle benefits the Hookstown Grange. Contact: (724) 573-9377. Located at 1198 State Route 168, Hookstown, PA 15050.

$10 Tuesdays at Urban Air
2026-05-26 | Urban Air Trampoline Park, PA, United States
Tuesdays just got better. Every Tuesday, enjoy $10 admission when you buy online – plus grab a $10 pizza with the purchase of two drinks or ICEEs. Big fun, unbeatable value, only on Tuesdays.
Offer valid Tuesdays only through 5/31/26. $10 pizza requires the purchase of (2) fountain drinks or ICEEs of any size. Members are not eligible for an additional discount on this deal. Cannot be combined with other café offers. Prices, attractions, and participation may vary by park. Blackout dates and restrictions may apply. Offer subject to availability.

Tuesday Playgroup at SeaBase Family Fun Center
2026-05-26 11:00 - 13:00 | SeaBase Family Fun Center, 770 E. Pittsburgh St, Greensburg, 15601
Join us every Tuesday morning during the school year at 11am for Weekly Playgroup. Best for ages 2-5, Weekly Playgroup includes a short story, craft or activity, small snack, group train ride, and new friends!
For standard Weekly Playgroup sessions, a small $2 surcharge for participants is added on to the child’s general admission fee. Accompanying adults are still just $8, or if you have a yearly pass with us, you’re still in for free.
Cost for Special Playgroup Events (like Halloween and Christmas) may vary and advanced ticket purchase may be required (links will be provided here in that case).

Half Price Games on Wednesdays at Zone 28
2026-05-27 | Zone 28, 2525 Freeport Rd, Pittsburgh, PA, 15238, United States
Get ready for unbeatable fun!
All Video, Ticket, and Prize Games 1/2 Price All Day Wednesday!
Maximize your gaming experience and make every moment count-more fun, more excitement, and more chances to win! Don’t miss out on this incredible opportunity to enjoy your favorite games at an unbeatable price.

Peters Township Market in the Park
2026-05-27 16:00 - 19:00 | Peterwood Park, 700 Meredith Dr, Venetia, PA, 15367, United States
Peters Township Market in the Park at Peterswood Park, 700 Meredith Dr, Venetia PA 15367. Weekly Wednesday market, 4:00–7:00 PM, featuring local vendors, produce, and artisan goods. Note: the 2025 season opened in early June, not late May. Verify whether the May 27 date reflects the actual 2026 season opener or check peterstownship.com for the confirmed schedule.

Wexford Car Cruise at Orchard Hill Church
2026-05-28 | Orchard Church Hill, 2551 Brandt School Rd, Wexford, PA, 15090, United States
The Wexford Car Cruise at Orchard Hill Church returns on May 28, drawing classic car enthusiasts and families to admire beautifully restored and unique vehicles. Organized by Sharon White Geyer, this popular community cruise night has attracted over 200 interested attendees. A fantastic free outing for car lovers of all ages in Wexford, North Hills.

Greensburg Night Market II
2026-05-28 17:30 - 21:00
Greensburg Night Market II returns to South Pennsylvania Avenue in downtown Greensburg, featuring 4+ city blocks of local vendors, artisans, and shopping. The market has grown since 2019 to host 500+ different vendors over its history. Free to attend.

Pittsburgh Riverlife Chalk Festival
2026-05-29
Riverlife Chalk Fest brings Pittsburgh’s riverfront to life with colorful chalk murals, hands-on art, live music, food, and family-friendly fun along the North Shore. Professional artists transform the pavement around Isabella Street, Allegheny Landing, and the Three Rivers Heritage Trail into a giant outdoor art gallery, and visitors can watch the murals come together, meet the artists, and even help create community chalk art.

Friday, May 29: Preview Day at Children’s Museum of Pittsburgh — workshops at 2 PM and 3:30 PM
Saturday, May 30: Chalk Fest at Isabella Street & Allegheny Landing — 2–6 PM
Sunday, May 31: Chalk Fest continues — 10 AM–2 PM

TWO CHALK ZONES

Isabella Street
Three Rivers Heritage Trail
Community murals on Allegheny Landing

FOOD AND DRINK

Isabella Street & Allegheny Landing
Shore Thing

ACTIVITIES

Allegheny Landing

LIVE MUSIC

Saturday: Ms. Tenaj (2 PM – 3 PM), Dr. D (3 PM – 4:45 PM), Noa Jordan (5 PM – 6 PM)
Sunday: Nicky G (10 AM – Noon), NASH.V.ILL (Noon – 2 PM)
