Play Pittsburgh

Roving Art Cart
2026-07-22 10:00 - 13:00 (America/New_York)
Beechview Spray Park. Free drop in art activities for kids and families. Note: the official 2026 park by date schedule was not yet published at time of research; confirm specific park assignment before publishing.

Carrick Farmers Market
2026-07-22 15:00 - 19:00
Stop by the Community Pavilion at 1529 Brownsville Road, Pittsburgh, PA 15210 for the weekly Carrick Farmers Market, featuring fresh produce and local vendors. Free to attend.

Peters Township Market in the Park
2026-07-22 16:00 - 19:00 | Peterswood Park, 700 Meredith Dr, Venetia, PA, 15367, United States
Peterswood Park, 700 Meredith Drive, Venetia, PA 15367 hosts this weekly market featuring local farmers and producers. Free to attend.

Moon Market and Music
2026-07-22 17:00 - 20:00 | Moon Park, 1350 Joe DeNardo Way (Ewing Road), Moon Township, PA, 15108, United States
Moon Park, 1350 Ewing Road, Moon Township, PA 15108. Note: the official listing describes this as Moon Market and Music with no movie component; recategorized from Movies to Family Fun.

Cranberry Movies in the Park: Frozen
2026-07-22 21:00 - 23:00
Armstrong Great Lawn at the Cranberry Township Municipal Center, 2525 Rochester Road, Cranberry Township, PA 16066. New location for 2026. Screening of Frozen begins approximately 9:00 PM.

Movies in the Park: Schenley Plaza, The Phoenician Scheme
2026-07-22 21:00 - 23:00

Tekko Pittsburgh
2026-07-23 - 2026-07-26 | David L. Lawrence Convention Center, 1000 Ft. Duquesne Blvd., Pittsburgh , PA, 15222, United States
Tekko Pittsburgh 2026

Dates: July 23–26, 2026
Location: David L. Lawrence Convention Center, Downtown Pittsburgh
Good to know: Costumes are encouraged (but not required), and comfortable walking shoes are a must (you’ll be exploring multiple floors of activities).

Step into one of Pittsburgh’s most colorful and creative events at Tekko, a four-day convention celebrating Japanese pop culture, anime, gaming, cosplay, art, and music. Held at the David L. Lawrence Convention Center, Tekko welcomes thousands of attendees from across the region.
One of the biggest highlights is the incredible cosplay, where attendees dress as characters from popular series, movies, and video games like Pokémon, Super Mario, Zelda, Studio Ghibli, Sailor Moon, Demon Slayer, Final Fantasy, and more. Whether you’re snapping photos of the elaborate costumes or simply people-watching, it’s an experience unlike any other in Pittsburgh.
Explore hundreds of vendors and artists selling everything from handmade artwork and collectibles to plushies, clothing, jewelry, Pokémon merchandise, manga, and unique gifts. Gamers can enjoy video game tournaments, tabletop gaming, arcade games, and trading card competitions, while the schedule also features live concerts, karaoke, dance events, cosplay contests, educational panels, workshops, and special guest appearances.
Families will also find kid-friendly activities, making Tekko a fun event for curious visitors of all ages. Whether you’re a longtime fan of Japanese pop culture or simply looking for a unique weekend experience, Tekko offers something new to discover around every corner.

Green Tree Farmers Market
2026-07-23 16:00 - 19:00
Green Tree Park Lower Parking Lot, 905 Greentree Road, Pittsburgh, PA 15220. Weekly farmers market with rotating food trucks. Free to attend.

Green Tree Summer Concert Series: The Cool Change Band
2026-07-23 19:00 - 21:00
Green Tree Park Gazebo, 895 Greentree Road, Pittsburgh, PA 15220.

Cranberry Live Music in the Park: Neon Bridges
2026-07-23 19:00 - 21:00
Rotary Amphitheater at Community Park, 111 Ernie Mashuda Drive, Cranberry Township, PA 16066.

Movies in the Park: Brookline Memorial Park, Miracle
2026-07-23 21:00 - 23:00 | Brookline Memorial Park, Oakridge Street , Pittsburgh, PA, 15226, United States

Movies in the Park: White Oak Park, The Bad Guys 2
2026-07-23 21:00 - 23:00 | White Oak Park, 2632 McClintock Rd, White Oak, 15131, United States

Chalk the Block in Somerset
2026-07-24 - 2026-07-26
Chalk the Block Returns to Somerset with 20+ Chalk Artists, Live Music, Kids Activities & More
If you’ve never experienced Chalk the Block in Somerset, this is the year to go.
Returning July 24-26, 2026, this three-day festival transforms the streets of Uptown Somerset into an outdoor art gallery filled with incredible sidewalk chalk masterpieces, live entertainment, family activities, local vendors, delicious food, and plenty to explore. It’s Western Pennsylvania’s oldest street painting festival and one of the most unique summer events you’ll find within an easy drive from Pittsburgh.
This year’s “Yesteryear” theme celebrates nostalgia with classic cars, throwback music, vintage-inspired activities, and stunning chalk artwork created by more than 20 professional artists alongside talented local adults and youth competitors.
Festival Highlights
Throughout the weekend you’ll find:

More than 20 professional chalk artists creating incredible 3D and traditional chalk murals
Youth and adult chalk art competitions
Free Kids Zone with hands-on activities
Live music on multiple stages
Artist & artisan market
Food trucks and local restaurants
5K Run/Walk
Story Stroll through Uptown Somerset
Free community chalk zone where everyone can create
Classic model railroad display
Clay Quest scavenger hunt
Youth Entrepreneur Market
Plenty of shopping throughout Uptown Somerset

Friday Highlights (July 24)
The festival officially kicks off Friday evening, making it a perfect after-work road trip.
One of the biggest attractions is the Yesteryear Car Cruise, where classic vehicles roll into Uptown before parking along Main Street for visitors to admire. Live music follows on the Diamond while professional artists begin transforming the sidewalks into works of art.
Families can also enjoy:

Christmas in July activities with Santa at the library
Story Stroll around town
Laurel Highlands Model Railroad Club
Clay Quest scavenger hunt
Local shopping and food specials
Festival headquarters with free chalk and event information

Saturday Highlights (July 25)
Visitors can spend the day watching chalk artists work while exploring activities happening throughout Uptown Somerset.
Some of Saturday’s highlights include:

Youth Chalk Competition
Adult Chalk Competition
Free Kids Zone
Artist & Artisan Market
SoCo Farmers Market
Fire truck displays
Hair feathers, crafts and family activities
Kiwanis basket raffle
Live demonstrations
Makers Market and evening music at Laurel Arts

It’s also the best day to wander the streets and watch the artwork gradually come to life as artists add detail throughout the day.
Sunday Highlights (July 26)
Sunday gives visitors the chance to see many of the finished chalk masterpieces before they’re eventually washed away.
The day begins with the Chalk the Block 5K Run/Walk, followed by another full day of family activities including:

Artist & Artisan Market
Youth Entrepreneur Market
Fire truck displays
STEM activities
Story Stroll
Open Chalk Zone
Clay Quest scavenger hunt
Shopping, food and local attractions

Tips for Visiting

Arrive early for easier parking.
Wear comfortable walking shoes! You’ll spend plenty of time exploring Uptown Somerset.
Bring sunscreen, water, and a camera.
Plan time to browse the local shops, cafés, and restaurants while you’re in town.

Worth the Drive from Pittsburgh
Located in the beautiful Laurel Highlands, Somerset makes an easy weekend getaway from Pittsburgh. Chalk the Block combines nationally recognized chalk artists with small-town charm, creating an event that’s fun for both kids and adults.
Whether you’re cheering on young artists in the chalk competition, watching professionals create breathtaking sidewalk murals, listening to live music, or simply enjoying a stroll through Uptown, Chalk the Block is one of Pennsylvania’s most colorful summer festivals.
Chalk the Block
Dates: July 24–26, 2026
For the complete entertainment lineup, vendor list, competition information, and full schedule of events, visit the official Chalk the Block website.

Freedom Farms Wildflower Festival
2026-07-24 09:00 - 17:00, 2026-07-25 09:00 - 17:00
Spend a day at Freedom Farms’ Wildflower Festival, where you can stroll through colorful flower fields, pick your own bouquet, and enjoy plenty of family-friendly activities. Kids can meet farm animals, take pony rides, explore the sunflower maze, jump into the giant corn pit, and climb the hay mountain, while everyone can enjoy live music, local food vendors, and artisan crafts. It’s a fun summer outing for all ages, with two weekends of festivities and discounted admission during the second weekend.
Festival Dates
July 17th – 19th
July 24th – 16th
FIRST WEEKEND ADMISSION $20 SECOND WEEKEND ADMISSION $10
What to Bring

Clippers
Buckets
Water

Music

Saturday 18th – Acoustic Diversion
Sunday 19th – Brandon Sensor
Saturday 25th – Acoustic Diversion
Sunday 26th – AD Music

2026Vendors

Rainy Day Creations
JD’s Old Fashion Popcorn
Calla’s Chocolate Moonshine Fudge
The Sweet Spot
PaperPie with Nichole Fest
Fly Away Fox
Boho Daisy
Simple Earth Dream St. Designs
As you are botanicals Earthen Offerings Keffalas Designs LLC
Brusters Ice Cream ​
The Roaming
Beauties By Brooks
Perciosa Jewelry Co.
Main Squeeze Juice
Simply Unique Face Painting
27 Lab Designs
Fairy Gifted
Bear Creek Stitches
Cubarney Pottery
Pop World
Grist House
Country Hammer Moonshine
Arsenal Cider
Mazzatto Winery
La Vigneta Winery
Brother Monk Cider

Freedom Farms, 434 Overbrook Road, Valencia, PA 16059. Held across two separate weekends, July 17 to 19 and July 24 to 26.

Roving Art Cart
2026-07-24 10:00 - 13:00 | Schenley Park, 5410 Bartlett St, Pittsburgh, PA, 15217, United States
Schenley Park. Free drop in art activities for kids and families. Note: the official 2026 park by date schedule was not yet published at time of research; confirm specific park assignment before publishing.

Northside Farmers Market
2026-07-24 15:00 - 19:00 | Allegheny Commons Park, Arch Street, Pittsburgh, PA, 15221, United States
Allegheny Commons Park at East North Avenue and Cedar Avenue, Pittsburgh, PA 15212. Free weekly farmers market. The July 31 market includes a special Happy Hour promotion.

Summer Fridays at the Frick
2026-07-24 17:00 - 20:30
Frick Art & Historical Center, 7227 Reynolds Street, Pittsburgh, PA 15208. Activities begin 5:00 PM, music begins 6:30 PM. New for 2026, five dollar admission per adult; seventeen and under free with registration. Note: the 2026 season has only three total dates (June 5, July 24, August 28), not a weekly series; July 3, 10, 17 and 31 have been dropped from this calendar.

Pirates vs. Chicago Cubs
2026-07-24 18:40, 2026-07-25 18:40 | PNC Park, 115 Federal St, Pittsburgh, PA, 15212, United States
PNC Park, 115 Federal Street. First pitch 6:40 PM. July 24 through 26 is Yinzerpalooza Weekend with giveaways.

South Park Summer Concert Series
2026-07-24 19:30 - 21:30 | South Park Amphitheater, 100 Farmshow Drive, South Park Township, PA, 15219, United States
South Park Amphitheater, 100 Farmshow Drive, South Park Township, PA 15129.

Family Fest at Arts Landing
2026-07-25 10:00 - 14:00
Ideal for families with children ages 1-13, Family Fest at Arts Landing features live performances, story time, family pickleball, local mascot meet-and-greet, and a family dance party, along with ongoing activities including face painting, food trucks, lawn games, chalk art, scavenger hunt, open play, and hands-on arts activities.
Arts Landing, 803 Penn Avenue, Pittsburgh.

Markets at the Terminal
2026-07-25 11:00 - 15:00
Strip District Terminal, Pittsburgh, PA. Free weekly market with local vendors.

20th Anniversary Jubilee at Schenley Plaza
2026-07-25 11:00 - 18:00 | Schenley Plaza
Celebrate 20 years of Schenley Plaza with a joyful day of music, family fun, and community celebration in the heart of Oakland. The free, open-to-the-public Jubilee will feature complimentary PNC Carousel rides, live entertainment including a 21-piece big band and a special concert by Azure, fairytale character appearances, balloon artist, face painting, caricatures, local vendors, and more surprises throughout the day.

Hill District Arts Festival
2026-07-25 14:00 - 22:00
Centre Avenue, Hill District. Note: confirmed 2026 dates are July 25 and 26 only; July 23 has been dropped from this calendar.

Hazelwood Green Plaza Summer Concert: Cheikh Ibra Fam
2026-07-25 18:00
Hazelwood Green Plaza. Likely free; exact ticket status unconfirmed.

Bakery Square Live Music: Donna O.
2026-07-25 18:00 - 21:00
Bakery Square Courtyard, 6425 Penn Avenue, Pittsburgh, PA 15206. Presented by Dollar Bank.

Neighborhood Flea Night Market at Southside Works
2026-07-25 18:00 - 22:00 | Southside Works, 424 S 27th St Suite 300, Pittsburgh, PA, 15203, United States
Southside Works. Free admission evening flea market and night market.

Stars at Riverview: Chantal Joseph
2026-07-25 19:00 - 20:30 | Riverview Park, 1 Riverview Ave, Pittsburgh , PA, 15214, United States
Riverview Park. Free outdoor concert.

Movies in the Park: Riverview Park, The Phoenician Scheme
2026-07-25 21:00 - 23:00 | Riverview Park, 1 Riverview Ave, Pittsburgh , PA, 15214, United States
