The Best Things To Do Around the Main Line with Kids

Discover the best family-friendly things to do in and around the Main Line with kids, including events, festivals, attractions, and free activities through our curated calendar. Find what’s happening in Chester, Delaware, and Montgomery Counties today and plan your next family adventure!

💞Check out our sister Community Calendars too: Philadelphia Family and Bucks County Parent.

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Main Line Parent Community Calendar

Ongoing

Plein Air Festival at the Wayne Art Center

Wayne Art Center

Wayne Art Center is excited to announce the 17th Annual Plein Air Festival, one of the longest running and most popular outdoor painting events in the country. The multi-day competition will begin on Sunday, May 4th with 32 talented artists from 29 states painting within 30 miles of Wayne. More […]

Barnyard Animals at Linvilla Orchards

Linvilla Orchards 137 W. Knowlton Road, Media

Visitors are invited to swing by and make some new furry and feathered friends at the barnyard. Guests can meet a charming group of animals, including white-tailed deer, goats, horses, ducks, birds, sheep, peacocks, and turkeys. These friendly animals are always ready to greet guests with open hooves, wings, and […]

Father’s Day Weekend at the Vineyard

Father’s Day Weekend at Penns Woods Vineyard

Penns Woods Winery 124 Beaver Valley Road, Chadds Ford

Penns Woods Winery has a fun-filled weekend of special events and live music on the lawn in honor of Father's Day. All outdoor seating is first come, first served including the pavilion and fire pits, and packing chairs & blankets is advised (Pop up tents/canopies are not permitted). Parking is […]

Stretch then Sip at KOP Town Center

King of Prussia Town Center 155 Village Drive, King of Prussia

Join YogaSix Main Line for a relaxing evening of yoga followed by a refreshing drink at KOP Town Center. Unwind and stretch your body with a rejuvenating yoga session, perfect for all skill levels. Afterward, mingle with fellow yogis and enjoy a well-deserved beverage to end the week on a […]

Free

Chester County Balloon Festival – Father’s Day Weekend

Willowdale Steeplechase 101 East Street Road, Kennett Square

The Annual Chester County Balloon Festival will be held on Father's Day weekend, June 13th–15th, at Willowdale Steeplechase in Kennett Square. The Balloon Festival is a must-attend event filled with activities on–the-ground and in-the-air, providing family fun for all ages including 100+ vendors, live bands, balloons and glows, tethered and […]

Sunset & Sip at Linvilla Orchards

Sunset & Sip at Linvilla Orchards

Linvilla Orchards 137 W. Knowlton Road, Media

Guests are invited to grab their favorite bottle, pack a cozy blanket, and head to Linvilla Orchards for a magical evening. As the sun slowly sets over the farm, visitors can unwind and take in the vibrant colors in a relaxed, scenic setting. Before settling in, guests can swing by […]

Family Night Out at Goldfish Swim School Malvern

Goldfish Swim School, Malvern 309 Lancaster Avenue, Malvern

Bring your whole family to Goldfish Swim School in Malvern for a fin-tastic night of swimming, snacks, and wild fun. This month, Goldfish is going all out to celebrate animal friends! Your swimmer can: Create a fun, animal-themed craft Enjoy tasty snacks Splash around in the pool Come join them […]

“Moana 2” Under the Stars in Wayne

Wilson Farm Park 500 Lee Rd, Wayne

Tredyffrin Township residents and surrounding community members are invited to an outdoor movie night in Wayne. The Township will host a free outdoor screening of "Moana 2" in Wilson Farm Park on the rescheduled date of Friday, June 13, 2025. The movie will begin at dusk, but attendees are encouraged […]

Father’s Day Weekend at the Vineyard

Father’s Day Weekend at Penns Woods Vineyard

Penns Woods Winery 124 Beaver Valley Road, Chadds Ford

Penns Woods Winery has a fun-filled weekend of special events and live music on the lawn in honor of Father's Day. All outdoor seating is first come, first served including the pavilion and fire pits, and packing chairs & blankets is advised (Pop up tents/canopies are not permitted). Parking is […]

Chester County Balloon Festival – Father’s Day Weekend

Willowdale Steeplechase 101 East Street Road, Kennett Square

The Annual Chester County Balloon Festival will be held on Father's Day weekend, June 13th–15th, at Willowdale Steeplechase in Kennett Square. The Balloon Festival is a must-attend event filled with activities on–the-ground and in-the-air, providing family fun for all ages including 100+ vendors, live bands, balloons and glows, tethered and […]

Father’s Day Weekend at the Vineyard

Father’s Day Weekend at Penns Woods Vineyard

Penns Woods Winery 124 Beaver Valley Road, Chadds Ford

Penns Woods Winery has a fun-filled weekend of special events and live music on the lawn in honor of Father's Day. All outdoor seating is first come, first served including the pavilion and fire pits, and packing chairs & blankets is advised (Pop up tents/canopies are not permitted). Parking is […]

Chester County Balloon Festival – Father’s Day Weekend

Willowdale Steeplechase 101 East Street Road, Kennett Square

The Annual Chester County Balloon Festival will be held on Father's Day weekend, June 13th–15th, at Willowdale Steeplechase in Kennett Square. The Balloon Festival is a must-attend event filled with activities on–the-ground and in-the-air, providing family fun for all ages including 100+ vendors, live bands, balloons and glows, tethered and […]

Sunset & Sip at Linvilla Orchards

Sunset & Sip at Linvilla Orchards

Linvilla Orchards 137 W. Knowlton Road, Media

Guests are invited to grab their favorite bottle, pack a cozy blanket, and head to Linvilla Orchards for a magical evening. As the sun slowly sets over the farm, visitors can unwind and take in the vibrant colors in a relaxed, scenic setting. Before settling in, guests can swing by […]

Sunset & Sip at Linvilla Orchards

Sunset & Sip at Linvilla Orchards

Linvilla Orchards 137 W. Knowlton Road, Media

Guests are invited to grab their favorite bottle, pack a cozy blanket, and head to Linvilla Orchards for a magical evening. As the sun slowly sets over the farm, visitors can unwind and take in the vibrant colors in a relaxed, scenic setting. Before settling in, guests can swing by […]