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.

🗓️ Have an event to share? Join Main Line Parent as a Member and submit it here for consideration! (Members are given priority event coverage.)

 

 

Make the most of family life around the Main Line with the best weekend events, parenting tips, and local stories— all delivered straight to your inbox every Thursday.

 

Main Line Parent’s High Five Newsletter delivers:
📍 Can’t-miss family weekend events and activities
💡 Practical local parenting advice and resources
🧳 Insider tips to navigate the Main Line, Delco, and Chesco like a native

Subscribe now and never miss out on what’s happening for families in Philly’s Western Suburbs!

 

 

Main Line Parent Community Calendar

Star Wars LEGO Weekend at the American Helicopter Museum

American Helicopter Museum & Education Center 1220 American Boulevard, West Chester, PA, United States

The American Helicopter Museum will host Lego Weekend and Star Wars Day on May 3rd from 10:00 am to 5:00 pm, and May 4th from noon to 5:00 pm. The special weekend will be a celebration of everyone’s favorite interlocking construction toys. The Colonial LUG (LEGO Users Group) will be […]

Star Wars LEGO Weekend at the American Helicopter Museum

American Helicopter Museum & Education Center 1220 American Boulevard, West Chester, PA, United States

The American Helicopter Museum will host Lego Weekend and Star Wars Day on May 3rd from 10:00 am to 5:00 pm, and May 4th from noon to 5:00 pm. The special weekend will be a celebration of everyone’s favorite interlocking construction toys. The Colonial LUG (LEGO Users Group) will be […]

Friday Night Beginner Pickleball Clinic

Penn Oaks Tennis & Fitness Center 56 Penn Oaks Drive, West Chester, PA

Join Penn Oaks Tennis & Fitness Center for their Friday night pickleball clinics for rookie and novice players. These Beginner clinics are for players new to the game, those who need to work on consistency, or those who are not comfortable with scoring or need a refresher.   The clinics are […]

Mother’s Day Brunch at Stove & Tap West Chester

Stove & Tap 158 West Gay Street, West Chester, PA

Stove & Tap West Chester offers a special Mother's Day brunch celebration in a lively atmosphere. Families can enjoy a delicious meal while spending quality time together, creating special memories of the occasion. Reservations are recommended to secure a table for this popular holiday dining experience.

Friday Night Beginner Pickleball Clinic

Penn Oaks Tennis & Fitness Center 56 Penn Oaks Drive, West Chester, PA

Join Penn Oaks Tennis & Fitness Center for their Friday night pickleball clinics for rookie and novice players. These Beginner clinics are for players new to the game, those who need to work on consistency, or those who are not comfortable with scoring or need a refresher.   The clinics are […]

West Chester Porchfest

West Chester Borough Dean Street and South New Street, West Chester, PA

Join West Chester's Porchfest, an open-air community celebration of summer's impending arrival. At this free, family-friendly event the public can experience local musicians performing on the porches of historic West Chester homes and educate themselves at booths providing information on local environmental initiatives. There will also be food trucks and […]

Westtown 6th through 12th Grade Spring Preview Event

Westtown School 975 Westtown Road, West Chester, PA, United States

Join Westtown School for their 6th-12th Grade Spring Preview on Monday, May 19. This is an excellent opportunity to meet and connect with faculty, students, and tour their 600-acre campus. Their Quaker Pre-K – 12 day and boarding school in West Chester offers students challenging academics in a supportive community […]

Friday Night Beginner Pickleball Clinic

Penn Oaks Tennis & Fitness Center 56 Penn Oaks Drive, West Chester, PA

Join Penn Oaks Tennis & Fitness Center for their Friday night pickleball clinics for rookie and novice players. These Beginner clinics are for players new to the game, those who need to work on consistency, or those who are not comfortable with scoring or need a refresher.   The clinics are […]

Friday Night Beginner Pickleball Clinic

Penn Oaks Tennis & Fitness Center 56 Penn Oaks Drive, West Chester, PA

Join Penn Oaks Tennis & Fitness Center for their Friday night pickleball clinics for rookie and novice players. These Beginner clinics are for players new to the game, those who need to work on consistency, or those who are not comfortable with scoring or need a refresher.   The clinics are […]

“Pride” at the Uptown Knauer Performing Arts Center in West Chester

Uptown Knauer Performing Arts Center 226 N. High Street, West Chester, PA, United States

Come to West Chester's Knauer Performing Arts Center on June 2nd for a screening of "Pride." This two-hour film is based on the true story of the unlikely friendship forged between striking miners in Wales and a group of London-based gay and lesbian activists. Tickets are $5 each for this […]

Summer Growing Tour at Highland Orchards

Highland Orchards 1000 Marshallton Thorndale Road, West Chester, PA, United States

Join Highland Orchards for a Summer Growing Tour. Climb aboard their shuttle for a fun and educational journey through the orchard. Summer is a busy season for growing, and guides will take visitors through the fields, stopping along the way to show how they work alongside nature to nurture their […]

Highland Orchards Strawberry Festival

Highland Orchards 1000 Marshallton Thorndale Road, West Chester, PA, United States

Enjoy a sweet day on the farm at Highland Orchards' Strawberry Festival. The Festival will be open from 10:00 am-5:00 pm, while Highlands' Market & Bakery are open from 9:00 am-5:00 pm. The Festival will feature live music from Anthem Arcade from 1:00-4:00 pm, food trucks, and the opportunity to […]

Turks Head Music Festival in West Chester

Everhart Park 100 S. Brandywine St., West Chester, PA

West Chester's beloved Turks Head Music Festival returns to Everhart Park on Sunday, June 8th from 12:00 to 7:00 pm. This free community celebration brings together the best of local music, arts, and cuisine for a perfect summer day. Visitors will discover approximately 70 artists and vendors showcasing high-quality arts, […]

Free

Juneteenth Open Mic Night at Chester County Library

Chester County Library 450 Exton Square Parkway, Exton, PA

Join the Chester County Library in their Struble Room to honor America’s second Independence Day with an Open Mic Night focusing on Black history and culture. We want to hear you sing, read poetry, tell a story, or just speak from the heart. Celebrate Black voices in honor of the […]

“On the Wings of Freedom” Special Exhibit Unveiling at the American Helicopter Museum

American Helicopter Museum & Education Center 1220 American Boulevard, West Chester, PA, United States

In honor of Juneteenth, join the American Helicopter Museum for the unveiling of a permanent special exhibit, On the Wings of Freedom: Black Leaders in Aviation. This special exhibit features and celebrates the stories of prominent Black mechanics, pilots, and engineers in American aviation with connections to aircraft in the […]

Rustin Day of Film 2025 for Juneteenth

Chester County History Center 225 N High Street, West Chester, PA

The Chester County History Center will host its second Rustin: Day of Film in honor of Bayard Rustin and in celebration of the stories and storytellers that elevate the Black and LGBTQ+ experiences. The History Center will welcome guests to a 90-minute block of short films curated by our partners […]

Father’s Day Express Train Ride on the West Chester Railroad

West Chester Railroad West Chester, PA, United States

Take Dad on a 90-minute round trip train ride from West Chester to Glen Mills and back on his special day. During your brief layover in Glen Mills, you will be able to explore the historic Glen Mills train station as well as the picnic grove along the Chester Creek. […]

West Chester Juneteenth Celebration

Charles A Melton Arts & Education Center 501 East Miner Street, West Chester, PA, United States

Join the Cultural Alliance of Chester County as they celebrate Juneteenth and the end of slavery in the United States—all are welcome! They’ll honor the sacrifice of our ancestors and share the cultural heritage of enslaved people, and their descendants through entertainment, art, education, and an ever-present always-developing sense of […]

The Underground Railroad in West Chester Walking Tours

Chester County History Center 225 N High Street, West Chester, PA

The Underground Railroad was a network of people offering shelter and aid to enslaved men, women and children on their journeys to freedom. This small-group walking tour will visit eight locations around downtown West Chester that served as a backdrop for the people involved in this clandestine operation. Learn about […]

The Underground Railroad in West Chester Walking Tours

Chester County History Center 225 N High Street, West Chester, PA

The Underground Railroad was a network of people offering shelter and aid to enslaved men, women and children on their journeys to freedom. This small-group walking tour will visit eight locations around downtown West Chester that served as a backdrop for the people involved in this clandestine operation. Learn about […]

Eagles Youth Football Academy in West Chester

Bayard Rustin High School 1100 Shiloh Road, West Chester, PA, United States

The Official Philadelphia Eagles Youth Football Clinic is coming to Rustin High School Football Stadium in West Chester on Saturday, June 21st for the World Champions Camp Series. This clinic is designed to offer children ages 5 to 14 the memory of a lifetime while being coached by the Official […]

Family Fest at the American Helicopter Museum

American Helicopter Museum & Education Center 1220 American Boulevard, West Chester, PA, United States

Join the American Helicopter Museum for their annual celebration of family and fun! There will be helicopter rides, bounce houses, food trucks, exhibitors, activities, and fun for the whole family! Helicopter rides are on a first come, first served basis, conditions permitting. Tickets for helicopter rides are purchased in addition […]

The Underground Railroad in West Chester Walking Tours

Chester County History Center 225 N High Street, West Chester, PA

The Underground Railroad was a network of people offering shelter and aid to enslaved men, women and children on their journeys to freedom. This small-group walking tour will visit eight locations around downtown West Chester that served as a backdrop for the people involved in this clandestine operation. Learn about […]

The Underground Railroad in West Chester Walking Tours

Chester County History Center 225 N High Street, West Chester, PA

The Underground Railroad was a network of people offering shelter and aid to enslaved men, women and children on their journeys to freedom. This small-group walking tour will visit eight locations around downtown West Chester that served as a backdrop for the people involved in this clandestine operation. Learn about […]

The Underground Railroad in West Chester Walking Tours

Chester County History Center 225 N High Street, West Chester, PA

The Underground Railroad was a network of people offering shelter and aid to enslaved men, women and children on their journeys to freedom. This small-group walking tour will visit eight locations around downtown West Chester that served as a backdrop for the people involved in this clandestine operation. Learn about […]

LGBTQ+ Voices in Aviation at the American Helicopter Museum in West Chester

American Helicopter Museum & Education Center 1220 American Boulevard, West Chester, PA, United States

Join the American Helicopter Museum and Education Center in celebrating and uplifting LGBTQ+ voices across the aviation sectors. For those interested in aviation or aviation professionals, this is a great opportunity to connect with industry LGBTQ+ organizations and ally organizations. Various aviation, academic, and community LGBTQ+ groups will be present […]

East Goshen Community Day

East Goshen Park 1661 Paoli Pike, West Chester, PA

The 2025 East Goshen Township Community Day will be held on Saturday June 28th at East Goshen Township Park in West Chester. The event starts at 5:00 pm and goes until sunset and is filled with family fun including a host of vendors from all across East Goshen and beyond. […]

Storytime with Melanie at the American Helicopter Museum

American Helicopter Museum & Education Center 1220 American Boulevard, West Chester, PA, United States

Join Melanie for a Story Time event at the American Helicopter Museum. This month, rather than occurring on the first Friday of the month, the storytime will be held on Thursday, July 3rd due to the Independence Day holiday. The event will feature interactive read-alouds, a special art activity, and […]

Splish Splash at Stroud Preserve

Stroud Preserve 454 N Creek Road, West Chester, PA, United States

Kids, come out and splash in Brandywine Creek! Squish in the mud, swish your toes in the water, and splash your friends. Kids and adults are invited to play in the stream, relax, and enjoy the last days of summer. Be prepared to get really muddy: bring an extra pair […]

Uwchlan Community Day

Lionville Park 34 Devon Drive, Exton, PA, United States

Uwchlan Township invites families to experience a day of community celebration showcasing Uwchlan Township's vibrant spirit and local talent. The event features live performances by accomplished local musicians, interactive displays from community organizations, and a diverse selection of food trucks offering delicious treats for every taste. The festival provides entertainment […]

World Helicopter Day at the American Helicopter Museum

American Helicopter Museum & Education Center 1220 American Boulevard, West Chester, PA, United States

Join the American Helicopter Museum to celebrate World Helicopter Day in West Chester. There will be helicopter rides between 1:00-3:00 pm and the museum will be open from noon to 5:00 pm. Helicopter rides are $100.00/person ($85.00/person for members) and are offered on a first come, first served basis - no […]