The Gay Street Open-Air Market returns for 2026 in Downtown West Chester.
35 events found.
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
Events
Calendar of Events
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3 events,
The Gay Street Open-Air Market returns for 2026 in Downtown West Chester. 
Hosted by the Haverford Township Free Library, bring your littles ages 0-5 for story time each Monday and Thursday morning at a different park. |
1 event, |
2 events,
At Lolo Leo, there’s something for every little learner! Its bilingual classes are designed for children of different ages, from babies to early learners. Families can join morning classes featuring playful, parent-friendly activities or explore afternoon Spanish activities that are perfect for after-school fun. Through music, movement, sensory play, art and hands-on activities, children experience Spanish naturally while playing, creating and connecting. 
Nature Storytime invites young children and their caregivers to enjoy a fun outdoor storytime at Lower Perkiomen Valley Park. |
3 events,
At Lolo Leo, there’s something for every little learner! Its bilingual classes are designed for children of different ages, from babies to early learners. Families can join morning classes featuring playful, parent-friendly activities or explore afternoon Spanish activities that are perfect for after-school fun. Through music, movement, sensory play, art and hands-on activities, children experience Spanish naturally while playing, creating and connecting.
Hosted by the Haverford Township Free Library, bring your littles ages 0-5 for story time each Monday and Thursday morning at a different park.
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Alongside their first Happy Hour of fall, held by the log cabin, Newlin Grist Mill is hosting a BioBlitz in partnership with Concord Township, PA! |
4 events,
The Gay Street Open-Air Market returns for 2026 in Downtown West Chester.
At Lolo Leo, there’s something for every little learner! Its bilingual classes are designed for children of different ages, from babies to early learners. Families can join morning classes featuring playful, parent-friendly activities or explore afternoon Spanish activities that are perfect for after-school fun. Through music, movement, sensory play, art and hands-on activities, children experience Spanish naturally while playing, creating and connecting.
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Families are invited to the Maguire Art Museum for a morning of art, music, and storytelling in the galleries! This month’s program celebrates autumn with stories like Leaves by David Ezra Stein and Where’s the Pumpkin? by Fhiona Galloway. Children will also search for signs of autumn in the artwork and paint colorful fall trees.
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Stroll Downtown Phoenxiville for September First Friday. |
3 events,
The Gay Street Open-Air Market returns for 2026 in Downtown West Chester.
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Stroll Skippack Village and enjoy a variety of food and dessert vendors! |
4 events,
The Gay Street Open-Air Market returns for 2026 in Downtown West Chester. 
Get tickets now for the spectacular Fireworks & Fountains Shows at Longwood Gardens. Experience everything from a Journey to Oz that defies gravity to a swoon-worthy show of classics, to the magic of Leroy Anderson, space-themed hits, 80s tunes, and more. |
4 events,
Hosted by the Haverford Township Free Library, bring your littles ages 0-5 for story time each Monday and Thursday morning at a different park.
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Golden Key Enrichment, a children's math and language enrichment program, is hosting an in-person Open House this Monday, September 7th at their center in King of Prussia. Families are invited to come visit the facility, meet the teachers, and learn more about various programs. Bring the kids along — there will be fun games, activities, and crafts for them to enjoy! |
2 events,
At Lolo Leo, there’s something for every little learner! Its bilingual classes are designed for children of different ages, from babies to early learners. Families can join morning classes featuring playful, parent-friendly activities or explore afternoon Spanish activities that are perfect for after-school fun. Through music, movement, sensory play, art and hands-on activities, children experience Spanish naturally while playing, creating and connecting. |
2 events,
At Lolo Leo, there’s something for every little learner! Its bilingual classes are designed for children of different ages, from babies to early learners. Families can join morning classes featuring playful, parent-friendly activities or explore afternoon Spanish activities that are perfect for after-school fun. Through music, movement, sensory play, art and hands-on activities, children experience Spanish naturally while playing, creating and connecting.
Nature Storytime invites young children and their caregivers to enjoy a fun outdoor storytime at Lower Perkiomen Valley Park. |
2 events,
At Lolo Leo, there’s something for every little learner! Its bilingual classes are designed for children of different ages, from babies to early learners. Families can join morning classes featuring playful, parent-friendly activities or explore afternoon Spanish activities that are perfect for after-school fun. Through music, movement, sensory play, art and hands-on activities, children experience Spanish naturally while playing, creating and connecting.
Hosted by the Haverford Township Free Library, bring your littles ages 0-5 for story time each Monday and Thursday morning at a different park. |
4 events,
The Gay Street Open-Air Market returns for 2026 in Downtown West Chester.
At Lolo Leo, there’s something for every little learner! Its bilingual classes are designed for children of different ages, from babies to early learners. Families can join morning classes featuring playful, parent-friendly activities or explore afternoon Spanish activities that are perfect for after-school fun. Through music, movement, sensory play, art and hands-on activities, children experience Spanish naturally while playing, creating and connecting.
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Mark your calendar for September 11th from 12-12:45 pm. Dr. Rachel Brookland will join Whole Mind Healing Center to discuss all things maternal mental health LIVE on Instagram.
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The 2026 Nurturing Minds Gala will take place on September 11 at The Merion Tribute House in Merion Station, PA. The special evening will honor Laurie Marshall, Libby King, and Sarah Schmader of the 1830 Family Foundation for their extraordinary commitment to Nurturing Minds, SEGA, and girls’ education in Tanzania.
$125
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7 events,
The Gay Street Open-Air Market returns for 2026 in Downtown West Chester.
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Join Small Moments Foundation for a back-to-school playgroup, where grieving children and their families can connect with others who "get it". Enjoy donuts, playtime, and meaningful conversation in a welcoming space as everyone gears up for the school year ahead with a little extra support and community!
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Join Historic Sugartown and the Chester County Beekeepers Association for a fun and educational day to celebrate vital pollinators! This family-friendly event, held at the Carriage Museum at Historic Sugartown, will be buzzing with excitement! 
Enjoy Baby Whale and the Plastic Ocean during the 2026 Philadelphia Fringe Festival!
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This transformative afternoon offers an opportunity for healing, insight, and connection through Family Constellations—a powerful experiential process that reveals hidden dynamics within families, relationships, and ancestral systems. Held in a safe, compassionate, and supportive environment, the workshop invites participants to explore emotional patterns, relational entanglements, and generational influences that may be quietly shaping their lives. Whether participants bring a specific issue or simply feel called to deepen their self-awareness, Family Constellations can offer fresh perspective, greater compassion, and meaningful movement toward healing.
Enjoy Baby Whale and the Plastic Ocean during the 2026 Philadelphia Fringe Festival! |
6 events,
The Gay Street Open-Air Market returns for 2026 in Downtown West Chester. 
Join former Chester County Trails Club Vice President Dolores (Dee) McGrath for a three-mile hike through a historic area, ending with 10 minutes of quietly enjoying the sounds of nature.
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Celebrate TWO amazing years of Harmony Kids Playhouse with music, dancing, open play, DIY tie-dye, a special take-home gift, food, drinks, and birthday cake! Join us Sunday, Sept. 13 from 10 AM–12 PM for a fun-filled celebration with your HKP family.
Enjoy Baby Whale and the Plastic Ocean during the 2026 Philadelphia Fringe Festival! |
3 events,
Hosted by the Haverford Township Free Library, bring your littles ages 0-5 for story time each Monday and Thursday morning at a different park. |
5 events,
Music & Movement activities help boost early language and communication skills. Hands-On Sensory Art experiences encourage creativity, exploration, and learning.
Music & Movement activities help boost early language and communication skills. Hands-On Sensory Art experiences encourage creativity, exploration, and learning. 
Bright Day Studio's Tuesday Playgroup is a relaxed 90-minute experience where children can ease into the space, explore at their own pace, and get comfortable through a mix of art, play, and connection.
At Lolo Leo, there’s something for every little learner! Its bilingual classes are designed for children of different ages, from babies to early learners. Families can join morning classes featuring playful, parent-friendly activities or explore afternoon Spanish activities that are perfect for after-school fun. Through music, movement, sensory play, art and hands-on activities, children experience Spanish naturally while playing, creating and connecting. |
2 events,
At Lolo Leo, there’s something for every little learner! Its bilingual classes are designed for children of different ages, from babies to early learners. Families can join morning classes featuring playful, parent-friendly activities or explore afternoon Spanish activities that are perfect for after-school fun. Through music, movement, sensory play, art and hands-on activities, children experience Spanish naturally while playing, creating and connecting.
Nature Storytime invites young children and their caregivers to enjoy a fun outdoor storytime at Lower Perkiomen Valley Park. |
3 events,
At Lolo Leo, there’s something for every little learner! Its bilingual classes are designed for children of different ages, from babies to early learners. Families can join morning classes featuring playful, parent-friendly activities or explore afternoon Spanish activities that are perfect for after-school fun. Through music, movement, sensory play, art and hands-on activities, children experience Spanish naturally while playing, creating and connecting.
Hosted by the Haverford Township Free Library, bring your littles ages 0-5 for story time each Monday and Thursday morning at a different park.
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Join Chapter Two Books for Ladies’ Night Sip & Shop on Thursday September 17! Browse the shelves, support local small businesses, and enjoy a drink and good company. Admission is free, but space is limited. RSVP! |
5 events,
The Gay Street Open-Air Market returns for 2026 in Downtown West Chester.
Music & Movement activities help boost early language and communication skills. Hands-On Sensory Art experiences encourage creativity, exploration, and learning.
At Lolo Leo, there’s something for every little learner! Its bilingual classes are designed for children of different ages, from babies to early learners. Families can join morning classes featuring playful, parent-friendly activities or explore afternoon Spanish activities that are perfect for after-school fun. Through music, movement, sensory play, art and hands-on activities, children experience Spanish naturally while playing, creating and connecting.
Enjoy Baby Whale and the Plastic Ocean during the 2026 Philadelphia Fringe Festival!
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Kids ages 6 and up can explore the science behind some of their favorite treats during an engaging Edible Science session. Participants will make fun and challenging science projects using candy and food items, including Rock Candy, Candy Slime, and Pop Rocks. |
6 events,
The Gay Street Open-Air Market returns for 2026 in Downtown West Chester.
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Kick off the fall semester with an afternoon of fun, flavor, and community at Creutzburg! The community is invited to join Main Line School Night on Saturday, September 19, from 12:00–4:00 pm for an afternoon filled with tasty bites, local artisans, live music, games, dance, and hands-on demonstrations from MLSN instructors. Whether attendees are 9 or 90, there will be something for every lifelong learner!
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The Borough of Conshohocken invites you to the 33rd Annual Funfest on Saturday, September 19, from noon to 8 p.m., taking over Fayette Street for a celebration bigger and better than ever before.
Enjoy Baby Whale and the Plastic Ocean during the 2026 Philadelphia Fringe Festival!
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The HEADstrong Foundation is bringing its Running aHEAD of Cancer 5K back to Swarthmore this fall. Runners, walkers, and supporters are invited to come together for a 5K run and 1-mile walk. Kids and strollers are welcome, making the event open to the whole family. The event supports HEADstrong’s mission and Nick’s House, which provides free accommodations and support to families traveling for cancer treatment. |
7 events,
The Gay Street Open-Air Market returns for 2026 in Downtown West Chester.
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History, Archaeology, & Family Fun! A local favorite, the Newlin Grist Mill Fall Festival features a wide variety of historic skills and trades demonstrations, archaeological excavations and activities, displays from local historical organizations, hayrides, and hands-on activities for kids of all ages! In addition, there will be vendors of handcrafted […]
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This transformational group past life regression journey invites participants to explore their most rewarding and fulfilling past incarnations—remembering times of deep connection with others, their innate wisdom, the Earth, and higher dimensions.
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As summer draws to a close, families are invited to the Circle Garden for a family-friendly concert celebrating the beginning of autumn with Miss Virginia and her supergroup of area children’s musicians, Miss Laura and Mr. Anthony.
Enjoy Baby Whale and the Plastic Ocean during the 2026 Philadelphia Fringe Festival! |
3 events,
Hosted by the Haverford Township Free Library, bring your littles ages 0-5 for story time each Monday and Thursday morning at a different park. |
4 events,
Music & Movement activities help boost early language and communication skills. Hands-On Sensory Art experiences encourage creativity, exploration, and learning.
Bright Day Studio's Tuesday Playgroup is a relaxed 90-minute experience where children can ease into the space, explore at their own pace, and get comfortable through a mix of art, play, and connection.
At Lolo Leo, there’s something for every little learner! Its bilingual classes are designed for children of different ages, from babies to early learners. Families can join morning classes featuring playful, parent-friendly activities or explore afternoon Spanish activities that are perfect for after-school fun. Through music, movement, sensory play, art and hands-on activities, children experience Spanish naturally while playing, creating and connecting. |
2 events,
At Lolo Leo, there’s something for every little learner! Its bilingual classes are designed for children of different ages, from babies to early learners. Families can join morning classes featuring playful, parent-friendly activities or explore afternoon Spanish activities that are perfect for after-school fun. Through music, movement, sensory play, art and hands-on activities, children experience Spanish naturally while playing, creating and connecting.
Nature Storytime invites young children and their caregivers to enjoy a fun outdoor storytime at Lower Perkiomen Valley Park. |
3 events,
At Lolo Leo, there’s something for every little learner! Its bilingual classes are designed for children of different ages, from babies to early learners. Families can join morning classes featuring playful, parent-friendly activities or explore afternoon Spanish activities that are perfect for after-school fun. Through music, movement, sensory play, art and hands-on activities, children experience Spanish naturally while playing, creating and connecting.
Hosted by the Haverford Township Free Library, bring your littles ages 0-5 for story time each Monday and Thursday morning at a different park.
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Join influential entrepreneurs, executives, and community leaders for our Women of Influence Luncheon to get listed in our Print and Digital Guides with your ticket. We connect local women+ like you to empower and amplify your impact in Philly, Bucks County, around the Main Line, and beyond. Get your tickets […] |
5 events,
The Gay Street Open-Air Market returns for 2026 in Downtown West Chester.
Music & Movement activities help boost early language and communication skills. Hands-On Sensory Art experiences encourage creativity, exploration, and learning.
At Lolo Leo, there’s something for every little learner! Its bilingual classes are designed for children of different ages, from babies to early learners. Families can join morning classes featuring playful, parent-friendly activities or explore afternoon Spanish activities that are perfect for after-school fun. Through music, movement, sensory play, art and hands-on activities, children experience Spanish naturally while playing, creating and connecting.
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Renew You's West Chester Open House is approaching. Step into their new space, meet team members, and get a feel for the many ways reNEW YOU supports mental health and whole-person wellness.
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HKP Family Jam is a no-pressure, incredibly fun musical experience where families sing, play instruments, move, dance, and make memories together. |
9 events,
The Gay Street Open-Air Market returns for 2026 in Downtown West Chester. 
Newlin Grist Mill and Wild Birds Unlimited (Glen Mills) have teamed up to explore the wonderful world of bird life! Join them for monthly naturalist-led walks through the 160-acre park at Newlin Grist Mill. Visitors will meet year-round residents, visit exciting migrants, and learn the basics of bird identification and […]
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Explore Sacred Heart Academy at its open house and fun fair event on September 26th. Enjoy Explore the spirit through interactive tours, performances, and family fun! 
Step up to the flower bar and create your own bouquet using locally grown, seasonal blooms from area farms. Bring a vase or container from home (or choose from our stash of recycled ones) and design something beautiful while supporting sustainable flowers and local growers.
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Canine Partners for Life (CPL), a non-profit organization located in Chester County, PA, is dedicated to increasing the independence and quality of life of individuals with physical, developmental, and cognitive disabilities or who are in other situations of need, by training and placing service and companion dogs. 
Help Newlin make the park a better place for wildlife and people. The Habitat Stewards group meets once a month to work on outdoor tasks related to habitat restoration and species conservation. Projects vary by month, but include things like invasive plant removal, tree planting, garden maintenance, trail cleanup, and […] 
Uptown! Knauer Performing Arts Center is thrilled to bring back its free pop-up Beer Garden series—an open-air celebration of community, live music, and fun.
Get tickets now for the spectacular Fireworks & Fountains Shows at Longwood Gardens. Experience everything from a Journey to Oz that defies gravity to a swoon-worthy show of classics, to the magic of Leroy Anderson, space-themed hits, 80s tunes, and more. |
4 events,
The Gay Street Open-Air Market returns for 2026 in Downtown West Chester.
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Gather your family, friends, and colleagues for an exciting Topgolf event benefiting Take A Breather Foundation. Your participation helps fund life-changing respite experiences that allow individuals and families living with cystic fibrosis to take a break from treatments and focus on making memories together. |
4 events,
Music & Movement activities help boost early language and communication skills. Hands-On Sensory Art experiences encourage creativity, exploration, and learning.
Bright Day Studio's Tuesday Playgroup is a relaxed 90-minute experience where children can ease into the space, explore at their own pace, and get comfortable through a mix of art, play, and connection.
At Lolo Leo, there’s something for every little learner! Its bilingual classes are designed for children of different ages, from babies to early learners. Families can join morning classes featuring playful, parent-friendly activities or explore afternoon Spanish activities that are perfect for after-school fun. Through music, movement, sensory play, art and hands-on activities, children experience Spanish naturally while playing, creating and connecting. |
3 events,
At Lolo Leo, there’s something for every little learner! Its bilingual classes are designed for children of different ages, from babies to early learners. Families can join morning classes featuring playful, parent-friendly activities or explore afternoon Spanish activities that are perfect for after-school fun. Through music, movement, sensory play, art and hands-on activities, children experience Spanish naturally while playing, creating and connecting.
Nature Storytime invites young children and their caregivers to enjoy a fun outdoor storytime at Lower Perkiomen Valley Park.
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Tina Ho MD Facial Plastic Surgery will host its annual Anniversary Event on September 30 from 4–7 PM. Guests are invited to enjoy an evening of demonstrations, complimentary consultations with the practice’s facial experts, exclusive promotions, giveaways, and more. |
2 events,
At Lolo Leo, there’s something for every little learner! Its bilingual classes are designed for children of different ages, from babies to early learners. Families can join morning classes featuring playful, parent-friendly activities or explore afternoon Spanish activities that are perfect for after-school fun. Through music, movement, sensory play, art and hands-on activities, children experience Spanish naturally while playing, creating and connecting.
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Families are invited to join MLCA’s Virtual Open House to learn more about its K–8 classical program. |
2 events,
Music & Movement activities help boost early language and communication skills. Hands-On Sensory Art experiences encourage creativity, exploration, and learning.
At Lolo Leo, there’s something for every little learner! Its bilingual classes are designed for children of different ages, from babies to early learners. Families can join morning classes featuring playful, parent-friendly activities or explore afternoon Spanish activities that are perfect for after-school fun. Through music, movement, sensory play, art and hands-on activities, children experience Spanish naturally while playing, creating and connecting. |
1 event,
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Get ready for a frighteningly good time! Mark your calendars for Saturday, October 3rd from 3 PM to 8 PM (rain date: Sunday October 4th) for Shiverfest, Riverbend's largest family fall festival. Expect a trick or treat trail, an insect show, face painting, pony rides, haunted trails, arts and crafts, food trucks, and more! |
0 events,
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