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MyChesCo

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Events

Explore the Top Events Happening in Chester County and the Greater Philadelphia Area

Discover the Best of What’s Happening in Chester County

Chester County and the Greater Philadelphia area offer an abundance of entertainment and fun activities that will delight everyone in your family. From festivals to fairs, parades to food- and drink-related celebrations, and sporting events, there’s something for everyone here. Read on to learn more about the top events happening in Chester County and the Greater Philadelphia area.

Family Fun

Chester County is the ideal family destination for all kinds of family-friendly activities. Whether you’re looking for a day at the park, a fun-filled festival, or a family outing to one of the many area attractions, there’s something for every member of the family here.

Arts & Culture

Chester County and the Greater Philadelphia area boast a vibrant and diverse arts and culture scene. From theater and music to art galleries and museums, there’s something to suit all tastes and interests. Check out the area’s top arts and culture venues and explore some of the region’s unique attractions.

Festivals and Fairs

Chester County is home to some of the most vibrant festivals and fairs in the Greater Philadelphia area, offering something for everyone. Whether you’re looking for a day of fun or an evening of entertainment, these festivals and fairs are sure to provide a great time for all.

Heritage & History

Discover Chester County’s vibrant history and heritage at one of the many historical sites, museums, and tours. Learn about the area’s past through interactive exhibits and galleries, as well as guided tours of the area’s best landmarks. Get connected to where you live and explore Chester County’s unique history!

Festive christmas rocking horse and decorated trees
Regional

Lancaster’s Dazzling ‘Christmas Tree Lane’ Returns With Bigger Displays and New Holiday Surprises

December 5, 2025December 5, 2025 - by Timothy Alexander

LANCASTER, PA — Penn Medicine Park is ushering in the holiday season with the return of its wildly popular Christmas Tree Lane, a free community event featuring 117 elaborately decorated …

Lancaster’s Dazzling ‘Christmas Tree Lane’ Returns With Bigger Displays and New Holiday Surprises Read More

Home for the Holidays Comedy Show
Comedy

Downingtown’s Holiday Comedy Bash Promises Surprises, Laughter, and Local Star Power

December 5, 2025December 5, 2025 - by Timothy Alexander

DOWNINGTOWN, PA — A burst of holiday cheer is set to hit Chester County as The Borough prepares to host its “Home for the Holidays Comedy Show,” a one-night-only event …

Downingtown’s Holiday Comedy Bash Promises Surprises, Laughter, and Local Star Power Read More
Passyunk Ave Hot Chocolate Crawl
Regional

Hot Chocolate Frenzy: Passyunk Avenue Plans a Massive Holiday Crawl

December 5, 2025December 4, 2025 - by Timothy Alexander

PHILADELPHIA, PA — East Passyunk Avenue is preparing for a surge of foot traffic as the 4th Annual Passyunk Ave. Hot Chocolate Crawl returns December 13, offering a full day …

Hot Chocolate Frenzy: Passyunk Avenue Plans a Massive Holiday Crawl Read More

Christmas
Chester County Library System / Holidays

Make It a Homemade Holiday at Chester County Library’s 14th Annual Holiday Craft Show

December 5, 2025December 4, 2025 - by Chester County Library

EXTON, PA — Make it a homemade holiday! The holiday season is a busy time of year, filled with family gatherings and the search for the perfect gifts for loved …

Make It a Homemade Holiday at Chester County Library’s 14th Annual Holiday Craft Show Read More
Paris Fit & Friends: Cardio Toy Drive
Regional

High-Energy Holiday Tradition Returns: Philly’s Cardio Toy Drive Makes Its Comeback

December 4, 2025December 3, 2025 - by Timothy Alexander

PHILADELPHIA, PA — One of the city’s most popular community fitness events is returning next month, as the Paris Fit Wellness Foundation brings its 8th Annual “Paris Fit & Friends: …

High-Energy Holiday Tradition Returns: Philly’s Cardio Toy Drive Makes Its Comeback Read More

Santa & Grinch & Elfies
Regional

Philadelphia’s Holiday Showdown: Grinch and Santa Team Up for a Cause

December 4, 2025December 3, 2025 - by Timothy Alexander

PHILADELPHIA, PA — In a holiday season with no major Grinch events elsewhere in the city, The Shops at Liberty Place is seizing the spotlight with a two-day charity event …

Philadelphia’s Holiday Showdown: Grinch and Santa Team Up for a Cause Read More
Christmas in New Hope
Regional

Why One of America’s Top Christmas Towns Is Doubling Down on Holiday Magic

December 3, 2025December 3, 2025 - by Timothy Alexander

NEW HOPE, PA — Fresh off national recognition as one of America’s best Christmas towns, New Hope is extending its month-long holiday celebration with a packed schedule of events and …

Why One of America’s Top Christmas Towns Is Doubling Down on Holiday Magic Read More

Midnight in the Square
Holidays / Kennett Square

Kennett Square’s Dazzling Mushroom Drop Promises a New Year’s Eve to Remember

December 3, 2025December 2, 2025 - by Timothy Alexander

KENNETT SQUARE, PA — As the final hours of 2025 wind down, Kennett Square invites the region to welcome the new year beneath one of the most iconic symbols in …

Kennett Square’s Dazzling Mushroom Drop Promises a New Year’s Eve to Remember Read More
Tinsel on the Town
Family Fun / Holidays

Kennett Square Sparkles: Tinsel on the Town Brings Holiday Magic to State Street

December 3, 2025December 3, 2025 - by Timothy Alexander

KENNETT SQUARE, PA — The heart of Kennett Square will shimmer with festive charm on Thursday, December 18, 2025, from 5:00 to 8:00 p.m. as Kennett Collaborative presents the beloved …

Kennett Square Sparkles: Tinsel on the Town Brings Holiday Magic to State Street Read More
Fishtown Freeze
Festivals / Regional

Fishtown Transforms Into Dazzling Ice Festival for One-Day Holiday Spectacle

November 29, 2025November 28, 2025 - by Timothy Alexander

PHILADELPHIA, PA — One of Philadelphia’s fastest-growing neighborhoods is set to freeze over — in the best possible way. The Fishtown District announced the return of Fishtown Freeze, a massive …

Fishtown Transforms Into Dazzling Ice Festival for One-Day Holiday Spectacle Read More

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