Fun Holiday Events in West Chester, PA

When the holiday season rolls around, there’s no place quite like West Chester, PA. 

Nestled near Sharples Works, our vibrant apartment community, this charming town transforms into a magical winter wonderland, brimming with festive activities, sparkling lights, and warm community spirit. 

From the Hanging of the Greens to its professional gingerbread house competition, West Chester offers something for everyone. 

Ready to dive into the holiday cheer? 

Let’s explore all the fun awaiting you this season!

Hanging of the Greens (Saturday, November 23 – 9:00 A.M.-4:00 P.M.)

Kick off the holiday season with one of West Chester’s most beloved traditions: the Hanging of the Greens

Volunteers from the Greater West Chester Chamber of Commerce (GWCC) gather to hang live Christmas greens throughout downtown, creating a festive atmosphere for all

Whether you’re looking to lend a hand or simply admire the transformation, this event is a fantastic way to get into the holiday spirit early.

Christmas Tree Train (Sundays: December 1-15 – 8:00 A.M.-10:00 A.M.)

All aboard the Christmas Tree Train

This delightful experience invites families to hop on a train to Wiggins Farm, where you can hand-pick your perfect Christmas tree. 

Picture it: sipping hot cocoa, taking in scenic views, and selecting the freshest tree to take home—holiday traditions don’t get cozier than this.

Professional Gingerbread House Competition (Wednesday, December 4-Sunday, January 5)

Step into a world of sugary creativity with the Professional Gingerbread House Competition. 

Stroll through town and admire intricately designed gingerbread houses at local businesses and restaurants, then cast your vote for your favorite. 

It’s a sweet tradition that showcases incredible local talent.

Christmas Parade in West Chester (Friday, December 6)

Save the date for West Chester’s Christmas Parade, a highlight of the season! 

Once a year, downtown comes alive with holiday spirit, twinkling lights, floats, and performances. 

This year, enjoy an exciting twist with the new competitions for “Best Commercial Parade Float” and “Best Nonprofit Parade Entry.” 

Don’t miss this festive spectacle that truly brings the community together.

Holiday Music Series (Saturdays: November 30-December 21 – 2:00 P.M.)

Every Saturday from November 30 through December 21, the Holiday Music Series fills the streets of West Chester with live performances in front of the Historic Courthouse. 

These performances are a perfect way to enjoy local talent while soaking up the holiday vibes during a weekend stroll.

Santa on the Fire Truck (Saturdays: November 30-December 7 and December 21 – 3:00 P.M.)

Santa Claus is coming to town—on a fire truck! 

This unique tradition sees Santa riding through West Chester, spreading joy and delighting kids every Saturday afternoon. 

Be sure to wave to the jolly man in red as he makes his rounds.

Please Note: There is no event on Saturday, December 14. 

WSFS Toy Drive Breakfast (Thursday, December 12 – 7:30-9:00 A.M)

Get into the giving spirit at the WSFS Toy Drive Breakfast at St. Agnes School

Bring an unwrapped toy to donate and enjoy a free breakfast as a token of gratitude. 

It’s a wonderful way to give back while celebrating the season.

Photos with Santa (Saturday December 14 – 2:00-4:00 P.M.)

Capture the magic of the season with Photos with Santa at M&T Bank

Families can meet Santa and preserve these cherished memories with a photo that will last a lifetime.

Sharples Works Celebrates Holiday Traditions and Community Spirit

At Sharples Works, we’re proud to embrace the holiday cheer alongside our residents. 

We’re continuing our cherished tradition of sponsoring a holiday lamppost. And, this year, the first resident to locate our festive lamp post and share a photo with management will receive a special holiday gift. 

Plus, on December 12, residents can join us for our annual Resident Holiday Party, catered by The Social, one of West Chester’s favorite locally-owned businesses. 

It’s the perfect chance to celebrate the season, mingle with neighbors, and enjoy delicious food in great company.

Make This Holiday Season Unforgettable

The holidays are all about creating memories, and West Chester delivers plenty of special moments every year. 

With so many events and activities just steps from Sharples Works, there’s no excuse not to dive into the festivities. 

So grab your calendar, mark those dates, and get ready for a holiday season filled with joy, community, and celebration.

Don’t forget to stop by the lamp post, and we’ll see you at the Resident Holiday Party!

Contact Sharples Works with any questions.

 

Share This