Holiday Fun in West Chester: 5 Must-Attend Events
As West Chester starts to glow with twinkling lights and holiday cheer, December brings a lineup of beloved local events perfect for getting into the spirit. Whether you want something cozy and classic, family-friendly, or full of small-town charm, there’s something here for everyone.
Here are five can’t-miss events happening around West Chester this December.
West Chester Hometown Christmas Parade & Tree Lighting
December 5, 2025 | 6:30–9 PM
📍 Downtown West Chester
A long-standing tradition and one of the most anticipated nights of the year, the West Chester Hometown Christmas Parade brings the whole borough together for music, lights, and holiday magic.
This event is pure West Chester charm. From the tree lighting on the historic courthouse steps to marching bands, dancers, floats, and Santa riding in at the end, it’s the kind of community celebration that instantly kicks off the season. Downtown glows with lights, storefronts dressed up for the holidays, and families lining the streets. It’s festive, heartwarming, and one of the most spirited nights of the year.
West Chester Holiday Home Tour
December 6, 2025 | 10 AM – 3 PM
📍 Various homes throughout West Chester
Hosted by the West Chester Public Library, this self-guided tour highlights beautifully decorated homes of varying sizes, styles, and eras throughout the borough.
A rare chance to step inside some of West Chester’s most charming homes and see how neighbors decorate for the season. Each location has its own personality—traditional décor, modern touches, creative lighting, and cozy holiday scenes. It’s a wonderful way to spend a December morning, take in local architecture, and support the public library at one of their most popular annual fundraisers.
Holiday History Stroll (Walking Tour)
December 6, 2025 | Times vary
📍 Chester County History Center
This guided walking tour brings West Chester’s past to life through stories, seasonal traditions, and a closer look at historic buildings.
If you love a good mix of history and holiday spirit, this stroll is perfect. Costumed guides share tales from centuries past as you walk through beautifully decorated streets and iconic landmarks. It’s festive without being rushed, and it offers a deeper appreciation for the borough’s heritage. Bonus: there’s even a chocolate stop along the way.
6th Annual Christkindlmarkt
December 13, 2025 | 11 AM – 6 PM
📍 Gay Street, Downtown West Chester
This outdoor European-style market transforms Gay Street into a lively holiday village filled with artists, makers, crafters, and local vendors.
It’s one of the best places to shop small and find unique gifts you won’t see anywhere else. With 80+ artisans, live music, handcrafted goods, festive treats, and a cozy community atmosphere, it’s the perfect weekend stop for holiday shopping. There’s always something new to discover, and the energy on Gay Street feels warm and bustling.
Downtown West Chester Holiday Window Decorating Contest
📅 November 22 – December 13, 2025
📍 Throughout Downtown
Local shops deck out their storefronts for a friendly, festive competition.
This is West Chester at its most whimsical. Stroll through downtown and admire the creative, beautifully designed windows—each one unique and full of personality. Whether you go during the day or choose an evening walk under the lights, it’s a relaxing way to enjoy the season, support small businesses, and take in the holiday spirit at your own pace.
Early December in West Chester is packed with community events that bring people together, celebrate local traditions, and make the season feel special. From lively parades to quiet strolls through decorated streets, each event offers its own kind of holiday magic.
It’s a wonderful time to soak in the beauty of the borough, enjoy time with family and neighbors, and find little sparks of inspiration for the season ahead.
