West Chester Holiday Events

Christkindlmarkt 2025

Downtown West Chester, PA 13 Dec 2025

Christmas Sweater Cookie Decorating Class - FRIDAY 11/28

426 W Gay St 28 Nov 2025

East Side Christmas Market

Charles A Melton Arts & Education Center 6 Dec 2025

Small Business Weekend 2025

West Chester, PA 28 Nov 2025

Holiday Cookie Decorating Class - FRIDAY 12/12

426 W Gay St 12 Dec 2025

Holiday Cookie Decorating Class - SATURDAY 12/13

426 W Gay St 13 Dec 2025

The Forty Niners Holiday Concert

J.R Fugett Middle school 5 Dec 2025

West Chester Christmas Parade & Tree Lighting

Greater West Chester Chamber of Commerce 5 Dec 2025

Wildwood Comes to West Chester!

401 W Washington St, West Chester, PA, United States, Pennsylvania 19380 6 Dec 2025

Holiday Sing-along with Miss Christine

1014 S Concord Rd, West Chester, PA 19382-7407, United States 9 Dec 2025

2025 West Chester Hometown Christmas Parade

Downtown West Chester, PA 5 Dec 2025

Santa's Express

230 E Market St, West Chester, PA, United States, Pennsylvania 19382 28 Nov 2025

Chesco Pops: Holiday Pops!

First Presbyterian Church of West Chester, PA 12 Dec 2025

Pictures with Santa!

Good Will Fire Company #2 of West Chester 6 Dec 2025

Jitters Tinsel Town Drag Show

Jitters 13 Dec 2025

A Not So Silent Night!

226 N High St., West Chester, PA, United States, Pennsylvania 19380 13 Dec 2025

A Cappella POPS presents its Holiday Mixtape!

Madeleine Wing Adler Theatre 13 Dec 2025

West Chester Charity Ball - A Holiday In The Tropics

111 W Ashbridge St, West Chester, PA 19380-2301, United States 6 Dec 2025

Santa Claus is Coming to West Chester

Legacy Kitchen Design Center 6 Dec 2025

Simmons Media Holiday Party

Wrong Crowd Beer Company 12 Dec 2025

WAR BONNET Saturday November 29th Brickette Lounge

Brickette Lounge 29 Nov 2025

Holiday Cheer Concert

226 N High St., West Chester, PA, United States, Pennsylvania 19380 5 Dec 2025

Prowler's 8th Annual HOLIDAY MARKET | Hosted by Brickette Lounge

1339 Pottstown Pike, West Chester, PA 19380-1235, United States 6 Dec 2025

Top of the World – A Carpenters Christmas Show

226 N High St., West Chester, PA, United States, Pennsylvania 19380 11 Dec 2025

🎉 **Ugly Christmas Sweater Night with The Philly Keys!** 🎉

West Chester Kildare's Irish Pub 12 Dec 2025

Gong Meditation at Magical Chesterdale Farm

1046 Lenape Rd 17 Dec 2025

WOW! - Christmas at Longwood Gardens

200 East Rosedale Avenue, Suite 205B, West Chester, PA, United States, Pennsylvania 19382 1 Dec 2025

At The Workshop (Free Image Reviews)

200 East Rosedale Avenue, Suite 205B, West Chester, PA, United States, Pennsylvania 19382 5 Dec 2025

WOW! - Christmas at Longwood Gardens

200 East Rosedale Avenue, Suite 205B, West Chester, PA, United States, Pennsylvania 19382 8 Dec 2025

Elf

226 N High St., West Chester, PA, United States, Pennsylvania 19380 28 Nov 2025

Rodgers + Hammerstein's Cinderella

226 N High St., West Chester, PA, United States, Pennsylvania 19380 6 Dec 2025

Photos with Santa and Mrs. Claus

Charles A Melton Arts & Education Center 6 Dec 2025

Holiday Sip & Shop

700 N Franklin St, West Chester, PA, United States, Pennsylvania 19380 11 Dec 2025

Lenape Brass Holiday Music at Taylor’s Music Store

116 W Gay St, West Chester, PA, United States, Pennsylvania 19380 29 Nov 2025

Philadelphia City Hall & Holiday Sights!

200 East Rosedale Avenue, Suite 205B, West Chester, PA, United States, Pennsylvania 19382 20 Dec 2025

Holiday History Stroll: 200 Years of Holiday History in West Chester

Chester County History Center 6 Dec 2025

Craft-A-PALOOZA

100 N Bradford Ave, West Chester, PA, United States, Pennsylvania 19382 6 Dec 2025

HOLIDAY HOP- WEST CHESTER

East Gay Street 13 Dec 2025

Brunch with Santa

158 W Gay St, West Chester, PA, United States, Pennsylvania 19380 20 Dec 2025

Holiday Fun Fest!

900 Lawrence Dr, West Chester, PA, United States, Pennsylvania 19380 6 Dec 2025

Photos with Santa

Charles A Melton Arts & Education Center 7 Dec 2025

Bright Lights: West Chester Jazz Orchestra Holiday Concert

226 N High St., West Chester, PA, United States, Pennsylvania 19380 10 Dec 2025

Cookbook Club- Holiday Gathering

1014 S Concord Rd, West Chester, PA 19382-7407, United States 2 Dec 2025

Christmas Eve Brunch

158 W Gay St, West Chester, PA, United States, Pennsylvania 19380 24 Dec 2025

Naughty & Nice Sweet & Savory Beer Pairing (Mon., 12/8)

Levante Brewing 8 Dec 2025

White Christmas

226 N High St., West Chester, PA, United States, Pennsylvania 19380 8 Dec 2025

The Cartoon Christmas Trio

226 N High St., West Chester, PA, United States, Pennsylvania 19380 16 Dec 2025

The Man Who Invented Christmas

226 N High St., West Chester, PA, United States, Pennsylvania 19380 22 Dec 2025

Holiday Inn

226 N High St., West Chester, PA, United States, Pennsylvania 19380 15 Dec 2025

Frosted Blooms: A Seasonal DIY Event - Flourish x Cork and Charm

Flourish Coworking Space 9 Dec 2025

Breakfast with Santa!

West Chester Community Center 6 Dec 2025

Westtown Lights Holiday Home Decorating Contest- Entry Deadline 12/8/25

1039 Wilmington Pike, West Chester, PA, United States, Pennsylvania 19382 8 Dec 2025

Lights Up! Holiday Weekends in West Chester

Greater West Chester Chamber of Commerce 28 Nov 2025