39 upcoming listings — live music, theater, markets, drag, comedy and more, each with a time, a venue and a street address.
What's coming up
Professional Singles Night | 35-55 Wed 16 Sep 2026, 7:00 PM — social 9 Prime · 9 N High St, West Chester, PA 19380
Jazz Cocktail Hour: Hailey Brinnel Quartet — Swing'n the 70's Thu 17 Sep 2026, 7:30 PM — Live music Uptown! Knauer Performing Arts Center · 226 N High St, West Chester, PA 19380
Fall Cookie Decorating Class - FRIDAY 9/18 Fri 18 Sep 2026, 7:00 PM — class 426 W Gay St · 426 West Gay Street, West Chester, PA 19380
Bye Bye Birdie Fri 18 Sep 2026, 7:30 PM — Theater Uptown! Knauer Performing Arts Center · 226 N High St, West Chester, PA 19380
Next Stop Comedy at Tilted Axes! - West Chester, PA Fri 18 Sep 2026, 8:00 PM — Comedy Tilted Axes · 19 Hagerty Boulevard, West Chester, PA 19382
Dear Creative: A Writers & Creative Retreat Sat 19 Sep 2026, 8:00 AM — Meetup Sciences & Engineering Center and the Commons (SECC) · 155 University Avenue, West Chester, PA 19383
Flower Crown Experience Workshop Sat 19 Sep 2026, 11:00 AM — class Pine + Quill · 23 North Walnut Street, West Chester, PA 19380
Bye Bye Birdie Sat 19 Sep 2026, 7:30 PM — Theater Uptown! Knauer Performing Arts Center · 226 N High St, West Chester, PA 19380
Bye Bye Birdie Sun 20 Sep 2026, 3:30 PM — Theater Uptown! Knauer Performing Arts Center · 226 N High St, West Chester, PA 19380
Adult Improv (8-week course) Mon 21 Sep 2026, 7:30 PM — class Uptown! Knauer Performing Arts Center · 226 N High St, West Chester, PA 19380 · 18+
Acting for Adults (8-week course) Mon 21 Sep 2026, 7:30 PM — class Uptown! Knauer Performing Arts Center · 226 N High St, West Chester, PA 19380 · 18+
Bye Bye Birdie Fri 25 Sep 2026, 7:30 PM — Theater Uptown! Knauer Performing Arts Center · 226 N High St, West Chester, PA 19380
Bye Bye Birdie Sat 26 Sep 2026, 7:30 PM — Theater Uptown! Knauer Performing Arts Center · 226 N High St, West Chester, PA 19380
Bye Bye Birdie Sun 27 Sep 2026, 3:30 PM — Theater Uptown! Knauer Performing Arts Center · 226 N High St, West Chester, PA 19380
Laugh Lounge Thu 1 Oct 2026, 7:30 PM — Comedy Uptown! Knauer Performing Arts Center · 226 N High St, West Chester, PA 19380
West Chester Social Club x ChesCo Tours: Haunted History of West Chester Thu 8 Oct 2026, 6:30 PM — Spooky The Statue in Front of the Courthouse at High and Market Streets · 2 north high st, west chester, PA 19380
Gusten Rudolph Quintet Fri 9 Oct 2026, 7:30 PM — Live music Windish Studios · 4 West Prescott Alley, West Chester, PA 19380
The Bookhouse at Faunbrook October Wedding Open House Sun 11 Oct 2026, 12:00 PM — Meetup 699 W Rosedale Ave · 699 West Rosedale Avenue, West Chester, PA 19382
Reconnecting With Your Intuition Fri 16 Oct 2026, 9:00 AM — class Temenos Retreat Center · 1564 Telegraph Road, West Chester, PA 19382
Halloween Cookie Decorating Class - FRIDAY 10/16 Fri 16 Oct 2026, 7:00 PM — class 426 W Gay St · 426 West Gay Street, West Chester, PA 19380
Josh Blue — The Road Dog Tour Fri 16 Oct 2026, 7:30 PM — Comedy Uptown! Knauer Performing Arts Center · 226 N High St, West Chester, PA 19380
Halloweentown Mon 19 Oct 2026, 7:00 PM — Spooky Uptown! Knauer Performing Arts Center · 226 N High St, West Chester, PA 19380
Pumpkin Succulent Planter Workshop at Levante Brewing Co Tue 20 Oct 2026, 6:30 PM — class Levante Brewing · 208 Carter Drive #Suite 2, West Chester, PA 19382
Glenn Miller Orchestra Thu 22 Oct 2026, 7:30 PM — Live music Uptown! Knauer Performing Arts Center · 226 N High St, West Chester, PA 19380
Halloween Train Ride 2026 Fri 30 Oct 2026, 6:00 PM — Live music West Chester Railroad Co · 230 East Market Street, West Chester, PA 19382
The Rocky Horror Picture Show Sat 31 Oct 2026, 9:00 PM — Spooky Uptown! Knauer Performing Arts Center · 226 N High St, West Chester, PA 19380 · 18+
Celebrating Life with Art Sun 1 Nov 2026, 1:00 PM — Festival 1066 S New St · 1066 South New Street, West Chester, PA 19382
Build Your Beer Pong Skills on Wednesday Nights. Wed 4 Nov 2026, 10:00 PM — Meetup Kildare's Irish Pub - West Chester, PA · 18 West Gay Street, West Chester, PA 19380
Thursday Night Karaoke Thu 5 Nov 2026, 10:00 PM — Karaoke Kildare's Irish Pub - West Chester, PA · 18 West Gay Street, West Chester, PA 19380
Convoy Group School Safety and Security Symposium Fri 6 Nov 2026, 8:00 AM — Meetup Chester County Department of Emergency Services · 601 Westtown Road, West Chester, PA 19382
Recycling Day - Anything with a Plug Sat 7 Nov 2026, 9:00 AM — Festival East Goshen Township Park · 1661 Paoli Pike, West Chester, PA 19380
Live Music: Colin Lynch Acoustic Fri 13 Nov 2026, 7:00 PM — Live music Kildare's Irish Pub - West Chester, PA · 18 West Gay Street, West Chester, PA 19380
2nd Annual West Chester Holiday Shop & Stroll Sun 15 Nov 2026, 12:00 PM — Live music Downtown West Chester PA · 137 North High Street, West Chester, PA 19380
Lights Up! Holiday Weekends in West Chester Fri 27 Nov 2026, 9:00 AM — Festival 137 N High St · 137 North High Street, West Chester, PA 19380
West Chester Christmas Parade & Tree Lighting Fri 4 Dec 2026, 6:30 PM — Festival 137 S High St · 137 South High Street, West Chester, PA 19382
Irving Berlin's White Christmas Sat 5 Dec 2026, 7:30 PM — Theater Uptown! Knauer Performing Arts Center · 226 N High St, West Chester, PA 19380
Holiday Cookie Decorating Class - SATURDAY 12/12 Sat 12 Dec 2026, 10:00 AM — class 426 W Gay St · 426 West Gay Street, West Chester, PA 19380
Music Borough — Ticketing Demo (Test Event) Wed 23 Dec 2026, 10:00 AM — class West Chester University · 700 South High Street, West Chester, PA 19383
The Bookhouse at Faunbrook December Wedding Open House Sun 27 Dec 2026, 12:00 PM — Meetup 699 W Rosedale Ave · 699 West Rosedale Avenue, West Chester, PA 19382
Listings are seeded from venue and organiser calendars. See them on the map.