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4 Entertainment Options in Downtown West Chester

May 26, 2016

Looking for all-new entertainment and outing experiences? Look no further than down the block! Downtown West Chester is a veritable hub when it comes to entertainment. It’s chock-full of nationally renowned performances, open mics, up-and-coming live local bands, and super-talented performance troupes. Check out these amazing West Chester entertainment options and add them to your list of favorite things to do:

Shows Galore with Uptown Entertainment Alliance

Uptown Entertainment Alliance is a non-profit organization that delivers live theater, dance, music, and other artistic experiences to West Chester’s historic district. Event features include a huge range of entertainment shows, including flamenco dance, interactive improv comedy, cultural events, jazz music, and so much more!

They typically hold shows at 130 E. Prescott Alley, but they’re also looking forward to some good times at West Chester’s newest theater “The Armory” on 226. N. High St. Attending these events is not only good entertainment, but it’s also a great way to learn about the culture and civic life of West Chester, PA.

High Class Entertainment with the Brandywine Ballet

The Brandywine Ballet is West Chester’s premier ballet organization and the go-to group for professional shows and musicals. They usually perform at the Emile K. Asplundh Concert Hall at West Chester University, though they also put on shows during festivals and other similar occasions. Season tickets are available for die-hard ballet buffs; check their schedule of events for showtimes and availability.

Live Bands with the Sprout Music Collective
130 E. Prescott Alley

West Chester locals absolutely love and cherish this venue. Sprout Music Collective gathers up local musicians and bands so people can enjoy excellent, homegrown live music. They also have an amazing drink selection with seasonal local craft brews and wines, and an outstanding food menu as well. Located just a block away from Chestnut Square—don’t miss out on this awesome scene!

Delicious Wine Tasting at Kreutz Creek Winery
44 E. Gay St.

Who says enjoying wine is not a form of entertainment? For many people, trying out new wines is a true hobby, and can provide hours of fun and relaxation. For great local wine, check out Kreutz Creek Winery’s downtown tasting room. Located just down the street from Chestnut Square at E. Gay St., Kretuz Creek features tastings of local vino, including red, white, dessert wines, and more.


On Thursdays they hold “Yappy Hour” where patrons can bring their dogs for even more fun. They also occasionally have live open-mic style music going on inside for one-of-a-kind entertainment. Check it out for a comfortable, intimate evening on the town!


There are so many more establishments to discover and frequent in West Chester—you’ll never run out of things to do here! Are you interested in living in the heart of one of Pennsylvania’s most charming historic districts? Contact us today at Chestnut Square Apartments in West Chester, PA to learn more about our fabulous features and amenities. Or, schedule a tour with us today and check out floor plans in person!