Event Categories
Events
Week of Events
Open-Air Market in West Chester
Four blocks of Gay Street (from Matlack to Darlington Street) are closed to vehicles so everyone can enjoy al fresco dining and shopping. This year, Gay Street will be shut down for the Open-Air Market every weekend (Fri morning through Mon morning). DowntownWestChester.com
Dining Under the Stars in Media
Stroll. Shop. Dine. Restaurants set up tables on State Street, which is closed from Jackson to Orange, for this summer-long outdoor dining event. VisitMediaPA.com
Revolutionary West Chester Walking Tour
Explore life in Chester County on the edge of battle, in an age of revolution and the lives of heroes and everyday people as they negotiated the treacherous path to independence. $16. Times and tickets, MyCCHC.org.
Town Tours and Village Walks: 13 Tours for 13 Colonies
This series of free, guided summer strolls through historic neighborhoods, hamlets and villages welcomes you to join in celebrating America 250 with an expanded season. Tours focus on places, people and events in Chester County that defined the tapestry of history that shaped our nation. Starting with May 14, Spring-Ford; May 21, A Textile Collection […]
Phoenixville Inside Out
Dine outside or enjoy a drink with friends, explore the boutiques and retail stores or take in a show. Road closed on 100 and 200 blocks of Bridge St. from 4 pm Fri through 7 am Mon. Fri, 4 to 10; Sat–Sun, 7 am to 10 pm. PhoenixvilleFirst.org
Open-Air Market in West Chester
Four blocks of Gay Street (from Matlack to Darlington Street) are closed to vehicles so everyone can enjoy al fresco dining and shopping. This year, Gay Street will be shut down for the Open-Air Market every weekend (Fri morning through Mon morning). DowntownWestChester.com
Revolutionary West Chester Walking Tour
Explore life in Chester County on the edge of battle, in an age of revolution and the lives of heroes and everyday people as they negotiated the treacherous path to independence. $16. Times and tickets, MyCCHC.org.
Sunday, May 17, 2026
No events on this day.
Monday, May 18, 2026
No events on this day.
Tuesday, May 19, 2026
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May 19, 2026Wine & Wander at Stoneleigh: A Natural Garden
Wine & Wander at Stoneleigh: A Natural Garden
Enjoy an exclusive, after-hours tour featuring plants and wine. Take an evening stroll through the garden and enjoy a specially curated sampling of four different natural wines. 1829 E. County Line Rd., Villanova. 5:30 pm. $75. NatLands.org
Wednesday, May 20, 2026
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May 20, 2026 -Winterthur’s Garden & Estate Insider: A Spring Garden Walk
Winterthur’s Garden & Estate Insider: A Spring Garden Walk
Enjoy a walk in the spring garden, hear about the plants that are in bloom and get spring garden care tips. Reg. req. 5105 Kennett Pk., Winterthur, DE. 10:30 to noon. $27. Winterthur.org
Thursday, May 21, 2026
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May 21, 2026 - RecurringThird Thursdays on State Street in Kennett Square
Third Thursdays on State Street in Kennett Square
Enjoy outdoor dining, extended shopping hours, live music, children’s activities, pop-up vendors and more. State Street is closed from Broad to Center Sts. from 5 to 10 pm every third Thursday. KennettCollaborative.org
Friday, May 22, 2026
No events on this day.
Saturday, May 23, 2026
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May 23, 2026 - RecurringHome and Garden Tours at Stoneleigh: A Natural Garden
Home and Garden Tours at Stoneleigh: A Natural Garden
Dazzling displays of native plants, ancient trees and landscape designs are highlighted, along with a tour of the spectacular Tudor Revival Main House. 1829 E. County Line Rd., Villanova. 10:30 to noon. $15. StoneleighGarden.org