Calendar
Past events
275 events in Westchester.
The Great Jack O'Lantern Blaze — Hudson Valley
Van Cortlandt Manor · Croton-on-Hudson
Westchester Holiday Markets (Rivertowns, Yonkers, New Rochelle, Mount Kisco)
Varies by village
Kykuit — Rockefeller Estate Tours
Kykuit, tours depart from Philipsburg Manor Visitor Center · Sleepy Hollow
Irving's 'Legend'
Philipsburg Manor (varies) · Sleepy Hollow
Kensico Dam Plaza Heritage Festivals (Polish, Indian, Latin, Caribbean)
Kensico Dam Plaza · Valhalla
Stone Barns Market Days
Stone Barns Center · Pocantico Hills
Bronx River Parkway Bicycle Sundays
Bronx River Parkway, closed to motor traffic · Yonkers
Twilight Village at Sleepy Hollow
Philipsburg Manor · Sleepy Hollow
The Spirits of Sleepy Hollow Country: A Night of Legendary Magic
Philipsburg Manor (Dutch barn) · Sleepy Hollow
Peekskill Celtic Festival
Riverfront Green Park · Peekskill
Yonkers RiverFest
Downtown Yonkers (Main Street / Riverfront) · Yonkers
Robison Summer Concert Series — Westchester County Parks
Kensico Dam Plaza (1 Bronx River Parkway, Valhalla) and Glen Island Park (New Rochelle) · New Rochelle
Rock the Block (White Plains BID)
Mamaroneck Avenue (pedestrianized) · White Plains
Jazz Forum Arts — Free Outdoor Summer Jazz Series
Mondays: Henry Gourdine Park (Ossining). Tuesdays: Horan's Landing Park (Sleepy Hollow). Wednesdays: Waterfront Park (Dobbs Ferry). Thursdays: Lyndhurst (Tarrytown). Fridays: Pierson Park (Tarrytown). · Ossining
Caramoor Jazz Festival
Caramoor · Katonah
Sleepy Hollow Summer Jazz Festival in Kingsland Point Park
Kingsland Point Park · Sleepy Hollow
Pleasantville Music Festival — 20th Anniversary
Parkway Field · Pleasantville
Mamaroneck Fire Department Carnival & Fireworks
Harbor Island Park · Mamaroneck
Caramoor American Roots Music Festival
Caramoor, Friends Field and Venetian Theater · Katonah
Peekskill Open Studios — 27th Annual
30+ studios and galleries along North Division Street, Central Avenue, and surrounding blocks · Peekskill
Caramoor Summer Season 2026 (81st)
Caramoor Center for Music and the Arts · Katonah
Westchester Annual Strawberry Festival
First Congregational Church of Chappaqua · Chappaqua
Peekskill Open Studios Weekend
Various Studios, Peekskill · Peekskill
Sleepy Hollow Cemetery Guided Tours
Sleepy Hollow Cemetery · Sleepy Hollow
Hudson River Museum — Summer Amphitheater Series & Year-round Exhibitions
Hudson River Museum · Yonkers
Spring Craft Show at Lyndhurst (by Artrider)
Lyndhurst Mansion grounds · Tarrytown
Teatown Lake Reservation — Year-round Programs & PlantFest
Teatown Lake Reservation · Ossining
ArtsWestchester Gallery — Exhibitions & Programs
ArtsWestchester Gallery · White Plains
Rye Playland Park — 2026 Summer Season
Playland Park, Beach & Pool, 1 Playland Parkway · Rye
The Capitol Theatre — 2026 Programming
The Capitol Theatre, 149 Westchester Avenue; plus Garcia's at The Capitol Theatre (adjacent) · Port Chester