TheWestchesterCannabis Club

Calendar

Upcoming events

32 events in Westchester.

UpcomingPast
All typesArt (7)Dining (4)Community (10)Music (10)General (1)
All citiesSleepy Hollow (5)Tarrytown (3)Peekskill (3)Yonkers (3)New Rochelle (3)New York (2)Pleasantville (2)Pocantico Hills (1)Valhalla (1)White Plains (1)Ossining (1)Croton-on-Hudson (1)
May
1
Fri

Jacob Burns Film Center — Year-round Programming

Jacob Burns Film Center · Pleasantville

$16+Featuredart opening
May
2
Sat

Pleasantville Farmers Market

Memorial Plaza (outdoor); Pleasantville Middle School (indoor winter) · Pleasantville

FreeFeatureddining
May
2
Sat

Jazz Forum (Tarrytown) — Year-round Programming

Jazz Forum Arts · Tarrytown

$30+Featuredlive music
Jul
25
Sat

Caramoor Jazz Festival

Caramoor · Katonah

TicketedFeaturedlive music
Aug
15
Sat

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

FreeFeaturedlive music
Aug
15
Sat

Rock the Block (White Plains BID)

Mamaroneck Avenue (pedestrianized) · White Plains

FreeFeaturedlive music
Aug
25
Tue

Robison Summer Concert Series — Westchester County Parks

Kensico Dam Plaza (1 Bronx River Parkway, Valhalla) and Glen Island Park (New Rochelle) · New Rochelle

FreeFeaturedlive music
Sep
15
Tue

Yonkers RiverFest

Downtown Yonkers (Main Street / Riverfront) · Yonkers

FreeFeaturedcommunity
Sep
15
Tue

Peekskill Celtic Festival

Riverfront Green Park · Peekskill

FreeFeaturedcommunity
Sep
25
Fri

The Spirits of Sleepy Hollow Country: A Night of Legendary Magic

Philipsburg Manor (Dutch barn) · Sleepy Hollow

$65+Featuredart opening
Sep
25
Fri

Twilight Village at Sleepy Hollow

Philipsburg Manor · Sleepy Hollow

$20+Featuredcommunity
Oct
15
Thu

Bronx River Parkway Bicycle Sundays

Bronx River Parkway, closed to motor traffic · Yonkers

FreeFeaturedgeneral
Oct
15
Thu

Stone Barns Market Days

Stone Barns Center · Pocantico Hills

FreeFeatureddining
Oct
15
Thu

Kensico Dam Plaza Heritage Festivals (Polish, Indian, Latin, Caribbean)

Kensico Dam Plaza · Valhalla

FreeFeaturedcommunity
Nov
10
Tue

Irving's 'Legend'

Philipsburg Manor (varies) · Sleepy Hollow

$40+Featuredart opening
Nov
15
Sun

Westchester Holiday Markets (Rivertowns, Yonkers, New Rochelle, Mount Kisco)

Varies by village

TicketedFeaturedcommunity
Nov
15
Sun

Kykuit — Rockefeller Estate Tours

Kykuit, tours depart from Philipsburg Manor Visitor Center · Sleepy Hollow

$45+Featuredart opening
Nov
15
Sun

The Great Jack O'Lantern Blaze — Hudson Valley

Van Cortlandt Manor · Croton-on-Hudson

$24+Featuredcommunity
May
2
Sat

Hastings-on-Hudson Farmers Market

VFW Lot on Maple Avenue (outdoor); Hillside Elementary (indoor winter) · Hastings-on-Hudson

Freedining
May
2
Sat

Peekskill Flea Market at Factoria

Factoria · Peekskill

Freedining
May
2
Sat

Alvin & Friends — Live Music & Dinner

Alvin & Friends · New Rochelle

$25+live music
Jul
25
Sat

Go Africa Carnival 2026 (7/25/2026)

216 W 116th St · New York

Freecommunity
Aug
15
Sat

Dobbs Ferry Waterfront Wednesdays (Jazz Forum Arts)

Waterfront Park · Dobbs Ferry

Freelive music
Aug
15
Sat

New Rochelle Summer Concerts (Downtown & Waterfront)

Ruby Dee Park at the Library, Hudson Park, and downtown plazas · New Rochelle

Freelive music
Aug
15
Sat

Pierson Park Summer Concerts (Tarrytown)

Pierson Park · Tarrytown

Freelive music
Aug
15
Sat

Peekskill Riverfront Summer Concert Series

Riverfront Green Park, Hudson Avenue · Peekskill

Freelive music
Sep
25
Fri

Space Tech Summit

Location TBA · New York

Freecommunity
Sep
25
Fri

Larchmont Arts Festival

Constitution Park · Larchmont

Freeart opening
Sep
25
Fri

Chappaqua Children's Book Festival

Robert E. Bell Middle School · Chappaqua

Freeart opening
Nov
10
Tue

The Headless Horseman Files: An Immersive Sleepy Hollow Whodunit

Philipsburg Manor · Sleepy Hollow

$25+art opening