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Community Events and Things to do in Ossining, NY

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George Washington Encampment
Sat, May 30, 11:00 AM
Millstone Township · 24 Baird Rd
George Washington Encampment
Sat, May 30, 11:00 AM
Millstone Township · 24 Baird Rd
THE BIG SIT: Not Your Average Picnic
Sat, Jun 6, 12:00 PM
Princeton · Community Park South
THE BIG SIT: Not Your Average Picnic
Sat, Jun 6, 12:00 PM
Princeton · Community Park South
Phantom Fest VENDOR Link
Sat, Jul 25, 9:00 AM
Plumsted · New Egypt Historical Society
Phantom Fest VENDOR Link
Sat, Jul 25, 9:00 AM
Plumsted · New Egypt Historical Society
Pocono Canna Fair - Jul 25 & 26, 2026
Sat, Jul 25, 10:00 AM
Gilbert · West End Fair
Pocono Canna Fair - Jul 25 & 26, 2026
Sat, Jul 25, 10:00 AM
Gilbert · West End Fair
Catskills Cup Spring Fling
Sat, May 30, 1:00 PM
East Durham · McGrath's Edgewood Falls
Catskills Cup Spring Fling
Sat, May 30, 1:00 PM
East Durham · McGrath's Edgewood Falls
Black Authors Festival @SagHarbor
Sat, Aug 1, 2:00 PM
Sag Harbor · Breakwater Yacht Club & Sailing Center
Black Authors Festival @SagHarbor
Sat, Aug 1, 2:00 PM
Sag Harbor · Breakwater Yacht Club & Sailing Center
West Hartford Pride Festival w/ Alyssa Edwards
Sat, Jun 27, 12:00 PM
West Hartford · 50 S Main St
West Hartford Pride Festival w/ Alyssa Edwards
Sat, Jun 27, 12:00 PM
West Hartford · 50 S Main St
Small Town Pride: Pride Month Celebration
Sat, Jun 13, 10:00 AM
Hebron · AHM Youth & Family Services
Small Town Pride: Pride Month Celebration
Sat, Jun 13, 10:00 AM
Hebron · AHM Youth & Family Services
11th Ann. Hartford Latino Fest 2026!
Sat, Jul 18, 12:00 PM
Hartford · Dunkin' Park
11th Ann. Hartford Latino Fest 2026!
Sat, Jul 18, 12:00 PM
Hartford · Dunkin' Park
Almost full
Berkeley Township Historical Society Craft Fair In The Park
Sat, Jun 6, 10:00 AM
Berkeley Township · Veterans Park
Almost full
Berkeley Township Historical Society Craft Fair In The Park
Sat, Jun 6, 10:00 AM
Berkeley Township · Veterans Park
Bristol Italian Fest Day 2
Sat, Sep 12, 12:00 PM
Bristol · Bristol Wharf
Bristol Italian Fest Day 2
Sat, Sep 12, 12:00 PM
Bristol · Bristol Wharf
BRISTOL ITALIAN FESTIVAL- First Night
Fri, Sep 11, 6:00 PM
Bristol · Bristol Wharf
BRISTOL ITALIAN FESTIVAL- First Night
Fri, Sep 11, 6:00 PM
Bristol · Bristol Wharf
Sales end soon
Ti Mache - Haitian Artisans Pop Up event
Saturday at 12:00 PM
Ewing Township · 1440 Parkway Ave
Sales end soon
Ti Mache - Haitian Artisans Pop Up event
Saturday at 12:00 PM
Ewing Township · 1440 Parkway Ave
Sales end soon
Bloomin' Hippie Festival
Saturday at 11:00 AM
Easton · Palmer Park Mall
Sales end soon
Bloomin' Hippie Festival
Saturday at 11:00 AM
Easton · Palmer Park Mall
Living History Festival, Day 1
Sat, May 30, 10:00 AM
Morrisville · Historic Summerseat of Bucks County
Living History Festival, Day 1
Sat, May 30, 10:00 AM
Morrisville · Historic Summerseat of Bucks County
South Windsor Farmers Market 2026
Sat, Jun 13, 9:00 AM + 17 more
South Windsor · 220 Nevers Rd
South Windsor Farmers Market 2026
Sat, Jun 13, 9:00 AM + 17 more
South Windsor · 220 Nevers Rd
Landmarks on Parade
Sat, May 30, 1:00 PM + 3 more
Hebron · 15 Gilead St
Landmarks on Parade
Sat, May 30, 1:00 PM + 3 more
Hebron · 15 Gilead St
Sunday Fundays: Bee a Pollinator Pal 06/14/2026
Sun, Jun 14, 10:00 AM
Bayville · Double Trouble Village State Historic Site
Sunday Fundays: Bee a Pollinator Pal 06/14/2026
Sun, Jun 14, 10:00 AM
Bayville · Double Trouble Village State Historic Site
Sunday Fundays: Shell-ebrate Turtles 06/21/2026
Sun, Jun 21, 10:00 AM
Bayville · Double Trouble Village State Historic Site
Sunday Fundays: Shell-ebrate Turtles 06/21/2026
Sun, Jun 21, 10:00 AM
Bayville · Double Trouble Village State Historic Site
VENDOR OPPORTUNITY | APPLY NOW
Sat, Jun 20, 10:00 AM
Burlington · Burlington Riverfront Promenade
VENDOR OPPORTUNITY | APPLY NOW
Sat, Jun 20, 10:00 AM
Burlington · Burlington Riverfront Promenade

Trends in Ossining

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Explore more trends

Frequently asked questions about Ossining

What are the best festival events to attend?

According to Eventbrite, the best festival events are:

THE BIG SIT: Not Your Average Picnic

Phantom Fest VENDOR Link

Pocono Canna Fair - Jul 25 & 26, 2026

Catskills Cup Spring Fling

Which events are currently trending in Ossining?

The trending searches this month in Ossining are:

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Which festival events are coming up?

Discover the best festival events happening soon – you don't want to miss them:

Bloomin' Hippie Festival

Ti Mache - Haitian Artisans Pop Up event

Living History Festival, Day 1

George Washington Encampment