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Community Events and Things to do in Chester, NY

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Lunar Faire Night Market 6/20: Pride at Sussex Fairgrounds
Sat, Jun 20, 5:00 PM
Augusta · The Sussex County Fairgrounds
Lunar Faire Night Market 6/20: Pride at Sussex Fairgrounds
Sat, Jun 20, 5:00 PM
Augusta · The Sussex County Fairgrounds
History of Rockwood Hall
Sat, Jun 13, 10:00 AM
Pleasantville · Rockwood Hall
History of Rockwood Hall
Sat, Jun 13, 10:00 AM
Pleasantville · Rockwood Hall
Tubefest 2026: Tube Fast, Tube Furious
Sat, Jul 18, 4:00 PM
East Fishkill · 703 Hortontown Rd
Tubefest 2026: Tube Fast, Tube Furious
Sat, Jul 18, 4:00 PM
East Fishkill · 703 Hortontown Rd
Almost full
Shanley Hotel Overnight Paranormal Investigation
Sat, Aug 15, 7:00 PM
Napanoch · The Haunted Shanley Hotel
Almost full
Shanley Hotel Overnight Paranormal Investigation
Sat, Aug 15, 7:00 PM
Napanoch · The Haunted Shanley Hotel
Vintage in the Hudson Valley Festival
Sat, Jul 11, 10:00 AM + 1 more
New Paltz · Ulster County Fairgrounds
Vintage in the Hudson Valley Festival
Sat, Jul 11, 10:00 AM + 1 more
New Paltz · Ulster County Fairgrounds
Sales end soon
Rise & Connect: Meet New Friends at Garden State Gay Socials Breakfast
Saturday at 7:45 AM + 26 more
Wayne · Wayne Hills Diner & Restaurant
Sales end soon
Rise & Connect: Meet New Friends at Garden State Gay Socials Breakfast
Saturday at 7:45 AM + 26 more
Wayne · Wayne Hills Diner & Restaurant
Shire at the Grove - Ren Faire, Market, Books, TT Games & Festival
Sat, Jun 27, 11:00 AM
Poughkeepsie · Locust Grove Historic Site
Shire at the Grove - Ren Faire, Market, Books, TT Games & Festival
Sat, Jun 27, 11:00 AM
Poughkeepsie · Locust Grove Historic Site
2026 Pupstock ™ Festival: NJ's Best family-friendly dog festival
Sat, Aug 22, 12:00 PM
Frankford · Sussex County Fairgrounds
2026 Pupstock ™ Festival: NJ's Best family-friendly dog festival
Sat, Aug 22, 12:00 PM
Frankford · Sussex County Fairgrounds
Lindy Hop at Locust Grove!
Sat, Jun 20, 7:30 PM
Poughkeepsie · 2683 South Rd
Lindy Hop at Locust Grove!
Sat, Jun 20, 7:30 PM
Poughkeepsie · 2683 South Rd
Ladies' Monthly Monday, June 9
Tue, Jun 9, 10:30 AM
Kerhonkson · Hudson Valley Horse Play
Ladies' Monthly Monday, June 9
Tue, Jun 9, 10:30 AM
Kerhonkson · Hudson Valley Horse Play
Lineage: A Celebration Of Fatherhood
Sat, Jun 6, 11:00 AM
Tarrytown · Goosefeather
Lineage: A Celebration Of Fatherhood
Sat, Jun 6, 11:00 AM
Tarrytown · Goosefeather
CITY PULSE
Fri, Jul 10, 10:00 PM
Nyack · Cy's Restaurant & Lounge
CITY PULSE
Fri, Jul 10, 10:00 PM
Nyack · Cy's Restaurant & Lounge
Tea with the Animals
Sat, Jun 6, 10:00 AM + 3 more
Yorktown Heights · Hilltop Hanover Farm, Yorktown Heights, NY, USA
Tea with the Animals
Sat, Jun 6, 10:00 AM + 3 more
Yorktown Heights · Hilltop Hanover Farm, Yorktown Heights, NY, USA
Just added
Women's Wellness After Hours
Thu, Jun 11, 6:30 PM
Poughkeepsie · Crew Restaurant & Bar
Just added
Women's Wellness After Hours
Thu, Jun 11, 6:30 PM
Poughkeepsie · Crew Restaurant & Bar
Almost full
¡Juntos! Chamber Talks
Tomorrow at 10:00 AM
Rochelle Park · El Asadero Mexican Grill Rochelle Park
Almost full
¡Juntos! Chamber Talks
Tomorrow at 10:00 AM
Rochelle Park · El Asadero Mexican Grill Rochelle Park
Just added
The Highland NY Women's Connection invites you to breakfast!
Sat, Jun 20, 9:30 AM
Highland · Hosanna Church
Just added
The Highland NY Women's Connection invites you to breakfast!
Sat, Jun 20, 9:30 AM
Highland · Hosanna Church
Native American Stone Structures of the Lower Hudson Valley
Sat, Nov 14, 10:00 AM
Yorktown Heights · Hilltop Hanover Farm, Yorktown Heights, NY, USA
Native American Stone Structures of the Lower Hudson Valley
Sat, Nov 14, 10:00 AM
Yorktown Heights · Hilltop Hanover Farm, Yorktown Heights, NY, USA
Just added
Serving Pride! Dancing & Drinks
Fri, Jun 12, 6:30 PM
Poughkeepsie · Poughkeepsie Tennis Club
Just added
Serving Pride! Dancing & Drinks
Fri, Jun 12, 6:30 PM
Poughkeepsie · Poughkeepsie Tennis Club
Sales end soon
The Stories We Share: New Castle Historical Society's Jubilee Exhibition
Tomorrow at 11:00 AM + 167 more
Chappaqua · New Castle Historical Society
Sales end soon
The Stories We Share: New Castle Historical Society's Jubilee Exhibition
Tomorrow at 11:00 AM + 167 more
Chappaqua · New Castle Historical Society
Meet New People: Ages 30s–40s Singles Social
Wed, Jun 3, 6:00 PM
Hackensack · Viva Margarita
Meet New People: Ages 30s–40s Singles Social
Wed, Jun 3, 6:00 PM
Hackensack · Viva Margarita

Trends in Chester

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Explore more trends

Frequently asked questions about Chester

What are the best events to attend?

According to Eventbrite, the best events are:

Lunar Faire Night Market 6/20: Pride at Sussex Fairgrounds

History of Rockwood Hall

Tubefest 2026: Tube Fast, Tube Furious

Shanley Hotel Overnight Paranormal Investigation

Which events are currently trending in Chester?

The trending searches this month in Chester are:

autism speed dating

Which events are coming up?

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

¡Juntos! Chamber Talks

The Stories We Share: New Castle Historical Society's Jubilee Exhibition

Rise & Connect: Meet New Friends at Garden State Gay Socials Breakfast

Meet New People: Ages 30s–40s Singles Social