Events and Things to Do in Oyster Bay, NY

Sunday, September 27

Featured

5th Annual Glen Cove Fall Family Festival - Sunday, September 27th • 11am - 4pm

SEP

27

9:00 AM

YMCA at Glen Cove, 125 Dosoris Ln, Glen Cove, NY

5th Annual Glen Cove Fall Family Festival - Sunday, September 27th • 11am - 4pm  Cove Chamber of Commerce invites you to enjoy...

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Featured

2026 Syosset Street Fair

SEP

27

10:00 AM

Syosset, NY

The 2026 Syosset Street Fair has been postponed until November 15 due to expected bad weather.

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Saturday, October 3

Featured

Friends Academy Fall Fair

OCT

3

11:00 AM

Friends Academy, 270 Duck Pond Rd, Locust Valley, NY

Friends Academy Invites Surrounding Communities to Celebrate 150 Years at Historic Fall Fair on October 3 New: Food Trucks!...

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Featured

Harvest Moon Fall Festival and Fundraiser

OCT

3

3:30 PM

Oyster Bay, NY

Celebrate the Harvest Moon with Orkestai Farm at Planting Fields Arboretum as we gather in gratitude for the abundance of the...

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Sunday, October 4

Featured

Huntington Village Art Walk

OCT

4

12:00 PM

Huntington Art Center, 7 Wall St, Huntington, NY

A self guided tour of the art galleries and museums in Huntington Village, NY.  Each stop will have a new art exhibition!  Come...

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Friday, October 9

Featured

Hillbilly Allegedly: A JD Vance Parody Show

OCT

9

8:00 PM

Gold Coast Forum, 111 South St, Oyster Bay, NY

Vice President JD Vance needs to come clean. He’s been pretending to be someone he’s not for far too long. Luckily, he has a...

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Sunday, September 27

• 5th Annual Glen Cove Fall Family Festival - Sunday, September 27th • 11am - 4pm 9:00 am

  YMCA at Glen Cove, 125 Dosoris Ln, Glen Cove

  
  
• 2026 Syosset Street Fair 10:00 am

  Jackson Avenue & Long Island Rail Road, Syosset

  
  

Saturday, October 3

• Friends Academy Fall Fair 11:00 am

  Friends Academy, 270 Duck Pond Rd, Locust Valley

  
  
• Harvest Moon Fall Festival and Fundraiser 3:30 pm

  Orkestai Farm

  
  
• Oyster Bay Cup Regatta 10:00 am

  The WaterFront Center, 1 West End Ave, Oyster Bay

  
  

Sunday, October 4

• Huntington Village Art Walk 12:00 pm

  Huntington Art Center, 7 Wall St, Huntington

  
  
• Variety Child Learning Center's Third Annual Boo! Walk 10:00 am

  Theodore Roosevelt Memorial Park, 63 Larrabee Ave, Oyster Bay

  
  

Monday, October 5

• Fall 2026 Daisy Parent Info Night- Bay 6:30 pm

  89 E Main St, Oyster Bay

  
  

Wednesday, October 7

• Staying Strong Through Midlife and Beyond: HSS Free Webinar! 6:30 pm
  
  

Thursday, October 8

• Leon + Good Gallery Turns 1 6:00 pm

  Leon + Good Gallery, 30 The Plaza, Locust Valley

  
  

Friday, October 9

• Hillbilly Allegedly: A JD Vance Parody Show 8:00 pm

  Gold Coast Forum, 111 South St, Oyster Bay

  
  

Wednesday, October 14

• VFW monthly meeting 7:00 pm

  20 Queens St, Syosset

  
  

Friday, October 16

• Discover The Art of Dr. Seuss 5:30 pm

  Long Island Picture Frame & Art Gallery of Oyster Bay, 20 Audrey Ave, Oyster Bay