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Saturday Oct. 18, 2025

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9:30 am – 2 pm

iPhone Photography in the Landcraft Garden with Anthony Graziano

Landcraft Garden FoundationMattituck

Beach Debris

10 am – noon

AMSEAS Beach Walk & Cleanup at Hallock State Park

Hallock State Park Preserve

2025 Landcraft Wide small

10 am – 4 pm

Sculpture in the Garden: Sarah Sze at Landcraft Gardens

Landcraft Garden FoundationMattituck

APPLES N BREW (2)

10 am – 3:30 pm

Vines, Views & Velos: An Electric Ride Through Wine Country’s Finest

East End Bike ToursMattituck

Brown Wooden Best friend Pictures Photo Collage (1)

All day

Harvest Ride: Vine & Ale Electric Bike Tour Thru Wine Country

Mattituck

collage NorthFork

10 am – 3 pm

Classic Wine Tour

Mattituck

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10 am – 3 pm

Merry Christmas Basket Workshop

Art
Classes

Hallockville Museum FarmRiverhead

10:30 am – noon

Docent Tours in the Landcraft Garden

Landcraft Garden FoundationMattituck

Shelter Island Fall 5K RunWalk

11 am – 1 pm

Shelter Island Fall 5K Run/Walk

Ages: 5 and up
Family
Fundraisers
Sports

Screenshot 2025-09-24 at 11.39.09 AM

11 am – 2 pm

Shelter Island’s 26th Annual Fall 5K Run/Walk

Community

Crescent BeachShelter Island

Rock the

1:30 – 5:30 pm

Rock The Harvest with Foreign Journey

Pindar VineyardsPeconic

Sunday Oct. 19

FALLCOLLAGE (1)

All day

Private Half Day E Bike Tour

Mattituck

collage NorthFork

10 am – 3:30 pm

Ride, Taste, Pick: A Wine Country Immersion

East End Bike ToursMattituck

APPLES N BREW (2)

10 am – 3:30 pm

Vines, Views & Velos: An Electric Ride Through Wine Country’s Finest

East End Bike ToursMattituck

Summer

10 am – 3:30 pm

From Barrel to Bottle: A Guided Brewery & Vineyard Bike Tour Experience

East End Bike ToursMattituck

FALLCOLLAGE

10 am – 3:30 pm

Cruise the Country Side: Wine, Orchards & Craft Beer by Bike

East End Bike ToursMattituck

Monday Oct. 20

FALLCOLLAGE (1)

All day

Private Half Day E Bike Tour

Mattituck

FALLCOLLAGE

10 am – 3:30 pm

Cruise the Country Side: Wine, Orchards & Craft Beer by Bike

East End Bike ToursMattituck

1a Ten squared 2022 fall

10 am – 2 pm

Call for Artists: Ten-Squared Online Exhibit & Sale

Southold Historical MuseumSouthold

Tuesday Oct. 21

FALLCOLLAGE (1)

All day

Private Half Day E Bike Tour

Mattituck

FALLCOLLAGE

10 am – 3:30 pm

Cruise the Country Side: Wine, Orchards & Craft Beer by Bike

East End Bike ToursMattituck

Wednesday Oct. 22

FALLCOLLAGE (1)

All day

Private Half Day E Bike Tour

Mattituck

1st time homebuyer crop pic

5:30 – 7 pm

FREE First Time Homebuyer Seminar – Yes You Can! Your Path to Home Ownership

The Agency North Fork, 54655 Main Road, Southold

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6 – 8 pm

Adults 21+ Roller Skating in Greenport

Nightlife

Greenport American LegionGreenport

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