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Mid-July 2026
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Jim Preston & Friends 

Stop by the Farm for a relaxed afternoon of easy listening with Jim Preston & Friends. Jim’s acoustic covers bridge the distance from parlor playin’ to Yacht Rock, drawing on the songs and spirit of Jimmy Buffett, Bob Dylan, and Peter, Paul & Mary — music that feels as comfortable as an old favorite.

Bring the kids, pick up snacks at the Farmstand, and settle in to enjoy the late afternoon light at the Farm with mellow melodies drifting through the air. It’s the perfect way to kick off your weekend.

Friday, July 17 & July 31
4-6pm
All ages welcome
Free to attend

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History & Heritage Guided Tour

Join us for discussions and a tour of the Manor House and the Dering family during the Revolutionary War years.

This summer, tour guests will view the first-floor rooms of the Manor while we discuss the Dering family’s patriotic views in the lead-up to the American Revolution and their time in exile from 1776-1783. 

Guests will also get a glimpse of the work being done in the house as we prepare for our upcoming restoration project. We will showcase select pieces from the Manor collection and share how we are taking steps to inventory and catalogue them before moving items out of the house to storage.

Saturday, July 18
11am-12:30pm
Manor House
$25 per person

PURCHASE TICKETS

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Shakespeare at the Manor

Join us next week for a weekend full of Shakespeare!  The talented troupe will perform Twelfth Night — a comedy of shipwrecked twins, lovesick dukes, and clever disguises that ends in music and improbable joy. Spread your blanket on the lawn, uncork something cold, and let one of the greatest love stories ever written unspool as the summer sky dims around you.

Love the Bard? Don’t miss two special celebrations: The Shipwreck at Island Boatyard on July 23 — an evening of music, performances, and themed drinks — and a Shakespeare Fair at the Windmill on July 26, with performances, farm treats, and fun for all ages.

Get Shipwreck’ed With The Cast
Thursday, July 23
6:30pm
The Shipwreck at the Island Boatyard
Free to attend

Twelfth Night Performances
Saturday, July 25 & Sunday, July 26
6:00pm
Manor Grounds
$40/per person; children under 10 are free

Shakespeare Fair
Sunday, July 26
11:00am
The Windmill
$20 per family

PURCHASE TICKETS

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Sculpture @ Sylvester Manor: [R]evolution

Sculpture @ Sylvester Manor: [R]evolution, an outdoor exhibition of sculptures and installations, features a diverse spectrum of artists local to the East End of Long Island and takes place on the historic grounds of Sylvester Manor. The exhibition is free and open daily to the public, from dawn to dusk, June 13 through October 4, 2026. Use the self-guided app or sign up for a walking tour with curator Tom Cugliani.

Recommended for ages 10+. The tour is not ADA-accessible. 

Guided Tours Available Every Other Sunday
July 26-October 4
10:00-11:30am
Manor Grounds
Free; preregistration is required

SIGN UP HERE

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Creekside Concert: The James Hunter Six

We’re thrilled to welcome The James Hunter Six to Sylvester Manor for a special Creekside Concert this summer. Led by UK singer-songwriter James Hunter — known for touring with Van Morrison — the band brings an irresistible blend of soul, R&B, and vintage groove, fresh off their acclaimed new album Off The Fence.

NYC’s high-energy blues duo New Moon Acoustic Blues opens the show.

The James Hunter Six
Saturday, August 8
4:30-7:30pm
Creekside at Sylvester Manor
$55/person; children 9 and under are free

PURCHASE TICKETS

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Save the Date: Farm Cocktail Party

Join us for an evening at Windmill Field in support of the Farm! Enjoy an electric tractor demonstration, hayrides, music, and more, all set against the backdrop of the Windmill.

More details and tickets coming soon.

Saturday, August 15
5-7pm
Windmill Field

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UPCOMING EVENTS

2026 CALENDAR OF EVENTS

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Trails Open

The trails and grounds are open for your enjoyment, seven days a week from sunrise to sunset. Pick up a map highlighting our four walking trails (Creekside, Woodlands, Old Growth Forest and Farm). Paper maps are available at the kiosk at the front entrance to the Manor and also at the Welcome kiosk located by the parking area near the bathrooms. You can always download a digital version by clicking the button below.

Due to storm damage, the Land Bridge is temporarily closed. Please adhere to the posted trail closures.

Leashed dogs are welcome, but please pick up after your dog and dispose of the waste properly. No bicycles or motorized vehicles are allowed on the trails. The public restrooms are open to the public.

Download the “Sylvester Manor Walking Tour” from the App Store for a self-guided tour of the grounds. Use the app and learn more about our historic property at your own pace.

DOWNLOAD VISITOR MAP

 

 

 

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Preserve, Cultivate and Share Historic Sylvester Manor

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Visit / AAQ / Landmark: Sylvester Manor, c. 1737, Shelter Island …. link

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AAQ / Resource

Architect Jonathan S. Foster R.A. LEED A.P

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AAQ / Resource: Ben Krupinski Builder

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AAQ / Resource: Riverhead Bay Motors

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