Sylvester Manor Tours

Discover a thing or two about the area's unique history at Sylvester Manor. Photographs don't do this place justice — this historic structure needs to be seen up close.

Sylvester Manor is a great place to begin exploring Shelter Island Heights. This historic landmark is recommended by fellow travelers, but it isn't the only thing to do here. Save time for other sights like 67 Steps Beach, Kontokosta Winery, and Sunset Beach to fully appreciate what's on offer in the area.

Plan a trip to see Sylvester Manor

Price found within the past 48 hours. Click for updated prices.
The Harbor Front Inn

The Harbor Front Inn

3.5 out of 5
Save 100% on your flight
per person
Oct 17 - Oct 20
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
8.8/10 Excellent! (492 reviews)
My only issue was the bed pillows need updating. They weren’t very comfortable, felt old and were faded.

Reviewed on Jul 22, 2025

Sound View Greenport

Sound View Greenport

4 out of 5
per person
Oct 9 - Oct 12
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
8.4/10 Very Good! (544 reviews)
Our stay was everything we were looking for, waterfront, easy on/off the beach from our room, lounge chairs and umbrellas on the beach and nearby pool. Sunsets were amazing, lobster rolls in the piano bar were incredible. One day there was an issue with the kitchen and they brough complimentary spread to the pool area. July is expensive but it was definitely worth it. We live on Long Island and didn't have to deal with flying issues. Just a 2 hour drive and 4 days of relaxing sun.....

Reviewed on Aug 5, 2025

1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
per person
Oct 10 - Oct 13
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
8.8/10 Excellent! (1,001 reviews)
This place was amazing, from the bartender Josh to Seiki and Selina, and also JD the concierge, I know I’m leaving people out but the entire staff made our stay perfection, it was first class all the way and I would never stay anywhere else when we go back, just truly a first rate experience

Reviewed on Aug 3, 2025

Popular places to visit

Shelter Island Whale's Tail

You can take time to visit Shelter Island Whale's Tail during your travels to Shelter Island. Wander the beaches and waterfront in the area.

Shelter Island Whale's Tail

Shelter Island Historical Society

You can spend time studying the exhibits at Shelter Island Historical Society during your trip to Shelter Island. Stroll along the beaches or experience the area's museums.

Shelter Island Historical Society

Havens House

You can spend an afternoon browsing the exhibits at Havens House during your trip to Shelter Island. Stroll along the area's beaches or simply enjoy its wineries.

Havens House

Shelter Island Country Club

Enjoy a round of golf in Shelter Island Heights at Shelter Island Country Club. Stroll along the beaches or discover the area's sunsets.

Shelter Island Country Club

Sunset Beach

Why not spend a carefree afternoon at Sunset Beach during your travels in Shelter Island Heights? Experience the area's entertainment venues and theater scene.

Sunset Beach

Gardiner's Bay Country Club

Enjoy a round of golf in Shelter Island at Gardiner's Bay Country Club. Stroll along the area's waterfront or simply enjoy its wineries.

Gardiner's Bay Country Club

Best Lodging Options Near Sylvester Manor

Greenporter Hotel

Greenporter Hotel

2 out of 5
326 Front St, Greenport, NY
Greenporter Hotel
The Chequit

The Chequit

3 out of 5
23 Grand Ave, Shelter Island Heights, NY
The Chequit
West Neck Guesthouse

West Neck Guesthouse

3.5 out of 5
31 W Neck Rd, Shelter Island Heights, NY
West Neck Guesthouse
Sound View Greenport

Sound View Greenport

4 out of 5
58775 County Rd 48, Greenport, NY
Sound View Greenport
The Pridwin Hotel

The Pridwin Hotel

4 out of 5
81 Shore Road, Shelter Island Heights, NY
The Pridwin Hotel
House on Chase Creek

House on Chase Creek

2.5 out of 5
3 Locust Avenue, Shelter Island Heights, NY
House on Chase Creek
The Harbor Front Inn

The Harbor Front Inn

3.5 out of 5
209 Front St, Greenport, NY
The Harbor Front Inn
Sunset Beach Hotel

Sunset Beach Hotel

2 out of 5
35 Shore Rd, Shelter Island, NY
Sunset Beach Hotel
The Menhaden

The Menhaden

3.5 out of 5
207 Front St, Greenport, NY
The Menhaden
See all 2,575 properties in Sylvester Manor
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.