Find hotels near Sylvester Manor, Shelter Island Heights from ￥18,629

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Dec 28 - Dec 29
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Dec 29 - Dec 30
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Jan 2 - Jan 4
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Our top choices for Sylvester Manor hotels

View from property
House on Chase Creek

House on Chase Creek

House on Chase Creek
2.5 star property
The Heights, 1.3 km from Sylvester Manor
9.4 out of 10, Exceptional, (79)
" This was my husband and my first time visiting Shelter Island and I feel lucky that my stay was at the House of ChaseCreek. Bill was excellent in helping us navigate our stay on the Island which made for an enjoyable experience. The house was charming , very clean , and had easy access to the town restaurant s, and Ferry. Highly recommend ! "
United States
Maureen
The price is ￥16,304
￥18,629 total
includes taxes & fees
Jan 6 - Jan 7, 2026
House on Chase Creek
Beach bar
Silver Sands Motel & Beach Bungalows

Silver Sands Motel & Beach Bungalows

Silver Sands Motel & Beach Bungalows
4.0 star property
3.7 km from Sylvester Manor
9.8 out of 10, Exceptional, (142)
"Great get away "
United States
Charles
Silver Sands Motel & Beach Bungalows
Property entrance
The Menhaden

The Menhaden

The Menhaden
3.5 star property
3.5 km from Sylvester Manor
9.6 out of 10, Exceptional, (172)
"Wonderful stay in a quaint hotel..The small town was amazing and had such cozy welcoming atmosphere! "
United States
Cory
The price is ￥42,117
￥54,383 total
includes taxes & fees
Jan 4 - Jan 5, 2026
The Menhaden
Garden Suite King | Premium bedding, down comforters, individually decorated
The Shoals Suites and Slips

The Shoals Suites and Slips

The Shoals Suites and Slips
3.5 star property
5.4 km from Sylvester Manor
9.4 out of 10, Exceptional, (231)
"Great stay, will definitely go again"
United States
ANTONIO J
The price is ￥25,558
￥29,201 total
includes taxes & fees
Jan 28 - Jan 29, 2026
The Shoals Suites and Slips
Interior entrance
Vine & Sand

Vine & Sand

Vine & Sand
3.0 star property
9 km from Sylvester Manor
9.6 out of 10, Exceptional, (13)
"This B&B, and its hosts, were simply amazing. I cannot recommend this place enough."
United States
Sandra
Vine & Sand
Garden
The 1770 House Restaurant & Inn

The 1770 House Restaurant & Inn

The 1770 House Restaurant & Inn
4.0 star property
18 km from Sylvester Manor
9.8 out of 10, Exceptional, (161)
"The staff was incredibly genuine and the property felt intimate and comfortable."
United States
Aniya
The price is ￥46,188
￥63,144 total
includes taxes & fees
Dec 29 - Dec 30
The 1770 House Restaurant & Inn
Exterior
Zey Hotel

Zey Hotel

Zey Hotel
3.5 star property
3.7 km from Sylvester Manor
9.2 out of 10, Wonderful, (290)
"Loved this place. Lots of places to relax and play games. Super-friendly staff. Can't wait to go back b"
United States
Susie
Zey Hotel
One Bedroom Harbor View Terrace Suite | View from room
The Harbor Front Inn

The Harbor Front Inn

The Harbor Front Inn
3.5 star property
3.5 km from Sylvester Manor
8.8 out of 10, Excellent, (553)
"Room and staff were amazing. "
United States
Manuel
The price is ￥21,161
￥28,434 total
includes taxes & fees
Jan 27 - Jan 28, 2026
The Harbor Front Inn
Exterior
American Beech Hotel

American Beech Hotel

American Beech Hotel
3.5 star property
3.6 km from Sylvester Manor
8.8 out of 10, Excellent, (195)
"The property was clean beautiful and pleasant. Loved the trendy decor."
United States
Jennifer
The price is ￥39,456
￥51,343 total
includes taxes & fees
Dec 29 - Dec 30
American Beech Hotel
Seasonal outdoor pool, pool umbrellas, sun loungers
Sound View Greenport

Sound View Greenport

Sound View Greenport
4.0 star property
5.3 km from Sylvester Manor
8.4 out of 10, Very Good, (601)
"Great view but a gas station has a better breakfast. "
United States
Michael
The price is ￥20,427
￥27,594 total
includes taxes & fees
Dec 29 - Dec 30
Sound View Greenport
Exterior
Journey East Hampton

Journey East Hampton

Journey East Hampton
4.0 star property
19.2 km from Sylvester Manor
9.0 out of 10, Wonderful, (160)
"We were able to access many beaches with the beach pass that came with the stay. That was the main reason we wanted to stay there. The rooms were very nice, spacious and comfortable. "
United States
Sarah
Journey East Hampton
Garden
The Huntting Inn

The Huntting Inn

The Huntting Inn
3.5 star property
18 km from Sylvester Manor
9.0 out of 10, Wonderful, (104)
"Staff and management was very welcoming!"
United States
Sanailer
The price is ￥59,888
￥69,987 total
includes taxes & fees
Jan 11 - Jan 12, 2026
The Huntting Inn
Exterior
The Sagaponack

The Sagaponack

The Sagaponack
3.0 star property
15.9 km from Sylvester Manor
8.8 out of 10, Excellent, (215)
"Clean & amenities, staff friendly Thank you "
United States
Archil
The price is ￥24,467
￥34,215 total
includes taxes & fees
Jan 1 - Jan 2, 2026
The Sagaponack
Garden
The Maidstone

The Maidstone

The Maidstone
4.0 star property
18.1 km from Sylvester Manor
8.0 out of 10, Very Good, (150)
"We had a wonderful stay "
United States
Sabrina
The price is ￥35,334
￥40,370 total
includes taxes & fees
Dec 30 - Dec 31
The Maidstone
Seasonal outdoor pool
Head of Pond House

Head of Pond House

Head of Pond House
3.0 star property
17.8 km from Sylvester Manor
10.0 out of 10, Exceptional, (3)
"Beautiful place with a very kind host. Highly recommend this place!"
United States
Michèle
The price is ￥77,502
￥88,544 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Head of Pond House
Exterior
Wainscott Woods Retreat

Wainscott Woods Retreat

Wainscott Woods Retreat
2.5 star property
16 km from Sylvester Manor
7.0 out of 10, Good, (9)
"Newly Renovated and extremely clean, well kept, and inviting rooms. Staff could not be nicer and more accommodating. Location is ideally situated close to lots of shops, Goldbergs for bagels, East Hampton Beaches etc. Highly recommend this accommodation to anyone staying in the area."
United States
Ivan
The price is ￥56,757
￥64,846 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Wainscott Woods Retreat
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.
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Top Sylvester Manor Hotel Reviews

The Shoals Suites and Slips

The Shoals Suites and Slips

10/10 Excellent
"Great stay, will definitely go again"
ANTONIO J 2-night trip
Posted 8 days ago
The Shoals Suites and Slips

Hotels near other Sylvester Manor attractions

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.
See properties

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.
See properties

Frequently asked questions

What's the area like around Sylvester Manor?
Sylvester Manor is located in an area of Shelter Island Heights that travelers like for its island views, beaches, and sunsets. If you're looking for a convenient place to stay, check out the 35 hotels and other accommodations you'll find within a mile.
Where is the best place to stay near Sylvester Manor?
House on Chase Creek is one of the top choices for your stay based on our traveler data, and this guesthouse offers free parking and free WiFi. It's located just a short 0.8 mi (1.3 km) from Sylvester Manor. Another good choice is The Chequit, located just 1 mi (1.6 km) away.
How many hotels will I be able to find near Sylvester Manor?
Expedia has 35 hotels and other accommodations within a mile from Sylvester Manor.
If I need to cancel the hotel reservation for my stay near Sylvester Manor, will I receive a refund?
Yes! You'll find that most room reservations are fully refundable provided that you cancel prior to the hotel's cancellation deadline, which is usually within 24-48 hours of your check-in date. If your reservation is non-refundable, you might still have the option to cancel and be given a refund within 24 hours of booking. Enter your dates, click on "Search", then you can filter by "fully refundable" to view the best options available near Sylvester Manor.
Where can I learn more about changing or cancelling my trip in the area near Sylvester Manor?
To find more details about updating your stay near Sylvester Manor or cancelling it, go to https://www.expedia.com/service/.
What can I see and do near Sylvester Manor?
Railroad Museum of Long Island, Havens House, and East End Seaport Maritime Museum feature captivating exhibits. Sunset Beach, 67 Steps Beach, and Crescent Beach are great spots if you want to spend some time by the water during your stay. Create some family memories at Shelter Island Whale's Tail, Greenport Carousel, and Norman E. Klipp Marine Park while you're exploring the area around Sylvester Manor.