Find hotels near Sylvester Manor, Shelter Island Heights from ￥18,538

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Dec 15 - Dec 16
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Dec 16 - Dec 17
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Dec 19 - Dec 21
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Dec 26 - Dec 28

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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 ￥16,224
￥18,538 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
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, (547)
"Awesome stay!!! Great Location "
United States
Bryan
The price is ￥20,894
￥31,498 total
includes taxes & fees
Dec 16 - Dec 17
The Harbor Front 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
Property entrance
The Menhaden

The Menhaden

The Menhaden
3.5 star property
3.5 km from Sylvester Manor
9.6 out of 10, Exceptional, (171)
"Wonderful stay in a quaint hotel..The small town was amazing and had such cozy welcoming atmosphere! "
United States
Cory
The price is ￥38,275
￥49,962 total
includes taxes & fees
Dec 21 - Dec 22
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, (228)
"Food!"
United States
Ryan
The price is ￥26,590
￥30,379 total
includes taxes & fees
Dec 17 - Dec 18
The Shoals Suites and Slips
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
8.6 out of 10, Excellent, (598)
"Staff was amazing , room clean view phenomenal "
United States
Denise
The price is ￥24,805
￥35,967 total
includes taxes & fees
Dec 16 - Dec 17
Sound View Greenport
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 ￥27,890
￥38,097 total
includes taxes & fees
Dec 16 - Dec 17
American Beech Hotel
Outdoor pool
Sag Harbor Inn

Sag Harbor Inn

Sag Harbor Inn
3.5 star property
8.9 km from Sylvester Manor
9.4 out of 10, Exceptional, (575)
"Very clean, helpful staff and convenient location."
United States
Gordon
The price is ￥33,499
￥38,274 total
includes taxes & fees
Dec 16 - Dec 17
Sag Harbor Inn
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
Aerial view
East Hampton Art House Bed & Breakfast

East Hampton Art House Bed & Breakfast

East Hampton Art House Bed & Breakfast
4.0 star property
15.3 km from Sylvester Manor
9.6 out of 10, Exceptional, (65)
"Roz and Michael built a beautiful paradise that they enjoy sharing with you. Everything is amazing. "
United States
Dan
The price is ￥61,247
￥69,974 total
includes taxes & fees
Dec 16 - Dec 17
East Hampton Art House Bed & Breakfast
Exterior
The Sagaponack

The Sagaponack

The Sagaponack
3.0 star property
15.9 km from Sylvester Manor
8.8 out of 10, Excellent, (214)
"Clean & amenities, staff friendly Thank you "
United States
Archil
The price is ￥23,699
￥33,307 total
includes taxes & fees
Dec 22 - Dec 23
The Sagaponack
Outdoor wedding area
Bridgehampton Inn

Bridgehampton Inn

Bridgehampton Inn
3.5 star property
15.8 km from Sylvester Manor
9.4 out of 10, Exceptional, (218)
"Great place!!!"
United States
Leslie
The price is ￥46,587
￥53,226 total
includes taxes & fees
Dec 16 - Dec 17
Bridgehampton Inn
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 ￥39,069
￥53,410 total
includes taxes & fees
Dec 16 - Dec 17
The 1770 House Restaurant & Inn
Outdoor pool
Topping Rose House

Topping Rose House

Topping Rose House
4.5 star property
15.6 km from Sylvester Manor
9.2 out of 10, Wonderful, (136)
"Great rooms, staff and food"
United Kingdom
Alexandra
The price is ￥77,595
￥89,198 total
includes taxes & fees
Jan 15 - Jan 16, 2026
Topping Rose House
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 ￥59,597
￥69,647 total
includes taxes & fees
Dec 28 - Dec 29
The Huntting Inn
Front of property - evening/night
Mill House Inn

Mill House Inn

Mill House Inn
5.0 star property
17.8 km from Sylvester Manor
9.0 out of 10, Wonderful, (75)
"the rooms are outdated and the front desk staff was overbearing the location is great but it’s noisy the breakfast was awesome as was the chef "
United States
Sharon
The price is ￥46,743
￥58,745 total
includes taxes & fees
Dec 16 - Dec 17
Mill House Inn
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 ￥48,652
￥55,586 total
includes taxes & fees
Dec 23 - Dec 24
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 ￥77,126
￥88,116 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Head of Pond House
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 sta"
Brandon 2-night trip
Posted 7 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?
The Chequit is one of the top choices for your stay based on our traveler data, and this hotel offers a restaurant and free parking. It's located just a short 1 mi (1.6 km) from Sylvester Manor. Another good choice is House on Chase Creek, located just 0.8 mi (1.3 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, East End Seaport Maritime Museum, and Havens House 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.

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