Title: Best Hotels Near Sylvester Manor, Shelter Island Heights from CA $291 | Expedia.ca

  

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# Find hotels near Sylvester Manor, Shelter Island Heights from CA $291

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## Check prices for these dates

Tonight

[Oct 4 - Oct 5](https://www.expedia.ca/Hotel-Search?regionId=6282169&startDate=2025-10-04&endDate=2025-10-05&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Oct 5 - Oct 6](https://www.expedia.ca/Hotel-Search?regionId=6282169&startDate=2025-10-05&endDate=2025-10-06&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=6282169&startDate=2025-10-10&endDate=2025-10-12&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two weeks

[Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=6282169&startDate=2025-10-17&endDate=2025-10-19&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Recommended

Price (low to high)

Distance

Star rating

## Top Hotels Close to Sylvester Manor

![Seasonal outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/7000000/6480000/6473500/6473437/fa5a1a49.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/7000000/6480000/6473500/6473437/75893d43.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private beach, sun loungers, beach umbrellas, beach towels](https://images.trvl-media.com/lodging/7000000/6480000/6473500/6473437/ad990fb5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/7000000/6480000/6473500/6473437/0122d57a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Pridwin Hotel

3.1 km from Sylvester Manor

9.6/10

Exceptional

(79)

"Shelter Island is definitely a gem"

CA $388

CA $488 total

includes taxes & fees

Oct 19 - Oct 20

[](https://www.expedia.ca/Shelter-Island-Heights-Hotels-The-Pridwin-Hotel.h6473437.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/68000000/67570000/67569900/67569836/3084ead9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, Frette Italian sheets, premium bedding, blackout drapes](https://images.trvl-media.com/lodging/68000000/67570000/67569900/67569836/85136411.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, Frette Italian sheets, premium bedding, blackout drapes](https://images.trvl-media.com/lodging/68000000/67570000/67569900/67569836/587cd5ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/68000000/67570000/67569900/67569836/8059ee4c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Chequit

The Heights, 1.6 km from Sylvester Manor

9.0/10

Wonderful

(36)

"Everyone was amazing "

CA $389

CA $445 total

includes taxes & fees

Nov 2 - Nov 3

[](https://www.expedia.ca/Shelter-Island-Heights-Hotels-The-Chequit.h67569836.Hotel-Information)

![Beach bar](https://images.trvl-media.com/lodging/92000000/91070000/91069000/91068954/52eefc00.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Waterfront Beach Shack Studio | View from room](https://images.trvl-media.com/lodging/92000000/91070000/91069000/91068954/8f5285b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium bedding, down comforters, pillowtop beds, minibar](https://images.trvl-media.com/lodging/92000000/91070000/91069000/91068954/c930d525.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/92000000/91070000/91069000/91068954/780134b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Silver Sands Motel & Beach Bungalows

3.7 km from Sylvester Manor

9.8/10

Exceptional

(132)

"Beautiful beach all was great, loved breakfast At on site diner Nookies!"

CA $364

CA $416 total

includes taxes & fees

Oct 6 - Oct 7

[](https://www.expedia.ca/Greenport-Hotels-Silver-Sands.h91068954.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/16000000/15630000/15622100/15622089/f2951978.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby sitting area](https://images.trvl-media.com/lodging/16000000/15630000/15622100/15622089/bfb5cc4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/16000000/15630000/15622100/15622089/dc9e5678.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Restaurant](https://images.trvl-media.com/lodging/16000000/15630000/15622100/15622089/942c49f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Zey Hotel

3.7 km from Sylvester Manor

9.2/10

Wonderful

(275)

"Clean and quiet right on a main street with plenty of shopping and dining. Very close to the vineyards. Great stay."

CA $367

CA $420 total

includes taxes & fees

Oct 6 - Oct 7

[](https://www.expedia.ca/Greenport-Hotels-The-Gallery-Hotel.h15622089.Hotel-Information)

![Garden Suite King](https://images.trvl-media.com/lodging/77000000/76720000/76716300/76716269/968755d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/77000000/76720000/76716300/76716269/81035eb2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace King](https://images.trvl-media.com/lodging/77000000/76720000/76716300/76716269/efe41897.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/77000000/76720000/76716300/76716269/22f2b7c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Shoals Suites and Slips

5.4 km from Sylvester Manor

9.6/10

Exceptional

(209)

"Great quick stay"

CA $304

CA $383 total

includes taxes & fees

Oct 13 - Oct 14

[](https://www.expedia.ca/Southold-Hotels-The-Shoals-Suites-And-Slips.h76716269.Hotel-Information)

![One Bedroom Harbor View Terrace Suite | View from room](https://images.trvl-media.com/lodging/44000000/43540000/43532300/43532300/46cd22ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Balcony view](https://images.trvl-media.com/lodging/44000000/43540000/43532300/43532300/64ea9871.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby lounge](https://images.trvl-media.com/lodging/44000000/43540000/43532300/43532300/4e8534b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Harbor View Balcony Junior Suite | Balcony view](https://images.trvl-media.com/lodging/44000000/43540000/43532300/43532300/e407cc6d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Harbor Front Inn

3.5 km from Sylvester Manor

8.8/10

Excellent

(521)

"Great location ,beautiful hotel,nice staff"

CA $230

CA $332 total

includes taxes & fees

Nov 2 - Nov 3

[](https://www.expedia.ca/Greenport-Hotels-The-Harborfront-Inn.h43532300.Hotel-Information)

![Property entrance](https://images.trvl-media.com/lodging/36000000/35230000/35229400/35229370/bc0d37bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Sundeck](https://images.trvl-media.com/lodging/36000000/35230000/35229400/35229370/dc6eb455.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, premium bedding, down comforters, memory foam beds](https://images.trvl-media.com/lodging/36000000/35230000/35229400/35229370/20266156.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Meeting facility](https://images.trvl-media.com/lodging/36000000/35230000/35229400/35229370/f0f56ac7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Menhaden

3.5 km from Sylvester Manor

9.6/10

Exceptional

(166)

"Loved the vineyards that a were a couple of miles away "

CA $431

CA $548 total

includes taxes & fees

Nov 3 - Nov 4

[](https://www.expedia.ca/Greenport-Hotels-The-Menhaden.h35229370.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/12000000/11960000/11951200/11951124/0caf92d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![View from property](https://images.trvl-media.com/lodging/12000000/11960000/11951200/11951124/9091cefd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite, 1 King Bed (#1)](https://images.trvl-media.com/lodging/12000000/11960000/11951200/11951124/339409ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Restaurant](https://images.trvl-media.com/lodging/12000000/11960000/11951200/11951124/52855a41.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### American Beech Hotel

3.6 km from Sylvester Manor

9.0/10

Wonderful

(193)

"The property was clean beautiful and pleasant. Loved the trendy decor."

CA $350

CA $456 total

includes taxes & fees

Oct 6 - Oct 7

[](https://www.expedia.ca/Greenport-Hotels-American-Beech-Hotel.h11951124.Hotel-Information)

![Seasonal outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/16000000/15280000/15273200/15273178/b52e0fa4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Meeting facility](https://images.trvl-media.com/lodging/16000000/15280000/15273200/15273178/4c9856c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lunch, dinner, brunch served; American cuisine, beach views ](https://images.trvl-media.com/lodging/16000000/15280000/15273200/15273178/43997189.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lunch, dinner, brunch served; American cuisine, beach views ](https://images.trvl-media.com/lodging/16000000/15280000/15273200/15273178/55b708b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Sound View Greenport

5.3 km from Sylvester Manor

8.4/10

Very good

(575)

"Loved everything about my stay at the Sound view !! "

CA $346

CA $464 total

includes taxes & fees

Oct 27 - Oct 28

[](https://www.expedia.ca/Greenport-Hotels-Sound-View-Greenport.h15273178.Hotel-Information)

![Beach nearby](https://images.trvl-media.com/lodging/11000000/10450000/10449100/10449005/1638a16b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Condo](https://images.trvl-media.com/lodging/11000000/10450000/10449100/10449005/fa408cbe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Condo](https://images.trvl-media.com/lodging/11000000/10450000/10449100/10449005/d9295239.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Condo | Living area](https://images.trvl-media.com/lodging/11000000/10450000/10449100/10449005/w1446h1293x1y0-077b519e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cliffside Resort Condominiums

5 km from Sylvester Manor

9.0/10

Wonderful

(241)

"Great view of the water and nice amenities with the beach and pool."

CA $312

CA $417 total

includes taxes & fees

Nov 2 - Nov 3

[](https://www.expedia.ca/Greenport-Hotels-Cliffside-Resort-Condominiums.h10449005.Hotel-Information)

![Outdoor pool](https://images.trvl-media.com/lodging/27000000/26500000/26497900/26497858/14a9b9bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property entrance](https://images.trvl-media.com/lodging/27000000/26500000/26497900/26497858/db237a24.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/27000000/26500000/26497900/26497858/f95ca887.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/27000000/26500000/26497900/26497858/d11f2952.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Sag Harbor Inn

8.9 km from Sylvester Manor

9.4/10

Exceptional

(557)

"Great place to stay!"

CA $262

CA $300 total

includes taxes & fees

Nov 2 - Nov 3

[](https://www.expedia.ca/Sag-Harbor-Hotels-Sag-Harbor-Inn.h26497858.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/119000000/118540000/118532400/118532380/61e9bea3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Children's activities](https://images.trvl-media.com/lodging/119000000/118540000/118532400/118532380/1c35aedc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Double Room](https://images.trvl-media.com/lodging/119000000/118540000/118532400/118532380/d97fb6c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/119000000/118540000/118532400/118532380/a2d322f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Wainscott Woods Retreat

16 km from Sylvester Manor

6.0/10

(5)

"HIDDEN GEM IN THE HEART OF HAMPTONS! What a special place to stay in the Hamptons! I am so happy we found this wonderful gem! This hotel is clean, quiet and well managed. The pool is beautiful the rooms are modern, sleek and clean! The grounds are beautifully manicured. The location is perfect! This new hotel has the charm of a bed and breakfast. The hotel is a short car ride from either East Hampton or Southampton which is perfect if you chose to explore all the little towns the Hampton's has...

CA $376

CA $430 total

includes taxes & fees

Oct 18 - Oct 19

[](https://www.expedia.ca/Wainscott-Hotels-Wainscott-Woods-Retreat.h118532380.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/82000000/81150000/81143200/81143153/d64f35e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![King Suite](https://images.trvl-media.com/lodging/82000000/81150000/81143200/81143153/3be2d342.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/82000000/81150000/81143200/81143153/9a89f493.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Point of interest](https://images.trvl-media.com/lodging/82000000/81150000/81143200/81143153/d13a2c2f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Sagaponack

15.9 km from Sylvester Manor

8.8/10

Excellent

(186)

"Great stay!"

CA $225

CA $313 total

includes taxes & fees

Oct 20 - Oct 21

[](https://www.expedia.ca/Wainscott-Hotels-The-Wainscott-Inn.h81143153.Hotel-Information)

![Aerial view](https://images.trvl-media.com/lodging/32000000/31010000/31007600/31007589/4db6535f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Aerial view](https://images.trvl-media.com/lodging/32000000/31010000/31007600/31007589/d9c11af0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Garden](https://images.trvl-media.com/lodging/32000000/31010000/31007600/31007589/9d3a1088.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Master Guest Room](https://images.trvl-media.com/lodging/32000000/31010000/31007600/31007589/90421aa1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### East Hampton Art House Bed & Breakfast

15.3 km from Sylvester Manor

9.6/10

Exceptional

(64)

"Roz and Michael built a beautiful paradise that they enjoy sharing with you. Everything is amazing. "

CA $530

CA $605 total

includes taxes & fees

Oct 27 - Oct 28

[](https://www.expedia.ca/East-Hampton-Hotels-East-Hampton-Art-House-Bed-Breakfast.h31007589.Hotel-Information)

![Outdoor pool](https://images.trvl-media.com/lodging/28000000/27200000/27194600/27194600/565bdaee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/28000000/27200000/27194600/27194600/1cf4e6bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach nearby](https://images.trvl-media.com/lodging/28000000/27200000/27194600/27194600/573c5e83.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/28000000/27200000/27194600/27194600/bca4c06d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### A Room At The Beach

15.6 km from Sylvester Manor

9.2/10

Wonderful

(92)

"Adorable boutique hotel!"

CA $459

CA $524 total

includes taxes & fees

Oct 6 - Oct 7

[](https://www.expedia.ca/Bridgehampton-Hotels-A-Room-At-The-Beach.h27194600.Hotel-Information)

![Garden](https://images.trvl-media.com/lodging/2000000/1090000/1085700/1085655/67db121e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/2000000/1090000/1085700/1085655/d269b9f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Garden](https://images.trvl-media.com/lodging/2000000/1090000/1085700/1085655/3e8af6f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Room 4, King Bed](https://images.trvl-media.com/lodging/2000000/1090000/1085700/1085655/bf954008.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The 1770 House Restaurant & Inn

18 km from Sylvester Manor

9.8/10

Exceptional

(157)

"The staff was incredibly genuine and the property felt intimate and comfortable."

CA $453

CA $620 total

includes taxes & fees

Oct 6 - Oct 7

[](https://www.expedia.ca/East-Hampton-Hotels-The-1770-House-Restaurant-Inn.h1085655.Hotel-Information)

![Outdoor pool](https://images.trvl-media.com/lodging/6000000/5590000/5581400/5581380/8b4b1f10.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium bedding, minibar, in-room safe, desk](https://images.trvl-media.com/lodging/6000000/5590000/5581400/5581380/3f4839f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/6000000/5590000/5581400/5581380/d84c46bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/6000000/5590000/5581400/5581380/e9d81899.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Topping Rose House

15.6 km from Sylvester Manor

9.2/10

Wonderful

(135)

"Great rooms, staff and food"

CA $725

CA $834 total

includes taxes & fees

Oct 20 - Oct 21

[](https://www.expedia.ca/Bridgehampton-Hotels-Topping-Rose-House.h5581380.Hotel-Information)

![Deluxe Studio | Living area](https://images.trvl-media.com/lodging/5000000/4230000/4223700/4223615/1ad86f14.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/5000000/4230000/4223700/4223615/948baf95.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Studio](https://images.trvl-media.com/lodging/5000000/4230000/4223700/4223615/6becca41.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Studio | Living area](https://images.trvl-media.com/lodging/5000000/4230000/4223700/4223615/facf84c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### East Hampton House Resort

18.7 km from Sylvester Manor

9.0/10

Wonderful

(284)

"Great location, clean "

CA $228

CA $291 total

includes taxes & fees

Nov 3 - Nov 4

[](https://www.expedia.ca/East-Hampton-Hotels-East-Hampton-House-Resort.h4223615.Hotel-Information)

![Front of property - evening/night](https://images.trvl-media.com/lodging/3000000/2870000/2861900/2861838/e0e0def6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Graybarn Cottage | Living area](https://images.trvl-media.com/lodging/3000000/2870000/2861900/2861838/1fbed560.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Graybarn Cottage | Room amenity](https://images.trvl-media.com/lodging/3000000/2870000/2861900/2861838/1d639007.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Graybarn Cottage | Terrace/patio](https://images.trvl-media.com/lodging/3000000/2870000/2861900/2861838/1f2aee03.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Mill House Inn

17.8 km from Sylvester Manor

9.0/10

Wonderful

(70)

"Great experience at a wonderful property!"

CA $384

CA $482 total

includes taxes & fees

Oct 27 - Oct 28

[](https://www.expedia.ca/East-Hampton-Hotels-Mill-House-Inn.h2861838.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/24000000/23260000/23252100/23252049/acd2c1de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium bedding, in-room safe, iron/ironing board, bed sheets](https://images.trvl-media.com/lodging/24000000/23260000/23252100/23252049/7c3abc76.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Seasonal outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/24000000/23260000/23252100/23252049/c353f8fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby sitting area](https://images.trvl-media.com/lodging/24000000/23260000/23252100/23252049/d697dbfd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Journey East Hampton

19.2 km from Sylvester Manor

9.0/10

Wonderful

(149)

"We had a good stay at The Journey. Can’t wait to come back! "

CA $396

CA $497 total

includes taxes & fees

Oct 20 - Oct 21

[](https://www.expedia.ca/East-Hampton-Hotels-Journey-East-Hampton.h23252049.Hotel-Information)

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.

[View all properties](https://expedia.ca/Hotel-Search?startDate=2025-10-19&endDate=2025-10-20&regionId=6282169&adults=2&sort=RECOMMENDED&openPlayBack=true)

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## Top Sylvester Manor Hotel Reviews

![The Menhaden](//images.trvl-media.com/lodging/36000000/35230000/35229400/35229370/bc0d37bf_y.jpg)

### The Menhaden

10/10 Excellent

"One of my top 5 most enjoyable stays at a hotel. Mario connected us with Steve from Founders Oysters for an amazing charter experience. Mario was so knowledgeable and took ownership of his job like it was his business. John was so great too - he kept us laughing as we changed our check out multiple times he was able to accommodate our work schedule with ease. "

[](https://expedia.ca/Greenport-Hotels-The-Menhaden.h35229370.Hotel-Information)

![Silver Sands Motel & Beach Bungalows](//images.trvl-media.com/lodging/92000000/91070000/91069000/91068954/52eefc00_y.jpg)

### Silver Sands Motel & Beach Bungalows

10/10 Excellent

"Staff were very helpful. Olivia was grest. David even took us to the train station. Wonderful place. Liked the bed. No movent in it at all."

[](https://expedia.ca/Greenport-Hotels-Silver-Sands.h91068954.Hotel-Information)

![Greenporter Hotel](//images.trvl-media.com/lodging/91000000/90310000/90308600/90308554/3c3df51f_y.jpg)

### Greenporter Hotel

10/10 Excellent

"Everything was in walking distance. Clean room"

[](https://expedia.ca/Greenport-Hotels-Greenporter-Hotel.h90308554.Hotel-Information)

![The Pridwin Hotel](//images.trvl-media.com/lodging/7000000/6480000/6473500/6473437/fa5a1a49_y.jpg)

### The Pridwin Hotel

10/10 Excellent

"The Pridwin is a beautiful property with a stunning view and old New England, Americana historic vibe. It is a quintessential experience if you want to have quiet yet convenience to both the north and south forks. The ferry is quick and the island is beautiful and quiet if you go during off season. Lovely long weekend trip for me and my husband. Highly recommend. "

[](https://expedia.ca/Shelter-Island-Heights-Hotels-The-Pridwin-Hotel.h6473437.Hotel-Information)

![Zey Hotel](//images.trvl-media.com/lodging/16000000/15630000/15622100/15622089/f2951978_y.jpg)

### Zey Hotel

10/10 Excellent

"Clean and quiet right on a main street with plenty of shopping and dining. Very close to the vineyards. Great stay."

[](https://expedia.ca/Greenport-Hotels-The-Gallery-Hotel.h15622089.Hotel-Information)

![Work and Play Special!  Extended Stay Discount ](//images.trvl-media.com/lodging/40000000/39940000/39934500/39934446/7033cd48_y.jpg)

### Work and Play Special! Extended Stay Discount

10/10 Excellent

"Clean convenient "

[](https://expedia.ca/Shelter-Island-Hotels-Work-And-Play-Special-Extended-Stay-Discount-At-A-Hideaway-With-Stellar-Wifi.h39934446.Hotel-Information)

![The Harbor Front Inn](//images.trvl-media.com/lodging/44000000/43540000/43532300/43532300/46cd22ca_y.jpg)

### The Harbor Front Inn

10/10 Excellent

"We brought our bikes and the staff was very accommodating and helped us store them each night. We had a great time and will be back!"

[](https://expedia.ca/Greenport-Hotels-The-Harborfront-Inn.h43532300.Hotel-Information)

![Sound View Greenport](//images.trvl-media.com/lodging/16000000/15280000/15273200/15273178/b52e0fa4_y.jpg)

### Sound View Greenport

10/10 Excellent

"Clean and beautiful view"

[](https://expedia.ca/Greenport-Hotels-Sound-View-Greenport.h15273178.Hotel-Information)

![Shelter Island Retreat With Pool ...Close To Beach & Pet Friendly](//images.trvl-media.com/lodging/77000000/76430000/76420400/76420400/53a2a099_y.jpg)

### Shelter Island Retreat With Pool ...Close To Beach & Pet Friendly

10/10 Excellent

"Great location, we walked to the beach every day! Tara was a very warm and communicative host."

[](https://expedia.ca/Shelter-Island-Heights-Hotels-Shelter-Island-Retreat-With-Pool-A-Stones-Throw-Away-From-The-Beach.h76420400.Hotel-Information)

### Hotels near Other Shelter Island Heights Attractions

[](https://expedia.ca/Shelter-Island-Whales-Tail-Hotels.0-l553248621554204762-0.Travel-Guide-Filter-Hotels)

#### 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](https://expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=553248621554204762)

[](https://expedia.ca/Shelter-Island-Historical-Society-Hotels.0-l553248635961235094-0.Travel-Guide-Filter-Hotels)

#### 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](https://expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=553248635961235094)

[](https://expedia.ca/Havens-House-Hotels.0-l6232745-0.Travel-Guide-Filter-Hotels)

#### 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.

[See properties](https://expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=6232745)

[](https://expedia.ca/Shelter-Island-Country-Club-Hotels.0-l6282167-0.Travel-Guide-Filter-Hotels)

#### 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.

[See properties](https://expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=6282167)

[](https://expedia.ca/Sunset-Beach-Hotels.0-l553248626388141313-0.Travel-Guide-Filter-Hotels)

#### 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.

[See properties](https://expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=553248626388141313)

[](https://expedia.ca/Gardiners-Bay-Country-Club-Hotels.0-l6282173-0.Travel-Guide-Filter-Hotels)

#### 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.

[See properties](https://expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=6282173)

## Frequently asked questions

### What are the top-rated hotels near Sylvester Manor?

> Discover the top-rated hotels in Shelter Island Heights near Sylvester Manor, perfect for an unforgettable getaway.
> 
>   
> 
> [Greenport renovated farmhouse](https://expedia.ca/Greenport-hotels-Greenport-renovated-farmhouse.h36881122.Hotel-information)
> 
>   
> 
> Greenport renovated farmhouse boasts an impressive review rating of 10 and is located just 5.8 km from Sylvester Manor. This historic farmhouse offers travellers a unique and romantic experience, complete with a charming patio and a cozy fireplace for relaxing evenings. Guests can explore nearby beaches and enjoy activities like paddleboating, kayaking, and even winery tours. The full kitchen is equipped with modern appliances, making it ideal for those who love to cook and dine in.
> 
>   
> 
> [American Beech - Luxury 2 Bedroom Apartment 10](https://www.expedia.ca/Greenport-Hotels-American-Beech-Luxury-2-Bedroom-Apartment-10.h71943259.Hotel-Information)
> 
>   
> 
> Rated a perfect 10 by travellers, the American Beech - Luxury 2 Bedroom Apartment 10 is situated just 4.8 km from Sylvester Manor. This luxurious apartment features a private patio and a warm fireplace, providing a cozy ambiance for travellers. Complimentary breakfast adds to the appeal, making it an excellent choice for travellers seeking comfort and convenience during their stay.
> 
>   
> 
> [Fordham House](https://www.expedia.ca/Greenport-Hotels-Fordham-House.h12311929.Hotel-Information)
> 
>   
> 
> Fordham House, a lovely 3-star hotel, is located 5.6 km from Sylvester Manor and has earned a review rating of 10. Guests can enjoy a complimentary full breakfast on weekends, as well as free self-parking. The hotel features premium bedding and designer toiletries, ensuring a comfortable stay. Its nearby beaches makes it a perfect spot for those looking to enjoy the beauty of Shelter Island Heights.

### What hotels are within walking distance to Sylvester Manor?

> Discover the perfect stay near Sylvester Manor with a selection of top-rated hotels that combine comfort and convenience.
> 
>   
> 
> [West Neck Guesthouse](https://www.expedia.ca/Shelter-Island-Heights-Hotels-West-Neck-Guesthouse.h18632615.Hotel-Information)
> 
>   
> 
> West Neck Guesthouse is a charming 3.5-star hotel located just a 17-minute walk from Sylvester Manor, making it an ideal choice for travellers looking to explore the area. With a review rating of 8.0, travellers appreciate the cozy atmosphere and the convenience of amenities like free daily breakfast and a kitchenette in every room. The hotel also features a beautiful garden and offers complimentary bicycles for a leisurely ride around Shelter Island Heights.

### How much is a hotel near Sylvester Manor?

> Staying near Sylvester Manor is a treat, with plenty of hotels from CA $291 offering incredible amenities. If you're leaning toward a little luxury, prices can rise, especially in peak season. Be sure to book in advance to enjoy more options and potentially better rates, especially if you're planning a trip during weekends or around public holidays.

### What are the most popular family-friendly hotels near Sylvester Manor?

> Finding the perfect family-friendly stay near Sylvester Manor is easy with these top-rated hotels that cater to travellers of all ages.
> 
>   
> 
> [Greenport renovated farmhouse](https://expedia.ca/Greenport-hotels-Greenport-renovated-farmhouse.h36881122.Hotel-information)
> 
>   
> 
> Greenport renovated farmhouse is a delightful retreat just 5.8 km from Sylvester Manor, with an exceptional review rating of 10. This family-friendly hotel features amenities designed for families, including a fully equipped kitchen, games for children, and a travel crib. Guests can also enjoy the lovely patio and garden, perfect for outdoor family activities. With access to nearby paddleboating and beaches, this farmhouse becomes a wonderful home base for family adventures.
> 
>   
> 
> [The Pridwin Hotel](https://www.expedia.ca/Shelter-Island-Heights-Hotels-The-Pridwin-Hotel.h6473437.Hotel-Information)
> 
>   
> 
> The Pridwin Hotel is just 3.2 km from Sylvester Manor and boasts a remarkable review rating of 9.4 alongside a 4-star designation. This family-friendly hotel provides a range of amenities for younger travellers, including a pool with a gate, daily housekeeping, and a kids' menu at the on-site restaurant. Families can also take advantage of free breakfast and enjoy the beautiful beachfront area, making it a perfect spot for a memorable family getaway.
> 
>   
> 
> [Sound View Greenport](https://www.expedia.ca/Greenport-Hotels-Sound-View-Greenport.h15273178.Hotel-Information)
> 
>   
> 
> Located 7.9 km from Sylvester Manor, Sound View Greenport is a charming 4-star hotel rated 8.4 by travellers. This hotel is ideal for families, offering connecting rooms, free cribs, and an accessible pool. Guests can indulge in delicious meals at the beachfront restaurant and enjoy free breakfast daily. With a beautiful terrace and direct beach access, families can create lasting memories in a picturesque setting.

### Which hotels near Sylvester Manor offer the best views?

> Explore the best hotels near Sylvester Manor that offer stunning views and top-rated accommodations.
> 
>   
> 
> [The Pridwin Hotel](https://www.expedia.ca/Shelter-Island-Heights-Hotels-The-Pridwin-Hotel.h6473437.Hotel-Information)
> 
>   
> 
> Located just 3.2 km from Sylvester Manor, The Pridwin Hotel offers a delightful stay with a review rating of 9.4 and a 4-star designation. Guests can enjoy ocean views from many areas, including the restaurant and spa. Onsite amenities include a pool, a full-service spa with hydrotherapy treatments, and free breakfast daily. The hotel also provides easy access to the beach and a ferry terminal shuttle, enhancing the overall traveler experience.
> 
>   
> 
> [Sound View Greenport](https://www.expedia.ca/Greenport-Hotels-Sound-View-Greenport.h15273178.Hotel-Information)
> 
>   
> 
> Sound View Greenport is a charming 4-star hotel situated 7.9 km from Sylvester Manor, with a review rating of 8.4. Guests enjoy stunning ocean views from the restaurant and various rooms. With a lovely beachfront terrace, self-parking, and outdoor tennis, this hotel is perfect for those who appreciate scenic beauty and recreational activities. The hotel also features a poolside bar and a fully equipped kitchen in select rooms for added convenience.
> 
>   
> 
> [Hotel Moraine](https://www.expedia.ca/Greenport-Hotels-Hotel-Moraine.h91472602.Hotel-Information)
> 
>   
> 
> Hotel Moraine, rated 9.8 by travellers, is located just 7.6 km from Sylvester Manor. This beautiful retreat boasts breathtaking sea views and a private beach, making it an idyllic choice for those seeking relaxation. Guests can take advantage of amenities such as a pool, free daily breakfast, and yoga classes onsite. The hotel also offers easy access to nearby kayaking and winery tours, ensuring a memorable stay.

### What are the best affordable hotels near Sylvester Manor?

> For travellers seeking affordable stays near the beautiful Sylvester Manor, there are several top-rated options that won't break the bank.
> 
>   
> 
> [Greenport renovated farmhouse](https://expedia.ca/Greenport-hotels-Greenport-renovated-farmhouse.h36881122.Hotel-information)
> 
>   
> 
> Just 5.8 km from Sylvester Manor, the Greenport renovated farmhouse offers a perfect blend of comfort and charm, with a perfect review rating of 10. Families will appreciate the onsite amenities like a kitchen with modern appliances and a patio for relaxing evenings. Guests can also enjoy nearby activities such as paddleboating and beach outings, making it an ideal retreat for family fun.
> 
>   
> 
> [American Beech - Luxury 2 Bedroom Apartment 10](https://www.expedia.ca/Greenport-Hotels-American-Beech-Luxury-2-Bedroom-Apartment-10.h71943259.Hotel-Information)
> 
>   
> 
> Located only 4.8 km from Sylvester Manor, the American Beech - Luxury 2 Bedroom Apartment 10 has a stunning review rating of 10. This apartment is perfect for families or couples, offering free breakfast to start your day right. The cozy fireplace and inviting patio create a romantic atmosphere, ensuring a memorable stay for travellers.
> 
>   
> 
> [Fordham House](https://www.expedia.ca/Greenport-Hotels-Fordham-House.h12311929.Hotel-Information)
> 
>   
> 
> Fordham House, a charming 3-star hotel just 5.6 km from Sylvester Manor, boasts a perfect review rating of 10. Ideal for families, it offers free weekend breakfasts and self-parking, along with premium bedding for a restful night. Guests can also enjoy nearby beaches and designer toiletries, adding a touch of luxury to their affordable getaway.

### What are the best boutique hotels near Sylvester Manor?

> For those seeking a top-rated boutique hotel experience near Sylvester Manor, look no further. These charming accommodations offer a unique blend of style and comfort, perfect for your getaway.
> 
>   
> 
> [Zey Hotel](https://www.expedia.ca/Greenport-Hotels-The-Gallery-Hotel.h15622089.Hotel-Information)
> 
>   
> 
> Zey Hotel is a delightful 3.5-star boutique hotel located just 5.1 km from Sylvester Manor, rated 9.2 by travellers. This adults-only retreat features a lovely terrace and free daily breakfast, making it an excellent choice for couples or solo travellers looking for a serene escape. Guests can enjoy complimentary beach access nearby, as well as comfortable rooms equipped with premium bedding, minibars, and free toiletries. With a focus on personalized service, the concierge is available to assist with local recommendations.

### Are there any hotels with pools close to Sylvester Manor?

> For a refreshing stay near Sylvester Manor, check out these top-rated hotels with pools that offer a blend of comfort and fun.
> 
>   
> 
> [Sound View Greenport](https://www.expedia.ca/Greenport-Hotels-Sound-View-Greenport.h15273178.Hotel-Information)
> 
>   
> 
> Sound View Greenport, a 4-star hotel situated 7.9 km from Sylvester Manor, has a favorable review rating of 8.4. This hotel features a lovely pool with a poolside bar and umbrellas, perfect for unwinding. Guests can indulge in beachfront dining, enjoy complimentary breakfast, and relax on the sand beach, creating a memorable holidays experience.
> 
>   
> 
> [Hotel Moraine](https://www.expedia.ca/Greenport-Hotels-Hotel-Moraine.h91472602.Hotel-Information)
> 
>   
> 
> Hotel Moraine is a luxurious choice just 7.6 km from Sylvester Manor, with an impressive review rating of 9.8. Guests can enjoy a beautiful pool equipped with sun loungers and umbrellas, along with accessible features for everyone. Additional amenities include free breakfast, beach towels, and onsite yoga classes, making it perfect for a relaxing getaway.
> 
>   
> 
> [Greenporter Hotel](https://www.expedia.ca/Greenport-Hotels-Greenporter-Hotel.h90308554.Hotel-Information)
> 
>   
> 
> Located only 4.5 km from Sylvester Manor, Greenporter Hotel offers a delightful experience with a review rating of 9.2. The hotel features a shared pool with secure facilities and sun loungers, ensuring a comfortable and relaxing atmosphere. Guests can also enjoy a hot tub, early check-in options, and access to nearby winery tours, ideal for a charming retreat.

### What are the best pet-friendly hotels near Sylvester Manor?

> For travellers seeking top-rated pet-friendly hotels near Sylvester Manor, these options offer a welcoming stay for both you and your furry friends.
> 
>   
> 
> [Hotel Moraine](https://www.expedia.ca/Greenport-Hotels-Hotel-Moraine.h91472602.Hotel-Information)
> 
>   
> 
> Hotel Moraine, just 7.6 km from Sylvester Manor, is a superb choice for pet owners, offering amenities that include pet-friendly rooms and service animals allowed. Rated 9.8 by travellers, this hotel also features a stunning sea view, free breakfast, and a beautiful beachfront area. Guests can enjoy a range of activities like kayaking, motorboating, and yoga classes right on-site.
> 
>   
> 
> [The Harbor Front Inn](https://www.expedia.ca/Greenport-Hotels-The-Harborfront-Inn.h43532300.Hotel-Information)
> 
>   
> 
> The Harbor Front Inn is a charming 3.5-star hotel located only 4.7 km from Sylvester Manor. With a review rating of 8.8, this inn welcomes pets with open arms, providing in-room pet accommodations. Guests can relax on the terrace or take a dip in the pool, while other amenities include complimentary breakfast and 24-hour access to fitness facilities, making it an ideal choice for a comfortable stay.
> 
>   
> 
> [American Beech Hotel](https://www.expedia.ca/Greenport-Hotels-American-Beech-Hotel.h11951124.Hotel-Information)
> 
>   
> 
> American Beech Hotel, situated 5.0 km from Sylvester Manor, is another excellent option for travellers with pets, featuring in-room pet accommodations and food and water bowls for your furry companions. This 3.5-star hotel boasts a review rating of 8.8 and offers complimentary breakfast, a beautiful garden, and easy access to nearby beaches, ensuring travellers have a memorable and enjoyable stay.

### Can I book a fully refundable hotel close to Sylvester Manor?

> Most bookings on Expedia are refundable if canceled within 24-48 hours of arrival, though this depends on the hotel's individual cancellation policy, which you should check in your booking confirmation. If free cancellation is available, you can cancel directly through your Expedia account by going to "My Trips" and selecting your reservation. To find fully refundable hotel options, simply enter "Sylvester Manor", set your travel dates, and use the "Fully refundable" filter under "Deals & Discounts" on the results page. Alternatively, explore [deals with free cancellation](https://www.expedia.ca/deals/free-cancellation) options on Expedia.

### Can I find Expedia discounts for hotels near Sylvester Manor?

> Sign in to your account to unlock instant savings and access Member Prices on Expedia. Members always get our best prices, so join for free and look for great discounts on top hotels near Sylvester Manor.

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-   [Luxury Hotels in Greenport](https://www.expedia.ca/Greenport-Hotels-Luxury-Hotel.0-0-d110728-tLuxuryHotel.Travel-Guide-Filter-Hotels)
-   [Oceanfront Hotels in Greenport](https://www.expedia.ca/Greenport-Hotels-Oceanfront-Hotels.0-0-d110728-tOceanfrontHotels.Travel-Guide-Filter-Hotels)
-   [Shopping Hotels in Greenport](https://www.expedia.ca/Greenport-Hotels-Shopping-Hotel.0-0-d110728-tShoppingHotel.Travel-Guide-Filter-Hotels)
-   [Spa Hotels in Greenport](https://www.expedia.ca/Greenport-Hotels-Spa-Hotel.0-0-d110728-tSpaHotel.Travel-Guide-Filter-Hotels)
-   [Waterpark Hotels in Greenport](https://www.expedia.ca/Greenport-Hotels-Waterpark-Hotels.0-0-d110728-tWaterparkHotels.Travel-Guide-Filter-Hotels)
-   [Greenport Hotels](https://www.expedia.ca/Greenport-Hotels.d110728.Travel-Guide-Hotels)
-   [Motels in Greenport](https://www.expedia.ca/Greenport-Motels.d110728-aaMotels.Travel-Guide-Accommodation)
-   [Hotels near Greenport Station](https://www.expedia.ca/Greenport-Station-Hotels.d6186190.Travel-Guide-Hotels)
-   [Beach Hotel Hotels in Greenport West](https://www.expedia.ca/Greenport-West-Hotels-Beach-Hotel.0-0-d553248635975876381-tBeachHotel.Travel-Guide-Filter-Hotels)
-   [Cheap Hotels in Greenport West](https://www.expedia.ca/Greenport-West-Hotels-Cheap-Hotels.0-0-d553248635975876381-tCheapHotels.Travel-Guide-Filter-Hotels)
-   [Greenport West Hotels](https://www.expedia.ca/Greenport-West-Hotels.d553248635975876381.Travel-Guide-Hotels)
-   [Hamptons Hotels](https://www.expedia.ca/Hamptons-Hotels.d6056452.Travel-Guide-Hotels)
-   [Adults Only Resorts & in Hay Beach](https://www.expedia.ca/Hay-Beach-Shelter-Island-Hotels-Adults-Only-Resorts.0-n553248635976470037-0-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels)
-   [Casino Hotels in Hay Beach](https://www.expedia.ca/Hay-Beach-Shelter-Island-Hotels-Casino-Hotel.0-n553248635976470037-0-tCasinoHotel.Travel-Guide-Filter-Hotels)
-   [Lafarges Landing Hotels](https://www.expedia.ca/Lafarges-Landing-East-Hampton-Hotels.0-n553248635975847195-0.Travel-Guide-Filter-Hotels)
-   [New York Hotels](https://www.expedia.ca/New-York-Hotels.d178293.Travel-Guide-Hotels)
-   [Chalets in North Haven](https://www.expedia.ca/North-Haven-Chalets.d553248634998589872-aaChalets.Travel-Guide-Accommodation)
-   [North Haven Hotels](https://www.expedia.ca/North-Haven-Hotels.d553248634998589872.Travel-Guide-Hotels)
-   [Residences in North Haven](https://www.expedia.ca/North-Haven-Residences.d553248634998589872-aaResidences.Travel-Guide-Accommodation)
-   [Noyack Hotels](https://www.expedia.ca/Noyack-Hotels.d6217344.Travel-Guide-Hotels)
-   [Hotels near Orient Beach State Park](https://www.expedia.ca/Orient-Beach-State-Park-Hotels.0-l6064487-0.Travel-Guide-Filter-Hotels)
-   [Orient Hotels](https://www.expedia.ca/Orient-Hotels.d6326191.Travel-Guide-Hotels)
-   [Hotels near Orient Point County Park](https://www.expedia.ca/Orient-Point-County-Park-Hotels.0-l553248621532665781-0.Travel-Guide-Filter-Hotels)
-   [Orient Point Hotels](https://www.expedia.ca/Orient-Point-Hotels.d553248635074738584.Travel-Guide-Hotels)
-   [Peconic Hotels](https://www.expedia.ca/Peconic-Hotels.d144477.Travel-Guide-Hotels)
-   [Hotels near Pindar Vineyards](https://www.expedia.ca/Pindar-Vineyards-Hotels.0-l6326965-0.Travel-Guide-Filter-Hotels)
-   [Sag Harbor Hotels](https://www.expedia.ca/Sag-Harbor-Hotels.d154327.Travel-Guide-Hotels)
-   [Hotels near Sag Harbor Marine Park](https://www.expedia.ca/Sag-Harbor-Marine-Park-Hotels.0-l6327316-0.Travel-Guide-Filter-Hotels)
-   [B&B in Shelter Island](https://www.expedia.ca/Shelter-Island-Bed-And-Breakfast.d157359-aaBedAndBreakfast.Travel-Guide-Accommodation)
-   [B&B in Shelter Island Heights](https://www.expedia.ca/Shelter-Island-Heights-Bed-And-Breakfast.d183716-aaBedAndBreakfast.Travel-Guide-Accommodation)
-   [Beach Hotel Hotels in Shelter Island Heights](https://www.expedia.ca/Shelter-Island-Heights-Hotels-Beach-Hotel.0-0-d183716-tBeachHotel.Travel-Guide-Filter-Hotels)
-   [Boutique Hotels in Shelter Island Heights](https://www.expedia.ca/Shelter-Island-Heights-Hotels-Boutique-Hotel.0-0-d183716-tBoutiqueHotel.Travel-Guide-Filter-Hotels)
-   [Hotels & Resorts for Couples in Shelter Island Heights](https://www.expedia.ca/Shelter-Island-Heights-Hotels-Couples-Resorts-Hotels.0-0-d183716-tCouplesResortsHotels.Travel-Guide-Filter-Hotels)
-   [Pet-Friendly Hotels in Shelter Island Heights](https://www.expedia.ca/Shelter-Island-Heights-Hotels-Pet-Friendly-Hotel.0-0-d183716-tPetfriendlyHotel.Travel-Guide-Filter-Hotels)
-   [Spa Hotels in Shelter Island Heights](https://www.expedia.ca/Shelter-Island-Heights-Hotels-Spa-Hotel.0-0-d183716-tSpaHotel.Travel-Guide-Filter-Hotels)
-   [Shelter Island Heights Hotels](https://www.expedia.ca/Shelter-Island-Heights-Hotels.d183716.Travel-Guide-Hotels)
-   [Resorts in Shelter Island Heights](https://www.expedia.ca/Shelter-Island-Heights-Resort-Hotels.d183716-aaResortHotels.Travel-Guide-Accommodation)
-   [Adults Only Resorts & in Shelter Island](https://www.expedia.ca/Shelter-Island-Hotels-Adults-Only-Resorts.0-0-d157359-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels)
-   [Beach Hotel Hotels in Shelter Island](https://www.expedia.ca/Shelter-Island-Hotels-Beach-Hotel.0-0-d157359-tBeachHotel.Travel-Guide-Filter-Hotels)
-   [Boutique Hotels in Shelter Island](https://www.expedia.ca/Shelter-Island-Hotels-Boutique-Hotel.0-0-d157359-tBoutiqueHotel.Travel-Guide-Filter-Hotels)
-   [Cheap Hotels in Shelter Island](https://www.expedia.ca/Shelter-Island-Hotels-Cheap-Hotels.0-0-d157359-tCheapHotels.Travel-Guide-Filter-Hotels)
-   [Hotels & Resorts for Couples in Shelter Island](https://www.expedia.ca/Shelter-Island-Hotels-Couples-Resorts-Hotels.0-0-d157359-tCouplesResortsHotels.Travel-Guide-Filter-Hotels)
-   [Family Hotels in Shelter Island](https://www.expedia.ca/Shelter-Island-Hotels-Family-Hotel.0-0-d157359-tFamilyHotel.Travel-Guide-Filter-Hotels)
-   [Hotels with a Pool in Shelter Island](https://www.expedia.ca/Shelter-Island-Hotels-Hotel-With-Pool.0-0-d157359-tHotelwithPool.Travel-Guide-Filter-Hotels)
-   [Hotels with Free Breakfast in Shelter Island](https://www.expedia.ca/Shelter-Island-Hotels-Hotels-With-Free-Breakfast.0-0-d157359-tHotelswithFreeBreakfast.Travel-Guide-Filter-Hotels)
-   [Luxury Hotels in Shelter Island](https://www.expedia.ca/Shelter-Island-Hotels-Luxury-Hotel.0-0-d157359-tLuxuryHotel.Travel-Guide-Filter-Hotels)
-   [Oceanfront Hotels in Shelter Island](https://www.expedia.ca/Shelter-Island-Hotels-Oceanfront-Hotels.0-0-d157359-tOceanfrontHotels.Travel-Guide-Filter-Hotels)
-   [Shopping Hotels in Shelter Island](https://www.expedia.ca/Shelter-Island-Hotels-Shopping-Hotel.0-0-d157359-tShoppingHotel.Travel-Guide-Filter-Hotels)
-   [Shelter Island Hotels](https://www.expedia.ca/Shelter-Island-Hotels.d157359.Travel-Guide-Hotels)
-   [Houseboats in Shelter Island](https://www.expedia.ca/Shelter-Island-Houseboats.d157359-aaHouseboats.Travel-Guide-Accommodation)
-   [Resorts in Shelter Island](https://www.expedia.ca/Shelter-Island-Resort-Hotels.d157359-aaResortHotels.Travel-Guide-Accommodation)
-   [Adults Only Resorts & in Silver Beach](https://www.expedia.ca/Silver-Beach-Shelter-Island-Hotels-Adults-Only-Resorts.0-n553248635976481903-0-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels)
-   [Silver Beach Hotels](https://www.expedia.ca/Silver-Beach-Shelter-Island-Hotels.0-n553248635976481903-0.Travel-Guide-Filter-Hotels)
-   [Southold Hotels](https://www.expedia.ca/Southold-Hotels.d183719.Travel-Guide-Hotels)
-   [Motels in Southold](https://www.expedia.ca/Southold-Motels.d183719-aaMotels.Travel-Guide-Accommodation)
-   [Hotels near Sunset Beach](https://www.expedia.ca/Sunset-Beach-Hotels.0-l553248626388141313-0.Travel-Guide-Filter-Hotels)
-   [The Heights Hotels](https://www.expedia.ca/The-Heights-Shelter-Island-Heights-Hotels.0-n553248635976473534-0.Travel-Guide-Filter-Hotels)
-   [Hotels near Wades Beach](https://www.expedia.ca/Wades-Beach-Hotels.0-l553248621554204759-0.Travel-Guide-Filter-Hotels)

-   [Flights to Greenport](https://www.expedia.ca/Cheap-Flights-To-Greenport.d110728.Travel-Guide-Flights)
-   [Flights to Shelter Island](https://www.expedia.ca/Cheap-Flights-To-Shelter-Island.d157359.Travel-Guide-Flights)
-   [Flights from Shelter Island](https://www.expedia.ca/lp/flights/157359/flights-from-shelter-island)
-   [Flights from Southold](https://www.expedia.ca/lp/flights/183719/flights-from-southold)
-   [Flights from North Haven](https://www.expedia.ca/lp/flights/553248634998589872/flights-from-north-haven)
-   [Flights from East Marion](https://www.expedia.ca/lp/flights/6069914/flights-from-east-marion)
-   [Flights from Toronto (YYZ) to New York (NYC)](https://www.expedia.ca/lp/flights/yyz/nyc/toronto-to-new-york)

-   [Visit East Marion](https://www.expedia.ca/East-Marion.dx6069914)
-   [Visit Pipes Cove](https://www.expedia.ca/Greenport-Pipes-Cove.dx553248635976473295)
-   [Kontokosta Winery](https://www.expedia.ca/Kontokosta-Winery-Greenport.d6326928.Vacation-Attraction)
-   [Visit North Haven](https://www.expedia.ca/North-Haven.dx553248634998589872)
-   [Shelter Island Heights Vacations](https://www.expedia.ca/Shelter-Island-Heights.d183716.Destination-Travel-Guides)
-   [Visit Shelter Island](https://www.expedia.ca/Shelter-Island.dx157359)

-   [Car rental Greenport](https://www.expedia.ca/Car-Rentals-In-Greenport.d110728.Car-Rental-Guide)
-   [Car rental Shelter Island](https://www.expedia.ca/Car-Rentals-In-Shelter-Island.d157359.Car-Rental-Guide)

-   [Shelter Island Vacation Rentals](https://www.expedia.ca/Shelter-Island-Vacation-Rentals.d157359.Travel-Guide-VacationRentals)

-   [Things to do in Greenport](https://www.expedia.ca/Things-To-Do-In-Greenport.d110728.Travel-Guide-Activities)
-   [Things to do in Shelter Island Heights](https://www.expedia.ca/Things-To-Do-In-Shelter-Island-Heights.d183716.Travel-Guide-Activities)
-   [Things to do in Shelter Island](https://www.expedia.ca/Things-To-Do-In-Shelter-Island.d157359.Travel-Guide-Activities)