Title: The 10 Best Hotels Near Wades Beach, Shelter Island from CA $188 | Expedia.ca

[Shelter Island Travel Guide](https://expedia.ca/Shelter-Island.dx157359)[Vacation Rentals in Shelter Island](https://expedia.ca/Shelter-Island-Vacation-Rentals.d157359.Travel-Guide-VacationRentals)[Flights to Shelter Island](https://expedia.ca/Cheap-Flights-To-Shelter-Island.d157359.Travel-Guide-Flights)[Things to do in Shelter Island](https://expedia.ca/Things-To-Do-In-Shelter-Island.d157359.Travel-Guide-Activities)[Wades Beach Car Rentals](https://expedia.ca/Car-Rentals-In-Wades-Beach.d553248621554204759.Car-Rental-Guide)[Wades Beach Vacations](https://expedia.ca/Wades-Beach-Shelter-Island.d553248621554204759.Vacation-Attraction)

![Man watching sailboat on Long Island Sound](https://images.trvl-media.com/place/553248621554204759/ee48f50e-5c27-4bcd-8a17-a99baf567092.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

# Find hotels near Wades Beach, Shelter Island from CA $188

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## Check prices for these dates

Tonight

[Dec 26 - Dec 27](https://www.expedia.ca/Hotel-Search?regionId=553248621554204759&startDate=2025-12-26&endDate=2025-12-27&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Dec 27 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=553248621554204759&startDate=2025-12-27&endDate=2025-12-28&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=553248621554204759&startDate=2025-12-26&endDate=2025-12-28&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=553248621554204759&startDate=2026-01-02&endDate=2026-01-04&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Recommended

Price (low to high)

Distance

Star rating

## Our top choices for Wades Beach hotels

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

![View from room](https://images.trvl-media.com/lodging/92000000/91070000/91069000/91068954/a413ef5b.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)

![Waterfront Beach Shack Studio](https://images.trvl-media.com/lodging/92000000/91070000/91069000/91068954/65a8ebbf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Silver Sands Motel & Beach Bungalows

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

6.1 km from Wades Beach

9.8/10

Exceptional

(142)

"Great get away "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Charles

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

![Meeting facility](https://images.trvl-media.com/lodging/36000000/35230000/35229400/35229370/f0f56ac7.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)

![Breakfast served](https://images.trvl-media.com/lodging/36000000/35230000/35229400/35229370/5b2ed019.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Menhaden

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

6.3 km from Wades Beach

9.6/10

Exceptional

(171)

"Wonderful stay in a quaint hotel..The small town was amazing and had such cozy welcoming atmosphere! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Cory

CA $368

CA $475 total

includes taxes & fees

Jan 4 - Jan 5, 2026

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

![Interior entrance](https://images.trvl-media.com/lodging/97000000/96720000/96718100/96718085/a9ca389a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Porch](https://images.trvl-media.com/lodging/97000000/96720000/96718100/96718085/f10888a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/97000000/96720000/96718100/96718085/63390424.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior detail](https://images.trvl-media.com/lodging/97000000/96720000/96718100/96718085/dd468523.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vine & Sand

[](https://www.expedia.ca/Southold-Hotels-Vine-Sand.h96718085.Hotel-Information)

9.1 km from Wades Beach

9.6/10

Exceptional

(13)

"This B&B, and its hosts, were simply amazing. I cannot recommend this place enough."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Sandra

[](https://www.expedia.ca/Southold-Hotels-Vine-Sand.h96718085.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)

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

![Boardwalk Suite | Private kitchen](https://images.trvl-media.com/lodging/77000000/76720000/76716300/76716269/1898cf3e.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)

### The Shoals Suites and Slips

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

6.6 km from Wades Beach

9.4/10

Exceptional

(231)

"Great stay, will definitely go again"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

ANTONIO J

CA $228

CA $261 total

includes taxes & fees

Jan 25 - Jan 26, 2026

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

![Beach nearby, white sand, sun loungers, beach umbrellas](https://images.trvl-media.com/lodging/11000000/10550000/10547800/10547745/b8adcc4e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Bicycling](https://images.trvl-media.com/lodging/11000000/10550000/10547800/10547745/65a49724.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![View from property](https://images.trvl-media.com/lodging/11000000/10550000/10547800/10547745/1f4433ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Frette Italian sheets, premium bedding, down comforters](https://images.trvl-media.com/lodging/11000000/10550000/10547800/10547745/06408853.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Roundtree, Amagansett

[](https://www.expedia.ca/Amagansett-Hotels-The-Roundtree.h10547745.Hotel-Information)

18.1 km from Wades Beach

10/10

Exceptional

(91)

"Located right in the center of town, the grounds on this property are wonderful with clean and comfortable suites. The staff are engaging and sweet. And the late night cookies are a sweet touch."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

adam

CA $813

CA $975 total

includes taxes & fees

Jan 4 - Jan 5, 2026

[](https://www.expedia.ca/Amagansett-Hotels-The-Roundtree.h10547745.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](https://images.trvl-media.com/lodging/16000000/15630000/15622100/15622089/dc9e5678.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)

![Garden Suite, Wheelchair Accessible, Ground Floor, 2 Queen Beds, Non-Smoking](https://images.trvl-media.com/lodging/16000000/15630000/15622100/15622089/20957ef0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Zey Hotel

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

6.5 km from Wades Beach

9.2/10

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](https://a.travel-assets.com/egds/marks/flags/us.svg)

Susie

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

![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)

![Property entrance](https://images.trvl-media.com/lodging/44000000/43540000/43532300/43532300/a8d80546.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Harbor Front Inn

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

6.3 km from Wades Beach

8.8/10

Excellent

(550)

"Awesome stay!!! Great Location "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Bryan

CA $185

CA $248 total

includes taxes & fees

Jan 26 - Jan 27, 2026

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

![Deluxe Suite | Living area](https://images.trvl-media.com/lodging/12000000/11960000/11951200/11951124/767aee45.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)

### American Beech Hotel

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

6.4 km from Wades Beach

8.8/10

Excellent

(195)

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

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jennifer

CA $345

CA $448 total

includes taxes & fees

Dec 29 - Dec 30

[](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)

![Deluxe Room, 2 Queen Beds](https://images.trvl-media.com/lodging/16000000/15280000/15273200/15273178/f76cf168.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Sound View Greenport

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

7.4 km from Wades Beach

8.6/10

Excellent

(600)

"Staff was amazing , room clean view phenomenal "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Denise

CA $197

CA $262 total

includes taxes & fees

Jan 8 - Jan 9, 2026

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

![Exterior detail](https://images.trvl-media.com/lodging/82000000/81150000/81143200/81143153/9a89f493.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)

![Property entrance](https://images.trvl-media.com/lodging/82000000/81150000/81143200/81143153/ce84672e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Sagaponack

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

13.2 km from Wades Beach

8.8/10

Excellent

(215)

"Clean & amenities, staff friendly Thank you "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Archil

CA $211

CA $296 total

includes taxes & fees

Dec 29 - Dec 30

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

![Lobby](https://images.trvl-media.com/lodging/24000000/23260000/23252100/23252049/a84ab4fb.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

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

17.2 km from Wades Beach

9.0/10

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](https://a.travel-assets.com/egds/marks/flags/us.svg)

Sarah

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

![Desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/8000000/7880000/7874100/7874046/4848cd3d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Room | Living area](https://images.trvl-media.com/lodging/8000000/7880000/7874100/7874046/0fc29bdf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite | Living room](https://images.trvl-media.com/lodging/8000000/7880000/7874100/7874046/4a933589.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool, open 10:00 AM to 6:00 PM, sun loungers](https://images.trvl-media.com/lodging/8000000/7880000/7874100/7874046/f19b1dd4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Southampton Long Island Hotel

[](https://www.expedia.ca/Southampton-Hotels-Southampton-Long-Island-Hotel.h7874046.Hotel-Information)

18.2 km from Wades Beach

8.6/10

Excellent

(203)

"Good location. Nice people!! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Theresa

CA $157

CA $188 total

includes taxes & fees

Dec 28 - Dec 29

[](https://www.expedia.ca/Southampton-Hotels-Southampton-Long-Island-Hotel.h7874046.Hotel-Information)

![Aerial view](https://images.trvl-media.com/lodging/1000000/120000/117200/117135/7d31a3c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Breakfast, lunch, brunch served; local cuisine ](https://images.trvl-media.com/lodging/1000000/120000/117200/117135/57a0a6ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property entrance](https://images.trvl-media.com/lodging/1000000/120000/117200/117135/51a7b673.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach nearby, free beach shuttle, beach umbrellas, beach towels](https://images.trvl-media.com/lodging/1000000/120000/117200/117135/05958fd4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Southampton Inn

[](https://www.expedia.ca/Southampton-Hotels-Southampton-Inn.h117135.Hotel-Information)

19 km from Wades Beach

8.6/10

Excellent

(550)

"Such a great location!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Elizabeth

CA $274

CA $335 total

includes taxes & fees

Dec 28 - Dec 29

[](https://www.expedia.ca/Southampton-Hotels-Southampton-Inn.h117135.Hotel-Information)

![Porch](https://images.trvl-media.com/lodging/37000000/36880000/36879900/36879849/27aa2ee0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior detail](https://images.trvl-media.com/lodging/37000000/36880000/36879900/36879849/565c8d39.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Minibar, in-room safe, individually decorated, individually furnished](https://images.trvl-media.com/lodging/37000000/36880000/36879900/36879849/354f7655.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Minibar, in-room safe, individually decorated, individually furnished](https://images.trvl-media.com/lodging/37000000/36880000/36879900/36879849/07ed4b21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Harpoon House

[](https://www.expedia.ca/Southampton-Hotels-Harpoon-House.h36879849.Hotel-Information)

18.5 km from Wades Beach

8.4/10

Very good

(148)

"Very cute location- rooms are very spacious. We were able to walk into town. Would definitely stay again. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Karissa

[](https://www.expedia.ca/Southampton-Hotels-Harpoon-House.h36879849.Hotel-Information)

![Garden](https://images.trvl-media.com/lodging/10000000/9660000/9652100/9652095/32700dd1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Georgia Pond Junior Suite](https://images.trvl-media.com/lodging/10000000/9660000/9652100/9652095/e9e14566.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Georgia Pond Junior Suite](https://images.trvl-media.com/lodging/10000000/9660000/9652100/9652095/386602b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby sitting area](https://images.trvl-media.com/lodging/10000000/9660000/9652100/9652095/a9768080.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Maidstone

[](https://www.expedia.ca/East-Hampton-Hotels-The-Maidstone.h9652095.Hotel-Information)

15.8 km from Wades Beach

8.0/10

Very good

(150)

"We had a wonderful stay "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Sabrina

CA $319

CA $365 total

includes taxes & fees

Dec 28 - Dec 29

[](https://www.expedia.ca/East-Hampton-Hotels-The-Maidstone.h9652095.Hotel-Information)

![Seasonal outdoor pool](https://images.trvl-media.com/lodging/113000000/112910000/112907700/112907611/ea3c7561.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Traditional Cottage, 2 Bedrooms, Lake View | Private kitchen](https://images.trvl-media.com/lodging/113000000/112910000/112907700/112907611/611b87c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/113000000/112910000/112907700/112907611/84e7ebf7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Traditional Cottage, 2 Bedrooms, Lake View | Living area](https://images.trvl-media.com/lodging/113000000/112910000/112907700/112907611/861876ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Head of Pond House 

[](https://www.expedia.ca/Water-Mill-Hotels-Head-Of-Pond-House.h112907611.Hotel-Information)

15 km from Wades Beach

10/10

Exceptional

(3)

"Beautiful place with a very kind host. Highly recommend this place!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Michèle

CA $677

CA $773 total

includes taxes & fees

Jan 5 - Jan 6, 2026

[](https://www.expedia.ca/Water-Mill-Hotels-Head-Of-Pond-House.h112907611.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)

![Exterior](https://images.trvl-media.com/lodging/119000000/118540000/118532400/118532380/f417f407.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/119000000/118540000/118532400/118532380/280d0e8d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Wainscott Woods Retreat

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

13.3 km from Wades Beach

7.0/10

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](https://a.travel-assets.com/egds/marks/flags/us.svg)

Ivan

CA $486

CA $555 total

includes taxes & fees

Jan 2 - Jan 3, 2026

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

![Outdoor pool](https://images.trvl-media.com/lodging/1000000/450000/447900/447803/0c137ed2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/450000/447900/447803/55438f97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Honeymoon Room, Jetted Tub](https://images.trvl-media.com/lodging/1000000/450000/447900/447803/5fc9f561.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/450000/447900/447803/806c49e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Atlantic Hotel

[](https://www.expedia.ca/Southampton-Hotels-The-Atlantic-Hotel.h447803.Hotel-Information)

19.9 km from Wades Beach

7.2/10

Good

(975)

"Great hotel for a quick stay - very friendly staff"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Dianne

[](https://www.expedia.ca/Southampton-Hotels-The-Atlantic-Hotel.h447803.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=2026-01-09&endDate=2026-01-10&regionId=553248621554204759&adults=2&sort=RECOMMENDED&openPlayBack=true)

## Top Wades Beach Hotel Reviews

![Sag Harbor Inn](https://images.trvl-media.com/lodging/27000000/26500000/26497900/26497858/14a9b9bf_y.jpg)

### Sag Harbor Inn

10/10 Excellent

"The team is so friendly and kind, i love them Great location, very clean, very accommodating "

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

![The Shoals Suites and Slips](https://images.trvl-media.com/lodging/77000000/76720000/76716300/76716269/968755d8_y.jpg)

### The Shoals Suites and Slips

10/10 Excellent

"Great stay, will definitely go again"

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

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

### Greenporter Hotel

10/10 Excellent

"Comfy bed hot shower big room"

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

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

### Silver Sands Motel & Beach Bungalows

10/10 Excellent

"absolutely charming and totally bats above its weight. splurge for the bungalow!"

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

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

### The Harbor Front Inn

10/10 Excellent

"Yes"

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

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

### The Menhaden

10/10 Excellent

"Wonderful stay in a quaint hotel..The small town was amazing and had such cozy welcoming atmosphere! "

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

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

### Work and Play Special! Extended Stay Discount 

10/10 Excellent

"This place is a perfect oasis in an already special environment. The host was wonderful and thoughtful. The cottage was magical and had everything to offer that one could want. "

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

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

### Sound View Greenport

10/10 Excellent

"Great room with amazing views! Staff was fantastic and the food was great too"

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

![House on Chase Creek](https://images.trvl-media.com/lodging/13000000/12620000/12611000/12610909/51be5ca3_y.jpg)

### House on Chase Creek

10/10 Excellent

"The House on Chase Creek is absolutely amazing! My husband and I are celebrating our 20th anniversary and I’ve been telling him about Shelter Island literally for almost 40 years. Well we finally made it and the trip, the home, the welcoming of my dog, was all so just so welcoming and nice. Bill, the proprietor, took great care to answer any questions and tell us about the Island. Then we enter the most immaculate room, as clean as the ritz! I mean it…I broke a glass by my nightstand and had to move the stand to clean up the glass; when I say not one speck of dust, not one fuzz bunny, so clean you could eat off the floor, even under the bed!! We enjoyed our stay so much we extended our trip and Bill, was extremely helpful, and welcomed us to stay longer! We can’t wait to go back, and we are going to try and make it an annual event. Thank you Bill for all your kindness and see you soon!!! MA and Erich Schmalhorst. PS. The bed AMAZING, sleep so peaceful, I can’t express how wonderful this place is to stay in. I almost want to erase this review because I don’t want to let the “cat out of the bag”!"

[](https://expedia.ca/Shelter-Island-Heights-Hotels-House-On-Chase-Creek.h12610909.Hotel-Information)

## Hotels near other Wades Beach attractions

### Shell Beach

Why not spend a carefree afternoon at Shell Beach during your travels in Shelter Island? Amble around the area's parks or experience its museums. 

[See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=553248621554204761)

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

### 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://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=6232745)

### Mashomack Preserve

Explore the great outdoors at Mashomack Preserve, a lovely green space in Shelter Island. Stroll along the beaches or discover the sunsets in this family-friendly area. 

[See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=6224462)

### Sylvester Manor

You can find out about the history of Shelter Island Heights when you stop by Sylvester Manor. Stroll along the beaches or discover the area's sunsets. 

[See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=6282169)

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

### 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://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=6282167)

### Crescent Beach

4.6/5 (7 reviews)

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

[See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=553248621554204758)

## Frequently asked questions

### What are the top-rated hotels near Wades Beach?

> [The Menhaden](https://www.expedia.ca/Greenport-Hotels-The-Menhaden.h35229370.Hotel-Information)
> 
>   
> The Menhaden is a charming 3.5-star hotel located just 8.0 km from Wades Beach, featuring an exceptional review rating of 9.6\. This hotel welcomes travellers with a rooftop terrace, perfect for enjoying serene views. Guests can indulge in self-parking, complimentary breakfast, and beach sun loungers for a relaxing experience. Outdoor enthusiasts will appreciate the nearby kayaking and windsurfing opportunities, ensuring a memorable stay.
> 
>   
> [The Pridwin Hotel](https://www.expedia.ca/Shelter-Island-Heights-Hotels-The-Pridwin-Hotel.h6473437.Hotel-Information)
> 
>   
> The Pridwin Hotel, rated 9.4 by travellers, stands out with its 4.0-star rating and is located just 6.8 km from Wades Beach. This elegant hotel features an on-site spa offering hydrotherapy treatments and a stunning pool area. Guests can enjoy a complimentary breakfast daily and relax on the private beach while soaking in ocean views. The hotel's fitness facilities and nearby golf course make it a great choice for active travellers seeking relaxation and adventure.
> 
>   
> [House on Chase Creek](https://www.expedia.ca/Shelter-Island-Heights-Hotels-House-On-Chase-Creek.h12610909.Hotel-Information)
> 
>   
> House on Chase Creek is a delightful option for travellers, situated only 5.6 km from Wades Beach and a review rating of 9.4\. This cozy accommodation offers a lovely patio and terrace for travellers to unwind. With free toiletries and a charming fireplace, it provides a cozy feel. The nearby sand beach and golf courses enhance the appeal for those looking to explore the natural beauty of Shelter Island.

### How much is a hotel near Wades Beach?

### What are the most popular family-friendly hotels near Wades Beach?

> [The Pridwin Hotel](https://www.expedia.ca/Shelter-Island-Heights-Hotels-The-Pridwin-Hotel.h6473437.Hotel-Information)
> 
>   
> The Pridwin Hotel, just 6.8 km from Wades Beach, is a 4-star hotel a remarkable review rating of 9.4\. Families will appreciate the daily housekeeping, kids' meals at the restaurant, and a dedicated arcade game room for endless fun. Guests can also enjoy the outdoor pool, spa services, and relaxing gardens, making it an ideal spot for a family holidays.
> 
>   
> [Sunset Beach Hotel](https://expedia.ca/Shelter-Island-hotels-Sunset-Beach-Hotel-.h104493980.Hotel-information)
> 
>   
> Sunset Beach Hotel, situated 5.8 km from Wades Beach, is highly rated with a review score of 9.2\. This family-centric hotel offers a range of amenities including onsite babysitting services, beach toys for children, and a lovely beach area. Guests can unwind with air-conditioned rooms and enjoy the beautiful beachfront, making it a perfect retreat for families looking to create lasting memories.
> 
>   
> [Shelter Island House](https://www.expedia.ca/Shelter-Island-Heights-Hotels-Shelter-Island-House.h14997595.Hotel-Information)
> 
>   
> Shelter Island House is a charming 3.5-star hotel located 5.6 km from Wades Beach, with a solid review rating of 8.4\. This family-friendly hotel features free cribs and a convenient kitchen for preparing meals, alongside a serene garden for relaxation. Guests can enjoy daily breakfast, self-parking, and nearby golf courses, ensuring a comfortable and enjoyable stay.

### Which hotels near Wades Beach offer the best views?

> [The Pridwin Hotel](https://www.expedia.ca/Shelter-Island-Heights-Hotels-The-Pridwin-Hotel.h6473437.Hotel-Information)
> 
>   
> With an impressive review rating of 9.4, The Pridwin Hotel is a 4-star retreat located just 6.8 km from Wades Beach. Guests can unwind on the terrace or indulge in luxurious hydrotherapy treatments at the onsite spa. The hotel features a pool with poolside bar service and offers stunning ocean views from many rooms. A complimentary breakfast is available daily, enhancing the serene experience of this beachfront gem.
> 
>   
> [The Harbor Front Inn](https://www.expedia.ca/Greenport-Hotels-The-Harborfront-Inn.h43532300.Hotel-Information)
> 
>   
> Rated 8.8 by travellers, The Harbor Front Inn is a charming 3.5-star hotel situated 8.0 km from Wades Beach. This inviting hotel boasts a terrace with captivating views, a swimming pool, and free daily breakfast. Guests can enjoy ocean views from select rooms and take advantage of the 24-hour fitness facilities. The nearby the beach and the cozy accommodations make it a delightful choice for those seeking relaxation and scenic beauty.

### What are the best affordable hotels near Wades Beach?

> [House on Chase Creek](https://www.expedia.ca/Shelter-Island-Heights-Hotels-House-On-Chase-Creek.h12610909.Hotel-Information)
> 
>   
> House on Chase Creek is a charming option located just 5.6 km from Wades Beach, with an impressive review rating of 9.4\. This inviting retreat features essential amenities like free WiFi and toiletries, perfect for a straightforward stay. Guests can enjoy relaxing by the patio or terrace, and the nearby golf course adds a touch of adventure for golf enthusiasts.
> 
>   
> [Sunset Beach Hotel](https://expedia.ca/Shelter-Island-hotels-Sunset-Beach-Hotel-.h104493980.Hotel-information)
> 
>   
> Sunset Beach Hotel, located 5.8 km from Wades Beach, offers a cozy experience with a review rating of 9.2\. This family-friendly hotel provides complimentary WiFi and self-parking, alongside fantastic amenities like beach towels and toys for children. Guests can unwind on the beach or take advantage of early check-in and late check-out options for a more relaxed stay.
> 
>   
> [The Chequit](https://www.expedia.ca/Shelter-Island-Heights-Hotels-The-Chequit.h67569836.Hotel-Information)
> 
>   
> The Chequit is a delightful 3-star hotel situated 6.1 km from Wades Beach, rated 8.8 by travellers. With free WiFi and self-parking, this hotel caters to budget-conscious travellers while providing a touch of luxury with premium bedding and Frette Italian sheets. It's also pet-friendly, making it an excellent choice for travellers bringing their furry companions along.

### Are there any hotels with pools close to Wades Beach?

> [The Pridwin Hotel](https://www.expedia.ca/Shelter-Island-Heights-Hotels-The-Pridwin-Hotel.h6473437.Hotel-Information)
> 
>   
> The Pridwin Hotel, a 4-star retreat just 6.8 km from Wades Beach, boasts an impressive review rating of 9.4\. Guests can enjoy a refreshing dip in the pool equipped with sun loungers and a poolside bar, perfect for unwinding after a day at the beach. The hotel also offers hydrotherapy treatments, complimentary breakfast, and a full-service spa, ensuring a rejuvenating stay.
> 
>   
> [Shelter Island House](https://www.expedia.ca/Shelter-Island-Heights-Hotels-Shelter-Island-House.h14997595.Hotel-Information)
> 
>   
> Shelter Island House is a charming 3.5-star hotel situated just 5.6 km from Wades Beach, featuring a comfortable review rating of 8.4\. The hotel includes a lovely pool with a poolside bar, perfect for enjoying drinks in the sun. Guests can also indulge in free breakfast, enjoy nearby golfing, or take advantage of complimentary self-parking.
> 
>   
> [The Harbor Front Inn](https://www.expedia.ca/Greenport-Hotels-The-Harborfront-Inn.h43532300.Hotel-Information)
> 
>   
> Located 8.0 km from Wades Beach, The Harbor Front Inn is a 3.5-star gem rated 8.8 by travellers. Guests will appreciate the inviting pool area, complete with sun loungers. The inn offers attentive concierge services, free breakfast daily, and fitness facilities available 24 hours, making it ideal for both relaxation and activity.

### What are the best pet-friendly hotels near Wades Beach?

> [The Menhaden](https://www.expedia.ca/Greenport-Hotels-The-Menhaden.h35229370.Hotel-Information)
> 
>   
> The Menhaden, another 3.5-star gem, is situated 8.0 km from Wades Beach and holds an impressive review rating of 9.6\. This hotel is perfect for pet owners with its convenient pet policies and features like free breakfast and access to nearby kayaking and windsurfing. The rooftop terrace adds a stunning view, ideal for all travellers.
> 
>   
> [Sunset Beach Hotel](https://expedia.ca/Shelter-Island-hotels-Sunset-Beach-Hotel-.h104493980.Hotel-information)
> 
>   
> Sunset Beach Hotel is a delightful option just 5.8 km from Wades Beach, rated at 9.2\. It warmly welcomes pets and offers amenities such as food and water bowls for your furry companions. Guests can indulge in beachside yoga classes and benefit from features like a massage service and beach umbrellas, ensuring a relaxing stay.
> 
>   
> [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 just 8.0 km from Wades Beach, with a solid review rating of 8.8\. This pet-friendly retreat welcomes dogs and offers amenities like free beach towels and a refreshing pool for relaxation. Guests can also enjoy a complimentary breakfast and access to a fitness centre, making it a great choice for active travellers.

### Can I book a fully refundable hotel close to Wades Beach?

### Can I find Expedia discounts for hotels near Wades Beach?

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- [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)
- [Condo Resorts in Sag Harbor ](https://www.expedia.ca/Sag-Harbor-Condominium-Resort.d154327-aaCondominiumResort.Travel-Guide-Accommodation)
- [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)
- [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 Wolffer Estates Vineyard ](https://www.expedia.ca/Wolffer-Estates-Vineyard-Hotels.0-l6064497-0.Travel-Guide-Filter-Hotels)

- [Flights to Greenport ](https://www.expedia.ca/Cheap-Flights-To-Greenport.d110728.Travel-Guide-Flights)
- [Flights to Sag Harbor ](https://www.expedia.ca/Cheap-Flights-To-Sag-Harbor.d154327.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 North Haven ](https://www.expedia.ca/lp/flights/553248634998589872/flights-from-north-haven)
- [Flights from Toronto (YYZ) to New York (NYC) ](https://www.expedia.ca/lp/flights/yyz/nyc/toronto-to-new-york)

- [Visit Pipes Cove ](https://www.expedia.ca/Greenport-Pipes-Cove.dx553248635976473295)
- [Visit North Haven ](https://www.expedia.ca/North-Haven.dx553248634998589872)
- [Visit Bay Point ](https://www.expedia.ca/Sag-Harbor-Bay-Point.dx553248635976471151)
- [Sag Harbor Vacations ](https://www.expedia.ca/Sag-Harbor.d154327.Destination-Travel-Guides)
- [Visit Sag Harbor ](https://www.expedia.ca/Sag-Harbor.dx154327)
- [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 Sag Harbor ](https://www.expedia.ca/Things-To-Do-In-Sag-Harbor.d154327.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)