Title: 10 Best Hotels in Shorewood, Shelter Island for 2026 | Expedia.ca

[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)[Shorewood Car Rentals](https://expedia.ca/Car-Rentals-In-Shorewood.d553248635976481937.Car-Rental-Guide)[Shorewood Vacations](https://expedia.ca/Shorewood.d553248635976481937.Destination-Travel-Guides)

![Aerial Views of Mamaroneck, New Rochelle, and Larchmont](https://images.trvl-media.com/place/553248635976481937/9210af7b-6de4-447d-b525-19512b2b53b1.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

# Hotels in Shorewood, Shelter Island 

- ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg)  
###  
Change your mind  
Book hotels with free cancellation
- ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg)  
###  
Treat yourself  
Sign in to save 10% or more on thousands of hotels  
[Sign in](https://www.expedia.ca/login)
- ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg)  
###  
Be picky  
Search almost a million properties worldwide

## Go beyond your typical stay in Shorewood

Spa

[](https://www.expedia.ca/Hotel-Search?destination=Shorewood%2C+Shelter+Island%2C+New+York%2C+United+States+of+America&regionId=553248635976481937&latLong=41.047385%2C-72.32691&adults=2&startDate=2025-12-22&d1=2025-12-22&endDate=2025-12-24&d2=2025-12-24&amenities=SPA_ON_SITE)

Family friendly

[](https://www.expedia.ca/Hotel-Search?destination=Shorewood%2C+Shelter+Island%2C+New+York%2C+United+States+of+America&regionId=553248635976481937&latLong=41.047385%2C-72.32691&adults=2&startDate=2025-12-22&d1=2025-12-22&endDate=2025-12-24&d2=2025-12-24&travelerType=family_friendly)

Ocean view

[](https://www.expedia.ca/Hotel-Search?destination=Shorewood%2C+Shelter+Island%2C+New+York%2C+United+States+of+America&regionId=553248635976481937&latLong=41.047385%2C-72.32691&adults=2&startDate=2025-12-22&d1=2025-12-22&endDate=2025-12-24&d2=2025-12-24&amenities=OCEAN_VIEW)

Pool

[](https://www.expedia.ca/Hotel-Search?destination=Shorewood%2C+Shelter+Island%2C+New+York%2C+United+States+of+America&regionId=553248635976481937&latLong=41.047385%2C-72.32691&adults=2&startDate=2025-12-22&d1=2025-12-22&endDate=2025-12-24&d2=2025-12-24&amenities=POOL)

Hot tub

[](https://www.expedia.ca/Hotel-Search?destination=Shorewood%2C+Shelter+Island%2C+New+York%2C+United+States+of+America&regionId=553248635976481937&latLong=41.047385%2C-72.32691&adults=2&startDate=2025-12-22&d1=2025-12-22&endDate=2025-12-24&d2=2025-12-24&amenities=HOT_TUB)

Apart­ment

[](https://www.expedia.ca/Hotel-Search?destination=Shorewood%2C+Shelter+Island%2C+New+York%2C+United+States+of+America&regionId=553248635976481937&latLong=41.047385%2C-72.32691&adults=2&startDate=2025-12-22&d1=2025-12-22&endDate=2025-12-24&d2=2025-12-24&lodging=APARTMENT)

Pet friendly

[](https://www.expedia.ca/Hotel-Search?destination=Shorewood%2C+Shelter+Island%2C+New+York%2C+United+States+of+America&regionId=553248635976481937&latLong=41.047385%2C-72.32691&adults=2&startDate=2025-12-22&d1=2025-12-22&endDate=2025-12-24&d2=2025-12-24&amenities=PETS)

Cottage

[](https://www.expedia.ca/Hotel-Search?destination=Shorewood%2C+Shelter+Island%2C+New+York%2C+United+States+of+America&regionId=553248635976481937&latLong=41.047385%2C-72.32691&adults=2&startDate=2025-12-22&d1=2025-12-22&endDate=2025-12-24&d2=2025-12-24&lodging=COTTAGE)

Waterpark

[](https://www.expedia.ca/Hotel-Search?destination=Shorewood%2C+Shelter+Island%2C+New+York%2C+United+States+of+America&regionId=553248635976481937&latLong=41.047385%2C-72.32691&adults=2&startDate=2025-12-22&d1=2025-12-22&endDate=2025-12-24&d2=2025-12-24&amenities=WATER_PARK)

## Check prices for these dates

Tonight

[Dec 8 - Dec 9](https://www.expedia.ca/Hotel-Search?regionId=553248635976481937&startDate=2025-12-08&endDate=2025-12-09&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Dec 9 - Dec 10](https://www.expedia.ca/Hotel-Search?regionId=553248635976481937&startDate=2025-12-09&endDate=2025-12-10&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=553248635976481937&startDate=2025-12-12&endDate=2025-12-14&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=553248635976481937&startDate=2025-12-19&endDate=2025-12-21&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Recommended

Price (low to high)

Distance

Star rating

## Shorewood hotels and places to stay

![Outdoor wedding area](https://images.trvl-media.com/lodging/8000000/7040000/7033800/7033726/895004c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Oceanfront Two Bedroom Suite | Living area](https://images.trvl-media.com/lodging/8000000/7040000/7033800/7033726/60539ea4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Ocean View One Bedroom Suite](https://images.trvl-media.com/lodging/8000000/7040000/7033800/7033726/d3ce4464.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Oceanfront One Bedroom Suite | Terrace/patio](https://images.trvl-media.com/lodging/8000000/7040000/7033800/7033726/3a4c2dc9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Gurney's Montauk Resort & Seawater Spa

28.3 km from Shorewood

8.2/10

Very good

(697)

"Beautiful view and accomodations. Enjoyed the bathhouse and hotel amenities"

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

Alex

CA $521

CA $712 total

includes taxes & fees

Dec 11 - Dec 12

[](https://www.expedia.ca/Montauk-Hotels-Gurneys-Montauk-Resort-Seawater-Spa.h7033726.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/1000000/40000/38800/38715/5e605108.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/1000000/40000/38800/38715/65651fbc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/40000/38800/38715/f7da52a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Indoor pool, 2 outdoor pools, open 5:00 AM to 10:00 PM, pool umbrellas](https://images.trvl-media.com/lodging/1000000/40000/38800/38715/8957afe6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Saybrook Point Resort & Marina

26.3 km from Shorewood

9.6/10

Exceptional

(1001)

"Excellent food, in addition to friendly and helpful staff."

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

marybeth

CA $406

CA $502 total

includes taxes & fees

Dec 9 - Dec 10

[](https://www.expedia.ca/Old-Saybrook-Hotels-Saybrook-Point-Resort-Marina.h38715.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/1000000/20000/12200/12143/a912ee6f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/20000/12200/12143/afdef753.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/1000000/20000/12200/12143/a48f4b96.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/1000000/20000/12200/12143/31bd2f7b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Pier Blue Inn Old Saybrook - Essex

27.4 km from Shorewood

8.0/10

Very good

(1001)

"A welcoming place with some nice touches."

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

Leslie

CA $98

CA $113 total

includes taxes & fees

Dec 22 - Dec 23

[](https://www.expedia.ca/Old-Saybrook-Hotels-Pier-Blue-Inn-Old-Saybrook-Essex.h12143.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/10000000/9680000/9679900/9679841/3723d6b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Villa, Multiple Beds, Ground Floor (by the Sea) | Beach/ocean view](https://images.trvl-media.com/lodging/10000000/9680000/9679900/9679841/25adc215.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Couples treatment rooms, sauna, hot tub, steam room, body treatments](https://images.trvl-media.com/lodging/10000000/9680000/9679900/9679841/533d1f2d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 restaurants, breakfast, lunch, dinner served; Italian cuisine](https://images.trvl-media.com/lodging/10000000/9680000/9679900/9679841/5c6281d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Water's Edge Resort & Spa

27.6 km from Shorewood

8.8/10

Excellent

(1001)

"Yes! Ease of registration! The staff helped us with dinning suggestions, hotel programs and amenities!"

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

Bruce

CA $279

CA $345 total

includes taxes & fees

Dec 9 - Dec 10

[](https://www.expedia.ca/Old-Saybrook-Hotels-Waters-Edge-Resort-Spa.h9679841.Hotel-Information)

![Deluxe Double Room, 1 King Bed, City View](https://images.trvl-media.com/lodging/107000000/106840000/106830300/106830297/e3ee1fa3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bars/lounges](https://images.trvl-media.com/lodging/107000000/106840000/106830300/106830297/ff8b5175.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/107000000/106840000/106830300/106830297/f08791bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Comfort Double Room | Private kitchenette](https://images.trvl-media.com/lodging/107000000/106840000/106830300/106830297/b36c7eba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hampton Bays Hotel on Main

25 km from Shorewood

7.2/10

Good

(69)

"Needed a last minute place to stay and this was PERFECT!! Reasonably priced and the owner is lovely. The rooms have everything you need and there’s a bar on the property where you can play pool and have an after-dinner drink. Highly recommend!"

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

Olivia

[](https://www.expedia.ca/Hampton-Bays-Hotels-Hampton-Bays-Hotel-On-Main.h106830297.Hotel-Information)

![Indoor pool, open 9:00 AM to 9:00 PM, sun loungers](https://images.trvl-media.com/lodging/1000000/10000/4000/3988/228c4607.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/10000/4000/3988/8ffa2c0d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Standard Room, Multiple Beds, Non Smoking](https://images.trvl-media.com/lodging/1000000/10000/4000/3988/0b15e4f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily buffet breakfast](https://images.trvl-media.com/lodging/1000000/10000/4000/3988/9aa57818.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Quality Inn Old Saybrook - Westbrook

30.3 km from Shorewood

7.8/10

Good

(1002)

"Staff was kind. Easy, comfortable stay."

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

Jake

CA $140

CA $161 total

includes taxes & fees

Dec 14 - Dec 15

[](https://www.expedia.ca/Old-Saybrook-Hotels-Quality-Inn-Old-Saybrook-Westbrook.h3988.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)

![Balcony view](https://images.trvl-media.com/lodging/44000000/43540000/43532300/43532300/64ea9871.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

6.7 km from Shorewood

8.8/10

Excellent

(543)

"Awesome stay!!! Great Location "

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

Bryan

CA $181

CA $275 total

includes taxes & fees

Dec 29 - Dec 30

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

![Exterior](https://images.trvl-media.com/lodging/2000000/1180000/1177400/1177328/db00678f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/2000000/1180000/1177400/1177328/f4e648ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/2000000/1180000/1177400/1177328/a27d78bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/2000000/1180000/1177400/1177328/b026cb5a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Econo Lodge Inn & Suites Old Saybrook Westbrook

27.5 km from Shorewood

7.2/10

Good

(460)

"🙂"

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

Jared

CA $93

CA $107 total

includes taxes & fees

Jan 4 - Jan 5, 2026

[](https://www.expedia.ca/Old-Saybrook-Hotels-Econo-Lodge-Inn-Suites-Old-Saybrook-Westbrook.h1177328.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)

![Restaurant](https://images.trvl-media.com/lodging/16000000/15630000/15622100/15622089/942c49f5.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)

![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)

### Zey Hotel

6.9 km from Shorewood

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)

![Terrace/patio](https://images.trvl-media.com/lodging/36000000/35600000/35596400/35596310/46915263.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![The Clinton Room](https://images.trvl-media.com/lodging/36000000/35600000/35596400/35596310/6c9c9c01.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite](https://images.trvl-media.com/lodging/36000000/35600000/35596400/35596310/865dda17.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/36000000/35600000/35596400/35596310/22d95002.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Westbrook Inn B&B

28.3 km from Shorewood

9.8/10

Exceptional

(175)

"Charming, beautiful inn; excellent food and service."

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

Michael

CA $301

CA $335 total

includes taxes & fees

Dec 9 - Dec 10

[](https://www.expedia.ca/Old-Saybrook-Hotels-Westbrook-Inn-Bed-And-Breakfast.h35596310.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)

![Lobby](https://images.trvl-media.com/lodging/1000000/450000/447900/447803/806c49e2.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)

![Exterior](https://images.trvl-media.com/lodging/1000000/450000/447900/447803/w2880h1079x0y0-f10fe240.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Atlantic Hotel

20 km from Shorewood

7.2/10

Good

(974)

"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)

![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)

![Breakfast served](https://images.trvl-media.com/lodging/36000000/35230000/35229400/35229370/5b2ed019.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)

### The Menhaden

6.7 km from Shorewood

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 $372

CA $480 total

includes taxes & fees

Jan 4 - Jan 5, 2026

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

![Exterior](https://images.trvl-media.com/lodging/25000000/24090000/24082000/24081913/deb420de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Penthouse, 1 Bedroom, Beach View, Executive Level | Garden view](https://images.trvl-media.com/lodging/25000000/24090000/24082000/24081913/ad6abc60.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/25000000/24090000/24082000/24081913/82b0f430.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/25000000/24090000/24082000/24081913/d87ef3a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Aqua by American Beech - Adults Only

26.1 km from Shorewood

9.4/10

Exceptional

(312)

"Relaxing stay"

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

Kristin

[](https://www.expedia.ca/Riverhead-Hotels-Aqua-By-American-Beech.h24081913.Hotel-Information)

![IPod dock, MP3 dock](https://images.trvl-media.com/lodging/2000000/1480000/1480000/1479959/497076d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Standard Room, 1 Bedroom, Private Bathroom](https://images.trvl-media.com/lodging/2000000/1480000/1480000/1479959/bce7c7c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Porch](https://images.trvl-media.com/lodging/2000000/1480000/1480000/1479959/7506bfd3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior entrance](https://images.trvl-media.com/lodging/2000000/1480000/1480000/1479959/5ebf0e7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Captain Stannard

28.3 km from Shorewood

9.8/10

Exceptional

(257)

"Amazing stay! Everything was perfect and it is clear that the owners love their jobs and their inn. Can't wait to go back! "

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

Julie

[](https://www.expedia.ca/Westbrook-Hotels-Captain-Stannard-BB-Country-Inn.h1479959.Hotel-Information)

![Seasonal outdoor pool, open 10:00 AM to 8:00 PM, pool umbrellas](https://images.trvl-media.com/lodging/2000000/1220000/1210400/1210398/15a14a38.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby lounge](https://images.trvl-media.com/lodging/2000000/1220000/1210400/1210398/d096a355.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby sitting area](https://images.trvl-media.com/lodging/2000000/1220000/1210400/1210398/e77eab74.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/2000000/1220000/1210400/1210398/04aa4e82.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hamlet Inn

20.8 km from Shorewood

8.6/10

Excellent

(440)

"Great weekend stay! staff was super kind and property was beautiful! "

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

Chyanne

CA $123

CA $159 total

includes taxes & fees

Dec 9 - Dec 10

[](https://www.expedia.ca/Southampton-Hotels-Hamlet-Inn.h1210398.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/4000000/3010000/3004600/3004551/8ac8989f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/4000000/3010000/3004600/3004551/ad4e87dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/4000000/3010000/3004600/3004551/7e8d204d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Double Room, 2 Queen Beds, Non Smoking](https://images.trvl-media.com/lodging/4000000/3010000/3004600/3004551/374b57af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Liberty Inn

29.7 km from Shorewood

7.4/10

Good

(640)

"Great little place to stay with friendly staff and clean room"

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

Carolan

CA $103

CA $119 total

includes taxes & fees

Dec 14 - Dec 15

[](https://www.expedia.ca/Old-Saybrook-Hotels-Liberty-Inn.h3004551.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/12000000/11960000/11951300/11951206/9ab5b9c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Room, 2 Double Beds](https://images.trvl-media.com/lodging/12000000/11960000/11951300/11951206/d45c604d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Seasonal outdoor pool](https://images.trvl-media.com/lodging/12000000/11960000/11951300/11951206/f2520f08.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Seasonal outdoor pool](https://images.trvl-media.com/lodging/12000000/11960000/11951300/11951206/7bb1af0a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Clinton Motel

29.8 km from Shorewood

8.6/10

Excellent

(296)

"Great staff and clean rooms"

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

Tyler

CA $108

CA $124 total

includes taxes & fees

Dec 9 - Dec 10

[](https://www.expedia.ca/Old-Saybrook-Hotels-Clinton-Motel.h11951206.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)

![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)

![Meeting facility](https://images.trvl-media.com/lodging/16000000/15280000/15273200/15273178/4c9856c1.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

8 km from Shorewood

8.6/10

Excellent

(598)

"Staff was amazing , room clean view phenomenal "

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

Denise

CA $269

CA $375 total

includes taxes & fees

Jan 7 - Jan 8, 2026

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

![Lobby](https://images.trvl-media.com/lodging/27000000/26500000/26497900/26497858/d11f2952.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)

### Sag Harbor Inn

5.6 km from Shorewood

9.4/10

Exceptional

(572)

"Very clean, helpful staff and convenient location."

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

Gordon

CA $297

CA $339 total

includes taxes & fees

Dec 9 - Dec 10

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

![Property grounds](https://images.trvl-media.com/lodging/20000000/19720000/19716000/19715959/e820e996.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Standard Room, 1 King Bed](https://images.trvl-media.com/lodging/20000000/19720000/19716000/19715959/9f1bca91.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property - evening/night](https://images.trvl-media.com/lodging/20000000/19720000/19716000/19715959/34576327.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite, 1 King Bed](https://images.trvl-media.com/lodging/20000000/19720000/19716000/19715959/74fca349.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Hampton Maid

23 km from Shorewood

9.0/10

Wonderful

(688)

"Great place to stay"

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

Mitchell

CA $392

CA $448 total

includes taxes & fees

Dec 12 - Dec 13

[](https://www.expedia.ca/Hampton-Bays-Hotels-Hampton-Maid-Motel.h19715959.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=2025-12-22&endDate=2025-12-23&regionId=553248635976481937&adults=2&sort=RECOMMENDED&openPlayBack=true)

## Where to stay in Shorewood

Find the best Shorewood areas and neighborhoods for the activities you enjoy most. 

- Silver Beach
- Coecles Harbor
- Menantic Creek
- Hay Beach
- Montclair Colony

[](https://www.expedia.ca/Hotel-Search?pwaOverlay=map&regionId=553248635976481903)

![Silver Beach map](https://maps.googleapis.com/maps/api/staticmap?&size=289x340&map_id=c017d89749dc74ad&markers=icon:%7C&path=enc:mzpyF%60vvxLg%60%40kEi%40%7DHuLaYrBOSaK_Oib%40n%40cFuWiStCmEvBXxDwDfHH%7EK%60NpNxDjFyGlHrAf%5CwSlg%40oUhImBpAvPoN%7El%40kp%40dsAcAxK&key=AIzaSyAoVHdVOa5-BDRxGhFoAHYIHPst1T09Jo0&signature=LI215i5nbJyDKLk8XZgKcAhItxY=)

### Silver Beach

While Silver Beach might not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Sunset Beach and Crescent Beach. 

[See properties](https://www.expedia.ca/Hotel-Search?regionId=553248635976481903)

[](https://www.expedia.ca/Hotel-Search?pwaOverlay=map&regionId=553248635976480820)

![Coecles Harbor map](https://maps.googleapis.com/maps/api/staticmap?&size=289x340&map_id=c017d89749dc74ad&markers=icon:%7C&path=enc:ybxyFxymxLw%5Das%40rjAyyBnqA%7Cx%40pIl%7E%40%7DhCnt%40&key=AIzaSyAoVHdVOa5-BDRxGhFoAHYIHPst1T09Jo0&signature=xFWty9iq-ZDYNo-RgTcjrckcozE=)

### Coecles Harbor

When in Coecles Harbor, you can plan a visit to Gardiner's Bay Country Club and Shelter Island Historical Society, some noteworthy sights in the nearby area. 

[See properties](https://www.expedia.ca/Hotel-Search?regionId=553248635976480820)

[](https://www.expedia.ca/Hotel-Search?pwaOverlay=map&regionId=553248635976481214)

![Menantic Creek map](https://maps.googleapis.com/maps/api/staticmap?&size=289x340&map_id=c017d89749dc74ad&markers=icon:%7C&path=enc:q%7BryFh%7CqxLeOkr%40fT_EnMqEjKc%40fGjBhAuArItErIPrBnB%7DAb%5Cm_AnW&key=AIzaSyAoVHdVOa5-BDRxGhFoAHYIHPst1T09Jo0&signature=wL_I5E54rllE0bcZHkxAdQylRUE=)

### Menantic Creek

If you're looking for some top things to see and do in Menantic Creek and surrounding area, you can visit Shelter Island Historical Society and Sunset Beach. 

[See properties](https://www.expedia.ca/Hotel-Search?regionId=553248635976481214)

[](https://www.expedia.ca/Hotel-Search?pwaOverlay=map&regionId=553248635976470037)

![Hay Beach map](https://maps.googleapis.com/maps/api/staticmap?&size=289x340&map_id=c017d89749dc74ad&markers=icon:%7C&path=enc:q%7DyyFvxoxLu%7B%40aS%7Ei%40owAnj%40cEfEdc%40a_%40nmA&key=AIzaSyAoVHdVOa5-BDRxGhFoAHYIHPst1T09Jo0&signature=oUw1-B9agSYZdTPReexAj0cx418=)

### Hay Beach

Hay Beach might not have many top sights, but Gardiner's Bay Country Club and Greenport Carousel are two attractions nearby that you can check out. 

[See properties](https://www.expedia.ca/Hotel-Search?regionId=553248635976470037)

[](https://www.expedia.ca/Hotel-Search?pwaOverlay=map&regionId=553248635976473165)

![Montclair Colony map](https://maps.googleapis.com/maps/api/staticmap?&size=289x340&map_id=c017d89749dc74ad&markers=icon:%7C&path=enc:cepyFj%60rxLgGsEiD%5EuB%7CA%7BD%7BXhE%5ENeC%7E%40D%7CO%7E%5CsAp%40&key=AIzaSyAoVHdVOa5-BDRxGhFoAHYIHPst1T09Jo0&signature=VUMuCmWvYc4VMOQZC8H32mCNgKI=)

### Montclair Colony

While Montclair Colony isn't home to many top sights, Sunset Beach and Shelter Island Historical Society are some notable places to visit nearby. 

[See properties](https://www.expedia.ca/Hotel-Search?regionId=553248635976473165)

## Top Shorewood Hotel Reviews

![The Bentley Hotel Southampton](https://images.trvl-media.com/lodging/54000000/53970000/53963000/53962986/60534d98_y.jpg)

### The Bentley Hotel Southampton

10/10 Excellent

"Had a wonderful stay at The Bentley Hotel Southampton. The room was spacious, stylish, and spotless. I especially loved the record player — such a unique and thoughtful touch that made the stay feel personal and relaxing. The overall vibe of the room and the layout were perfect. Staff were friendly and the property felt well cared for. I’d definitely stay here again and highly recommend it."

[](https://expedia.ca/Southampton-Hotels-Bentley-Southampton.h53962986.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

"Monica really helped us out with our last-minute travel needs. She's a gem and so is this Inn and the North Fork in general. We'll be back."

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

![Hamlet Inn](https://images.trvl-media.com/lodging/2000000/1220000/1210400/1210398/15a14a38_y.jpg)

### Hamlet Inn

10/10 Excellent

"Clean ,safety, nice staff."

[](https://expedia.ca/Southampton-Hotels-Hamlet-Inn.h1210398.Hotel-Information)

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

### Sag Harbor Inn

10/10 Excellent

"Very clean, helpful staff and convenient location."

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

![The Sagaponack](https://images.trvl-media.com/lodging/82000000/81150000/81143200/81143153/d64f35e8_y.jpg)

### The Sagaponack

10/10 Excellent

"Clean & amenities, staff friendly Thank you "

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

![Pier Blue Inn Old Saybrook - Essex](https://images.trvl-media.com/lodging/1000000/20000/12200/12143/a912ee6f_y.jpg)

### Pier Blue Inn Old Saybrook - Essex

10/10 Excellent

"A welcoming place with some nice touches."

[](https://expedia.ca/Old-Saybrook-Hotels-Pier-Blue-Inn-Old-Saybrook-Essex.h12143.Hotel-Information)

![Saybrook Point Resort & Marina](https://images.trvl-media.com/lodging/1000000/40000/38800/38715/5e605108_y.jpg)

### Saybrook Point Resort & Marina

10/10 Excellent

"Lovely rooms and loved the fireplace. Great stay. Awesome few days away from real life!"

[](https://expedia.ca/Old-Saybrook-Hotels-Saybrook-Point-Resort-Marina.h38715.Hotel-Information)

![Water's Edge Resort & Spa](https://images.trvl-media.com/lodging/10000000/9680000/9679900/9679841/3723d6b0_y.jpg)

### Water's Edge Resort & Spa

10/10 Excellent

"Staff"

[](https://expedia.ca/Old-Saybrook-Hotels-Waters-Edge-Resort-Spa.h9679841.Hotel-Information)

![Quality Inn Old Saybrook - Westbrook](https://images.trvl-media.com/lodging/1000000/10000/4000/3988/228c4607_y.jpg)

### Quality Inn Old Saybrook - Westbrook

10/10 Excellent

"The pool was very clean. "

[](https://expedia.ca/Old-Saybrook-Hotels-Quality-Inn-Old-Saybrook-Westbrook.h3988.Hotel-Information)

## Frequently asked questions

### What's it like in Shorewood?

### How many hotels will I be able to find in Shorewood?

### If I need to cancel my hotel reservation in Shorewood, will I receive a refund?

### What is there to do in this Shelter Island neighborhood?

## Explore a world of travel with Expedia

- Lodging
- Flights
- Packages
- Cars
- Vacation Rental
- Other
- More ways to book

- [5 Star Hotels in Sag Harbor ](https://www.expedia.ca/5Star-Sag-Harbor-Hotels.s50-0-d154327.Travel-Guide-Filter-Hotels)
- [Hotels near NYC-All Airports ](https://www.expedia.ca/All-Airports-Airport-Hotels.0-aNYC-0.Travel-Guide-Filter-Hotels)
- [Bay Point Hotels ](https://www.expedia.ca/Bay-Point-Sag-Harbor-Hotels.0-n553248635976471151-0.Travel-Guide-Filter-Hotels)
- [Hotels near Channing Daughters Winery ](https://www.expedia.ca/Channing-Daughters-Winery-Hotels.0-l6326836-0.Travel-Guide-Filter-Hotels)
- [Coecles Harbor Hotels ](https://www.expedia.ca/Coecles-Harbor-Shelter-Island-Hotels.0-n553248635976480820-0.Travel-Guide-Filter-Hotels)
- [Hotels near Crescent Beach ](https://www.expedia.ca/Crescent-Beach-Hotels.0-l553248621554204758-0.Travel-Guide-Filter-Hotels)
- [Cottages in Dering Harbor ](https://www.expedia.ca/Dering-Harbor-Cottages.d553248634998885605-aaCottages.Travel-Guide-Accommodation)
- [Dering Harbor Hotels ](https://www.expedia.ca/Dering-Harbor-Hotels.d553248634998885605.Travel-Guide-Hotels)
- [Residences in Dering Harbor ](https://www.expedia.ca/Dering-Harbor-Residences.d553248634998885605-aaResidences.Travel-Guide-Accommodation)
- [Town of Southold Town Hotels ](https://www.expedia.ca/Destinations-In-Town-Of-Southold-Town.d553248635976002319.Hotel-Destinations)
- [Hotels near East Hampton ](https://www.expedia.ca/East-Hampton-Airport-Hotels.0-aHTO-0.Travel-Guide-Filter-Hotels)
- [East Marion Hotels ](https://www.expedia.ca/East-Marion-Hotels.d6069914.Travel-Guide-Hotels)
- [Greenport Hotels ](https://www.expedia.ca/Greenport-Hotels.d110728.Travel-Guide-Hotels)
- [Hotels near Greenport Station ](https://www.expedia.ca/Greenport-Station-Hotels.d6186190.Travel-Guide-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)
- [B&B in Noyack ](https://www.expedia.ca/Noyack-Bed-And-Breakfast.d6217344-aaBedAndBreakfast.Travel-Guide-Accommodation)
- [Guest Houses in Noyack ](https://www.expedia.ca/Noyack-Guest-Houses.d6217344-aaGuestHouses.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)
- [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)
- [Apartments in Sag Harbor ](https://www.expedia.ca/Sag-Harbor-Apartments.d154327-aaApartments.Travel-Guide-Accommodation)
- [Condo Resorts in Sag Harbor ](https://www.expedia.ca/Sag-Harbor-Condominium-Resort.d154327-aaCondominiumResort.Travel-Guide-Accommodation)
- [Condo Rentals in Sag Harbor ](https://www.expedia.ca/Sag-Harbor-Condos.d154327-aaCondos.Travel-Guide-Accommodation)
- [Cottages in Sag Harbor ](https://www.expedia.ca/Sag-Harbor-Cottages.d154327-aaCottages.Travel-Guide-Accommodation)
- [Adults Only Resorts & in Sag Harbor ](https://www.expedia.ca/Sag-Harbor-Hotels-Adults-Only-Resorts.0-0-d154327-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels)
- [Beach Hotel Hotels in Sag Harbor ](https://www.expedia.ca/Sag-Harbor-Hotels-Beach-Hotel.0-0-d154327-tBeachHotel.Travel-Guide-Filter-Hotels)
- [Cheap Hotels in Sag Harbor ](https://www.expedia.ca/Sag-Harbor-Hotels-Cheap-Hotels.0-0-d154327-tCheapHotels.Travel-Guide-Filter-Hotels)
- [Luxury Hotels in Sag Harbor ](https://www.expedia.ca/Sag-Harbor-Hotels-Luxury-Hotel.0-0-d154327-tLuxuryHotel.Travel-Guide-Filter-Hotels)
- [Oceanfront Hotels in Sag Harbor ](https://www.expedia.ca/Sag-Harbor-Hotels-Oceanfront-Hotels.0-0-d154327-tOceanfrontHotels.Travel-Guide-Filter-Hotels)
- [Hotel Wedding Venues Hotels in Sag Harbor ](https://www.expedia.ca/Sag-Harbor-Hotels-Wedding-Hotels.0-0-d154327-tWeddingHotels.Travel-Guide-Filter-Hotels)
- [Winery Hotels in Sag Harbor ](https://www.expedia.ca/Sag-Harbor-Hotels-Winery-Hotel.0-0-d154327-tWineryHotel.Travel-Guide-Filter-Hotels)
- [Sag Harbor Hotels ](https://www.expedia.ca/Sag-Harbor-Hotels.d154327.Travel-Guide-Hotels)
- [Inns in Sag Harbor ](https://www.expedia.ca/Sag-Harbor-Inns.d154327-aaInns.Travel-Guide-Accommodation)
- [Hotels near Sag Harbor Marine Park ](https://www.expedia.ca/Sag-Harbor-Marine-Park-Hotels.0-l6327316-0.Travel-Guide-Filter-Hotels)
- [Vacation Homes in Sag Harbor ](https://www.expedia.ca/Sag-Harbor-Private-Vacation-Homes.d154327-aaPrivateVacationHomes.Travel-Guide-Accommodation)
- [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 Wades Beach ](https://www.expedia.ca/Wades-Beach-Hotels.0-l553248621554204759-0.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 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 Sag Harbor ](https://www.expedia.ca/lp/flights/154327/flights-from-sag-harbor)
- [Flights from Shelter Island ](https://www.expedia.ca/lp/flights/157359/flights-from-shelter-island)
- [Flights from Boston to Sag Harbor ](https://www.expedia.ca/lp/flights/178239/154327/boston-to-sag-harbor)
- [Flights from Charlotte to Sag Harbor ](https://www.expedia.ca/lp/flights/178247/154327/charlotte-to-sag-harbor)
- [Flights from Miami to Sag Harbor ](https://www.expedia.ca/lp/flights/178286/154327/miami-to-sag-harbor)
- [Flights from Washington to Sag Harbor ](https://www.expedia.ca/lp/flights/178318/154327/washington-to-sag-harbor)
- [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 Sag Harbor ](https://www.expedia.ca/Car-Rentals-In-Sag-Harbor.d154327.Car-Rental-Guide)
- [Car rental Shelter Island ](https://www.expedia.ca/Car-Rentals-In-Shelter-Island.d157359.Car-Rental-Guide)
- [Hertz Rental Cars in Sag Harbor ](https://www.expedia.ca/Hertz-Car-Rentals-In-Sag-Harbor.d154327-c40.Car-Rental-Guide-Suppliers)

- [Sag Harbor Vacation Rentals ](https://www.expedia.ca/Sag-Harbor-Vacation-Rentals.d154327.Travel-Guide-VacationRentals)
- [Shelter Island Vacation Rentals ](https://www.expedia.ca/Shelter-Island-Vacation-Rentals.d157359.Travel-Guide-VacationRentals)

- [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)

- [Book Hotels in Shorewood on Expedia.com ](https://www.expedia.com/Shorewood-Shelter-Island-Hotels.0-n553248635976481937-0.Travel-Guide-Filter-Hotels)