Title: 10 Best Hotels in Shorewood, Shelter Island for 2025 | Expedia.ca

 

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# Hotels in Shorewood, Shelter Island

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## 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=2025-12-03&d1=2025-12-03&endDate=2025-12-05&d2=2025-12-05&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=2025-12-03&d1=2025-12-03&endDate=2025-12-05&d2=2025-12-05&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=2025-12-03&d1=2025-12-03&endDate=2025-12-05&d2=2025-12-05&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=2025-12-03&d1=2025-12-03&endDate=2025-12-05&d2=2025-12-05&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=2025-12-03&d1=2025-12-03&endDate=2025-12-05&d2=2025-12-05&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=2025-12-03&d1=2025-12-03&endDate=2025-12-05&d2=2025-12-05&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=2025-12-03&d1=2025-12-03&endDate=2025-12-05&d2=2025-12-05&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=2025-12-03&d1=2025-12-03&endDate=2025-12-05&d2=2025-12-05&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=2025-12-03&d1=2025-12-03&endDate=2025-12-05&d2=2025-12-05&amenities=WATER_PARK)

## Check prices for these dates

Tonight

[Nov 19 - Nov 20](https://www.expedia.ca/Hotel-Search?regionId=553248635976481937&startDate=2025-11-19&endDate=2025-11-20&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Nov 20 - Nov 21](https://www.expedia.ca/Hotel-Search?regionId=553248635976481937&startDate=2025-11-20&endDate=2025-11-21&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[Nov 21 - Nov 23](https://www.expedia.ca/Hotel-Search?regionId=553248635976481937&startDate=2025-11-21&endDate=2025-11-23&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Nov 28 - Nov 30](https://www.expedia.ca/Hotel-Search?regionId=553248635976481937&startDate=2025-11-28&endDate=2025-11-30&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Recommended

Price (low to high)

Distance

Star rating

## Shorewood hotels and places to stay

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

![Marina](https://images.trvl-media.com/lodging/1000000/40000/38800/38715/770255ff.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)

### Saybrook Point Resort & Marina

26.3 km from Shorewood

9.4/10

Exceptional

(1005)

"Beautiful property, we loved our room, friendly staff. "

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

Natalie

CA $339

CA $424 total

includes taxes & fees

Nov 30 - Dec 1

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

![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

(691)

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

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

Alex

CA $374

CA $511 total

includes taxes & fees

Dec 2 - Dec 3

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

![Property grounds](https://images.trvl-media.com/lodging/1000000/20000/12200/12143/31bd2f7b.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)

### Pier Blue Inn Old Saybrook - Essex

27.4 km from Shorewood

8.0/10

Very good

(1000)

"Always a great stay at Pier Blue. Comfy bed and plenty of room."

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

Patricia

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

![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)

![Interior](https://images.trvl-media.com/lodging/107000000/106840000/106830300/106830297/a206dde5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hampton Bays Hotel on Main

25 km from Shorewood

7.2/10

Good

(67)

"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)

![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)

![Bar (on property)](https://images.trvl-media.com/lodging/10000000/9680000/9679900/9679841/ccd49f89.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

(1004)

"We love the stay everything was perfect"

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

angelica

CA $217

CA $274 total

includes taxes & fees

Nov 20 - Nov 21

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

![Terrace/patio](https://images.trvl-media.com/lodging/1000000/10000/4000/3988/511d84f6.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)

![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

(1008)

"We were treated very well by Welcome desk staff, Kitchen staff, housekeeping. Will stay again"

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

Kelly j

CA $141

CA $163 total

includes taxes & fees

Nov 30 - Dec 1

[](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)

![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)

![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

6.7 km from Shorewood

8.8/10

Excellent

(535)

"Amazing property, rooms, and staff. Book a room with a balcony for amazing views!"

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

Matthew

CA $151

CA $241 total

includes taxes & fees

Nov 20 - Nov 21

[](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)

![Breakfast area](https://images.trvl-media.com/lodging/2000000/1180000/1177400/1177328/39934cf6.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)

### Econo Lodge Inn & Suites Old Saybrook Westbrook

27.5 km from Shorewood

7.2/10

Good

(459)

"🙂"

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

Jared

CA $100

CA $115 total

includes taxes & fees

Nov 30 - Dec 1

[](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)

![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)

![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

(288)

"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)

![Outdoor pool](https://images.trvl-media.com/lodging/1000000/450000/447900/447803/0c137ed2.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/1000000/450000/447900/447803/55438f97.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

20 km from Shorewood

7.2/10

Good

(969)

"Love the area love the room size clean parking was perfect "

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

Sherwood

CA $158

CA $215 total

includes taxes & fees

Nov 20 - Nov 21

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

![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)

![Breakfast area](https://images.trvl-media.com/lodging/4000000/3010000/3004600/3004551/f50958a9.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 $98

CA $113 total

includes taxes & fees

Nov 20 - Nov 21

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

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

![Luxury Suite, 1 King Bed, Bathtub, Ocean View](https://images.trvl-media.com/lodging/25000000/24090000/24082000/24081913/0c2eed31.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)

![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 sitting area](https://images.trvl-media.com/lodging/2000000/1220000/1210400/1210398/e77eab74.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)

![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

(437)

"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 $143

CA $185 total

includes taxes & fees

Nov 20 - Nov 21

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

![Free self parking](https://images.trvl-media.com/lodging/12000000/11960000/11951300/11951206/7836a152.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

(292)

"Great staff and clean rooms"

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

Tyler

CA $109

CA $125 total

includes taxes & fees

Nov 20 - Nov 21

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

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

6.7 km from Shorewood

9.6/10

Exceptional

(170)

"Hotel manager was great! Loved the firepits outside "

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

Lisa

CA $418

CA $534 total

includes taxes & fees

Dec 1 - Dec 2

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

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

![Front of property](https://images.trvl-media.com/lodging/2000000/1480000/1480000/1479959/ab015163.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)

### The Captain Stannard

28.3 km from Shorewood

9.8/10

Exceptional

(256)

"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

CA $233

CA $259 total

includes taxes & fees

Nov 23 - Nov 24

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

![Suite](https://images.trvl-media.com/lodging/36000000/35600000/35596400/35596310/865dda17.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)

![Beach nearby, beach umbrellas, beach towels](https://images.trvl-media.com/lodging/36000000/35600000/35596400/35596310/f2c9a8ad.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 $213

CA $237 total

includes taxes & fees

Nov 20 - Nov 21

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

![Building design](https://images.trvl-media.com/lodging/27000000/26500000/26497900/26497858/1c345cd0.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

5.6 km from Shorewood

9.4/10

Exceptional

(569)

"We had lovely stay, the staff was knowledgeable, efficient, and friendly. Will visit again! "

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

Lori

CA $255

CA $292 total

includes taxes & fees

Nov 20 - Nov 21

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

![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)

![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)

### Sound View Greenport

8 km from Shorewood

8.6/10

Excellent

(593)

"Staff was amazing , room clean view phenomenal "

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

Denise

CA $189

CA $284 total

includes taxes & fees

Nov 20 - Nov 21

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

![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)

![Exterior](https://images.trvl-media.com/lodging/20000000/19720000/19716000/19715959/e70cf1f3.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)

### The Hampton Maid

23 km from Shorewood

9.0/10

Wonderful

(683)

"Was so lovely would definitely come back again, very cute clean and safe "

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

Maria

[](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=2025-12-03&endDate=2025-12-04&regionId=553248635976481937&adults=2&sort=RECOMMENDED&openPlayBack=true)

## Hotels in Shorewood with free breakfast

![Terrace/patio](https://images.trvl-media.com/lodging/16000000/15250000/15241400/15241380/7564e116.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Breakfast area](https://images.trvl-media.com/lodging/16000000/15250000/15241400/15241380/ee8b7737.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium bedding, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/16000000/15250000/15241400/15241380/65f0ee8b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/16000000/15250000/15241400/15241380/f90ba663.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Shorewood Inn

24.6 km from Shorewood

-   Breakfast included
    

8.4/10

Very good

(706)

[](https://www.expedia.ca/Hotel-Search?startDate=2025-12-03&endDate=2025-12-04&selected=15241380&PinnedHotelID=15241380&HadPinnedHotel=true&regionId=553248635976481937&adults=2&mealPlan=FREE_BREAKFAST&openPlayBack=true)

![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)

![Terrace/patio](https://images.trvl-media.com/lodging/1000000/10000/4000/3988/511d84f6.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)

![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

-   Breakfast included
    

7.8/10

Good

(1008)

CA $141

CA $163 total

includes taxes & fees

Nov 30 - Dec 1

[](https://www.expedia.ca/Hotel-Search?startDate=2025-11-30&endDate=2025-12-01&selected=3988&PinnedHotelID=3988&HadPinnedHotel=true&regionId=553248635976481937&adults=2&mealPlan=FREE_BREAKFAST&openPlayBack=true)

![Property amenity](https://images.trvl-media.com/lodging/1000000/860000/855300/855251/820065e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Room, 1 King Bed, Accessible, Non Smoking (Mobility)](https://images.trvl-media.com/lodging/1000000/860000/855300/855251/ef47c317.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/1000000/860000/855300/855251/1928b68a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/860000/855300/855251/2ad4b390.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Super 8 by Wyndham Old Saybrook

27.9 km from Shorewood

-   Breakfast included
    

7.0/10

Good

(906)

CA $70

CA $83 total

includes taxes & fees

Nov 20 - Nov 21

[](https://www.expedia.ca/Hotel-Search?startDate=2025-11-20&endDate=2025-11-21&selected=855251&PinnedHotelID=855251&HadPinnedHotel=true&regionId=553248635976481937&adults=2&mealPlan=FREE_BREAKFAST&openPlayBack=true)

[See more properties](https://www.expedia.ca/Hotel-Search?startDate=2025-12-03&endDate=2025-12-04&regionId=553248635976481937&adults=2&sort=RECOMMENDED&mealPlan=FREE_BREAKFAST&openPlayBack=true)

## Hotels in Shorewood with a pool

![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 sitting area](https://images.trvl-media.com/lodging/2000000/1220000/1210400/1210398/e77eab74.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)

![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

-   Pool
    

8.6/10

Excellent

(437)

CA $143

CA $185 total

includes taxes & fees

Nov 20 - Nov 21

[](https://www.expedia.ca/Hotel-Search?startDate=2025-11-20&endDate=2025-11-21&selected=1210398&PinnedHotelID=1210398&HadPinnedHotel=true&regionId=553248635976481937&adults=2&amenities=POOL&openPlayBack=true)

![Aerial view](https://images.trvl-media.com/lodging/32000000/31010000/31007600/31007589/4db6535f.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)

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

![Beach nearby](https://images.trvl-media.com/lodging/32000000/31010000/31007600/31007589/6809b461.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### East Hampton Art House Bed & Breakfast

14 km from Shorewood

-   Pool
    

9.6/10

Exceptional

(65)

CA $550

CA $628 total

includes taxes & fees

Nov 20 - Nov 21

[](https://www.expedia.ca/Hotel-Search?startDate=2025-11-20&endDate=2025-11-21&selected=31007589&PinnedHotelID=31007589&HadPinnedHotel=true&regionId=553248635976481937&adults=2&amenities=POOL&openPlayBack=true)

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

![Property grounds](https://images.trvl-media.com/lodging/1000000/120000/117200/117135/03887d7d.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

19 km from Shorewood

-   Pool
    

8.6/10

Excellent

(546)

CA $280

CA $342 total

includes taxes & fees

Nov 20 - Nov 21

[](https://www.expedia.ca/Hotel-Search?startDate=2025-11-20&endDate=2025-11-21&selected=117135&PinnedHotelID=117135&HadPinnedHotel=true&regionId=553248635976481937&adults=2&amenities=POOL&openPlayBack=true)

![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)

![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)

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

### The Sagaponack

12.7 km from Shorewood

-   Pool
    

8.8/10

Excellent

(207)

CA $231

CA $320 total

includes taxes & fees

Nov 20 - Nov 21

[](https://www.expedia.ca/Hotel-Search?startDate=2025-11-20&endDate=2025-11-21&selected=81143153&PinnedHotelID=81143153&HadPinnedHotel=true&regionId=553248635976481937&adults=2&amenities=POOL&openPlayBack=true)

![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](https://images.trvl-media.com/lodging/24000000/23260000/23252100/23252049/a84ab4fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Journey East Hampton

16.5 km from Shorewood

-   Pool
    

9.0/10

Wonderful

(158)

CA $263

CA $331 total

includes taxes & fees

Dec 2 - Dec 3

[](https://www.expedia.ca/Hotel-Search?startDate=2025-12-02&endDate=2025-12-03&selected=23252049&PinnedHotelID=23252049&HadPinnedHotel=true&regionId=553248635976481937&adults=2&amenities=POOL&openPlayBack=true)

![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)

![Bay King Rooms](https://images.trvl-media.com/lodging/28000000/27200000/27194600/27194600/277a495d.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

12.3 km from Shorewood

-   Pool
    

9.2/10

Wonderful

(92)

CA $460

CA $526 total

includes taxes & fees

Nov 20 - Nov 21

[](https://www.expedia.ca/Hotel-Search?startDate=2025-11-20&endDate=2025-11-21&selected=27194600&PinnedHotelID=27194600&HadPinnedHotel=true&regionId=553248635976481937&adults=2&amenities=POOL&openPlayBack=true)

![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)

![Building design](https://images.trvl-media.com/lodging/27000000/26500000/26497900/26497858/1c345cd0.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

5.6 km from Shorewood

-   Pool
    

9.4/10

Exceptional

(569)

CA $255

CA $292 total

includes taxes & fees

Nov 20 - Nov 21

[](https://www.expedia.ca/Hotel-Search?startDate=2025-11-20&endDate=2025-11-21&selected=26497858&PinnedHotelID=26497858&HadPinnedHotel=true&regionId=553248635976481937&adults=2&amenities=POOL&openPlayBack=true)

![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)

![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

6.7 km from Shorewood

-   Pool
    

8.8/10

Excellent

(535)

CA $151

CA $241 total

includes taxes & fees

Nov 20 - Nov 21

[](https://www.expedia.ca/Hotel-Search?startDate=2025-11-20&endDate=2025-11-21&selected=43532300&PinnedHotelID=43532300&HadPinnedHotel=true&regionId=553248635976481937&adults=2&amenities=POOL&openPlayBack=true)

![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)

![Property grounds](https://images.trvl-media.com/lodging/3000000/2870000/2861900/2861838/f6e6bd4f.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)

### Mill House Inn

15 km from Shorewood

-   Pool
    

9.0/10

Wonderful

(73)

CA $420

CA $527 total

includes taxes & fees

Dec 1 - Dec 2

[](https://www.expedia.ca/Hotel-Search?startDate=2025-12-01&endDate=2025-12-02&selected=2861838&PinnedHotelID=2861838&HadPinnedHotel=true&regionId=553248635976481937&adults=2&amenities=POOL&openPlayBack=true)

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

![Cottage, 2 Single Beds | View from room](https://images.trvl-media.com/lodging/6000000/5590000/5581400/5581380/9125969a.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)

![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

12.4 km from Shorewood

-   Pool
    

9.2/10

Wonderful

(136)

CA $705

CA $810 total

includes taxes & fees

Nov 20 - Nov 21

[](https://www.expedia.ca/Hotel-Search?startDate=2025-11-20&endDate=2025-11-21&selected=5581380&PinnedHotelID=5581380&HadPinnedHotel=true&regionId=553248635976481937&adults=2&amenities=POOL&openPlayBack=true)

[See more properties](https://www.expedia.ca/Hotel-Search?startDate=2025-12-03&endDate=2025-12-04&regionId=553248635976481937&adults=2&sort=RECOMMENDED&amenities=POOL&openPlayBack=true)

## Top guest rated hotels in Shorewood

![Exterior](https://images.trvl-media.com/lodging/12000000/11960000/11951200/11951124/0caf92d6.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)

![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)

![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

6.9 km from Shorewood

8.8/10

Excellent

(194)

CA $278

CA $374 total

includes taxes & fees

Dec 3 - Dec 4

[](https://www.expedia.ca/Hotel-Search?startDate=2025-12-03&endDate=2025-12-04&selected=11951124&PinnedHotelID=11951124&HadPinnedHotel=true&regionId=553248635976481937&adults=2&guestRating=35&openPlayBack=true)

![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)

![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)

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

### The 1770 House Restaurant & Inn

15.1 km from Shorewood

9.8/10

Exceptional

(160)

CA $413

CA $564 total

includes taxes & fees

Dec 1 - Dec 2

[](https://www.expedia.ca/Hotel-Search?startDate=2025-12-01&endDate=2025-12-02&selected=1085655&PinnedHotelID=1085655&HadPinnedHotel=true&regionId=553248635976481937&adults=2&guestRating=35&openPlayBack=true)

![Garden](https://images.trvl-media.com/lodging/36000000/35380000/35373800/35373712/98e9a1b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Standard Room, 1 King Bed](https://images.trvl-media.com/lodging/36000000/35380000/35373800/35373712/398ec458.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/36000000/35380000/35373800/35373712/553f589d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach nearby](https://images.trvl-media.com/lodging/36000000/35380000/35373800/35373712/e5f6999f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Huntting Inn

15.2 km from Shorewood

9.0/10

Wonderful

(104)

CA $535

CA $625 total

includes taxes & fees

Dec 2 - Dec 3

[](https://www.expedia.ca/Hotel-Search?startDate=2025-12-02&endDate=2025-12-03&selected=35373712&PinnedHotelID=35373712&HadPinnedHotel=true&regionId=553248635976481937&adults=2&guestRating=35&openPlayBack=true)

![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)

![Frette Italian sheets, premium bedding, down comforters](https://images.trvl-media.com/lodging/11000000/10550000/10547800/10547745/c6fa26de.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

17.5 km from Shorewood

10/10

Exceptional

(91)

CA $942

CA $1,130 total

includes taxes & fees

Nov 20 - Nov 21

[](https://www.expedia.ca/Hotel-Search?startDate=2025-11-20&endDate=2025-11-21&selected=10547745&PinnedHotelID=10547745&HadPinnedHotel=true&regionId=553248635976481937&adults=2&guestRating=35&openPlayBack=true)

![Miss Anna James Room](https://images.trvl-media.com/lodging/79000000/78200000/78191100/78191036/w848h631x48y3-ad11e9c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Garden](https://images.trvl-media.com/lodging/79000000/78200000/78191100/78191036/98031383.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Point of interest](https://images.trvl-media.com/lodging/79000000/78200000/78191100/78191036/e61ec435.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Point of interest](https://images.trvl-media.com/lodging/79000000/78200000/78191100/78191036/1891e70e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### James Pharmacy Bed & Breakfast

26.9 km from Shorewood

9.2/10

Wonderful

(20)

CA $410

CA $455 total

includes taxes & fees

Nov 20 - Nov 21

[](https://www.expedia.ca/Hotel-Search?startDate=2025-11-20&endDate=2025-11-21&selected=78191036&PinnedHotelID=78191036&HadPinnedHotel=true&regionId=553248635976481937&adults=2&guestRating=35&openPlayBack=true)

![View from property](https://images.trvl-media.com/lodging/13000000/12620000/12611000/12610909/51be5ca3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/13000000/12620000/12611000/12610909/d7311f73.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Restaurant](https://images.trvl-media.com/lodging/13000000/12620000/12611000/12610909/ae8f0ca6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/13000000/12620000/12611000/12610909/fdb9f048.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### House on Chase Creek

4.4 km from Shorewood

9.4/10

Exceptional

(79)

CA $259

CA $295 total

includes taxes & fees

Nov 20 - Nov 21

[](https://www.expedia.ca/Hotel-Search?startDate=2025-11-20&endDate=2025-11-21&selected=12610909&PinnedHotelID=12610909&HadPinnedHotel=true&regionId=553248635976481937&adults=2&guestRating=35&openPlayBack=true)

![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)

![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)

![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)

### The Shoals Suites and Slips

7.2 km from Shorewood

9.6/10

Exceptional

(221)

CA $225

CA $292 total

includes taxes & fees

Nov 21 - Nov 22

[](https://www.expedia.ca/Hotel-Search?startDate=2025-11-21&endDate=2025-11-22&selected=76716269&PinnedHotelID=76716269&HadPinnedHotel=true&regionId=553248635976481937&adults=2&guestRating=35&openPlayBack=true)

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

![Bar (on property)](https://images.trvl-media.com/lodging/10000000/9660000/9652100/9652095/968c61db.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)

![Front of property](https://images.trvl-media.com/lodging/10000000/9660000/9652100/9652095/da4173dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Maidstone

15.2 km from Shorewood

8.0/10

Very good

(150)

CA $801

CA $916 total

includes taxes & fees

Nov 20 - Nov 21

[](https://www.expedia.ca/Hotel-Search?startDate=2025-11-20&endDate=2025-11-21&selected=9652095&PinnedHotelID=9652095&HadPinnedHotel=true&regionId=553248635976481937&adults=2&guestRating=35&openPlayBack=true)

![Terrace/patio](https://images.trvl-media.com/lodging/36000000/35600000/35596400/35596310/46915263.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)

![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)

![Beach nearby, beach umbrellas, beach towels](https://images.trvl-media.com/lodging/36000000/35600000/35596400/35596310/f2c9a8ad.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)

CA $213

CA $237 total

includes taxes & fees

Nov 20 - Nov 21

[](https://www.expedia.ca/Hotel-Search?startDate=2025-11-20&endDate=2025-11-21&selected=35596310&PinnedHotelID=35596310&HadPinnedHotel=true&regionId=553248635976481937&adults=2&guestRating=35&openPlayBack=true)

![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](https://images.trvl-media.com/lodging/92000000/91070000/91069000/91068954/65a8ebbf.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)

![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

6.7 km from Shorewood

9.8/10

Exceptional

(139)

[](https://www.expedia.ca/Hotel-Search?startDate=2025-12-03&endDate=2025-12-04&selected=91068954&PinnedHotelID=91068954&HadPinnedHotel=true&regionId=553248635976481937&adults=2&guestRating=35&openPlayBack=true)

[See more properties](https://www.expedia.ca/Hotel-Search?startDate=2025-12-03&endDate=2025-12-04&regionId=553248635976481937&adults=2&sort=RECOMMENDED&guestRating=35&openPlayBack=true)

## Where to stay in Shorewood

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

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

[](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=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 Shelter Island Whale's Tail and Gardiner's Bay Country Club, 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=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 Crescent Beach and Sunset Beach.

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

[](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 Crescent Beach are some notable places to visit nearby.

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

## Top Shorewood Hotel Reviews

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

### The Harbor Front Inn

10/10 Excellent

"Location! Location! Location! Watched the sunrise from my bed this am. Amazing "

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

"amenities clean room with turndown service "

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

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

### Sag Harbor Inn

10/10 Excellent

"Great room, with a great view"

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

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

### The Bentley Hotel Southampton

10/10 Excellent

"Clean, spacious"

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

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

### Sound View Greenport

10/10 Excellent

"Beautiful and unique property. We really enjoyed our weekend getaway "

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

![Cliffside Resort Condominiums](https://images.trvl-media.com/lodging/11000000/10450000/10449100/10449005/1638a16b_y.jpg)

### Cliffside Resort Condominiums

10/10 Excellent

"The unit was cute and well-appointed. I would recommend a new refrigerator in the unit, as the freezer door was broken. "

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

![Gurney's Montauk Resort & Seawater Spa](https://images.trvl-media.com/lodging/8000000/7040000/7033800/7033726/895004c9_y.jpg)

### Gurney's Montauk Resort & Seawater Spa

10/10 Excellent

"Amazing experience."

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

![Sea Crest Resort](https://images.trvl-media.com/lodging/6000000/5240000/5232900/5232838/5e6d6769_y.jpg)

### Sea Crest Resort

10/10 Excellent

"Location. Staff. Space. "

[](https://expedia.ca/Amagansett-Hotels-Sea-Crest-Resort.h5232838.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

"The rooms were clean staff were great the place wonderful we love it"

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

## Frequently asked questions

### What's it like in Shorewood?

> You'll be sure to have fun visiting Shelter Island's Shorewood neighborhood. Consider a visit to Wades Beach as part of your Shorewood travel plans.

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

> When you want to find places to stay in Shelter Island, start by booking one of Expedia's 7 hotels and other accommodations in Shorewood.

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

> Yes, you'll find most hotel reservations are fully refundable if you cancel prior to the hotel's cancellation deadline, which in most cases is within 24 or 48 hours of your arrival date. If your reservation is non-refundable, you may still be able to cancel and receive a refund within a 24-hour period of booking. Add your dates and click on "Search", then filter by "fully refundable" to get the best options available in Shorewood.

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

> Wades Beach is an attraction you might want to check out while you're in Shorewood. While you're out sightseeing, Shell Beach and Mashomack Preserve are a couple of additional sights to visit in Shelter Island.

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-   [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)