Title: Book The Best Hotels in Shelter Island Heights, NY for 2026 from CA $101 - Fully Refundable Options - Expedia.ca

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![View from the back patio of The Dory Restaurant on Shelter Island, NY #shelterisland #reflections #silence #nature](https://images.trvl-media.com/place/183716/85195975-446e-456c-ac70-fc32257fab0e.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

Photo by Erisa Dilo

# Find hotels in Shelter Island Heights, NY from CA $101

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## Go beyond your typical stay in Shelter Island Heights

Spa

[](https://www.expedia.ca/Hotel-Search?destination=Shelter+Island+Heights%2C+New+York%2C+United+States+of+America&regionId=183716&latLong=41.083988%2C-72.355919&adults=2&startDate=2025-12-26&d1=2025-12-26&endDate=2025-12-28&d2=2025-12-28&amenities=SPA_ON_SITE)

Ocean view

[](https://www.expedia.ca/Hotel-Search?destination=Shelter+Island+Heights%2C+New+York%2C+United+States+of+America&regionId=183716&latLong=41.083988%2C-72.355919&adults=2&startDate=2025-12-26&d1=2025-12-26&endDate=2025-12-28&d2=2025-12-28&amenities=OCEAN_VIEW)

Family friendly

[](https://www.expedia.ca/Hotel-Search?destination=Shelter+Island+Heights%2C+New+York%2C+United+States+of+America&regionId=183716&latLong=41.083988%2C-72.355919&adults=2&startDate=2025-12-26&d1=2025-12-26&endDate=2025-12-28&d2=2025-12-28&travelerType=family_friendly)

Pool

[](https://www.expedia.ca/Hotel-Search?destination=Shelter+Island+Heights%2C+New+York%2C+United+States+of+America&regionId=183716&latLong=41.083988%2C-72.355919&adults=2&startDate=2025-12-26&d1=2025-12-26&endDate=2025-12-28&d2=2025-12-28&amenities=POOL)

Apart­ment

[](https://www.expedia.ca/Hotel-Search?destination=Shelter+Island+Heights%2C+New+York%2C+United+States+of+America&regionId=183716&latLong=41.083988%2C-72.355919&adults=2&startDate=2025-12-26&d1=2025-12-26&endDate=2025-12-28&d2=2025-12-28&lodging=APARTMENT)

Hot tub

[](https://www.expedia.ca/Hotel-Search?destination=Shelter+Island+Heights%2C+New+York%2C+United+States+of+America&regionId=183716&latLong=41.083988%2C-72.355919&adults=2&startDate=2025-12-26&d1=2025-12-26&endDate=2025-12-28&d2=2025-12-28&amenities=HOT_TUB)

Cottage

[](https://www.expedia.ca/Hotel-Search?destination=Shelter+Island+Heights%2C+New+York%2C+United+States+of+America&regionId=183716&latLong=41.083988%2C-72.355919&adults=2&startDate=2025-12-26&d1=2025-12-26&endDate=2025-12-28&d2=2025-12-28&lodging=COTTAGE)

Condo

[](https://www.expedia.ca/Hotel-Search?destination=Shelter+Island+Heights%2C+New+York%2C+United+States+of+America&regionId=183716&latLong=41.083988%2C-72.355919&adults=2&startDate=2025-12-26&d1=2025-12-26&endDate=2025-12-28&d2=2025-12-28&lodging=CONDO)

Waterpark

[](https://www.expedia.ca/Hotel-Search?destination=Shelter+Island+Heights%2C+New+York%2C+United+States+of+America&regionId=183716&latLong=41.083988%2C-72.355919&adults=2&startDate=2025-12-26&d1=2025-12-26&endDate=2025-12-28&d2=2025-12-28&amenities=WATER_PARK)

Pet friendly

[](https://www.expedia.ca/Hotel-Search?destination=Shelter+Island+Heights%2C+New+York%2C+United+States+of+America&regionId=183716&latLong=41.083988%2C-72.355919&adults=2&startDate=2025-12-26&d1=2025-12-26&endDate=2025-12-28&d2=2025-12-28&amenities=PETS)

## Check prices for these dates

Tonight

[Dec 12 - Dec 13](https://www.expedia.ca/Hotel-Search?regionId=183716&startDate=2025-12-12&endDate=2025-12-13&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Dec 13 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=183716&startDate=2025-12-13&endDate=2025-12-14&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=183716&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=183716&startDate=2025-12-19&endDate=2025-12-21&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Shelter Island Heights hotels

![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)

![](https://images.trvl-media.com/lodging/13000000/12620000/12611000/12610909/c4264a32.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)

![Property grounds](https://images.trvl-media.com/lodging/13000000/12620000/12611000/12610909/07ec8098.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### House on Chase Creek

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

The Heights

9.4/10

Exceptional

(79)

" This was my husband and my first time visiting Shelter Island and I feel lucky that my stay was at the House of ChaseCreek. Bill was excellent in helping us navigate our stay on the Island which made for an enjoyable experience. The house was charming , very clean , and had easy access to the town restaurant s, and Ferry. Highly recommend ! "

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

Maureen

CA $143

CA $164 total

includes taxes & fees

Jan 7 - Jan 8, 2026

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

![Exterior](https://images.trvl-media.com/lodging/90000000/89990000/89981800/89981758/7b5c5b88.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/90000000/89990000/89981800/89981758/w1170h1164x0y1-82df79df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/90000000/89990000/89981800/89981758/w1169h650x0y0-3f68a3a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Restaurant](https://images.trvl-media.com/lodging/90000000/89990000/89981800/89981758/w1170h1461x0y0-bc75bc71.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Rams Head Inn

[](https://www.expedia.ca/Shelter-Island-Heights-Hotels-The-Rams-Head-Inn.h89981758.Hotel-Information)

Shelter Island Heights

7.6/10

Good

(18)

"Beautiful views and lovely service "

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

Lana

[](https://www.expedia.ca/Shelter-Island-Heights-Hotels-The-Rams-Head-Inn.h89981758.Hotel-Information)

![Lobby](https://images.trvl-media.com/lodging/13000000/12700000/12694100/12694044/4be91ce8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/13000000/12700000/12694100/12694044/d18d0d4f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Garden](https://images.trvl-media.com/lodging/13000000/12700000/12694100/12694044/8f0a0367.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Aerial view](https://images.trvl-media.com/lodging/13000000/12700000/12694100/12694044/aa464430.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Montauk Manor

[](https://www.expedia.ca/Montauk-Hotels-Montauk-Manor.h12694044.Hotel-Information)

Montauk

9.2/10

Wonderful

(1266)

"Great ambience. Very kind and friendly service. Wonderful luxe suite. Very homey and cozy. I really enjoyed my stay here. Just lovely. "

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

Violet

CA $191

CA $245 total

includes taxes & fees

Dec 16 - Dec 17

[](https://www.expedia.ca/Montauk-Hotels-Montauk-Manor.h12694044.Hotel-Information)

![Indoor pool, seasonal outdoor pool, sun loungers](https://images.trvl-media.com/lodging/8000000/7040000/7033800/7033726/7fbba198.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Ocean View King](https://images.trvl-media.com/lodging/8000000/7040000/7033800/7033726/9241bd8b.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)

![Exterior](https://images.trvl-media.com/lodging/8000000/7040000/7033800/7033726/0272b9dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Gurney's Montauk Resort & Seawater Spa

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

Montauk

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 $494

CA $675 total

includes taxes & fees

Dec 18 - Dec 19

[](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)

![Exterior](https://images.trvl-media.com/lodging/1000000/40000/38800/38715/3cb16ba6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Breakfast, lunch, dinner served; ocean views](https://images.trvl-media.com/lodging/1000000/40000/38800/38715/719b8aab.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)

### Saybrook Point Resort & Marina

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

Old Saybrook Center

9.6/10

Exceptional

(1000)

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

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

marybeth

CA $405

CA $501 total

includes taxes & fees

Jan 12 - Jan 13, 2026

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

![Bar (on property)](https://images.trvl-media.com/lodging/10000000/9680000/9679900/9679841/fc6ee41c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/10000000/9680000/9679900/9679841/0a9b90de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Aerial view](https://images.trvl-media.com/lodging/10000000/9680000/9679900/9679841/a1220aa4.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)

### Water's Edge Resort & Spa

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

Westbrook Center

8.8/10

Excellent

(1003)

"The staff were all pleasant and helpful. View from the room was amazing. Place was decorated beautifully for Christmas. Beautiful wood burning fireplaces to sit by and relax. The perfect cold weather getaway"

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

Christine

CA $231

CA $290 total

includes taxes & fees

Dec 17 - Dec 18

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

![Indoor pool, a heated pool](https://images.trvl-media.com/lodging/1000000/860000/851700/851700/cf19af3a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/860000/851700/851700/8ce5154c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Standard Room, 1 King Bed with Sofa bed, Non Smoking](https://images.trvl-media.com/lodging/1000000/860000/851700/851700/aafb0c95.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/860000/851700/851700/81065c8c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Sleep Inn & Suites Niantic North

[](https://www.expedia.ca/Niantic-Hotels-Sleep-Inn-Suites-Niantic.h851700.Hotel-Information)

Niantic

8.4/10

Very good

(1003)

"The room was clean and perfect for a nights stay"

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

joshua

CA $105

CA $121 total

includes taxes & fees

Dec 29 - Dec 30

[](https://www.expedia.ca/Niantic-Hotels-Sleep-Inn-Suites-Niantic.h851700.Hotel-Information)

![Ocean View 2 Queens](https://images.trvl-media.com/lodging/114000000/113580000/113578500/113578409/6944012d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/114000000/113580000/113578500/113578409/c614d2a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![El Presidente | View from room](https://images.trvl-media.com/lodging/114000000/113580000/113578500/113578409/0404b0d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![View from room](https://images.trvl-media.com/lodging/114000000/113580000/113578500/113578409/69b11154.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Offshore Montauk

[](https://www.expedia.ca/Montauk-Hotels-The-Offshore.h113578409.Hotel-Information)

Montauk

9.4/10

Exceptional

(79)

"Nice decoration, clean amenities, good stay"

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

weihao

CA $160

CA $261 total

includes taxes & fees

Jan 4 - Jan 5, 2026

[](https://www.expedia.ca/Montauk-Hotels-The-Offshore.h113578409.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)

![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)

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

### Pier Blue Inn Old Saybrook - Essex

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

Saybrook Manor

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

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

![Exterior](https://images.trvl-media.com/lodging/2000000/1210000/1209400/1209378/1ec18076.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/2000000/1210000/1209400/1209378/1ef9d54f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite, 2 Bedrooms | View from room](https://images.trvl-media.com/lodging/2000000/1210000/1209400/1209378/79675399.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/2000000/1210000/1209400/1209378/f4c87c86.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Madison Beach Hotel

[](https://www.expedia.ca/Madison-Hotels-Madison-Beach-Hotel.h1209378.Hotel-Information)

Madison Center

9.4/10

Exceptional

(339)

"The Spa was wonderful and the staff was attentive and helpful. "

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

Emma

CA $338

CA $389 total

includes taxes & fees

Jan 1 - Jan 2, 2026

[](https://www.expedia.ca/Madison-Hotels-Madison-Beach-Hotel.h1209378.Hotel-Information)

![Lobby](https://images.trvl-media.com/lodging/10000000/9520000/9517100/9517042/d736f3ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Desk, laptop workspace, iron/ironing board, free cribs/infant beds](https://images.trvl-media.com/lodging/10000000/9520000/9517100/9517042/708b4a67.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Desk, laptop workspace, iron/ironing board, free cribs/infant beds](https://images.trvl-media.com/lodging/10000000/9520000/9517100/9517042/9ae1dd64.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/10000000/9520000/9517100/9517042/3bed0df8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Best Western Niantic - New London/Mystic Area

[](https://www.expedia.ca/Niantic-Hotels-Best-Western-Niantic-Inn.h9517042.Hotel-Information)

Niantic

9.0/10

Wonderful

(448)

"Easy check in and check out, comfortable bed, clean"

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

Eric

CA $127

CA $146 total

includes taxes & fees

Dec 15 - Dec 16

[](https://www.expedia.ca/Niantic-Hotels-Best-Western-Niantic-Inn.h9517042.Hotel-Information)

![Lobby lounge](https://images.trvl-media.com/lodging/44000000/43540000/43532300/43532300/2c9cc7e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby lounge](https://images.trvl-media.com/lodging/44000000/43540000/43532300/43532300/717b3774.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![View from room](https://images.trvl-media.com/lodging/44000000/43540000/43532300/43532300/7ebc6d88.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![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)

### The Harbor Front Inn

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

Greenport

8.8/10

Excellent

(546)

"Awesome stay!!! Great Location "

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

Bryan

CA $181

CA $274 total

includes taxes & fees

Dec 25 - Dec 26

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

![Deluxe Double Room, 1 King Bed, City View](https://images.trvl-media.com/lodging/107000000/106840000/106830300/106830297/96395fe6.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)

![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)

### Hampton Bays Hotel on Main

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

Hampton Bays

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

CA $167

CA $190 total

includes taxes & fees

Dec 13 - Dec 14

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

![Reception](https://images.trvl-media.com/lodging/22000000/21830000/21825900/21825843/6a60f683.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/22000000/21830000/21825900/21825843/1f765cec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exclusive Suite, 1 King Bed](https://images.trvl-media.com/lodging/22000000/21830000/21825900/21825843/4f1bdda5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Flat-screen TV](https://images.trvl-media.com/lodging/22000000/21830000/21825900/21825843/e64d0e78.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Preston House & Hotel

[](https://www.expedia.ca/Riverhead-Hotels-The-Preston-House-Hotel.h21825843.Hotel-Information)

Riverhead

9.8/10

Exceptional

(372)

"Staff was amazing, include the restaurants’ staff! 2nd time staying there, will be back for many more!"

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

Nakia

CA $178

CA $204 total

includes taxes & fees

Jan 12 - Jan 13, 2026

[](https://www.expedia.ca/Riverhead-Hotels-The-Preston-House-Hotel.h21825843.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)

![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/10000/4000/3988/be26a516.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Quality Inn Old Saybrook - Westbrook

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

Old Saybrook

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 $139

CA $160 total

includes taxes & fees

Jan 8 - Jan 9, 2026

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

![Private Suite, 1 King Bed, Non Smoking (Private Suite - Adults Only)](https://images.trvl-media.com/lodging/16000000/15630000/15622100/15622089/d6ac52f8.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/16000000/15630000/15622100/15622089/8dd4e80f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Zey Hotel

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

Greenport

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)

![Sport court](https://images.trvl-media.com/lodging/1000000/450000/447900/447803/ad346ab6.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)

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

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

### The Atlantic Hotel

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

Southampton

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

CA $160

CA $217 total

includes taxes & fees

Dec 13 - Dec 14

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

![View from room](https://images.trvl-media.com/lodging/17000000/16550000/16544700/16544673/77f9f5ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/17000000/16550000/16544700/16544673/a44e62eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Seasonal outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/17000000/16550000/16544700/16544673/3dd8b9b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby lounge](https://images.trvl-media.com/lodging/17000000/16550000/16544700/16544673/2fdf39bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hero Beach Club

[](https://www.expedia.ca/Montauk-Hotels-Hero-Beach-Club.h16544673.Hotel-Information)

Montauk

9.0/10

Wonderful

(202)

"Great weekend trip "

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

Timothy

CA $197

CA $365 total

includes taxes & fees

Dec 18 - Dec 19

[](https://www.expedia.ca/Montauk-Hotels-Hero-Beach-Club.h16544673.Hotel-Information)

![BBQ/picnic area](https://images.trvl-media.com/lodging/5000000/4260000/4258100/4258052/df127760.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Sports facility](https://images.trvl-media.com/lodging/5000000/4260000/4258100/4258052/003f8776.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Restaurant](https://images.trvl-media.com/lodging/5000000/4260000/4258100/4258052/9b1283d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/5000000/4260000/4258100/4258052/6a538e4d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hyatt Place Long Island East End

[](https://www.expedia.ca/Riverhead-Hotels-Hyatt-Place-Long-Island-East-End.h4258052.Hotel-Information)

Riverhead

9.2/10

Wonderful

(1001)

"Our room had a great view of the river and marina. we also loved the seating area in the room. Very comfortable"

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

Helen

CA $172

CA $197 total

includes taxes & fees

Jan 5 - Jan 6, 2026

[](https://www.expedia.ca/Riverhead-Hotels-Hyatt-Place-Long-Island-East-End.h4258052.Hotel-Information)

![Resort view](https://images.trvl-media.com/lodging/16000000/15280000/15273200/15273178/7aeccb7c.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)

![Exterior](https://images.trvl-media.com/lodging/16000000/15280000/15273200/15273178/8a4a605e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Room, 1 King Bed](https://images.trvl-media.com/lodging/16000000/15280000/15273200/15273178/ac1b5094.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Sound View Greenport

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

Greenport

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 $233

CA $334 total

includes taxes & fees

Jan 11 - Jan 12, 2026

[](https://www.expedia.ca/Greenport-Hotels-Sound-View-Greenport.h15273178.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=2025-12-26&endDate=2025-12-27&regionId=183716&adults=2&sort=RECOMMENDED&openPlayBack=true)

![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg)

Save an average of 15% on thousands of hotels when you're signed in

[Sign in

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Sign up, it's free

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## Where to stay in Shelter Island Heights

Find the best Shelter Island Heights areas and neighborhoods for the activities you enjoy most. 

- The Heights
- Hay Beach

[](https://www.expedia.ca/Hotel-Search?pwaOverlay=map&regionId=553248635976473534)

![The Heights map](https://maps.googleapis.com/maps/api/staticmap?&size=289x340&map_id=c017d89749dc74ad&markers=icon:%7C&path=enc:%7DluyF%7EvtxLuY%7DE%7BEDuQaKkCsFaUyLyCo%5C%60FaLzCdARtIrLeDaAgH%60KkHdd%40%7BGfM%7CnAcCtU&key=AIzaSyAoVHdVOa5-BDRxGhFoAHYIHPst1T09Jo0&signature=JsPhkABl3YDfd1yoYTNai42Aa70=)

### The Heights

If you're spending some time in The Heights, Sunset Beach and Shelter Island Country Club are top sights worth seeing. 

[See properties](https://www.expedia.ca/Hotel-Search?regionId=553248635976473534)

[](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)

## Learn more about Shelter Island Heights

Victorian homes line the streets of this charming hamlet where you can rent bikes to explore the island's quiet beaches. Reserve a table at one of the waterfront restaurants for sunset views or take the short ferry to Greenport for more dining options.

[See all hotels in Shelter Island Heights](https://www.expedia.ca/Hotel-Search?startDate=2025-12-26&endDate=2025-12-27&adults=2&regionId=183716)

![View of Dering Harbor](https://images.trvl-media.com/place/157359/8df1734b-1204-4cc5-a5a0-67f90d8a76a3.jpg?impolicy=fcrop&w=650&h=652&p=1&q=high)

Photo by Brian V. Rowe

### Stay near popular Shelter Island Heights attractions

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

#### Sunset Beach

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

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

[](https://expedia.ca/Crescent-Beach-Hotels.0-l553248621554204758-0.Travel-Guide-Filter-Hotels)

#### Crescent Beach

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

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

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

#### Shelter Island Country Club

Enjoy a round of golf in Shelter Island Heights at Shelter Island Country Club. Stroll along the beaches or discover the area's sunsets. 

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

[](https://expedia.ca/Sylvester-Manor-Hotels.0-l6282169-0.Travel-Guide-Filter-Hotels)

#### Sylvester Manor

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

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

[](https://expedia.ca/Menhadden-Lane-Beach-Hotels.0-l553248621554204760-0.Travel-Guide-Filter-Hotels)

#### Menhadden Lane Beach

Why not spend a carefree afternoon at Menhadden Lane Beach during your travels in Shelter Island Heights? 

[See properties](https://expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=553248621554204760)

## More cheap stays in Shelter Island Heights

![Motel 6 Niantic, CT - New London](https://images.trvl-media.com/lodging/2000000/1040000/1039700/1039681/0c062ad1_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Motel 6 Niantic, CT - New London

269 Flanders Rd Niantic CT

CA $88

CA $101 total

Dec 15 - Dec 16

includes taxes & fees

6.8/10 (1,000 reviews)

[](https://expedia.ca/Niantic-Hotels-Motel-6-Niantic.h1039681.Hotel-Information)

![Best Western Niantic - New London/Mystic Area](https://images.trvl-media.com/lodging/10000000/9520000/9517100/9517042/w3834h2560x6y0-25f93ce9_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Best Western Niantic - New London/Mystic Area

265 Flanders Road Niantic CT

CA $127

CA $146 total

Dec 15 - Dec 16

includes taxes & fees

9/10 Wonderful! (447 reviews)

[](https://expedia.ca/Niantic-Hotels-Best-Western-Niantic-Inn.h9517042.Hotel-Information)

![Quality Inn Old Saybrook - Westbrook](https://images.trvl-media.com/lodging/1000000/10000/4000/3988/228c4607_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Quality Inn Old Saybrook - Westbrook

100 Essex Rd Old Saybrook CT

CA $139

CA $160 total

Jan 8 - Jan 9, 2026

includes taxes & fees

7.6/10 Good! (1,001 reviews)

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

![The Bentley Hotel Southampton](https://images.trvl-media.com/lodging/54000000/53970000/53963000/53962986/60534d98_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### The Bentley Hotel Southampton

161 Hills Station Rd Southampton NY

CA $156

CA $180 total

Dec 14 - Dec 15

includes taxes & fees

9.4/10 Exceptional! (391 reviews)

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

![The Atlantic Hotel](https://images.trvl-media.com/lodging/1000000/450000/447900/447803/0c137ed2_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### The Atlantic Hotel

1655 County Road 39 Southampton NY

CA $160

CA $217 total

Dec 13 - Dec 14

includes taxes & fees

7/10 Good! (974 reviews)

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

![Pier Blue Inn Old Saybrook - Essex](https://images.trvl-media.com/lodging/1000000/20000/12200/12143/a912ee6f_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Pier Blue Inn Old Saybrook - Essex

1430 Boston Post Rd Old Saybrook CT

[Get rates](https://expedia.ca/Hotel-Search?startDate=26%2F12%2F2025&endDate=27%2F12%2F2025&selected=12143&PinnedHotelID=12143&HadPinnedHotel=true&regionId=183716)

7.8/10 Good! (1,000 reviews)

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

## Hotels in Shelter Island Heights with star-rating

![5 Star Hotels](https://images.trvl-media.com/lodging/1000000/30000/25600/25559/c6e0103a_z.jpg)

5 Star Hotels

2 properties

[](https://expedia.ca/5Star-Shelter-Island-Heights-Hotels.s50-0-d183716.Travel-Guide-Filter-Hotels)

![4 Star Hotels](https://images.trvl-media.com/lodging/1000000/30000/23700/23677/6ae928dd_z.jpg)

4 Star Hotels

60 properties

[](https://expedia.ca/4Star-Shelter-Island-Heights-Hotels.s40-0-d183716.Travel-Guide-Filter-Hotels)

![3 Star Hotels](https://images.trvl-media.com/lodging/20000000/19690000/19681400/19681371/84fffc75_z.jpg)

3 Star Hotels

275 properties

[](https://expedia.ca/3Star-Shelter-Island-Heights-Hotels.s30-0-d183716.Travel-Guide-Filter-Hotels)

![2 Star Hotels](https://images.trvl-media.com/lodging/92000000/91830000/91828000/91827910/6717a2ac_z.jpg)

2 Star Hotels

236 properties

[](https://expedia.ca/2Star-Shelter-Island-Heights-Hotels.s20-0-d183716.Travel-Guide-Filter-Hotels)

## Recent reviews of Shelter Island Heights hotels

![Offshore Montauk](https://images.trvl-media.com/lodging/114000000/113580000/113578500/113578409/6944012d_y.jpg)

### Offshore Montauk

5/5 Excellent

"Excellent views. Quiet and calm "

A verified traveller stayed at Offshore Montauk

Posted 1 day ago

[](https://expedia.ca/Montauk-Hotels-The-Offshore.h113578409.Hotel-Information)

![Best Western Niantic - New London/Mystic Area](https://images.trvl-media.com/lodging/10000000/9520000/9517100/9517042/w3834h2560x6y0-25f93ce9_y.jpg)

### Best Western Niantic - New London/Mystic Area

5/5 Excellent

"Clean, quiet, and staff was super professional. "

A verified traveller stayed at Best Western Niantic - New London/Mystic Area

Posted 3 days ago

[](https://expedia.ca/Niantic-Hotels-Best-Western-Niantic-Inn.h9517042.Hotel-Information)

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

### Saybrook Point Resort & Marina

5/5 Excellent

"My stay with Saybrook Point Resort & Marina was amazing. Clean room, amazing staff and amenities! I plan to return again!"

A verified traveller stayed at Saybrook Point Resort & Marina

Posted 4 days ago

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

5/5 Excellent

"EVERYTHING about our stay at Gurneys was wonderful. The staff was outstanding and so accommodating. The room was beautiful looking out at the ocean. We have decided to make a family tradition to go to stay."

A verified traveller stayed at Gurney's Montauk Resort & Seawater Spa

Posted 4 days ago

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

![Sleep Inn & Suites Niantic North](https://images.trvl-media.com/lodging/1000000/860000/851700/851700/cf19af3a_y.jpg)

### Sleep Inn & Suites Niantic North

5/5 Excellent

"Very clean room Did not have the breakfast as we left prior to it starting. Would stay there again "

A verified traveller stayed at Sleep Inn & Suites Niantic North

Posted 5 days ago

[](https://expedia.ca/Niantic-Hotels-Sleep-Inn-Suites-Niantic.h851700.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

5/5 Excellent

"The staff couldn’t have been nicer! Courteous and caring. The room was immaculate with all necessary amenities. Somewhat dated but not shabby. Very close to town. Parking was ample and right outside my door! I attended a concert at the Kate and did not want to drive an hour home late that evening, so this was perfect for me. Much more reasonable than the other places in the area. Depends on what you’re looking for. Won’t hesitate to come back again!"

A verified traveller stayed at Pier Blue Inn Old Saybrook - Essex

Posted 5 days ago

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

5/5 Excellent

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

A verified traveller stayed at Water's Edge Resort & Spa

Posted 5 days ago

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

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

### The Bentley Hotel Southampton

5/5 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."

A verified traveller stayed at The Bentley Hotel Southampton

Posted 6 days ago

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

![Montauk Manor](https://images.trvl-media.com/lodging/13000000/12700000/12694100/12694044/96463a2a_y.jpg)

### Montauk Manor

5/5 Excellent

"Great ambience. Very kind and friendly service. Wonderful luxe suite. Very homey and cozy. I really enjoyed my stay here. Just lovely. "

A verified traveller stayed at Montauk Manor

Posted 12 days ago

[](https://expedia.ca/Montauk-Hotels-Montauk-Manor.h12694044.Hotel-Information)

## Frequently asked questions

### What is the best area to stay in Shelter Island Heights?

> For couples looking for a romantic getaway, Shelter Island Heights is particularly enchanting. The area features quaint bed-and-breakfasts and intimate waterfront dining options where you can relish fresh seafood while watching the sunset. The peaceful ambiance creates an ideal setting for creating special memories together.
> 
>   
> Families will also find Shelter Island Heights appealing, as it offers a range of outdoor activities. From kayaking and biking to picnicking in the local parks, there's plenty to keep everyone entertained. The nearby beaches provide a safe and enjoyable environment for children to play and explore, ensuring a delightful family holiday.

### What are the best hotels in Shelter Island Heights that travellers recommend?

> For families or groups looking for a little more action, [The Pridwin Hotel](https://www.expedia.ca/Shelter-Island-Heights-Hotels-The-Pridwin-Hotel.h6473437.Hotel-Information) stands out with an impressive rating of 9.6\. This hotel offers a plethora of amenities, including a private beach, a seasonal outdoor pool, and even billiards for some friendly competition. The poolside bar is a favorite among parents looking to unwind while keeping an eye on the kids. With wedding services available, it's also an ideal spot for families celebrating special occasions or reunions.
> 
>   
> If you're seeking a cozy and budget-friendly option, the [West Neck Guesthouse](https://www.expedia.ca/Shelter-Island-Heights-Hotels-West-Neck-Guesthouse.h18632615.Hotel-Information), rated 8.0, provides a friendly setting with essential comforts like air conditioning and premium bedding. The outdoor pool, which is accessible, allows for refreshing dips on warm days, making it a great choice for families wanting a laid-back experience without sacrificing quality.

### What are the best family hotels in Shelter Island Heights?

> For those who prefer a cozier atmosphere, [The Chequit](https://www.expedia.ca/Shelter-Island-Heights-Hotels-The-Chequit.h67569836.Hotel-Information), rated 8.8 by guests, offers the convenience of connecting rooms, allowing families to stay close together while enjoying their own space. This property is superb for families seeking a blend of comfort and accessibility, providing a pleasant retreat after a day of adventures.
> 
>   
> If you're looking for a more laid-back vibe, [West Neck Guesthouse](https://www.expedia.ca/Shelter-Island-Heights-Hotels-West-Neck-Guesthouse.h18632615.Hotel-Information), with a traveller rating of 8.0, features a pool and kitchenettes in the rooms, ideal for families who enjoy preparing their own meals or snacks. The serene garden setting provides a tranquil space for relaxation after a day of exploring the area. Find more [child-friendly accommodations in Shelter Island Heights](https://www.expedia.ca/Shelter-Island-Heights-Hotels-Family-Hotel.0-0-d183716-tFamilyHotel.Travel-Guide-Filter-Hotels).

### What are the best spa hotels in Shelter Island Heights?

### What hotels in Shelter Island Heights offer free breakfast?

### What are the top pet-friendly hotels in Shelter Island Heights?

> For those seeking another pet-friendly option, [The Chequit](https://www.expedia.ca/Shelter-Island-Heights-Hotels-The-Chequit.h67569836.Hotel-Information) may be just the ticket. Rated 8.8 by guests, this charming hotel not only welcomes pets but also features premium bedding and Frette Italian sheets for ultimate comfort. Its proximity to nearby beaches makes it a delightful spot for families and couples alike, allowing for both relaxation and adventure in a picturesque setting. See more [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).

### What are the best budget hotels in Shelter Island Heights?

> Another budget-friendly option is the [West Neck Guesthouse](https://www.expedia.ca/Shelter-Island-Heights-Hotels-West-Neck-Guesthouse.h18632615.Hotel-Information), which has a cozy atmosphere and a respectable review score of 8.0\. This property provides a complimentary continental breakfast to kickstart your day, while the outdoor seasonal pool invites relaxation during warmer months. Additionally, the onsite bicycles available for guests encourage exploration of the picturesque surroundings, making it an ideal retreat for couples or those seeking a peaceful getaway. View all [budget hotels in Shelter Island Heights](https://www.expedia.ca/Shelter-Island-Heights-Hotels-Cheap-Hotels.0-0-d183716-tCheapHotels.Travel-Guide-Filter-Hotels).

### When is the best time to go to Shelter Island Heights?

> As you plan your getaway, keep in mind that July is vibrant with various local festivals and outdoor events that cater to families, couples, and solo travellers alike. The lively atmosphere, combined with long sunny days, makes it an excellent time for sightseeing and engaging in water sports. Popular attractions, such as the island's quaint shops and restaurants, may be bustling, providing a lively backdrop for your adventures.
> 
>   
> For those seeking a more tranquil experience, consider visiting in June. The weather is still inviting, with average temperatures around 23°C, yet you might find that popular spots are less crowded, allowing for a more relaxed exploration of the island's natural beauty. June also offers the chance to enjoy the early summer blooms in local gardens and parks, enhancing your experience with vibrant colours.

### Can I cancel my hotel reservation on Expedia?

### How can I save on a Shelter Island Heights hotel booking with Expedia?

### How much is the nightly rate at a Shelter Island Heights hotel?

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