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

  

[Vacation Rentals in Shelter Island Heights](https://expedia.ca/Shelter-Island-Heights-Vacation-Rentals.d183716.Travel-Guide-VacationRentals)[Things to do in Shelter Island Heights](https://expedia.ca/Things-To-Do-In-Shelter-Island-Heights.d183716.Travel-Guide-Activities)[The Heights Car Rentals](https://expedia.ca/Car-Rentals-In-The-Heights.d553248635976473534.Car-Rental-Guide)[The Heights Vacations](https://expedia.ca/The-Heights.d553248635976473534.Destination-Travel-Guides)

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# Hotels in The Heights, Shelter Island Heights

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## Go beyond your typical stay in The Heights

Family friendly

[](https://www.expedia.ca/Hotel-Search?destination=The+Heights%2C+Shelter+Island+Heights%2C+New+York%2C+United+States+of+America&regionId=553248635976473534&latLong=41.080394%2C-72.35657&adults=2&startDate=2025-11-08&d1=2025-11-08&endDate=2025-11-10&d2=2025-11-10&travelerType=family_friendly)

Spa

[](https://www.expedia.ca/Hotel-Search?destination=The+Heights%2C+Shelter+Island+Heights%2C+New+York%2C+United+States+of+America&regionId=553248635976473534&latLong=41.080394%2C-72.35657&adults=2&startDate=2025-11-08&d1=2025-11-08&endDate=2025-11-10&d2=2025-11-10&amenities=SPA_ON_SITE)

Ocean view

[](https://www.expedia.ca/Hotel-Search?destination=The+Heights%2C+Shelter+Island+Heights%2C+New+York%2C+United+States+of+America&regionId=553248635976473534&latLong=41.080394%2C-72.35657&adults=2&startDate=2025-11-08&d1=2025-11-08&endDate=2025-11-10&d2=2025-11-10&amenities=OCEAN_VIEW)

Pool

[](https://www.expedia.ca/Hotel-Search?destination=The+Heights%2C+Shelter+Island+Heights%2C+New+York%2C+United+States+of+America&regionId=553248635976473534&latLong=41.080394%2C-72.35657&adults=2&startDate=2025-11-08&d1=2025-11-08&endDate=2025-11-10&d2=2025-11-10&amenities=POOL)

Hot tub

[](https://www.expedia.ca/Hotel-Search?destination=The+Heights%2C+Shelter+Island+Heights%2C+New+York%2C+United+States+of+America&regionId=553248635976473534&latLong=41.080394%2C-72.35657&adults=2&startDate=2025-11-08&d1=2025-11-08&endDate=2025-11-10&d2=2025-11-10&amenities=HOT_TUB)

Apart­ment

[](https://www.expedia.ca/Hotel-Search?destination=The+Heights%2C+Shelter+Island+Heights%2C+New+York%2C+United+States+of+America&regionId=553248635976473534&latLong=41.080394%2C-72.35657&adults=2&startDate=2025-11-08&d1=2025-11-08&endDate=2025-11-10&d2=2025-11-10&lodging=APARTMENT)

Pet friendly

[](https://www.expedia.ca/Hotel-Search?destination=The+Heights%2C+Shelter+Island+Heights%2C+New+York%2C+United+States+of+America&regionId=553248635976473534&latLong=41.080394%2C-72.35657&adults=2&startDate=2025-11-08&d1=2025-11-08&endDate=2025-11-10&d2=2025-11-10&amenities=PETS)

Cottage

[](https://www.expedia.ca/Hotel-Search?destination=The+Heights%2C+Shelter+Island+Heights%2C+New+York%2C+United+States+of+America&regionId=553248635976473534&latLong=41.080394%2C-72.35657&adults=2&startDate=2025-11-08&d1=2025-11-08&endDate=2025-11-10&d2=2025-11-10&lodging=COTTAGE)

Waterpark

[](https://www.expedia.ca/Hotel-Search?destination=The+Heights%2C+Shelter+Island+Heights%2C+New+York%2C+United+States+of+America&regionId=553248635976473534&latLong=41.080394%2C-72.35657&adults=2&startDate=2025-11-08&d1=2025-11-08&endDate=2025-11-10&d2=2025-11-10&amenities=WATER_PARK)

## Check prices for these dates

Tonight

[Oct 25 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=553248635976473534&startDate=2025-10-25&endDate=2025-10-26&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Oct 26 - Oct 27](https://www.expedia.ca/Hotel-Search?regionId=553248635976473534&startDate=2025-10-26&endDate=2025-10-27&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=553248635976473534&startDate=2025-10-31&endDate=2025-11-02&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two weeks

[Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=553248635976473534&startDate=2025-11-07&endDate=2025-11-09&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Recommended

Price (low to high)

Distance

Star rating

## The Heights hotels and places to stay

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

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

![View from room](https://images.trvl-media.com/lodging/68000000/67570000/67569900/67569836/620f075e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

### The Chequit

The Heights

9.0/10

Wonderful

(37)

"A cozy room with great pillows and quiet. Perfect little place. "

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

Neal

CA $527

CA $603 total

includes taxes & fees

Oct 29 - Oct 30

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

![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)

![Lake](https://images.trvl-media.com/lodging/13000000/12620000/12611000/12610909/8cc5044d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### House on Chase Creek

The Heights

9.4/10

Exceptional

(77)

" 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 $259

CA $296 total

includes taxes & fees

Nov 3 - Nov 4

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

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

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

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

22.6 km from The Heights

9.4/10

Exceptional

(1003)

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

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

Natalie

CA $336

CA $422 total

includes taxes & fees

Nov 6 - Nov 7

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

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

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

![Miscellaneous](https://images.trvl-media.com/lodging/1000000/20000/12200/12143/72f65e39.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

23.3 km from The Heights

8.0/10

Very good

(1002)

"Staff was incredibly communicative, kind, and patient. Definitely recommend and we would stay again!"

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

Laura

CA $111

CA $128 total

includes taxes & fees

Oct 30 - Oct 31

[](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)

![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)

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

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

### Hampton Bays Hotel on Main

26.5 km from The Heights

7.0/10

Good

(65)

"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 $161

CA $185 total

includes taxes & fees

Nov 25 - Nov 26

[](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)

![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)

![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)

### Water's Edge Resort & Spa

23.3 km from The Heights

8.8/10

Excellent

(1010)

"We love the stay everything was perfect"

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

angelica

CA $304

CA $374 total

includes taxes & fees

Nov 25 - Nov 26

[](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)

![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)

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

### Quality Inn Old Saybrook - Westbrook

26.5 km from The Heights

7.8/10

Good

(1003)

"Breakfast was bomb"

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

Jostiena

CA $131

CA $150 total

includes taxes & fees

Nov 2 - Nov 3

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

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

![Exterior](https://images.trvl-media.com/lodging/1000000/450000/447900/447803/w2880h1079x0y0-f10fe240.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)

### The Atlantic Hotel

22.1 km from The Heights

7.2/10

Good

(958)

"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 $125

CA $177 total

includes taxes & fees

Oct 26 - Oct 27

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

![Exterior](https://images.trvl-media.com/lodging/2000000/1210000/1209400/1209378/18df186b.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)

![Lunch, dinner, brunch served; American cuisine, beach views ](https://images.trvl-media.com/lodging/2000000/1210000/1209400/1209378/a4958436.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite, 2 Bedrooms](https://images.trvl-media.com/lodging/2000000/1210000/1209400/1209378/b8f87b0c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Madison Beach Hotel

29.8 km from The Heights

9.4/10

Exceptional

(324)

"the staff was exceptional and our dinner was very good"

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

john

CA $343

CA $395 total

includes taxes & fees

Nov 13 - Nov 14

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

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

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

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

![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

2.4 km from The Heights

8.8/10

Excellent

(524)

"Great location ,beautiful hotel,nice staff"

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

ROBERT

CA $237

CA $339 total

includes taxes & fees

Nov 24 - Nov 25

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

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

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

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

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

### Zey Hotel

2.7 km from The Heights

9.2/10

Wonderful

(280)

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

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

Alexandra

CA $368

CA $421 total

includes taxes & fees

Oct 26 - Oct 27

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

![View from property](https://images.trvl-media.com/lodging/10000000/9390000/9388200/9388116/ae918eba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Balcony](https://images.trvl-media.com/lodging/10000000/9390000/9388200/9388116/7454864c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Sport court](https://images.trvl-media.com/lodging/10000000/9390000/9388200/9388116/20fb5209.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Individually decorated, individually furnished, iron/ironing board](https://images.trvl-media.com/lodging/10000000/9390000/9388200/9388116/98ce732d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Ocean Vista Resort

28.4 km from The Heights

9.0/10

Wonderful

(198)

"Such a beautiful place to stay. Pam at the front was so nice and welcoming. The room was clean it was quiet and everyone was friendly. Love that it has a private beach! Would 10/10 recommend it and deff will be going back."

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

kayla c

CA $188

CA $214 total

includes taxes & fees

Oct 26 - Oct 27

[](https://www.expedia.ca/Amagansett-Hotels-Ocean-Vista-Resort.h9388116.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)

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

![Exterior](https://images.trvl-media.com/lodging/20000000/19720000/19716000/19715959/e70cf1f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

### The Hampton Maid

24.7 km from The Heights

9.0/10

Wonderful

(673)

"Love this place "

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

Diane

CA $263

CA $301 total

includes taxes & fees

Nov 3 - Nov 4

[](https://www.expedia.ca/Hampton-Bays-Hotels-Hampton-Maid-Motel.h19715959.Hotel-Information)

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

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

![Private beach nearby, beach towels](https://images.trvl-media.com/lodging/2000000/1220000/1210400/1210398/8a104c05.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

23.1 km from The Heights

8.6/10

Excellent

(432)

"A solid inexpensive stay in the Hamptons. Staff are very accommodating, they helped guide us when there was an upcoming storm. Room was comfortable and clean. "

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

Michelle

CA $150

CA $194 total

includes taxes & fees

Nov 2 - Nov 3

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

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

![Exterior](https://images.trvl-media.com/lodging/4000000/3010000/3004600/3004551/7e8d204d.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)

### Liberty Inn

25.8 km from The Heights

7.4/10

Good

(635)

"Quiet, clean, comfy. Bit dated but tucked away and close to private beach! "

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

Kimberly A

CA $102

CA $118 total

includes taxes & fees

Nov 2 - Nov 3

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

![Apartment, 2 Bedrooms | Private kitchen](https://images.trvl-media.com/lodging/11000000/10220000/10211600/10211593/4e100a77.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/11000000/10220000/10211600/10211593/6142ad8a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/11000000/10220000/10211600/10211593/ae2cccbf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/11000000/10220000/10211600/10211593/a37c2d73.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hampton's Vacation Inn

27.6 km from The Heights

9.0/10

Wonderful

(321)

"A great Hampton location that's less than a thirty minutes drive from Coopers Beach and South Hampton main street."

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

Maggie

CA $189

CA $216 total

includes taxes & fees

Oct 26 - Oct 27

[](https://www.expedia.ca/Hampton-Bays-Hotels-Bowens-By-The-Bays.h10211593.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

23.3 km from The Heights

7.2/10

Good

(456)

"the so-called breakfast was absolute minimum only thing available was make your own waffle"

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

Brian

CA $100

CA $115 total

includes taxes & fees

Nov 2 - Nov 3

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

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

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

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

### Sag Harbor Inn

10 km from The Heights

9.4/10

Exceptional

(559)

"Staff was extremely friendly. Continental breakfast with great options. Location was walkable to downtown area. Will definitely stay here the next time I visit Sag Harbor. "

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

Quinton

CA $263

CA $301 total

includes taxes & fees

Nov 16 - Nov 17

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

![Studio Unit Upper Oceanfront 'San Remo'  | Terrace/patio](https://images.trvl-media.com/lodging/6000000/5240000/5232900/5232838/5e6d6769.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite, 1 Bedroom, Kitchen, Ocean View | Private kitchen](https://images.trvl-media.com/lodging/6000000/5240000/5232900/5232838/0c1795de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lower 2 Bedroom 2 Bath Corner Oceanfront | Living area](https://images.trvl-media.com/lodging/6000000/5240000/5232900/5232838/5d8554d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite, 3 Bedrooms, 2 Bathrooms, Ocean View | Living area](https://images.trvl-media.com/lodging/6000000/5240000/5232900/5232838/4119983f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Sea Crest Resort

28.5 km from The Heights

9.2/10

Wonderful

(497)

"Perfect location!"

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

Bernadette

CA $240

CA $305 total

includes taxes & fees

Nov 9 - Nov 10

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

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

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

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

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

### Sound View Greenport

3.8 km from The Heights

8.4/10

Very good

(581)

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

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

Sabrina

CA $282

CA $391 total

includes taxes & fees

Nov 9 - Nov 10

[](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=2025-11-08&endDate=2025-11-09&regionId=553248635976473534&adults=2&sort=RECOMMENDED&openPlayBack=true)

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

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## Hotels in The Heights 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)

![Property entrance](https://images.trvl-media.com/lodging/16000000/15250000/15241400/15241380/509e7634.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)

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

### Shorewood Inn

24.5 km from The Heights

-   Breakfast included
    

8.6/10

Excellent

(701)

CA $130

CA $149 total

includes taxes & fees

Oct 26 - Oct 27

[](https://www.expedia.ca/Hotel-Search?startDate=2025-10-26&endDate=2025-10-27&selected=15241380&PinnedHotelID=15241380&HadPinnedHotel=true&regionId=553248635976473534&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)

![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)

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

### Quality Inn Old Saybrook - Westbrook

26.5 km from The Heights

-   Breakfast included
    

7.8/10

Good

(1003)

CA $131

CA $150 total

includes taxes & fees

Nov 2 - Nov 3

[](https://www.expedia.ca/Hotel-Search?startDate=2025-11-02&endDate=2025-11-03&selected=3988&PinnedHotelID=3988&HadPinnedHotel=true&regionId=553248635976473534&adults=2&mealPlan=FREE_BREAKFAST&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)

![Lobby lounge](https://images.trvl-media.com/lodging/44000000/43540000/43532300/43532300/4e8534b4.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

2.4 km from The Heights

-   Breakfast included
    

8.8/10

Excellent

(524)

CA $237

CA $339 total

includes taxes & fees

Nov 24 - Nov 25

[](https://www.expedia.ca/Hotel-Search?startDate=2025-11-24&endDate=2025-11-25&selected=43532300&PinnedHotelID=43532300&HadPinnedHotel=true&regionId=553248635976473534&adults=2&mealPlan=FREE_BREAKFAST&openPlayBack=true)

![Terrace/patio](https://images.trvl-media.com/lodging/54000000/53970000/53963000/53962986/60534d98.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![55-inch Smart TV with cable channels, TV](https://images.trvl-media.com/lodging/54000000/53970000/53963000/53962986/cbe6e5e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, premium bedding, down comforters, in-room safe](https://images.trvl-media.com/lodging/54000000/53970000/53963000/53962986/ec2d268d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, premium bedding, down comforters, in-room safe](https://images.trvl-media.com/lodging/54000000/53970000/53963000/53962986/1bfd9996.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Bentley Hotel Southampton

22.6 km from The Heights

-   Breakfast included
    

9.6/10

Exceptional

(361)

CA $210

CA $240 total

includes taxes & fees

Nov 2 - Nov 3

[](https://www.expedia.ca/Hotel-Search?startDate=2025-11-02&endDate=2025-11-03&selected=53962986&PinnedHotelID=53962986&HadPinnedHotel=true&regionId=553248635976473534&adults=2&mealPlan=FREE_BREAKFAST&openPlayBack=true)

![Suite, Balcony | View from room](https://images.trvl-media.com/lodging/10000000/9340000/9337100/9337066/48143ae8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Children's play area - outdoor](https://images.trvl-media.com/lodging/10000000/9340000/9337100/9337066/61dd3b27.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![On the beach, sun loungers, beach umbrellas, beach towels](https://images.trvl-media.com/lodging/10000000/9340000/9337100/9337066/84656cf9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Seasonal outdoor pool](https://images.trvl-media.com/lodging/10000000/9340000/9337100/9337066/c4314d53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Ocean View Terrace Inn

24.7 km from The Heights

-   Breakfast included
    

8.4/10

Very good

(119)

CA $201

CA $314 total

includes taxes & fees

Oct 26 - Oct 27

[](https://www.expedia.ca/Hotel-Search?startDate=2025-10-26&endDate=2025-10-27&selected=9337066&PinnedHotelID=9337066&HadPinnedHotel=true&regionId=553248635976473534&adults=2&mealPlan=FREE_BREAKFAST&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)

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

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

### Sag Harbor Inn

10 km from The Heights

-   Breakfast included
    

9.4/10

Exceptional

(559)

CA $263

CA $301 total

includes taxes & fees

Nov 16 - Nov 17

[](https://www.expedia.ca/Hotel-Search?startDate=2025-11-16&endDate=2025-11-17&selected=26497858&PinnedHotelID=26497858&HadPinnedHotel=true&regionId=553248635976473534&adults=2&mealPlan=FREE_BREAKFAST&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)

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

![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)

### Mill House Inn

19.3 km from The Heights

-   Breakfast included
    

9.0/10

Wonderful

(70)

CA $455

CA $572 total

includes taxes & fees

Oct 27 - Oct 28

[](https://www.expedia.ca/Hotel-Search?startDate=2025-10-27&endDate=2025-10-28&selected=2861838&PinnedHotelID=2861838&HadPinnedHotel=true&regionId=553248635976473534&adults=2&mealPlan=FREE_BREAKFAST&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)

![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)

![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)

### The Roundtree, Amagansett

21.4 km from The Heights

-   Breakfast included
    

9.8/10

Exceptional

(88)

CA $972

CA $1,166 total

includes taxes & fees

Nov 4 - Nov 5

[](https://www.expedia.ca/Hotel-Search?startDate=2025-11-04&endDate=2025-11-05&selected=10547745&PinnedHotelID=10547745&HadPinnedHotel=true&regionId=553248635976473534&adults=2&mealPlan=FREE_BREAKFAST&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)

![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)

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

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

### Westbrook Inn B&B

24 km from The Heights

-   Breakfast included
    

9.8/10

Exceptional

(173)

CA $304

CA $338 total

includes taxes & fees

Nov 25 - Nov 26

[](https://www.expedia.ca/Hotel-Search?startDate=2025-11-25&endDate=2025-11-26&selected=35596310&PinnedHotelID=35596310&HadPinnedHotel=true&regionId=553248635976473534&adults=2&mealPlan=FREE_BREAKFAST&openPlayBack=true)

![Deluxe Suite](https://images.trvl-media.com/lodging/92000000/91710000/91702200/91702124/53ed55b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage](https://images.trvl-media.com/lodging/92000000/91710000/91702200/91702124/969ed5d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House](https://images.trvl-media.com/lodging/92000000/91710000/91702200/91702124/2cba6a52.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Grand Suite](https://images.trvl-media.com/lodging/92000000/91710000/91702200/91702124/b537ba20.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Reform Club

21.3 km from The Heights

-   Breakfast included
    

10/10

Exceptional

(2)

CA $1,135

CA $1,401 total

includes taxes & fees

Oct 26 - Oct 27

[](https://www.expedia.ca/Hotel-Search?startDate=2025-10-26&endDate=2025-10-27&selected=91702124&PinnedHotelID=91702124&HadPinnedHotel=true&regionId=553248635976473534&adults=2&mealPlan=FREE_BREAKFAST&openPlayBack=true)

[See more properties](https://www.expedia.ca/Hotel-Search?startDate=2025-11-08&endDate=2025-11-09&regionId=553248635976473534&adults=2&sort=RECOMMENDED&mealPlan=FREE_BREAKFAST&openPlayBack=true)

## Hotels in The Heights with a pool

![Property grounds](https://images.trvl-media.com/lodging/12000000/11960000/11951300/11951206/9ab5b9c4.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)

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

![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)

### Clinton Motel

25.4 km from The Heights

-   Pool
    

8.6/10

Excellent

(287)

CA $109

CA $126 total

includes taxes & fees

Oct 26 - Oct 27

[](https://www.expedia.ca/Hotel-Search?startDate=2025-10-26&endDate=2025-10-27&selected=11951206&PinnedHotelID=11951206&HadPinnedHotel=true&regionId=553248635976473534&adults=2&amenities=POOL&openPlayBack=true)

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

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

![Private beach nearby, beach towels](https://images.trvl-media.com/lodging/2000000/1220000/1210400/1210398/8a104c05.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

23.1 km from The Heights

-   Pool
    

8.6/10

Excellent

(432)

CA $150

CA $194 total

includes taxes & fees

Nov 2 - Nov 3

[](https://www.expedia.ca/Hotel-Search?startDate=2025-11-02&endDate=2025-11-03&selected=1210398&PinnedHotelID=1210398&HadPinnedHotel=true&regionId=553248635976473534&adults=2&amenities=POOL&openPlayBack=true)

![Studio Unit Upper Oceanfront 'San Remo'  | Terrace/patio](https://images.trvl-media.com/lodging/6000000/5240000/5232900/5232838/5e6d6769.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite, 1 Bedroom, Kitchen, Ocean View | Private kitchen](https://images.trvl-media.com/lodging/6000000/5240000/5232900/5232838/0c1795de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lower 2 Bedroom 2 Bath Corner Oceanfront | Living area](https://images.trvl-media.com/lodging/6000000/5240000/5232900/5232838/5d8554d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite, 3 Bedrooms, 2 Bathrooms, Ocean View | Living area](https://images.trvl-media.com/lodging/6000000/5240000/5232900/5232838/4119983f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Sea Crest Resort

28.5 km from The Heights

-   Pool
    

9.2/10

Wonderful

(497)

CA $240

CA $305 total

includes taxes & fees

Nov 9 - Nov 10

[](https://www.expedia.ca/Hotel-Search?startDate=2025-11-09&endDate=2025-11-10&selected=5232838&PinnedHotelID=5232838&HadPinnedHotel=true&regionId=553248635976473534&adults=2&amenities=POOL&openPlayBack=true)

![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

23.3 km from The Heights

-   Pool
    

7.2/10

Good

(456)

CA $100

CA $115 total

includes taxes & fees

Nov 2 - Nov 3

[](https://www.expedia.ca/Hotel-Search?startDate=2025-11-02&endDate=2025-11-03&selected=1177328&PinnedHotelID=1177328&HadPinnedHotel=true&regionId=553248635976473534&adults=2&amenities=POOL&openPlayBack=true)

![View from property](https://images.trvl-media.com/lodging/10000000/9390000/9388200/9388116/ae918eba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Balcony](https://images.trvl-media.com/lodging/10000000/9390000/9388200/9388116/7454864c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Sport court](https://images.trvl-media.com/lodging/10000000/9390000/9388200/9388116/20fb5209.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Individually decorated, individually furnished, iron/ironing board](https://images.trvl-media.com/lodging/10000000/9390000/9388200/9388116/98ce732d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Ocean Vista Resort

28.4 km from The Heights

-   Pool
    

9.0/10

Wonderful

(198)

CA $188

CA $214 total

includes taxes & fees

Oct 26 - Oct 27

[](https://www.expedia.ca/Hotel-Search?startDate=2025-10-26&endDate=2025-10-27&selected=9388116&PinnedHotelID=9388116&HadPinnedHotel=true&regionId=553248635976473534&adults=2&amenities=POOL&openPlayBack=true)

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

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

![Exterior](https://images.trvl-media.com/lodging/20000000/19720000/19716000/19715959/e70cf1f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

### The Hampton Maid

24.7 km from The Heights

-   Pool
    

9.0/10

Wonderful

(673)

CA $263

CA $301 total

includes taxes & fees

Nov 3 - Nov 4

[](https://www.expedia.ca/Hotel-Search?startDate=2025-11-03&endDate=2025-11-04&selected=19715959&PinnedHotelID=19715959&HadPinnedHotel=true&regionId=553248635976473534&adults=2&amenities=POOL&openPlayBack=true)

![Apartment, 1 Bedroom | Private kitchen](https://images.trvl-media.com/lodging/5000000/4210000/4207200/4207142/59e33701.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment, 1 Bedroom | Private kitchen](https://images.trvl-media.com/lodging/5000000/4210000/4207200/4207142/6b2173cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/5000000/4210000/4207200/4207142/d8406ee7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Studio](https://images.trvl-media.com/lodging/5000000/4210000/4207200/4207142/9880dce6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Driftwood Resort

28.9 km from The Heights

-   Pool
    

9.0/10

Wonderful

(235)

CA $201

CA $276 total

includes taxes & fees

Oct 26 - Oct 27

[](https://www.expedia.ca/Hotel-Search?startDate=2025-10-26&endDate=2025-10-27&selected=4207142&PinnedHotelID=4207142&HadPinnedHotel=true&regionId=553248635976473534&adults=2&amenities=POOL&openPlayBack=true)

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

![Exterior](https://images.trvl-media.com/lodging/1000000/450000/447900/447803/w2880h1079x0y0-f10fe240.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)

### The Atlantic Hotel

22.1 km from The Heights

-   Pool
    

7.2/10

Good

(958)

CA $125

CA $177 total

includes taxes & fees

Oct 26 - Oct 27

[](https://www.expedia.ca/Hotel-Search?startDate=2025-10-26&endDate=2025-10-27&selected=447803&PinnedHotelID=447803&HadPinnedHotel=true&regionId=553248635976473534&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)

![Property entrance](https://images.trvl-media.com/lodging/82000000/81150000/81143200/81143153/ce84672e.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)

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

### The Sagaponack

17.1 km from The Heights

-   Pool
    

8.8/10

Excellent

(194)

CA $219

CA $307 total

includes taxes & fees

Oct 26 - Oct 27

[](https://www.expedia.ca/Hotel-Search?startDate=2025-10-26&endDate=2025-10-27&selected=81143153&PinnedHotelID=81143153&HadPinnedHotel=true&regionId=553248635976473534&adults=2&amenities=POOL&openPlayBack=true)

![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/106000000/105960000/105953400/105953388/5a24caee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/106000000/105960000/105953400/105953388/f1ad96fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/106000000/105960000/105953400/105953388/a79f88d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/106000000/105960000/105953400/105953388/3da43463.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### New and Modern Bridgehampton Accommodations

14.4 km from The Heights

-   Pool
    

9.6/10

Exceptional

(15)

CA $245

CA $613 total

includes taxes & fees

Oct 26 - Oct 27

[](https://www.expedia.ca/Hotel-Search?startDate=2025-10-26&endDate=2025-10-27&selected=105953388&PinnedHotelID=105953388&HadPinnedHotel=true&regionId=553248635976473534&adults=2&amenities=POOL&openPlayBack=true)

[See more properties](https://www.expedia.ca/Hotel-Search?startDate=2025-11-08&endDate=2025-11-09&regionId=553248635976473534&adults=2&sort=RECOMMENDED&amenities=POOL&openPlayBack=true)

## Top guest rated hotels in The Heights

![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)

![Lake](https://images.trvl-media.com/lodging/13000000/12620000/12611000/12610909/8cc5044d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### House on Chase Creek

The Heights

9.4/10

Exceptional

(77)

CA $259

CA $296 total

includes taxes & fees

Nov 3 - Nov 4

[](https://www.expedia.ca/Hotel-Search?startDate=2025-11-03&endDate=2025-11-04&selected=12610909&PinnedHotelID=12610909&HadPinnedHotel=true&regionId=553248635976473534&adults=2&guestRating=35&openPlayBack=true)

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

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

![View from room](https://images.trvl-media.com/lodging/68000000/67570000/67569900/67569836/620f075e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

### The Chequit

The Heights

9.0/10

Wonderful

(37)

CA $527

CA $603 total

includes taxes & fees

Oct 29 - Oct 30

[](https://www.expedia.ca/Hotel-Search?startDate=2025-10-29&endDate=2025-10-30&selected=67569836&PinnedHotelID=67569836&HadPinnedHotel=true&regionId=553248635976473534&adults=2&guestRating=35&openPlayBack=true)

![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)

![Miscellaneous](https://images.trvl-media.com/lodging/1000000/20000/12200/12143/72f65e39.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

23.3 km from The Heights

8.0/10

Very good

(1002)

CA $111

CA $128 total

includes taxes & fees

Oct 30 - Oct 31

[](https://www.expedia.ca/Hotel-Search?startDate=2025-10-30&endDate=2025-10-31&selected=12143&PinnedHotelID=12143&HadPinnedHotel=true&regionId=553248635976473534&adults=2&guestRating=35&openPlayBack=true)

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

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

![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)

### Liberty Inn

25.8 km from The Heights

7.4/10

Good

(635)

CA $102

CA $118 total

includes taxes & fees

Nov 2 - Nov 3

[](https://www.expedia.ca/Hotel-Search?startDate=2025-11-02&endDate=2025-11-03&selected=3004551&PinnedHotelID=3004551&HadPinnedHotel=true&regionId=553248635976473534&adults=2&guestRating=35&openPlayBack=true)

![On the beach](https://images.trvl-media.com/lodging/107000000/106150000/106148000/106147914/691fdd98.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/107000000/106150000/106148000/106147914/5b4c06e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Microwave, coffee/tea maker, cookware/dishes/utensils, spices](https://images.trvl-media.com/lodging/107000000/106150000/106148000/106147914/b6de66d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/107000000/106150000/106148000/106147914/909788b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Stern at Soundview · Beach+Ocean+Sunrise

23.9 km from The Heights

10/10

Exceptional

(3)

CA $72

CA $231 total

includes taxes & fees

Nov 10 - Nov 11

[](https://www.expedia.ca/Hotel-Search?startDate=2025-11-10&endDate=2025-11-11&selected=106147914&PinnedHotelID=106147914&HadPinnedHotel=true&regionId=553248635976473534&adults=2&guestRating=35&openPlayBack=true)

![Beach](https://images.trvl-media.com/lodging/115000000/114540000/114532600/114532580/3a21009d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/115000000/114540000/114532600/114532580/df2ccd2f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/115000000/114540000/114532600/114532580/503155ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/115000000/114540000/114532600/114532580/827d7818.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Southampton cozy cottage by the beach

23 km from The Heights

10/10

Exceptional

(1)

CA $77

CA $639 total

includes taxes & fees

Oct 27 - Oct 28

[](https://www.expedia.ca/Hotel-Search?startDate=2025-10-27&endDate=2025-10-28&selected=114532580&PinnedHotelID=114532580&HadPinnedHotel=true&regionId=553248635976473534&adults=2&guestRating=35&openPlayBack=true)

![Exterior](https://images.trvl-media.com/lodging/9000000/8440000/8439600/8439546/96167988.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/9000000/8440000/8439600/8439546/957f09b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Point of interest](https://images.trvl-media.com/lodging/9000000/8440000/8439600/8439546/48c79f65.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![In-room safe, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/9000000/8440000/8439600/8439546/ddf40366.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Sea Haven Resort Motel

22.9 km from The Heights

7.6/10

Good

(30)

CA $187

CA $240 total

includes taxes & fees

Nov 3 - Nov 4

[](https://www.expedia.ca/Hotel-Search?startDate=2025-11-03&endDate=2025-11-04&selected=8439546&PinnedHotelID=8439546&HadPinnedHotel=true&regionId=553248635976473534&adults=2&guestRating=35&openPlayBack=true)

![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)

![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)

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

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

### Hampton Bays Hotel on Main

26.5 km from The Heights

7.0/10

Good

(65)

CA $161

CA $185 total

includes taxes & fees

Nov 25 - Nov 26

[](https://www.expedia.ca/Hotel-Search?startDate=2025-11-25&endDate=2025-11-26&selected=106830297&PinnedHotelID=106830297&HadPinnedHotel=true&regionId=553248635976473534&adults=2&guestRating=35&openPlayBack=true)

![Terrace/patio](https://images.trvl-media.com/lodging/67000000/66480000/66472400/66472313/47172b27.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Children's area](https://images.trvl-media.com/lodging/67000000/66480000/66472400/66472313/3f78326f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/67000000/66480000/66472400/66472313/02ffbf91.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/67000000/66480000/66472400/66472313/1483cc0a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Year-Round Private Jacuzzi / Peaceful Fenced Yard

29.2 km from The Heights

9.6/10

Exceptional

(22)

CA $105

CA $1,713 total

includes taxes & fees

Oct 28 - Oct 29

[](https://www.expedia.ca/Hotel-Search?startDate=2025-10-28&endDate=2025-10-29&selected=66472313&PinnedHotelID=66472313&HadPinnedHotel=true&regionId=553248635976473534&adults=2&guestRating=35&openPlayBack=true)

![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)

![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)

![Porch](https://images.trvl-media.com/lodging/2000000/1480000/1480000/1479959/7506bfd3.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

24 km from The Heights

9.6/10

Exceptional

(253)

CA $285

CA $317 total

includes taxes & fees

Nov 25 - Nov 26

[](https://www.expedia.ca/Hotel-Search?startDate=2025-11-25&endDate=2025-11-26&selected=1479959&PinnedHotelID=1479959&HadPinnedHotel=true&regionId=553248635976473534&adults=2&guestRating=35&openPlayBack=true)

[See more properties](https://www.expedia.ca/Hotel-Search?startDate=2025-11-08&endDate=2025-11-09&regionId=553248635976473534&adults=2&sort=RECOMMENDED&guestRating=35&openPlayBack=true)

## Where to stay in The Heights

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

-   Hay Beach

[](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)

## Top The Heights Hotel Reviews

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

### Sound View Greenport

10/10 Excellent

"Breakfast and the Halyard restaurant are top shelf. A few quirks with our room(s) - no cable service, a locked bathroom door that couldn’t be opened, and a dead bolt that didn’t work- but the staff were helpful and accommodating and did everything they could to make things right."

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

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

### Quality Inn Old Saybrook - Westbrook

10/10 Excellent

"Breakfast had a nice variety from Waffles that came out perfect to pantries fresh fruit and the place was clean! And fresh smelling."

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

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

### Saybrook Point Resort & Marina

10/10 Excellent

"Beautiful hotel in the marine. CT summer playground. "

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

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

### The Sagaponack

10/10 Excellent

"Great place to spend a few days , clean and has everything you need for a comfortable stay ! Located great ! "

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

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

### Sag Harbor Inn

10/10 Excellent

"Staff was extremely friendly. Continental breakfast with great options. Location was walkable to downtown area. Will definitely stay here the next time I visit Sag Harbor. "

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

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

### Zey Hotel

10/10 Excellent

"Hotel is centrally located in town. Staff was welcoming and warm. Free parking being the building. Lots of places to relax. "

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

![Madison Beach Hotel](//images.trvl-media.com/lodging/2000000/1210000/1209400/1209378/18df186b_y.jpg)

### Madison Beach Hotel

10/10 Excellent

"Great ocean view "

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

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

### Pier Blue Inn Old Saybrook - Essex

10/10 Excellent

"Staff was very helpful and room was nice and clean."

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

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

### The Bentley Hotel Southampton

10/10 Excellent

"It was very spacious!"

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

## Frequently asked questions

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

> [The Chequit](https://www.expedia.ca/Shelter-Island-Heights-Hotels-The-Chequit.h67569836.Hotel-Information) stands out as a top choice in Shelter Island Heights, boasting an impressive traveller review score of 8.8. This charming hotel combines a rustic vibe with modern comforts, making it an inviting retreat for all types of travellers. Guests love its premium bedding and Frette Italian sheets, ensuring a restful night's sleep after a day of adventure. With free Wi-Fi and free self-parking, convenience is at the forefront of your stay, allowing you to focus on enjoying everything the area has to offer.

### What are the best family hotels in The Heights?

> [The Chequit](https://www.expedia.ca/Shelter-Island-Heights-Hotels-The-Chequit.h67569836.Hotel-Information), located in the charming Shelter Island Heights, is an inviting family-friendly hotel that promises a delightful stay for guests of all ages. Rated 8.8 by travellers, this property offers connecting rooms, making it easier for families to stay close together while enjoying their own space.

### What are the best budget hotels in The Heights?

> [The Chequit](https://www.expedia.ca/Shelter-Island-Heights-Hotels-The-Chequit.h67569836.Hotel-Information), located in the charming Shelter Island Heights, is a delightful option for budget-conscious travellers seeking a cozy retreat. With an excellent review score of 8.8, this hotel boasts free WiFi in rooms, ensuring you stay connected during your getaway, and premium bedding with Frette Italian sheets for a luxurious night's sleep.

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

> Many Expedia hotel reservations are refundable, provided that you cancel before the hotel's cancellation deadline – this is often within 24-48 hours of your scheduled arrival. If you have a non-refundable booking, it might still be possible to receive a refund if you cancel it within 24 hours of booking. Be sure to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use our "Fully refundable property" filter during your search to find the right The Heights hotel for you.

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

> Before booking your The Heights hotel, remember to join Expedia's free travel rewards program. Just sign up and sign in to access our lowest Member Prices as well as members-only perks. You could also enjoy savings by bundling together your hotel and flights on Expedia.

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

> Hotel prices in The Heights often vary, but you can find a great deal on Expedia. Different factors affect nightly hotel rates, such as the time of year or the days of the week you want to book. To find the best deals for your stay, be flexible with your dates, and sort search results by "Price: low to high" for our cheapest rates.

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-   [Visit East Marion](https://www.expedia.ca/East-Marion.dx6069914)
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-   [Book Hotels in The Heights on Expedia.com](https://www.expedia.com/The-Heights-Shelter-Island-Heights-Hotels.0-n553248635976473534-0.Travel-Guide-Filter-Hotels)

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### Hotels in top Shelter Island Heights neighborhoods

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-   [Hotels near Essex Steam Train](https://expedia.ca/Essex-Steam-Train-Hotels.0-l6171206-0.Travel-Guide-Filter-Hotels)
-   [Hotels near Wolffer Estates Vineyard](https://expedia.ca/Wolffer-Estates-Vineyard-Hotels.0-l6064497-0.Travel-Guide-Filter-Hotels)
-   [Hotels near Orient Point County Park](https://expedia.ca/Orient-Point-County-Park-Hotels.0-l553248621532665781-0.Travel-Guide-Filter-Hotels)
-   [Hotels near Hither Hills State Park](https://expedia.ca/Hither-Hills-State-Park-Hotels.0-l553248621532665771-0.Travel-Guide-Filter-Hotels)
-   [Hotels near Kontokosta Winery](https://expedia.ca/Kontokosta-Winery-Hotels.0-l6326928-0.Travel-Guide-Filter-Hotels)

### More Accommodation Types in The Heights

-   [Vacation Homes in Shelter Island Heights](https://expedia.ca/Shelter-Island-Heights-Private-Vacation-Homes.d183716-aaPrivateVacationHomes.Travel-Guide-Accommodation)
-   [Cottages in Shelter Island Heights](https://expedia.ca/Shelter-Island-Heights-Cottages.d183716-aaCottages.Travel-Guide-Accommodation)
-   [Apartments in Shelter Island Heights](https://expedia.ca/Shelter-Island-Heights-Apartments.d183716-aaApartments.Travel-Guide-Accommodation)
-   [Condo Rentals in Shelter Island Heights](https://expedia.ca/Shelter-Island-Heights-Condos.d183716-aaCondos.Travel-Guide-Accommodation)
-   [Villas in Shelter Island Heights](https://expedia.ca/Shelter-Island-Heights-Villas.d183716-aaVillas.Travel-Guide-Accommodation)
-   [B&B in Shelter Island Heights](https://expedia.ca/Shelter-Island-Heights-Bed-And-Breakfast.d183716-aaBedAndBreakfast.Travel-Guide-Accommodation)
-   [Motels in Shelter Island Heights](https://expedia.ca/Shelter-Island-Heights-Motels.d183716-aaMotels.Travel-Guide-Accommodation)
-   [Farmstay in Shelter Island Heights](https://expedia.ca/Shelter-Island-Heights-Agritourism.d183716-aaAgritourism.Travel-Guide-Accommodation)
-   [RV Parks in Shelter Island Heights](https://expedia.ca/Shelter-Island-Heights-RV-Parks.d183716-aaRVParks.Travel-Guide-Accommodation)
-   [Resorts in Shelter Island Heights](https://expedia.ca/Shelter-Island-Heights-Resort-Hotels.d183716-aaResortHotels.Travel-Guide-Accommodation)
-   [Aparthotels in Shelter Island Heights](https://expedia.ca/Shelter-Island-Heights-Apart-Hotels.d183716-aaApartHotels.Travel-Guide-Accommodation)
-   [Guest Houses in Shelter Island Heights](https://expedia.ca/Shelter-Island-Heights-Guest-Houses.d183716-aaGuestHouses.Travel-Guide-Accommodation)
-   [Inns in Shelter Island Heights](https://expedia.ca/Shelter-Island-Heights-Inns.d183716-aaInns.Travel-Guide-Accommodation)
-   [Cabin Rentals in Shelter Island Heights](https://expedia.ca/Shelter-Island-Heights-Cabins.d183716-aaCabins.Travel-Guide-Accommodation)
-   [Houseboats in Shelter Island Heights](https://expedia.ca/Shelter-Island-Heights-Houseboats.d183716-aaHouseboats.Travel-Guide-Accommodation)
-   [Chalets in Shelter Island Heights](https://expedia.ca/Shelter-Island-Heights-Chalets.d183716-aaChalets.Travel-Guide-Accommodation)
-   [Condo Resorts in Shelter Island Heights](https://expedia.ca/Shelter-Island-Heights-Condominium-Resort.d183716-aaCondominiumResort.Travel-Guide-Accommodation)
-   [Hostels in Shelter Island Heights](https://expedia.ca/Shelter-Island-Heights-Hostels.d183716-aaHostels.Travel-Guide-Accommodation)
-   [Lodges in Shelter Island Heights](https://expedia.ca/Shelter-Island-Heights-Lodges.d183716-aaLodges.Travel-Guide-Accommodation)
-   [Residences in Shelter Island Heights](https://expedia.ca/Shelter-Island-Heights-Residences.d183716-aaResidences.Travel-Guide-Accommodation)

### Hotels Close to Nearby Airports

-   [Hotels near John F. Kennedy Intl. Airport](https://expedia.ca/John-F-Kennedy-Intl-Airport-Hotels.0-aJFK-0.Travel-Guide-Filter-Hotels)
-   [Hotels near LaGuardia Airport](https://expedia.ca/LaGuardia-Airport-Hotels.0-aLGA-0.Travel-Guide-Filter-Hotels)
-   [Hotels near Newark Liberty Intl. Airport](https://expedia.ca/Newark-Liberty-Intl-Airport-Airport-Hotels.0-aEWR-0.Travel-Guide-Filter-Hotels)
-   [Hotels near Skyports Seaplane Base Airport](https://expedia.ca/Skyports-Seaplane-Base-Airport-Hotels.0-aNYS-0.Travel-Guide-Filter-Hotels)
-   [Hotels near Stewart Intl. Airport](https://expedia.ca/Stewart-Intl-Airport-Hotels.0-aSWF-0.Travel-Guide-Filter-Hotels)
-   [Hotels near East Hampton Airport](https://expedia.ca/East-Hampton-Airport-Hotels.0-aHTO-0.Travel-Guide-Filter-Hotels)
-   [Hotels near Francis S. Gabreski Airport](https://expedia.ca/Francis-S-Gabreski-Airport-Hotels.0-aFOK-0.Travel-Guide-Filter-Hotels)
-   [Hotels near Montauk Airport](https://expedia.ca/Montauk-Airport-Hotels.0-aMTP-0.Travel-Guide-Filter-Hotels)
-   [Hotels near Groton - New London Airport](https://expedia.ca/Groton-New-London-Airport-Hotels.0-aGON-0.Travel-Guide-Filter-Hotels)
-   [Hotels near Tweed - New Haven Regional Airport](https://expedia.ca/Tweed-New-Haven-Regional-Airport-Hotels.0-aHVN-0.Travel-Guide-Filter-Hotels)

### The Heights Hotels by Star Rating

-   [2 Star Hotels in The Heights](https://expedia.ca/2Star-The-Heights-Shelter-Island-Heights-Hotels.s20-n553248635976473534-0.Travel-Guide-Filter-Hotels)
-   [3 Star Hotels in The Heights](https://expedia.ca/3Star-The-Heights-Shelter-Island-Heights-Hotels.s30-n553248635976473534-0.Travel-Guide-Filter-Hotels)
-   [4 Star Hotels in The Heights](https://expedia.ca/4Star-The-Heights-Shelter-Island-Heights-Hotels.s40-n553248635976473534-0.Travel-Guide-Filter-Hotels)
-   [5 Star Hotels in The Heights](https://expedia.ca/5Star-The-Heights-Shelter-Island-Heights-Hotels.s50-n553248635976473534-0.Travel-Guide-Filter-Hotels)

### The Heights Hotels by Brand

-   [Independent Hotels](https://expedia.ca/The-Heights-Shelter-Island-Heights-Hotels-Independent.0-n553248635976473534-0--bIndependent.Travel-Guide-Filter-Hotels)

### Explore more hotels

-   [Sag Harbor Inn](https://expedia.ca/Sag-Harbor-Hotels-Sag-Harbor-Inn.h26497858.Hotel-Information)
-   [Greenporter Hotel](https://expedia.ca/Greenport-Hotels-Greenporter-Hotel.h90308554.Hotel-Information)
-   [Sea Crest Resort](https://expedia.ca/Amagansett-Hotels-Sea-Crest-Resort.h5232838.Hotel-Information)
-   [Zey Hotel](https://expedia.ca/Greenport-Hotels-The-Gallery-Hotel.h15622089.Hotel-Information)
-   [Madison Beach Hotel](https://expedia.ca/Madison-Hotels-Madison-Beach-Hotel.h1209378.Hotel-Information)
-   [Bayview Resort](https://expedia.ca/Hampton-Bays-Hotels-Bayview-Resort.h10453825.Hotel-Information)
-   [Hamlet Inn](https://expedia.ca/Southampton-Hotels-Hamlet-Inn.h1210398.Hotel-Information)
-   [Hampton Bays Hotel on Main](https://expedia.ca/Hampton-Bays-Hotels-Hampton-Bays-Hotel-On-Main.h106830297.Hotel-Information)
-   [Hampton's Vacation Inn](https://expedia.ca/Hampton-Bays-Hotels-Bowens-By-The-Bays.h10211593.Hotel-Information)
-   [The Shoals Suites and Slips](https://expedia.ca/Southold-Hotels-The-Shoals-Suites-And-Slips.h76716269.Hotel-Information)
-   [Ocean Vista Resort](https://expedia.ca/Amagansett-Hotels-Ocean-Vista-Resort.h9388116.Hotel-Information)
-   [The Hampton Maid](https://expedia.ca/Hampton-Bays-Hotels-Hampton-Maid-Motel.h19715959.Hotel-Information)

[See a list of all hotels in Shelter Island Heights](https://expedia.ca/All-Shelter-Island-Heights-Hotels.d183716.Travel-Guide-City-All-Hotels)

### More ways to book

-   [Book Hotels in The Heights on Expedia.com](https://www.expedia.com/The-Heights-Shelter-Island-Heights-Hotels.0-n553248635976473534-0.Travel-Guide-Filter-Hotels)

### Expedia's Latest Trends

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General

-   [Visit Manhattan](https://expedia.ca/New-York-Manhattan.dx129440)
-   [Visit Downtown Buffalo](https://expedia.ca/Buffalo-Downtown-Buffalo.dx6056533)
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-   [Visit Downtown Brooklyn](https://expedia.ca/New-York-Downtown-Brooklyn.dx6140148)
-   [Visit Central New York City](https://expedia.ca/New-York-Central-New-York-City.dx553248633938969338)
-   [Visit Hell's Kitchen](https://expedia.ca/New-York-Hells-Kitchen.dx6203474)
-   [Visit Greenwich Village](https://expedia.ca/New-York-Greenwich-Village.dx110832)
-   [Visit Coney Island](https://expedia.ca/Coney-Island.dx91883)
-   [Visit Lower East Side](https://expedia.ca/New-York-Lower-East-Side.dx553248631819633287)