Photo by Erisa Dilo

Find Hotels with a Pool in Shelter Island Heights, NY from CA $92

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check availability on Shelter Island Heights Hotels with a Pool

Tonight
Sep 1 - Sep 2
Tomorrow
Sep 2 - Sep 3
This weekend
Sep 5 - Sep 7
Next weekend
Sep 12 - Sep 14

Top Shelter Island Heights Hotels with a Pool

Our top choices for Shelter Island Heights hotels with a pool

Clinton Motel
Property grounds

Clinton Motel

2.5 star property
8.6 out of 10, Excellent, (270)
"Great stay. Fantastic location. Wonderful motel providing everything you need. Clean, comfortable and excellent value."
The price is CA $109
CA $125 total
includes taxes & fees
Sep 2 - Sep 3
Clinton Motel
Sleep Inn & Suites Niantic
Indoor pool, a heated pool

Sleep Inn & Suites Niantic

2.5 star property
8.4 out of 10, Very good, (1010)
"Very clean environment, we loved that the pool is open nice and early so we could get a swim in after breakfast! Breakfast was very good also, my family had a great stay here and we will be staying here many times in the future. All staff were friendly and welcoming!"
The price is CA $116
CA $133 total
includes taxes & fees
Sep 15 - Sep 16
Sleep Inn & Suites Niantic
Best Western Niantic - New London/Mystic Area
Seasonal outdoor pool, open 8:00 AM to 8:00 PM, pool umbrellas

Best Western Niantic - New London/Mystic Area

2.5 star property
9.2 out of 10, Wonderful, (341)
"Decent breakfast and newer amenities "
The price is CA $127
CA $146 total
includes taxes & fees
Sep 14 - Sep 15
Best Western Niantic - New London/Mystic Area
The Pridwin Hotel
Seasonal outdoor pool, pool umbrellas, sun loungers

The Pridwin Hotel

4.0 star property
9.6 out of 10, Exceptional, (74)
"Awesome all around! Staff was super nice "
The price is CA $407
CA $511 total
includes taxes & fees
Sep 21 - Sep 22
The Pridwin Hotel
Shelter Island House
Property amenity

Shelter Island House

3.5 star property
8.4 out of 10, Very good, (56)
"We liked the areas for sitting outside, to sit with a coffee, talk and relax. It was convenient to have a fridge. A very different accommodation but typical for the island. We enjoyed our stay!"
The price is CA $277
CA $316 total
includes taxes & fees
Sep 28 - Sep 29
Shelter Island House
West Neck Guesthouse
Deluxe Room, 1 King Bed

West Neck Guesthouse

3.5 star property
8.0 out of 10, Very good, (37)
"Great property! Close to beach and super clean. "
The price is CA $431
CA $492 total
includes taxes & fees
Sep 2 - Sep 3
West Neck Guesthouse
Quality Inn Old Saybrook - Westbrook
Indoor pool, open 9:00 AM to 9:00 PM, sun loungers

Quality Inn Old Saybrook - Westbrook

2.5 star property
7.6 out of 10, Good, (1015)
"Excellent Stay"
The price is CA $135
CA $155 total
includes taxes & fees
Sep 15 - Sep 16
Quality Inn Old Saybrook - Westbrook
Kenny's Tipperary Inn
Seasonal outdoor pool, pool umbrellas, sun loungers

Kenny's Tipperary Inn

2.0 star property
8.4 out of 10, Very good, (833)
"Nice large rooms. Friendly staff. Nice pool area. "
The price is CA $159
CA $189 total
includes taxes & fees
Oct 1 - Oct 2
Kenny's Tipperary Inn
New and Modern Bridgehampton Accommodations
Outdoor pool, a heated pool

New and Modern Bridgehampton Accommodations

2.0 star property
9.4 out of 10, Exceptional, (12)
"Had a great stay here with a small group. Host was very accommodating and responsive. "
The price is CA $241
CA $602 total
includes taxes & fees
Sep 7 - Sep 8
New and Modern Bridgehampton Accommodations
Econo Lodge Inn & Suites Old Saybrook Westbrook
Exterior

Econo Lodge Inn & Suites Old Saybrook Westbrook

2.0 star property
7.2 out of 10, Good, (445)
"Definitely an older property, but staff were helpful people and our room was clean and quiet. Easy car ride to get to the ocean."
The price is CA $92
CA $106 total
includes taxes & fees
Oct 1 - Oct 2
Econo Lodge Inn & Suites Old Saybrook Westbrook
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.

Find out more about Shelter Island Heights

Find out more about Shelter Island Heights

Expand your search

Most booked related stays in Shelter Island Heights in 2025

Hotels with pools in Shelter Island Heights
Kid-friendly hotels
Kid-friendly hotels
Vacation rentals with pools in Shelter Island Heights
Vacation homes with pools
Vacation homes with pools

Top Shelter Island Heights Hotel Reviews

Explore a world of travel with Expedia

Explore a world of travel with Expedia