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Hotels with Pool & Resorts in Shelter Island Heights from AU$137

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Check availability on Shelter Island Heights Hotels with Pool

Best Shelter Island Heights Hotels with Pool

Wainscott Woods Retreat
Exterior

Wainscott Woods Retreat

2.5 star property
8.0 out of 10, Very good, (2)
"HIDDEN GEM IN THE HEART OF HAMPTONS! What a special place to stay in the Hamptons! I am so happy we found this wonderful gem! This hotel is clean, quiet and well managed. The pool is beautiful the rooms are modern, sleek and clean! The grounds are beautifully manicured. The location is perfect! This new hotel has the charm of a bed and breakfast. The hotel is a short car ride from either East Hampton or Southampton which is perfect if you chose to explore all the little towns the Hampton's has...
The price is AU$401
includes taxes & fees
21 Oct - 22 Oct
Wainscott Woods Retreat
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
9.0 out of 10, Wonderful, (374)
"The rooms were super clean,comfortable and inviting! Would definitely stay again!"
The price is AU$171
includes taxes & fees
28 Sept - 29 Sept
Best Western Niantic - New London/Mystic Area
Clinton Motel
Seasonal outdoor pool

Clinton Motel

2.5 star property
8.6 out of 10, Excellent, (276)
"Great stay. Fantastic location. Wonderful motel providing everything you need. Clean, comfortable and excellent value."
The price is AU$137
includes taxes & fees
26 Oct - 27 Oct
Clinton Motel
The Pridwin Hotel
Seasonal outdoor pool, pool umbrellas, pool loungers

The Pridwin Hotel

4.0 star property
9.6 out of 10, Exceptional, (77)
"Shelter Island is definitely a gem"
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 AU$351
includes taxes & fees
6 Oct - 7 Oct
Shelter Island House
West Neck Guesthouse
Exterior

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 AU$548
includes taxes & fees
2 Oct - 3 Oct
West Neck Guesthouse
The Bentley Hotel Southampton
Seasonal outdoor pool, open 8:00 AM to 8:00 PM, pool umbrellas

The Bentley Hotel Southampton

2.0 star property
9.6 out of 10, Exceptional, (342)
"Return visitor. Great stay."
The price is AU$310
includes taxes & fees
1 Oct - 2 Oct
The Bentley Hotel Southampton
Sleep Inn & Suites Niantic
Indoor pool, a heated pool

Sleep Inn & Suites Niantic

2.5 star property
8.4 out of 10, Very good, (1015)
"Nice place, have stayed here a few times, decent breakfast , clean and the bed was really comfortable "
The price is AU$148
includes taxes & fees
13 Oct - 14 Oct
Sleep Inn & Suites Niantic
New and Modern Bridgehampton Accommodations
Outdoor pool, a heated pool

New and Modern Bridgehampton Accommodations

2.0 star property
9.6 out of 10, Exceptional, (14)
"Had a great stay here with a small group. Host was very accommodating and responsive. "
The price is AU$677
includes taxes & fees
28 Sept - 29 Sept
New and Modern Bridgehampton Accommodations
Offshore Montauk
BBQ/picnic Area

Offshore Montauk

2.0 star property
9.2 out of 10, Wonderful, (50)
"The accommodations were beautifully modern & clean. The staff was very friendly & hospitable. We loved it! It was perfect for our getaway!"
The price is AU$435
includes taxes & fees
19 Oct - 20 Oct
Offshore Montauk
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.
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Top Shelter Island Heights Hotel Reviews

Best Western Niantic - New London/Mystic Area

Best Western Niantic - New London/Mystic Area

10/10 Excellent
"The rooms were super clean,comfortable and inviting! Would definitely stay again!"
wendy 1-night trip
Posted 2 days ago
Best Western Niantic - New London/Mystic Area

Frequently asked questions

What's it like visiting Shelter Island Heights?
If taking it easy by the pool is your idea of a great getaway, you may want to consider Shelter Island Heights, which offers 10 places to stay with pools. During your trip, you can explore sights such as Sunset Beach and Crescent Beach, and then relax poolside at one of the accommodation options in Shelter Island Heights that guests like for their pools.
What are some accommodation options with pools in Shelter Island Heights?
The Pridwin Hotel: Features a private beach, a seasonal outdoor pool and a full-service spa. The Chequit: Resort, 13-minute walk from The Hamptons Beaches. Features a seasonal outdoor pool, an indoor pool and a private beach. Pier Blue Inn Old Saybrook - Essex: Offers free self parking, a seasonal outdoor pool and complimentary wireless Internet access. Gurney's Montauk Resort & Seawater Spa: Hotel, 1-minute walk from The Hamptons Beaches. Features sunloungers, an indoor pool and complimentary wireless Internet access. Best Western Niantic - New London/Mystic Area: Offers a private beach, a seasonal outdoor pool and 2 bars.
How many pool hotels will I find in Shelter Island Heights?
Expedia has 10 hotels in Shelter Island Heights for your poolside break.
What is there to see and do in Shelter Island Heights?
Spend some time experiencing the great outdoors at Sunset Beach and Crescent Beach. Discover sights such as Shelter Island Country Club, Sylvester Manor and Menhadden Lane Beach during your stay. Take in the natural beauty of Shelter Island Heights with the island views and beaches.
When is the best time to book a hotel with a pool in Shelter Island Heights?
You may want to think about a place to stay that has an outdoor pool if you plan to visit Shelter Island Heights in the warmest months of August, July or September, when the average temp is 21°C. Accommodation offering an indoor pool may be the way to go if you come to town during the coldest months of January, February or March, when the average temp is 3°C.

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