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Find Hotels with a Pool in Shelter Island Heights, NY

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Check availability on Shelter Island Heights Hotels with a Pool

Tonight
Oct 30 - Oct 31
Tomorrow
Oct 31 - Nov 1
This weekend
Oct 31 - Nov 2
Next weekend
Nov 7 - Nov 9

Top Shelter Island Heights Hotels with a Pool

Seasonal outdoor pool, open 8:00 AM to 8:00 PM, pool umbrellas
Best Western Niantic - New London/Mystic Area
Best Western Niantic - New London/Mystic Area
2.5 star property
  • Pool loungers
  • Near the beach
9.0 out of 10, Wonderful, (415)
Sparkling clear waters beckon guests to the seasonal outdoor pool, where sun loungers and umbrellas create a peaceful retreat. The recently renovated hotel complements pool time with a 24-hour fitness center and immaculate, spacious rooms.
The price is ￥14,059
￥16,167 total
includes taxes & fees
Nov 9 - Nov 10
Best Western Niantic - New London/Mystic Area
Indoor pool, open 10:00 AM to 6:00 PM, sun loungers
Montauk Blue Hotel
Montauk Blue Hotel
2.0 star property
  • Indoor pool
  • Pool loungers
  • On the beach
  • Hot tub
9.2 out of 10, Wonderful, (174)
Swim in the serene indoor pool or unwind in the soothing hot tub after a day exploring pristine beaches. Sun loungers surround the aquatic area, while beachfront access with umbrellas and towels creates the perfect coastal escape.
The price is ￥17,022
￥19,447 total
includes taxes & fees
Nov 9 - Nov 10
Montauk Blue Hotel
Seasonal outdoor pool, pool umbrellas, sun loungers
Kenny's Tipperary Inn
Kenny's Tipperary Inn
2.0 star property
  • Pool loungers
  • Near the beach
8.4 out of 10, Very Good, (870)
Surrounded by lush gardens, the seasonal summer pool creates a peaceful retreat for guests seeking sunshine and relaxation. This immaculate motel provides spacious, individually furnished rooms with private decks and premium bedding for complete comfort.
Kenny's Tipperary Inn
Exterior
Montauk Manor
Montauk Manor
3.5 star property
  • Indoor pool
  • Near the beach
  • Hot tub
9.2 out of 10, Wonderful, (1258)
Swimming options abound at this tudor-style retreat where an indoor pool welcomes year-round while a seasonal outdoor pool showcases breathtaking scenic vistas. Guests appreciate the relaxing hot tub, tennis courts, and 24-hour fitness center.
The price is ￥23,008
￥29,268 total
includes taxes & fees
Nov 3 - Nov 4
Montauk Manor
Indoor pool, 2 outdoor pools
Montauk Yacht Club
Montauk Yacht Club
4.0 star property
  • 2 outdoor pools
  • Indoor pool
  • Poolside bar
  • Children's pool
  • On private beach
8.6 out of 10, Excellent, (1005)
Sparkling pool waters beckon at this coastal haven featuring 2 outdoor pools, an indoor option, and a private beach. Marina views, tennis courts, and poolside cocktail service create an idyllic setting for water-centered relaxation.
Montauk Yacht Club
Aerial view
Harborside Motel
Harborside Motel
2.5 star property
  • Near the beach
8.8 out of 10, Excellent, (122)
Sun-seekers splash in the refreshing seasonal outdoor pool (May-October) at this clean, welcoming motel. Active travelers appreciate the outdoor tennis court, while barbecue grills and picnic areas create perfect gathering spaces for family meals.
The price is ￥23,662
￥27,034 total
includes taxes & fees
Oct 31 - Nov 1
Harborside Motel
Indoor pool, a heated pool
Sleep Inn & Suites Niantic North
Sleep Inn & Suites Niantic North
2.5 star property
  • Indoor pool
8.4 out of 10, Very Good, (1012)
Swimming enthusiasts delight at this hotel's indoor heated pool, open until 10:00 PM daily for extended aquatic enjoyment. Families appreciate the beach-adjacent location, clean facilities, and complimentary breakfast buffet that complete a refreshing coastal getaway.
The price is ￥11,900
￥13,685 total
includes taxes & fees
Nov 12 - Nov 13
Sleep Inn & Suites Niantic North
Seasonal outdoor pool, open 10:00 AM to 8:00 PM, pool umbrellas
Hamlet Inn
Hamlet Inn
2.0 star property
  • Pool loungers
  • Near private beach
8.6 out of 10, Excellent, (433)
Refreshing dips await at the seasonal outdoor pool, complete with sun loungers for afternoon relaxation. Nearby water adventures include kayaking, sailing, and surfing, while the private beach provides a peaceful coastal sanctuary.
The price is ￥16,297
￥21,064 total
includes taxes & fees
Nov 2 - Nov 3
Hamlet Inn
Front of property
Sea Crest Resort
Sea Crest Resort
2.5 star property
  • Outdoor pool
  • Pool loungers
  • On the beach
9.2 out of 10, Wonderful, (498)
Poolside paradise awaits at this beachfront haven where crystal waters meet white sand shores. Swimmers enjoy an immaculately maintained outdoor pool complemented by sun loungers, creating a peaceful retreat after exploring scenic coastal paths.
The price is ￥26,193
￥33,248 total
includes taxes & fees
Nov 13 - Nov 14
Sea Crest Resort
Seasonal outdoor pool
Clinton Motel
Clinton Motel
2.5 star property
  • Pool
  • Parking included
  • Free WiFi
  • Air conditioning
  • Housekeeping
  • 24/7 front desk
8.6 out of 10, Excellent, (289)
Seasonal swimming beckons from July through September in the outdoor pool, complementing days spent exploring nearby beaches. Garden grounds feature barbecue areas and picnic spots, creating a laid-back summer escape just minutes from local cafes.
The price is ￥11,907
￥13,693 total
includes taxes & fees
Nov 2 - Nov 3
Clinton Motel
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

The Atlantic Hotel

The Atlantic Hotel

10/10 Excellent
"Perfect "
Anthony 1-night trip
Posted 2 days ago
The Atlantic Hotel

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Frequently asked questions

What's it like visiting Shelter Island Heights?
If lounging by a pool is your idea of a great vacation, you may want to check out Shelter Island Heights, which has 10 places to stay with pools. While you're visiting, you can explore sights such as Sunset Beach and Crescent Beach, and then kick back and relax poolside at one of the accommodations in Shelter Island Heights that guests like for their pools.
What are some accommodations 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. Provides a seasonal outdoor pool, an indoor pool, and a private beach. Gurney's Montauk Resort & Seawater Spa: Offers free self parking, a seasonal outdoor pool, and complimentary wireless internet access. Pier Blue Inn Old Saybrook - Essex: Hotel, 1-minute walk from The Hamptons Beaches. Offers sun loungers, an indoor pool, and complimentary wireless internet access. Best Western Niantic - New London/Mystic Area: Provides buffet, an indoor pool, and free self parking.
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 with an outdoor swimming pool if you will be visiting Shelter Island Heights in the warmest months of August, July, or September when the average temp is 70°F. Lodging offering an indoor pool may be the way to go if you are visiting during the coldest months of January, February, or March when the average temp is 38°F.