Photo by Erisa Dilo

Hotels with Pool & Resorts in Shelter Island Heights from NZ$145

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

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

  • Be picky

    Search almost a million properties worldwide

Check availability on Shelter Island Heights Hotels with Pool

Best Shelter Island Heights Hotels with 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
Niantic
  • Pool loungers
  • Near the beach
9.0 out of 10, Wonderful, (434)
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 centre and immaculate, spacious rooms.
The price is NZ$181
includes taxes & fees
18 Nov - 19 Nov
Best Western Niantic - New London/Mystic Area
BBQ/picnic Area
Offshore Montauk

Offshore Montauk

2.0 star property
Montauk
  • Outdoor pool
  • Near the beach
9.4 out of 10, Exceptional, (69)
The price is NZ$334
includes taxes & fees
30 Nov - 1 Dec
Offshore Montauk
Exterior
Montauk Manor

Montauk Manor

3.5 star property
Montauk
  • Indoor pool
  • Near the beach
  • Hot tub
9.2 out of 10, Wonderful, (1262)
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 spa pool, tennis courts, and 24-hour fitness centre.
The price is NZ$313
includes taxes & fees
1 Dec - 2 Dec
Montauk Manor
Seasonal outdoor pool, pool umbrellas, pool loungers
Kenny's Tipperary Inn

Kenny's Tipperary Inn

2.0 star property
Culloden Shores
  • Pool loungers
  • Near the beach
8.4 out of 10, Very good, (875)
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
Seasonal outdoor pool, open 8:00 AM to 8:00 PM, pool umbrellas
The Bentley Hotel Southampton

The Bentley Hotel Southampton

2.0 star property
Southampton
  • Pool loungers
  • Near private beach
9.6 out of 10, Exceptional, (381)
Swimming awaits at the immaculately clean seasonal outdoor pool where plush loungers invite leisurely afternoons under shady umbrellas. Recently renovated spaces, private beach access just 2 miles away, and proximity to renowned golf courses complete this Southampton retreat.
The price is NZ$233
includes taxes & fees
19 Nov - 20 Nov
The Bentley Hotel Southampton
Property map
North Fork Cottages & RV Resort

North Fork Cottages & RV Resort

3.0 star property
Greenport
  • Pool
  • Kitchen
  • Pet-friendly
  • Parking included
  • Free WiFi
  • Air conditioning
9.4 out of 10, Exceptional, (6)
The price is NZ$380
includes taxes & fees
17 Nov - 18 Nov
North Fork Cottages & RV Resort
Seasonal outdoor pool, open 8:00 AM to 7:00 PM, pool loungers
The Harbor Front Inn

The Harbor Front Inn

3.5 star property
Greenport
  • Pool loungers
  • Near the beach
8.8 out of 10, Excellent, (533)
Sunlight dances across the seasonal outdoor pool where comfortable loungers invite leisurely afternoons. After swimming, guests appreciate the 24-hour health club, designer bathroom amenities, and continental breakfast before exploring nearby shops and restaurants.
The price is NZ$358
includes taxes & fees
17 Dec - 18 Dec
The Harbor Front Inn
Exterior
Econo Lodge Inn & Suites Old Saybrook Westbrook

Econo Lodge Inn & Suites Old Saybrook Westbrook

2.0 star property
Old Saybrook
  • Near the beach
7.2 out of 10, Good, (459)
Cooling waters welcome afternoon swimmers to the serene outdoor pool surrounded by lush gardens and a spacious terrace. Individually furnished rooms with modern updates create a comfortable retreat after days spent exploring the Old Saybrook city centre.
The price is NZ$145
includes taxes & fees
23 Nov - 24 Nov
Econo Lodge Inn & Suites Old Saybrook Westbrook
Indoor pool, a heated pool
Sleep Inn & Suites Niantic North

Sleep Inn & Suites Niantic North

2.5 star property
Niantic
  • Indoor pool
8.4 out of 10, Very good, (1003)
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 NZ$158
includes taxes & fees
30 Nov - 1 Dec
Sleep Inn & Suites Niantic North
Seasonal outdoor pool
Clinton Motel

Clinton Motel

2.5 star property
Clinton
  • Pool
  • Parking included
  • Free WiFi
  • Air conditioning
  • Housekeeping
  • 24/7 front desk
8.6 out of 10, Excellent, (291)
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 NZ$158
includes taxes & fees
17 Nov - 18 Nov
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.
View all properties

Top Shelter Island Heights Hotel Reviews

Best Western Niantic - New London/Mystic Area

Best Western Niantic - New London/Mystic Area

10/10 Excellent
"Clean new rooms! Easy check in"
Lisa 1-night trip
Posted 2 days ago
Best Western Niantic - New London/Mystic Area

Explore a world of travel with Expedia

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. 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. Features sunloungers, an indoor pool and complimentary wireless Internet access. Best Western Niantic - New London/Mystic Area: Offers 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 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.