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Find Hotels with a Pool in The Heights, NY

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Check availability on The Heights Hotels with a Pool

Tonight
Nov 23 - Nov 24
Tomorrow
Nov 24 - Nov 25
Next weekend
Nov 28 - Nov 30
In two weeks
Dec 5 - Dec 7

Top The Heights Hotels with a Pool

Seasonal outdoor pool, open 8:00 AM to 7:00 PM, sun 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, (535)
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 NT$3,277
NT$5,282 total
includes taxes & fees
Dec 21 - Dec 22
The Harbor Front Inn
Seasonal outdoor pool, open 10:00 AM to 8:00 PM, pool umbrellas
Hamlet Inn

Hamlet Inn

2.0 star property
Southampton
  • Pool loungers
  • Near private beach
8.6 out of 10, Excellent, (438)
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 NT$2,489
NT$3,217 total
includes taxes & fees
Nov 25 - Nov 26
Hamlet 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, (383)
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 NT$3,243
NT$3,736 total
includes taxes & fees
Nov 25 - Nov 26
The Bentley Hotel Southampton
Seasonal outdoor pool, pool umbrellas, sun loungers
Sound View Greenport

Sound View Greenport

4.0 star property
Greenport
  • Poolside bar
  • Pool loungers
  • On private beach
8.6 out of 10, Excellent, (593)
Panoramic oceanfront vistas captivate from the seasonal pool area, complete with loungers, umbrellas, and a lively poolside bar. After swimming, guests savor fresh seafood at The Halyard restaurant while watching magnificent sunsets paint the sky.
The price is NT$5,037
NT$7,293 total
includes taxes & fees
Nov 24 - Nov 25
Sound View Greenport
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 NT$5,515
NT$6,301 total
includes taxes & fees
Nov 24 - Nov 25
North Fork Cottages & RV Resort
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, (294)
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 NT$2,451
NT$2,819 total
includes taxes & fees
Nov 30 - Dec 1
Clinton Motel
Outdoor pool
The Atlantic Hotel

The Atlantic Hotel

2.5 star property
Southampton
  • Outdoor pool
7.2 out of 10, Good, (970)
Splash into vacation mode at the seasonal outdoor pool, a serene oasis complemented by 2 tennis courts. Beyond the hotel grounds, adventure awaits with nearby hiking trails, kayaking, and sailing opportunities for active travelers.
The Atlantic Hotel
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, (460)
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 center.
The price is NT$2,248
NT$2,585 total
includes taxes & fees
Nov 30 - Dec 1
Econo Lodge Inn & Suites Old Saybrook Westbrook
Graybarn Cottage | Room amenity
Mill House Inn

Mill House Inn

5.0 star property
Pantigo Road Historic District
  • Near the beach
9.0 out of 10, Wonderful, (73)
Sparkling pools beckon sun-seekers after exploring the Hamptons' scenic cycling trails and nearby beaches. Fireplaces warm individually furnished rooms, while attentive staff serve outstanding breakfasts amid colonial charm and lush garden surroundings.
The price is NT$9,427
NT$11,847 total
includes taxes & fees
Dec 1 - Dec 2
Mill House Inn
Exterior
Water's Edge Resort & Spa

Water's Edge Resort & Spa

3.5 star property
Westbrook Center
  • Indoor pool
  • Pool loungers
  • On private beach
  • Hot tub
8.8 out of 10, Excellent, (1005)
Aquatic splendor awaits at this beachfront resort featuring both indoor and seasonal outdoor pools surrounded by cabanas. Guests can rejuvenate at the spa, enjoy tennis courts, or stroll to the private beach after savoring Italian cuisine at 3 restaurants.
The price is NT$5,037
NT$6,335 total
includes taxes & fees
Nov 24 - Nov 25
Water's Edge Resort & Spa
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 The Heights Hotel Reviews

Hamlet Inn

Hamlet Inn

10/10 Excellent
"Everything is great"
Marco 1-night trip
Posted 2 days ago
Hamlet Inn

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Frequently asked questions

What are some accommodations with pools in The Heights?
The Chequit: Provides buffet, an indoor pool, and free self parking. Pier Blue Inn Old Saybrook - Essex: Features a private beach, a seasonal outdoor pool, and 2 bars. Quality Inn Old Saybrook - Westbrook: Offers 2 outdoor pools, an indoor pool, and a full-service spa. Sound View Greenport: Features free self parking, a seasonal outdoor pool, and complimentary wireless internet access. Saybrook Point Resort & Marina: Offers 2 outdoor tennis courts, a seasonal outdoor pool, and free self parking.
What is there to see and do in The Heights?
Enjoy a stroll along the shore at Sunset Beach. Discover sights such as Shelter Island Country Club during your stay.
When is the best time to book a hotel with a pool in The Heights?
You may want to consider a place to stay that offers an outdoor if you'll be visiting in the hottest months of August, July, or September when the average temp is 70°F. Lodging with an indoor pool may be the way to go if you visit during the coldest months of January, February, or March when the average temp is 38°F.