A marina with several boats docked, including a white motorboat and a sailboat with a canopy.

Sag Harbor Hotel Guide - Hotels with Pool in Sag Harbor, New York

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Check availability on Sag Harbor Hotels with Pool

Our top choices for Sag Harbor hotels with a pool

Sag Harbor Inn

Sag Harbor Inn
3.5 star property
Sag Harbor
9.4 out of 10, Exceptional, (646 reviews)
  • cleanliness
    Swim into serenity at this charming Sag Harbour retreat with a seasonal outdoor pool and balcony views.
The price is €508
includes taxes & fees
18 Aug - 19 Aug
Sag Harbor Inn

Sound View Greenport

Sound View Greenport
4.0 star property
Greenport
8.4 out of 10, Very good, (667 reviews)
  • cleanliness
    Coastal bliss awaits at this private beach hotel with a seasonal pool and sunset views.
The price is €435
includes taxes & fees
13 Aug - 14 Aug
Sound View Greenport

Shelter Island House

Shelter Island House
3.5 star property
Shelter Island Heights
8.4 out of 10, Very good, (61 reviews)
  • cleanliness
    Relaxing seasonal pool oasis beckons at this Shelter Island retreat, where a poolside bar enhances sun-drenched afternoons.
The price is €316
includes taxes & fees
18 Aug - 19 Aug
Shelter Island House

The Sagaponack

The Sagaponack
3.0 star property
Wainscott
8.8 out of 10, Excellent, (276 reviews)
  • cleanliness
    Take a summer dip in the seasonal outdoor pool with loungers for relaxing in the Hamptons sun.
The price is €571
includes taxes & fees
22 Jul - 23 Jul
The Sagaponack

Faraway Sag Harbor

Faraway Sag Harbor
4.0 star property
Sag Harbor
9.0 out of 10, Wonderful, (297 reviews)
  • cleanliness
    Dive into summer splendour at a tranquil pool retreat with chic cabanas and luxe loungers.
The price is €1,195
includes taxes & fees
26 Jul - 27 Jul
Faraway Sag Harbor

Hamlet Inn

Hamlet Inn
2.0 star property
Southampton
8.6 out of 10, Excellent, (490 reviews)
  • cleanliness
    Serene seasonal pool retreat with private beach access just 2 miles away offers the perfect summer escape on Long Island.
The price is €279
includes taxes & fees
10 Aug - 11 Aug
Hamlet Inn

The Harbor Front Inn

The Harbor Front Inn
3.5 star property
Greenport
8.8 out of 10, Excellent, (629 reviews)
  • cleanliness
    Dive into pool paradise at this oceanside retreat with sun loungers for ultimate relaxation.
The price is €459
includes taxes & fees
10 Aug - 11 Aug
The Harbor Front Inn

West Neck Guesthouse

West Neck Guesthouse
3.5 star property
Shelter Island Heights
8.2 out of 10, Very good, (42 reviews)
  • cleanliness
    Charming B&B features seasonal outdoor pool and free bicycle rentals for guests.
The price is €313
includes taxes & fees
3 Aug - 4 Aug
West Neck Guesthouse

The Penny Lane

The Penny Lane
3.0 star property
Hampton Bays
9.0 out of 10, Wonderful, (87 reviews)
  • cleanliness
    Seasonal poolside relaxation awaits at this oceanfront hotel with sun loungers, umbrellas, and gardens.
The price is €255
includes taxes & fees
12 Aug - 13 Aug
The Penny Lane

Ocean View Terrace Inn

Ocean View Terrace Inn
2.0 star property
Hampton Bays
8.6 out of 10, Excellent, (126 reviews)
  • cleanliness
    Beachside seasonal pool awaits with ocean adventures and relaxing massages nearby.
The price is €295
includes taxes & fees
6 Aug - 7 Aug
Ocean View Terrace Inn
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.

Choose what matters most at hotels with a pool in Sag Harbor

Top Sag Harbor Hotel Reviews

Frequently asked questions

What's it like visiting Sag Harbor?
If lounging by a pool is your idea of a great holiday, you may want to look at Sag Harbor, which has 5 places to stay with pools. During your trip, you can explore attractions such as Bay Street Theatre and Havens Beach, and then kick back and relax poolside at one of the accommodation options in Sag Harbor that guests like for their pools.
What are some hotels with pools in Sag Harbor?
Sag Harbor Inn: Hotel, 1-minute walk from The Hamptons Beaches. Features daily, a seasonal outdoor pool and free self parking. Pier Blue Inn Old Saybrook - Essex: 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: Aparthotel, 14-minute walk from The Hamptons Beaches. Features a seasonal outdoor pool, an indoor pool and 3 outdoor tennis courts. Montauk Manor: Offers a private beach, a seasonal outdoor pool and 2 bars. Sound View Greenport: Hotel, 5-minute walk from The Hamptons Beaches. Features 2 outdoor swimming pools, a children's pool and a private beach.
How many pool hotels can I expect to find in Sag Harbor?
Expedia has 5 hotels in Sag Harbor for your poolside break.
What is there to see and do in Sag Harbor?
Explore places such as The Hamptons Beaches while you're in Sag Harbor. Enjoy a stroll along the shore at Havens Beach and Foster Memorial Town Beach.
When is the best time to book a hotel with a pool in Sag Harbor?
You may want to consider accommodation that has an outdoor pool if you'll be visiting Sag Harbor in the hottest months of August, July or September, when the average temp is 21°C. Accommodation with an indoor pool may be what you want if you come to town during the coldest months of January, February or March, when the average temp is 3°C.