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

  • 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 prices for these dates

Tonight
14 Nov - 15 Nov
Tomorrow
15 Nov - 16 Nov
Next weekend
20 Nov - 22 Nov
In two weeks
27 Nov - 29 Nov

Our top choices for Sag Harbor hotels with a pool

A swimming pool with clear blue water, surrounded by lounge chairs and umbrellas, with a building in the background.

1. Sag Harbor Inn

Sag Harbor Inn
3.5 star property
Sag Harbor
9.4 out of 10, Exceptional, (689 reviews)
  • cleanliness
    Swim into serenity at this charming Sag Harbour retreat with a seasonal outdoor pool and balcony views.
The price is €226
includes taxes & fees
19 Nov - 20 Nov
Sag Harbor Inn
A pool area with umbrellas, potted plants, and a pathway leading to a building.

2. Faraway Sag Harbor

Faraway Sag Harbor
4.0 star property
Sag Harbor
9.0 out of 10, Wonderful, (322 reviews)
  • cleanliness
    Dive into summer splendour at a tranquil pool retreat with chic cabanas and luxe loungers.
The price is €353
includes taxes & fees
6 Dec - 7 Dec
Faraway Sag Harbor
A house with a sliding glass door, a white door, and a small porch with potted plants.

3. Designer Sag Harbor Home w/ Pool + Fire Pit + Yard

Designer Sag Harbor Home w/ Pool + Fire Pit + Yard
Sag Harbor
10.0 out of 10, Exceptional, (1 review)
The price is €539
includes taxes & fees
15 Nov - 16 Nov
Designer Sag Harbor Home w/ Pool + Fire Pit + Yard
A covered outdoor seating area with wicker furniture and a glass door leading to a pool.

4. Large Room w use of pool/tennis in Spacious home

Large Room w use of pool/tennis in Spacious home
Sag Harbor
  • cleanliness
    Enjoy coastal serenity with a refreshing swim in the outdoor pool at this seaside B&B.
The price is €720
includes taxes & fees
15 Nov - 16 Nov
Large Room w use of pool/tennis in Spacious home
A two-story building with a swimming pool, red lounge chairs, and a well-maintained lawn.

5. Seven - A Resort Style Inn

Seven - A Resort Style Inn
2.0 star property
Shelter Island Heights
The price is €394
includes taxes & fees
26 Nov - 27 Nov
Seven - A Resort Style Inn
A pool area with lounge chairs and umbrellas, a mural on the wall, and a clear view of the sky.

6. The Bentley Hotel Southampton

The Bentley Hotel Southampton
2.0 star property
Southampton
9.6 out of 10, Exceptional, (619 reviews)
  • cleanliness
    Dive into the pristine oasis of the seasonal outdoor pool, complete with umbrellas and loungers for ultimate relaxation.
The price is €122
includes taxes & fees
21 Nov - 22 Nov
The Bentley Hotel Southampton
A swimming pool with lounge chairs and umbrellas, surrounded by a forested area.

7. A Room At The Beach

A Room At The Beach
3.0 star property
Bridgehampton
9.2 out of 10, Wonderful, (107 reviews)
  • cleanliness
    Soak up sunshine and serene vibes at this Hamptons motel with a stylish outdoor pool.
The price is €306
includes taxes & fees
17 Nov - 18 Nov
A Room At The Beach
A swimming pool with lounge chairs and umbrellas, surrounded by a wooden deck and a view of boats.

8. The Harbor Front Inn

The Harbor Front Inn
3.5 star property
Greenport
9.0 out of 10, Wonderful, (676 reviews)
  • cleanliness
    Dive into pool paradise at this oceanside retreat with sun loungers for ultimate relaxation.
The price is €166
includes taxes & fees
13 Dec - 14 Dec
The Harbor Front Inn
A poolside area with sun loungers, a pool, and a building with a balcony.

9. Oyster Estate

Oyster Estate
4.0 star property
Greenport
9.2 out of 10, Wonderful, (302 reviews)
  • cleanliness
    Dive into summer vibes at this hip pool escape where loungers beckon and relaxation flows freely.
The price is €206
includes taxes & fees
2 Dec - 3 Dec
Oyster Estate
A swimming pool with two lounge chairs and a green umbrella.

10. The Sagaponack

The Sagaponack
3.0 star property
Wainscott
8.8 out of 10, Excellent, (298 reviews)
  • cleanliness
    Take a summer dip in the seasonal outdoor pool with loungers for relaxing in the Hamptons sun.
The price is €250
includes taxes & fees
15 Nov - 16 Nov
The Sagaponack
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

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

Breakfast included
4 stars

Frequently Asked Questions

How many pool hotels can I expect to find in Sag Harbor?

Expedia has 5 hotels in Sag Harbor for your poolside break.

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?

Faraway Sag Harbor: Hotel, 3-minute walk from The Hamptons Beaches. Features spa services, a seasonal outdoor pool and a snack bar/deli. Sag Harbor Inn: Hotel, 1-minute walk from The Hamptons Beaches. Offers daily, a seasonal outdoor pool and free self parking. Pier Blue Inn Old Saybrook - Essex: Resort, 13-minute walk from The Hamptons Beaches. Features a seasonal outdoor pool, an indoor pool and a private beach. Gurney's Montauk Resort & Seawater Spa: Hotel, 1-minute walk from The Hamptons Beaches. Offers a sauna, a seasonal outdoor pool and free self parking. Offshore Montauk: Features a seasonal outdoor pool, an indoor pool and a private beach.

What is there to see and do in Sag Harbor?

Surround yourself with nature at The Hamptons Beaches and Havens Beach. During your stay, visit sights such as Bay Street Theatre, Noyac Golf Club and Elizabeth A. Morton National Wildlife Refuge.

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.