The Best Hotels with a Pool in Sag Harbor, NY from ￥15,050 in 2026

Q: 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 pools, a children's pool, and a private beach.

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

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Our top choices for Sag Harbor hotels with a pool

Sag Harbor Inn

Sag Harbor

Swim into serenity at this charming Sag Harbor retreat with a seasonal outdoor pool and balcony views.

￥94,911 total

includes taxes & fees

Aug 10 - Aug 11

Seasonal outdoor pool, cabanas (surcharge), pool umbrellas

Faraway Sag Harbor

Sag Harbor

Dive into summer splendor at a tranquil pool retreat with chic cabanas and luxe loungers.

￥221,594 total

includes taxes & fees

Jul 26 - Jul 27

Sag Harbor Water View w Dock 1.5ml from town

Bay Point

Unwind in the outdoor pool with bayfront views, or soak in a hot tub at this private Sag Harbor retreat with dock access.

￥1,147,985 total

includes taxes & fees

Aug 20 - Aug 21

Perfection in Sag Harbor : 5 Bedrooms with saltwater pool - walk to Beach

Sag Harbor

￥713,425 total

includes taxes & fees

Jul 27 - Jul 28

Seasonal outdoor pool, open 9:00 AM to 8:00 PM, pool umbrellas

The Sagaponack

Wainscott

Take a summer dip in the seasonal outdoor pool with loungers for relaxing in the Hamptons sun.

￥126,378 total

includes taxes & fees

Aug 10 - Aug 11

East Hampton House Resort

East Hampton North

Seasonal outdoor pool creates a refreshing escape at this hotel, with tennis courts and gardens adding to the resort atmosphere.

￥86,287 total

includes taxes & fees

Aug 4 - Aug 5

Ocean View Terrace Inn

Hampton Bays

Beachside seasonal pool awaits with ocean adventures and relaxing massages nearby.

￥54,784 total

includes taxes & fees

Aug 12 - Aug 13

Seasonal outdoor pool, pool umbrellas, sun loungers

Sound View Greenport

Greenport

Coastal bliss awaits at this private beach hotel with a seasonal pool and sunset views.

￥71,472 total

includes taxes & fees

Aug 12 - Aug 13

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

Breakfast included

4 stars

Top Sag Harbor Hotel Reviews

Saybrook Point Resort & Marina

10/10 Excellent

"The only thing negative was my wife's fish and chips at dinner. The fish had an ammonia taste but the server graciously removed it from the bill. The Resort and amenities were top notch. I will definitely stay again in the future"

Frequently asked questions

What's it like visiting Sag Harbor?

If taking it easy by the pool is your idea of a great getaway, you might want to think about Sag Harbor, which has 5 places to stay with pools. During your trip, you can explore attractions like Bay Street Theatre and Havens Beach, and then relax and unwind poolside at one of the accommodations 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 pools, a children's pool, and a private beach.

How many pool hotels will I be able 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 like 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 a place to stay that has an outdoor pool if you're planning to visit Sag Harbor in the hottest months of August, July, or September when the average temperature is 70°F. Lodging with 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 38°F.

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