The Best Hotels with a Pool in Sag Harbor, NY from ￥58,931 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 : Hotel, 5-minute walk from The Hamptons Beaches. Features 2 outdoor pools, a children's pool, and a private beach. Montauk Yacht Club : Offers a private beach, a seasonal outdoor pool, and 2 bars. Sound View Greenport : Features a seasonal outdoor pool, an indoor 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.

￥95,284 total

includes taxes & fees

Aug 17 - Aug 18

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.

￥194,728 total

includes taxes & fees

Jul 28 - Jul 29

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.

￥1,152,153 total

includes taxes & fees

Aug 20 - Aug 21

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

Sag Harbor

￥309,080 total

includes taxes & fees

Jul 26 - Jul 27

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

Sag Harbor

￥716,223 total

includes taxes & fees

Jul 27 - Jul 28

Shelter Island House

Shelter Island Heights

Relaxing seasonal pool oasis beckons at this Shelter Island retreat, where a poolside bar enhances sun-drenched afternoons.

￥58,931 total

includes taxes & fees

Aug 6 - Aug 7

West Neck Guesthouse

Shelter Island Heights

Charming B&B features seasonal outdoor pool and free bicycle rentals for guests.

￥58,419 total

includes taxes & fees

Aug 4 - Aug 5

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.

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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

Budget Host East End

8/10 Good

"Best rates we could find near the Hamptons, perfectly adaquate, no frills. Friendly front desk. We'll be back next year."

Montauk Yacht Club

8/10 Good

"It was not user-friendly for handicap people my mother used a Rollator there were stairs everywhere, uneven blocks, etc. you always had to go take steps to your room up or down The serving staff was excellent But be careful of additional charges as I had to really review my folio and was refunded an occurrence They need additional chairs for the pool and bar areas The coffee server at the shop was the only server They need two in the morning"

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: Hotel, 5-minute walk from The Hamptons Beaches. Features 2 outdoor pools, a children's pool, and a private beach. Montauk Yacht Club: Offers a private beach, a seasonal outdoor pool, and 2 bars. Sound View Greenport: Features a seasonal outdoor pool, an indoor 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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