TOP Hotels with Swimming Pool in Sag Harbor, NY for 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 swimming 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 Harbour retreat with a seasonal outdoor pool and balcony views.

₹56,157 total

includes taxes & fees

26 Jul - 27 Jul

Seasonal outdoor pool, pool cabanas (surcharge), pool umbrellas

Faraway Sag Harbor

Sag Harbor

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

₹117,113 total

includes taxes & fees

26 Jul - 27 Jul

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.

₹72,669 total

includes taxes & fees

27 Jul - 28 Jul

A Room At The Beach

Bridgehampton

Soak up sunshine and serene vibes at this Hamptons motel with a stylish outdoor pool.

₹99,297 total

includes taxes & fees

27 Jul - 28 Jul

Seasonal outdoor pool, pool umbrellas, pool loungers

Journey East Hampton

East Hampton North

Seasonal poolside splendour at East Hampton hotel with complimentary bikes and garden views.

₹80,284 total

includes taxes & fees

16 Aug - 17 Aug

The Pridwin Hotel

Shelter Island Heights

Splash into coastal luxury at this beachfront hotel with a seasonal pool, spa, and private beach access.

₹76,024 total

includes taxes & fees

24 Aug - 25 Aug

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.

₹36,374 total

includes taxes & fees

27 Jul - 28 Jul

Budget Host East End

Riverhead

Escape summer heat at this serene riverfront motel with a clean, seasonal pool.

₹13,791 total

includes taxes & fees

26 Jul - 27 Jul

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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

Hampton's Vacation Inn

10/10 Excellent

"Nice. clean, and surprisingly quiet, even thought it on a busy street. We will consider it for future family vacations."

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 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: Hotel, 5-minute walk from The Hamptons Beaches. Features 2 outdoor swimming 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 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.

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