The Best Hotels with a Pool in Sag Harbor, NY from NT$4,509 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. Gurney's Montauk Resort & Seawater Spa : Resort, 13-minute walk from The Hamptons Beaches. Offers a seasonal outdoor pool, an indoor pool, and a private beach. Montauk Manor : Aparthotel, 14-minute walk from The Hamptons Beaches. Provides a seasonal outdoor pool, an indoor pool, and 3 outdoor tennis courts. The Atlantic Hotel : Hotel located near The Hamptons Beaches. Features 2 outdoor tennis courts, a seasonal outdoor pool, and free self parking. The Bentley Hotel Southampton : Hotel located near The Hamptons Beaches. Offers free self parking, a seasonal outdoor pool, and complimentary wireless internet access.

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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.

NT$15,835 total

includes taxes & fees

Jun 23 - Jun 24

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.

NT$34,321 total

includes taxes & fees

Jun 22 - Jun 23

Seasonal outdoor pool, pool umbrellas, sun loungers

Kenny's Tipperary Inn

Culloden Shores

Splash into summer with a serene outdoor pool surrounded by lush gardens and sun-soaked relaxation spaces.

NT$10,717 total

includes taxes & fees

Jul 1 - Jul 2

Aqualina Inn Montauk

Downtown Montauk

Dive into poolside luxury at this Montauk motel with summer splash fun and garden views.

NT$6,673 total

includes taxes & fees

Jun 22 - Jun 23

Budget Host East End

Riverhead

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

NT$4,509 total

includes taxes & fees

Jun 22 - Jun 23

Seasonal outdoor pool, open 10:00 AM to 6:00 PM, pool umbrellas

Ocean Surf Resort

Downtown Montauk

Seasonal Montauk retreat with sun-drenched pool deck offering ocean views, just steps from downtown.

NT$11,861 total

includes taxes & fees

Jun 25 - Jun 26

Seasonal outdoor pool, open 8:00 AM to 8:00 PM, cabanas (surcharge)

Hotel Indigo Long Island - East End by IHG

Riverhead

Immerse in luxury at this poolside retreat with loungers, umbrellas, and a restaurant serving delectable cuisine just steps away.

NT$9,703 total

includes taxes & fees

Jun 23 - Jun 24

North Fork Resort

Greenport

NT$13,764 total

includes taxes & fees

Jul 1 - Jul 2

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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

Water's Edge Resort & Spa

10/10 Excellent

"The spa was nice. The pool can be busy, but the beach side was calm."

Gurney's Montauk Resort & Seawater Spa

10/10 Excellent

"This property is very special and the staff ensure you have a very relaxed vacation. The location is exceptional on the beach in Montauk NY which is the end of Long Island. Do not miss the spa especially the bathhouse plunges. But also go visit the little towns and the excellent restaurants."

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. Gurney's Montauk Resort & Seawater Spa: Resort, 13-minute walk from The Hamptons Beaches. Offers a seasonal outdoor pool, an indoor pool, and a private beach. Montauk Manor: Aparthotel, 14-minute walk from The Hamptons Beaches. Provides a seasonal outdoor pool, an indoor pool, and 3 outdoor tennis courts. The Atlantic Hotel: Hotel located near The Hamptons Beaches. Features 2 outdoor tennis courts, a seasonal outdoor pool, and free self parking. The Bentley Hotel Southampton: Hotel located near The Hamptons Beaches. Offers free self parking, a seasonal outdoor pool, and complimentary wireless internet access.

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?

Surround yourself with nature at The Hamptons Beaches and Havens Beach. During your stay, check out sights such as Bay Street Theatre, Foster Memorial Town Beach, and Noyac Golf Club.

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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