The Best Hotels with a Pool in Sag Harbor, NY from NT$3,511 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 : Offers sun loungers, a pool, and kitchens. Sound View Greenport : Provides kitchens, a pool, and Smart TVs. Montauk Manor : Features kitchens, a pool, and televisions. Montauk Blue Hotel : Offers kitchens, a pool, and Smart TVs.

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Our top choices for Sag Harbor hotels with a pool

Sag Harbor Inn

Sag Harbor

Hollie

NT$7,363 total

includes taxes & fees

Feb 17 - Feb 18

Offshore Montauk

Montauk

Erica

NT$5,966 total

includes taxes & fees

Mar 1 - Mar 2

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

The Bentley Hotel Southampton

Southampton

Martin

NT$4,562 total

includes taxes & fees

Feb 22 - Feb 23

Seasonal outdoor pool, open 8:00 AM to 7:00 PM, sun loungers

The Harbor Front Inn

Greenport

Pamela

NT$5,391 total

includes taxes & fees

Feb 17 - Feb 18

Montauk Manor

Montauk

April

NT$5,594 total

includes taxes & fees

Feb 17 - Feb 18

Seasonal outdoor pool, pool umbrellas, sun loungers

Kenny's Tipperary Inn

Culloden Shores

Raz

Windward Shores Ocean Resort

Napeague

Jerry

NT$5,587 total

includes taxes & fees

Feb 17 - Feb 18

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

Breakfast included

Ocean view

Top Sag Harbor Hotel Reviews

Gurney's Montauk Resort & Seawater Spa

10/10 Excellent

"There were no iron in my room just the ironing board. Also called the front desk around 1am to get a ride back to our room from main property but there was no answer so my partner and I had to walk back to our room. Otherwise the stay was great. Loved the bath house. Also loved the versatility of the property restaurant. Room were nice and spacious with a breathtaking view."

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: Offers sun loungers, a pool, and kitchens. Sound View Greenport: Provides kitchens, a pool, and Smart TVs. Montauk Manor: Features kitchens, a pool, and televisions. Montauk Blue Hotel: Offers kitchens, a pool, and Smart TVs.

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, 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 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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