The Best Hotels with a Pool in Sag Harbor, NY from ￥20,254 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 kitchens, a pool, and Smart TVs. Montauk Manor : Provides sun loungers, a pool, and complimentary wireless internet access. Water's Edge Resort & Spa : Features kitchens, a pool, and televisions. Residence Inn by Marriott New York Long Island East End : Resort, 13-minute walk from The Hamptons Beaches. Offers a seasonal outdoor pool, an indoor pool, and a private beach.

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Check availability on Sag Harbor Hotels with a Pool

Tonight

Tomorrow

This weekend

Next weekend

Our top choices for Sag Harbor hotels with a pool

Sag Harbor Inn

Sag Harbor

Hollie

￥37,412 total

includes taxes & fees

Mar 17 - Mar 18

Large Room w use of pool/tennis in Spacious home

Sag Harbor

￥128,565 total

includes taxes & fees

Mar 17 - Mar 18

Sag Harbor Water View w Dock 1.5ml from town

Bay Point

￥364,800 total

includes taxes & fees

Mar 23 - Mar 24

Spacious 5-bedroom house with water views and 2 houses from the bay.

Sag Harbor

￥1,023,595 total

includes taxes & fees

Mar 23 - Mar 24

Offshore Montauk

Montauk

Erica

￥33,960 total

includes taxes & fees

Mar 29 - Mar 30

Residence Inn by Marriott New York Long Island East End

Riverhead

Roseanne

￥21,561 total

includes taxes & fees

Mar 18 - Mar 19

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

The Harbor Front Inn

Greenport

Mary

￥29,035 total

includes taxes & fees

Mar 22 - Mar 23

Montauk Manor

Montauk

April

￥24,205 total

includes taxes & fees

Mar 17 - Mar 18

View all properties

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

"Beautiful location, nicely appointed rooms, lovely staff. Food got mixed reviews from our group. Fantastic venue for bridal shower. "

Gurney's Montauk Resort & Seawater Spa

8/10 Good

"I took my husband for a relaxing weekend for his birthday at Gurneys Resort. We had an ocean front room with a beautiful view! The room and resort was beautiful and clean. We hung out at GiGis bar a lot and the bar tenders were great! Super friendly and helpful! I loved our stay however I was truly disappointed to get a call on our check In day to tell us the indoor pool could not be used. That was literally what we wanted to do for the weekend was relax at the pool and eat and drink. I booked the trips weeks prior so to get a call the day of saying we can’t use to pool during our stay was truly disappointing. They waived the resort fee for the inconvenience, otherwise the weekend was great. "

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 kitchens, a pool, and Smart TVs. Montauk Manor: Provides sun loungers, a pool, and complimentary wireless internet access. Water's Edge Resort & Spa: Features kitchens, a pool, and televisions. Residence Inn by Marriott New York Long Island East End: Resort, 13-minute walk from The Hamptons Beaches. Offers 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?

Surround yourself with nature at The Hamptons Beaches and Havens Beach. During your stay, check out sights such as Bay Street Theatre, Sag Harbor Whaling and Historical Museum, 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.

Explore a world of travel with Expedia

More ways to book

Book Hotels with a Pool in Sag Harbor on Expedia.com

Room 1

Change your mind

Treat yourself

Be picky

Check availability on Sag Harbor Hotels with a Pool