The Best Hotels with a Pool in Orient Point, NY from ￥14,308 in 2026

Q: What are some hotels with pools in Orient Point?

Gurney's Montauk Resort & Seawater Spa : Resort, 13-minute walk from The Hamptons Beaches. Features a seasonal outdoor pool, an indoor pool, and a private beach. Gold Star Inn & Suites : Aparthotel, 14-minute walk from The Hamptons Beaches. Provides a seasonal outdoor pool, an indoor pool, and 3 outdoor tennis courts. Montauk Manor : Hotel located near Mystic Seaport. Features a full-service spa, an indoor pool, and a snack bar/deli. Mystic Marriott Hotel and Spa : Offers a snack bar/deli, an indoor pool, and continental. Ramada by Wyndham Groton/Mystic : Hotel, 5-minute walk from The Hamptons Beaches. Features 2 outdoor pools, a children's pool, and a private beach.

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Our top choices for Orient Point hotels with a pool

Ocean Resort Inn

Downtown Montauk

Soak in coastal charm at the heated saltwater pool steps from Montauk's sandy shores.

￥50,116 total

includes taxes & fees

Jun 14 - Jun 15

Breakers Montauk

Montauk

Seaside poolside escape with sun loungers and umbrellas creates a summer sanctuary.

￥24,684 total

includes taxes & fees

Jun 1 - Jun 2

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.

￥27,933 total

includes taxes & fees

Jun 10 - Jun 11

Outdoor pool, pool umbrellas, sun loungers

Offshore Montauk

Montauk

￥60,472 total

includes taxes & fees

Jun 24 - Jun 25

Aqualina Inn Montauk

Downtown Montauk

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

￥22,781 total

includes taxes & fees

May 31 - Jun 1

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.

￥52,140 total

includes taxes & fees

Jun 22 - Jun 23

Montauk Blue Hotel

Downtown Montauk

Dive into seaside bliss with Montauk Blue Hotel's indoor pool and hot tub, just steps from sandy shores.

￥80,966 total

includes taxes & fees

Jun 11 - Jun 12

Indoor pool, open 9:00 AM to 9:00 PM, pool umbrellas, sun loungers

Quality Inn Old Saybrook - Westbrook

Old Saybrook

Plunge into pool paradise at this welcoming hotel with sun loungers and a relaxing indoor retreat.

￥21,673 total

includes taxes & fees

Jun 17 - Jun 18

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Choose what matters most at hotels with a pool in Orient Point

Breakfast included

4 stars

Top Orient Point Hotel Reviews

Gurney's Montauk Resort & Seawater Spa

4/10 Poor

"major construction would be ongoing for three of our four days at the hotel. Had we been informed beforehand, we would have made different arrangements entirely. The first room we were assigned had multiple issues: The AC was not functioning, and the room was 80 degrees upon arrival. The “ocean view” room primarily overlooked the parking lot, where delivery and work trucks created noise throughout the day. The door hinge was broken, leaving visible openings to the outside where bugs could enter. We attempted to contact the front desk to request a room change but were unable to get through initially and received no callback. After calling again two hours later, we were told someone would bring new room keys. Thirty minutes passed with no follow-up, and when I called again, the front desk member appeared unaware of the situation entirely but was able to send someone. While we appreciated being moved, the second room also felt poorly maintained, with visible grime on the side table and floor. At that point, we did not want to continue complaining so did not raise the issue. Additionally, despite my emailed request ahead of arrival (below), there were no extra pillows in either room to support my pregnancy. Unfortunately, the issues extended throughout the property: The gym was incredibly warm, construction noise was so loud it could be heard through noise-canceling headphones, and three of the five treadmills were out of service. The fire pit and shared outdoor areas were d"

Montauk Yacht Club

6/10 Okay

"Our first breakfast was excellent. The second time was horrible 😫 the staff quiet not together. Our room was short of soap, shampoo and I asked for towel nobody seems to care and not helpful. The only 1 who was kind enough to do thier job is the young man who was in main entrance who open doors, he did more for than the rest of the people we asked help."

Frequently asked questions

What are some hotels with pools in Orient Point?

Gurney's Montauk Resort & Seawater Spa: Resort, 13-minute walk from The Hamptons Beaches. Features a seasonal outdoor pool, an indoor pool, and a private beach. Gold Star Inn & Suites: Aparthotel, 14-minute walk from The Hamptons Beaches. Provides a seasonal outdoor pool, an indoor pool, and 3 outdoor tennis courts. Montauk Manor: Hotel located near Mystic Seaport. Features a full-service spa, an indoor pool, and a snack bar/deli. Mystic Marriott Hotel and Spa: Offers a snack bar/deli, an indoor pool, and continental. Ramada by Wyndham Groton/Mystic: Hotel, 5-minute walk from The Hamptons Beaches. Features 2 outdoor pools, a children's pool, and a private beach.

What is there to see and do in Orient Point?

Spend some time experiencing the great outdoors at Orient Point County Park. Discover sights such as Orient Beach State Park and Little Bay during your stay.

When is the best time to book a hotel with a pool in Orient Point?

You may want to consider a place to stay with an outdoor swimming pool if you plan to visit Orient Point 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 are visiting during the coldest months of January, February, or March when the average temp is 38°F.

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