TOP Hotels with Swimming Pool in Northwest Harbor, NY for 2026

Q: What are some hotels with pools in Northwest Harbor?

Pier Blue Inn Old Saybrook - Essex : Offers a private beach, a seasonal outdoor pool and 2 bars. Sound View Greenport : Hotel, 5-minute walk from The Hamptons Beaches. Provides 2 outdoor swimming pools, a children's pool and a private beach. Montauk Yacht Club : Hotel located near The Hamptons Beaches. Features 2 outdoor tennis courts, a seasonal outdoor pool and free self parking. The Atlantic Hotel : Resort, 13-minute walk from The Hamptons Beaches. Offers 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 free self parking, a seasonal outdoor pool and sunloungers.

A garden with a statue, lush greenery, and a group of people walking.

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 Northwest Harbor Hotels with Swimming Pool

Tonight

Tomorrow

This weekend

Next weekend

Our top choices for Northwest Harbor hotels with a pool

1. Sag Harbor Inn

Sag Harbor

Swim into serenity at this charming Sag Harbour retreat with a seasonal outdoor pool and balcony views.

₹55,474 total

includes taxes & fees

9 Aug - 10 Aug

2. 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.

₹51,707 total

includes taxes & fees

11 Aug - 12 Aug

Seasonal outdoor pool, pool umbrellas, pool loungers

3. Journey East Hampton

East Hampton North

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

₹56,645 total

includes taxes & fees

3 Sept - 4 Sept

4. Windward Shores Ocean Resort

Napeague

Dip into pool bliss just steps from the ocean at this resort with heated seasonal swimming and tennis courts.

₹64,820 total

includes taxes & fees

23 Aug - 24 Aug

5. The Hampton Maid

Hampton Bays

Splash into summer at this Hampton motel, where the seasonal pool and massage services await.

₹42,668 total

includes taxes & fees

18 Aug - 19 Aug

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

6. The Harbor Front Inn

Greenport

Dive into pool paradise at this oceanside retreat with sun loungers for ultimate relaxation.

₹38,953 total

includes taxes & fees

2 Sept - 3 Sept

7. EHP Resort & Marina

East Hampton

Seasonal outdoor pool flanked by sun loungers invites leisurely afternoons, with poolside cocktail service just steps away.

₹103,952 total

includes taxes & fees

2 Sept - 3 Sept

Seasonal outdoor pool, open 9:00 AM to 8:00 PM, pool umbrellas

8. The Sagaponack

Wainscott

Take a summer dip in the seasonal outdoor pool with loungers for relaxing in the Hamptons sun.

₹54,294 total

includes taxes & fees

2 Sept - 3 Sept

View all properties

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

Breakfast included

4 stars

Top Northwest Harbor Hotel Reviews

Saybrook Point Resort & Marina

10/10 Excellent

"I think the place deserves 4 star rating."

Gurney's Montauk Resort & Seawater Spa

8/10 Good

"It’s Montauk, you go here for the beach, but if you also like to dip in a pool, it’s inconvenient, plan on walking an entire trail through a parking lot to get to it. I had a prime spot for a room, choose wisely, if it’s not beachfront, you’ll also walk. It’s Gurney’s, known for its spa, it’s truly the best part of the resort, beautiful and services are fine. The staff is very nice here but SLOW. I wouldn’t say in this case you get what you pay for, if you’re looking for a Montauk vacation you’re paying for the name if you’re going for the spa you’re also paying for the spa and personally, it’s not a family vacation spot, no activities. It’s definitely a tourist spot. Dog friendly, plan to hear dogs barking."

Frequently asked questions

What are some hotels with pools in Northwest Harbor?

Pier Blue Inn Old Saybrook - Essex: Offers a private beach, a seasonal outdoor pool and 2 bars. Sound View Greenport: Hotel, 5-minute walk from The Hamptons Beaches. Provides 2 outdoor swimming pools, a children's pool and a private beach. Montauk Yacht Club: Hotel located near The Hamptons Beaches. Features 2 outdoor tennis courts, a seasonal outdoor pool and free self parking. The Atlantic Hotel: Resort, 13-minute walk from The Hamptons Beaches. Offers 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 free self parking, a seasonal outdoor pool and sunloungers.

What is there to see and do in Northwest Harbor?

Explore places such as The Hamptons Beaches while you're in Northwest Harbor. Surround yourself with nature at LongHouse Reserve and Cedar Point County Park.

When is the best time to book a hotel with a pool in Northwest Harbor?

You may want to consider a place to stay with an outdoor swimming pool if you're planning to visit Northwest Harbor in the warmest months of August, July or September, when the average temperature is 21°C. Accommodation 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 4°C.

Explore a world of travel with Expedia

More ways to book

Book Hotels with Swimming Pool in Northwest Harbor on Expedia.com

Room 1

Change your mind

Treat yourself

Be picky

Check availability on Northwest Harbor Hotels with Swimming Pool