Find Hotels with a Pool in Sag Harbor, NY

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Check availability on Sag Harbor Hotels with a Pool

Our top choices for Sag Harbor hotels with a pool

Outdoor pool

Sag Harbor Inn

Sag Harbor Inn
3.5 star property
Sag Harbor
9.4 out of 10, Exceptional, (615 reviews)
  • cleanliness
    Swim into serenity at this charming Sag Harbor retreat with a seasonal outdoor pool and balcony views.
"Clean and comfortable with doors opening to a terrace with pool view."
United States
Patricia
The price is NT$12,168
NT$13,902 total
includes taxes & fees
Jun 11 - Jun 12
Sag Harbor Inn
Exterior

Faraway Sag Harbor

Faraway Sag Harbor
4.0 star property
Sag Harbor
9.0 out of 10, Wonderful, (292 reviews)
  • cleanliness
    Dive into summer splendor at a tranquil pool retreat with chic cabanas and luxe loungers.
"somewhat quirky, clean, comfortable, has very nice room amenities and internet access, a friendly attentive staff, a nice bar and restaurant, a lovely pool, is waterfront and has a great front porch with rockers"
United States
Christine
The price is NT$23,704
NT$29,790 total
includes taxes & fees
Jun 10 - Jun 11
Faraway Sag Harbor
Seasonal outdoor pool, sun loungers

Ocean Resort Inn

Ocean Resort Inn
2.0 star property
Downtown Montauk
9.6 out of 10, Exceptional, (492 reviews)
  • cleanliness
    Soak in coastal charm at the heated saltwater pool steps from Montauk's sandy shores.
"The rooms were clean it a walk to town the pool area is great I will definitely book this hotel again"
United States
Jennifer
The price is NT$5,531
NT$6,319 total
includes taxes & fees
Jun 3 - Jun 4
Ocean Resort Inn
Seasonal outdoor pool, pool umbrellas, sun loungers

Kenny's Tipperary Inn

Kenny's Tipperary Inn
2.0 star property
Culloden Shores
8.4 out of 10, Very Good, (893 reviews)
  • cleanliness
    Splash into summer with a serene outdoor pool surrounded by lush gardens and sun-soaked relaxation spaces.
"Great pool and patio area to gather with friends."
United States
barbara
The price is NT$4,330
NT$5,144 total
includes taxes & fees
May 31 - Jun 1
Kenny's Tipperary Inn
View from property

Breakers Montauk

Breakers Montauk
3.0 star property
Montauk
8.6 out of 10, Excellent, (189 reviews)
  • cleanliness
    Seaside poolside escape with sun loungers and umbrellas creates a summer sanctuary.
"The pool area was amazing"
United States
Elissa
The price is NT$3,038
NT$4,501 total
includes taxes & fees
May 25 - May 26
Breakers Montauk
Seasonal outdoor pool, sun loungers

Aqualina Inn Montauk

Aqualina Inn Montauk
2.5 star property
Downtown Montauk
9.6 out of 10, Exceptional, (498 reviews)
  • cleanliness
    Dive into poolside luxury at this Montauk motel with summer splash fun and garden views.
"Pool is nice!"
United States
Cassidy
The price is NT$3,944
NT$4,507 total
includes taxes & fees
May 27 - May 28
Aqualina Inn Montauk
Outdoor pool, pool umbrellas, sun loungers

Offshore Montauk

Offshore Montauk
4.0 star property
Montauk
9.4 out of 10, Exceptional, (132 reviews)
"The backyard area and pool are an added bonus."
United States
Deborah
The price is NT$6,787
NT$11,359 total
includes taxes & fees
Jun 23 - Jun 24
Offshore Montauk
Beach nearby, white sand, beach towels

The Penny Lane

The Penny Lane
2.0 star property
Hampton Bays
9.0 out of 10, Wonderful, (77 reviews)
  • cleanliness
    Seasonal poolside relaxation awaits at this oceanfront hotel with sun loungers, umbrellas, and gardens.
"The hotel was very clean and the location was very good. It was close to restaurants and beach."
United States
Anonymous traveler
The price is NT$7,895
NT$9,020 total
includes taxes & fees
May 28 - May 29
The Penny Lane
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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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

Montauk Yacht Club

Montauk Yacht Club

10/10 Excellent
"Perfect getaway spot. Super clean and relaxing. Thanks"
Anna 1-night trip
Posted 1 hour ago
Montauk Yacht Club

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: Vacation home, 6-minute walk from The Hamptons Beaches. Offers sun loungers, a pool, and complimentary wireless internet access. Montauk Manor: Resort, 13-minute walk from The Hamptons Beaches. Provides a seasonal outdoor pool, an indoor pool, and a private beach. Pier Blue Inn Old Saybrook - Essex: Aparthotel, 14-minute walk from The Hamptons Beaches. Features a seasonal outdoor pool, an indoor pool, and 3 outdoor tennis courts. Montauk Yacht Club: Hotel, 5-minute walk from The Hamptons Beaches. Features 2 outdoor pools, a children's 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, 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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