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Check availability on Sag Harbor Hotels with 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, (614 reviews)
  • cleanliness
    Swim into serenity at this charming Sag Harbour 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 ฿10,257
฿11,719 total
includes taxes & fees
25 May - 26 May
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 splendour 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 ฿24,518
฿30,812 total
includes taxes & fees
10 Jun - 11 Jun
Faraway Sag Harbor
Seasonal outdoor pool, pool 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 ฿6,350
฿7,254 total
includes taxes & fees
11 Jun - 12 Jun
Ocean Resort Inn
Seasonal outdoor pool, pool umbrellas, pool loungers

Kenny's Tipperary Inn

Kenny's Tipperary Inn
2.0 star property
Culloden Shores
8.4 out of 10, Very good, (892 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 ฿4,115
฿4,890 total
includes taxes & fees
27 May - 28 May
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 ฿3,130
฿4,637 total
includes taxes & fees
25 May - 26 May
Breakers Montauk
Seasonal outdoor pool, pool loungers

Aqualina Inn Montauk

Aqualina Inn Montauk
2.5 star property
Downtown Montauk
9.6 out of 10, Exceptional, (497 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 ฿4,070
฿4,651 total
includes taxes & fees
26 May - 27 May
Aqualina Inn Montauk
Outdoor pool, pool umbrellas, pool loungers

Offshore Spa & Residences

Offshore Spa & Residences
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 ฿8,208
฿13,098 total
includes taxes & fees
26 May - 27 May
Offshore Spa & Residences
Exterior

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 traveller
The price is ฿8,897
฿10,165 total
includes taxes & fees
3 Jun - 4 Jun
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

Beachcomber Resort at Montauk

Beachcomber Resort at Montauk

10/10 Excellent
"G"
Kathleen 2-night trip
Posted 15 hours ago
Beachcomber Resort at Montauk

Frequently asked questions

What's it like visiting Sag Harbor?
If lounging by a pool is your idea of a great holiday, you may want to look at Sag Harbor, which has 5 places to stay with pools. During your trip, you can explore attractions such as Bay Street Theatre and Havens Beach, and then kick back and relax poolside at one of the accommodation options 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: Holiday home, 6-minute walk from The Hamptons Beaches. Offers sunloungers, 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 swimming pools, a children's pool and a private beach.
How many pool hotels can I expect 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, visit 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 accommodation that has an outdoor pool if you'll be visiting Sag Harbor in the hottest months of August, July or September, when the average temp is 21°C. Accommodation with an indoor pool may be what you want if you come to town during the coldest months of January, February or March, when the average temp is 3°C.