Find Hotels with a Pool in Sag Harbor, NY from CA $198

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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, (595 reviews)
  • cleanliness
    Swim into serenity at this charming Sag Harbour retreat with a seasonal outdoor pool and balcony views.
The price is CA $325
CA $372 total
includes taxes & fees
Apr 27 - Apr 28
Sag Harbor Inn
Interior

Sag Harbor Water View w Dock 1.5ml from town

Sag Harbor Water View w Dock 1.5ml from town
Bay Point
  • cleanliness
    Unwind in the outdoor pool with bayfront views, or soak in a hot tub at this private Sag Harbour retreat with dock access.
The price is CA $2,491
CA $3,944 total
includes taxes & fees
Apr 15 - Apr 16
Sag Harbor Water View w Dock 1.5ml from town
Pool

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

Spacious 5-bedroom house with water views and 2 houses from the bay.
Sag Harbor
The price is CA $5,536
CA $8,846 total
includes taxes & fees
Apr 17 - Apr 18
Spacious 5-bedroom house with water views and 2 houses from the bay.
Seasonal outdoor pool, sun loungers

Ocean Resort Inn

Ocean Resort Inn
2.0 star property
Downtown Montauk
9.6 out of 10, Exceptional, (487 reviews)
  • cleanliness
    Soak in coastal charm at the heated saltwater pool steps from Montauk's sandy shores.
The price is CA $173
CA $198 total
includes taxes & fees
May 3 - May 4
Ocean Resort Inn
Seasonal outdoor pool, open 10:00 AM to 8:00 PM, pool umbrellas

Hamlet Inn

Hamlet Inn
2.0 star property
Southampton
8.6 out of 10, Excellent, (469 reviews)
  • cleanliness
    Serene seasonal pool retreat with private beach access just 2 miles away offers the perfect summer escape on Long Island.
The price is CA $154
CA $200 total
includes taxes & fees
Apr 14 - Apr 15
Hamlet Inn
Outdoor pool

Offshore Montauk

Offshore Montauk
4.5 star property
Montauk
9.4 out of 10, Exceptional, (123 reviews)
The price is CA $260
CA $455 total
includes taxes & fees
May 14 - May 15
Offshore Montauk
Front of property

Beach Plum Resort

Beach Plum Resort
3.0 star property
Montauk
9.0 out of 10, Wonderful, (161 reviews)
  • cleanliness
    Outdoor pool paradise offers relaxation and sunshine after coastal adventures.
The price is CA $272
CA $341 total
includes taxes & fees
May 12 - May 13
Beach Plum Resort
Exterior

Montauk Manor

Montauk Manor
3.5 star property
Montauk
9.2 out of 10, Wonderful, (1,323 reviews)
  • cleanliness
    Refreshing hilltop retreat with year-round pool access and sweeping ocean vistas.
The price is CA $260
CA $325 total
includes taxes & fees
Apr 25 - Apr 26
Montauk Manor
Seasonal outdoor pool, open 9:00 AM to 7:00 PM, pool umbrellas

Cliffside Resort Condominiums

Cliffside Resort Condominiums
3.0 star property
Greenport
9.0 out of 10, Wonderful, (249 reviews)
  • cleanliness
    Unwind in a beachfront haven with a refreshing seasonal pool, comfortable loungers, and breathtaking sunset views.
The price is CA $216
CA $307 total
includes taxes & fees
May 3 - May 4
Cliffside Resort Condominiums
Seasonal outdoor pool, open 8:00 AM to 8:00 PM, pool umbrellas

The Bentley Hotel Southampton

The Bentley Hotel Southampton
2.0 star property
Southampton
9.6 out of 10, Exceptional, (459 reviews)
  • cleanliness
    Dive into the pristine oasis of the seasonal outdoor pool, complete with umbrellas and loungers for ultimate relaxation.
The price is CA $192
CA $221 total
includes taxes & fees
Apr 27 - Apr 28
The Bentley Hotel Southampton
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

Sound View Greenport

Sound View Greenport

10/10 Excellent
"Loved our stay. Our room was gorgeous a s in the perfect location. Would recommend and plan on coming back in the future!"
Tara 2-night trip
Posted 13 hours ago
Sound View Greenport

Frequently asked questions

What are the best hotels in Sag Harbor with outdoor pools?
The Sag Harbor Inn is a charming 3.5-star hotel that features an inviting outdoor pool, superb for families looking to relax and enjoy the sun. Guests have praised the hotel for its comfortable and clean rooms, making it an ideal choice for parents traveling with children.

In addition to the pool, the Sag Harbor Inn offers complimentary continental breakfast, which is a great way to start the day without the hassle of dining out. Families appreciate the free WiFi and the availability of cribs at no extra charge, ensuring convenience during their stay. With a traveller review rating of 9.4, it's clear that visitors find the service to be fantastic and the location beautiful—a superb blend of comfort and accessibility.
How much does a hotel with outdoor pool in Sag Harbor cost?
Enjoy staying in a hotel in Sag Harbor with an outdoor pool. You can find a great deal from CA $198 on Expedia. If you're leaning toward a little luxury, prices can rise, and may vary depending on the location, season, and hotel amenities. Be sure to book in advance to enjoy more options and potentially better rates, especially if you're planning a trip during weekends or around public holidays.
Are there hotels with outdoor pools that are close to Havens Beach?
The Sag Harbor Inn is a charming 3.5-star hotel that offers an inviting outdoor pool, superb for families looking to enjoy a refreshing dip after a day at the beach. With a traveller rating of 9.4, guests consistently praise the comfortable and clean rooms, as well as the beautiful location that is just a short distance from Havens Beach.

Families will appreciate the convenience of free continental breakfast and WiFi, along with complimentary toiletries and cribs for younger travellers. The self-parking option adds to the ease of your stay, making it a straightforward experience for those traveling with children.

In addition to the outdoor pool, the hotel's fantastic service and great coffee further enhance the family-friendly atmosphere, ensuring that your stay in Sag Harbor is both relaxing and enjoyable.
Is it cheaper to book flights and a hotel in Sag Harbor as a package?
Booking a hotel and flight package on Expedia can be cheaper than booking flights and hotels separately. Bundling can lead to significant savings, especially for international travel or when booking well in advance. However, savings vary depending on factors like destination, travel dates, and availability, so it's wise to compare options. With access to over 300,000 hotels worldwide, Expedia makes it easy to build the perfect travel package.
How can I save on a hotel in Sag Harbor with Expedia?
Before booking your Sag Harbor hotel, remember to join Expedia's free travel rewards program—One Key™. Just sign up and sign in to access our lowest Member Prices as well as members-only perks. Booking your hotel in advance will typically help you save, but there are last-minute deals to explore too.
Can I cancel my hotel reservation on Expedia?
Expedia has plenty of refundable hotels. In many cases, you need to cancel your booking 24-48 hours ahead of your arrival date. Remember to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use Expedia's "Fully refundable property" filter during your search to find the right hotel with an outdoor pool in Sag Harbor for you.

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