A marina with several boats docked, including a white motorboat and a sailboat with a canopy.

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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, (642 reviews)
  • cleanliness
    Swim into serenity at this charming Sag Harbour retreat with a seasonal outdoor pool and balcony views.
The price is CA $720
CA $823 total
includes taxes & fees
Aug 10 - Aug 11
Sag Harbor Inn
Seasonal outdoor pool, cabanas (surcharge), pool umbrellas

Faraway Sag Harbor

Faraway Sag Harbor
4.0 star property
Sag Harbor
9.0 out of 10, Wonderful, (295 reviews)
  • cleanliness
    Dive into summer splendour at a tranquil pool retreat with chic cabanas and luxe loungers.
The price is CA $1,599
CA $2,010 total
includes taxes & fees
Jul 26 - Jul 27
Faraway Sag Harbor
Reception

The Penny Lane

The Penny Lane
3.0 star property
Hampton Bays
9.0 out of 10, Wonderful, (87 reviews)
  • cleanliness
    Seasonal poolside relaxation awaits at this oceanfront hotel with sun loungers, umbrellas, and gardens.
The price is CA $349
CA $399 total
includes taxes & fees
Aug 11 - Aug 12
The Penny Lane
Individually decorated, individually furnished, desk, laptop workspace

Econo Lodge Inn & Suites Old Saybrook Westbrook

Econo Lodge Inn & Suites Old Saybrook Westbrook
2.0 star property
Old Saybrook
7.2 out of 10, Good, (483 reviews)
  • cleanliness
    Soak in the serenity at this garden-view pool retreat offering refreshing summer escapes amid recently refreshed accommodations.
The price is CA $114
CA $131 total
includes taxes & fees
Jul 20 - Jul 21
Econo Lodge Inn & Suites Old Saybrook Westbrook
Seasonal outdoor pool

Budget Host East End

Budget Host East End
2.0 star property
Riverhead
6.8 out of 10, (834 reviews)
  • cleanliness
    Escape summer heat at this serene riverfront motel with a clean, seasonal pool.
The price is CA $177
CA $202 total
includes taxes & fees
Jul 20 - Jul 21
Budget Host East End
Children's activities

Hampton's Vacation Inn

Hampton's Vacation Inn
2.5 star property
Hampton Bays
9.0 out of 10, Wonderful, (349 reviews)
  • cleanliness
    Soak in poolside bliss at this Hampton guesthouse with refreshing seasonal pool, tennis court, and nearby beach activities.
The price is CA $287
CA $327 total
includes taxes & fees
Aug 13 - Aug 14
Hampton's Vacation Inn
Seasonal outdoor pool

Ocean View Terrace Inn

Ocean View Terrace Inn
2.0 star property
Hampton Bays
8.6 out of 10, Excellent, (126 reviews)
  • cleanliness
    Beachside seasonal pool awaits with ocean adventures and relaxing massages nearby.
The price is CA $374
CA $536 total
includes taxes & fees
Jul 22 - Jul 23
Ocean View Terrace Inn
Seasonal outdoor pool

North Fork Resort

North Fork Resort
3.0 star property
Greenport
9.4 out of 10, Exceptional, (30 reviews)
The price is CA $533
CA $609 total
includes taxes & fees
Jul 28 - Jul 29
North Fork Resort
Seasonal outdoor pool, open 8:00 AM to 7:30 PM, pool umbrellas

Holiday Inn Express & Suites Riverhead - Long Island by IHG

Holiday Inn Express & Suites Riverhead - Long Island by IHG
2.5 star property
Riverhead
8.6 out of 10, Excellent, (1,002 reviews)
  • cleanliness
    Seasonal splash and sun at Long Island's relaxing poolside retreat with loungers and umbrellas.
The price is CA $302
CA $346 total
includes taxes & fees
Jul 19 - Jul 20
Holiday Inn Express & Suites Riverhead - Long Island by IHG
Exterior

Water's Edge Resort & Spa

Water's Edge Resort & Spa
3.5 star property
Westbrook Center
8.8 out of 10, Excellent, (1,006 reviews)
  • cleanliness
    Pristine waters await at this coastal retreat with private beach access and year-round pools.
The price is CA $423
CA $511 total
includes taxes & fees
Aug 12 - Aug 13
Water's Edge Resort & Spa
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.
View all properties

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

Breakfast included
4 stars

Top Sag Harbor Hotel Reviews

Budget Host East End

Budget Host East End

10/10 Excellent
"The rooms were clean and though the buildings were dated, it seems like it's been recently renovated and they are taking steps to upkeeping the rooms and maintenance though there is still some work to be done with the ceiling of the room and the carpeting coming undone in the rooms. I was traveling with my mother and our first room had a non cooling AC and had to be switched out thanks to Jose. Very kind staff. It switched our night around for sure. So glad they accommodated us when we needed it. It was a hot humid night, that would of not been fun. Thank you. Great convenient location too. Ended up enjoying our stay."
Joseline 1-night trip
Posted 10 hours ago
Budget Host East End

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 $131 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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