Find Hotels with a Pool in Bridgehampton, NY

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Our top choices for Bridgehampton hotels with a pool

Seasonal outdoor pool, sun loungers

Aqualina Inn Montauk

Aqualina Inn Montauk
2.5 star property
Downtown Montauk
9.6 out of 10, Exceptional, (509 reviews)
  • cleanliness
    Dive into poolside luxury at this Montauk motel with summer splash fun and garden views.
$185 nightly
The price is $211
Jun 22 - Jun 23
Total with taxes and fees
Aqualina Inn Montauk
Reception

The Penny Lane

The Penny Lane
2.0 star property
Hampton Bays
9.0 out of 10, Wonderful, (80 reviews)
  • cleanliness
    Seasonal poolside relaxation awaits at this oceanfront hotel with sun loungers, umbrellas, and gardens.
$253 nightly
The price is $289
Jul 6 - Jul 7
Total with taxes and fees
The Penny Lane
Seasonal outdoor pool, sun loungers

Ocean Resort Inn

Ocean Resort Inn
2.0 star property
Downtown Montauk
9.6 out of 10, Exceptional, (504 reviews)
  • cleanliness
    Soak in coastal charm at the heated saltwater pool steps from Montauk's sandy shores.
$315 nightly
The price is $360
Jun 24 - Jun 25
Total with taxes and fees
Ocean Resort Inn
Outdoor pool

A Room At The Beach

A Room At The Beach
3.0 star property
Bridgehampton
9.2 out of 10, Wonderful, (92 reviews)
  • cleanliness
    Soak up sunshine and serene vibes at this Hamptons motel with a stylish outdoor pool.
$869 nightly
The price is $993
Jun 22 - Jun 23
Total with taxes and fees
A Room At The Beach
Outdoor pool

Topping Rose House

Topping Rose House
4.5 star property
Bridgehampton
9.0 out of 10, Wonderful, (152 reviews)
  • cleanliness
    Serene outdoor pool creates luxurious oasis in the Hamptons; perfect for unwinding after coastal adventures.
$986 nightly
The price is $1,129
Jun 23 - Jun 24
Total with taxes and fees
Topping Rose House
Seasonal outdoor pool, open 10:00 AM to 6:00 PM, pool umbrellas

Ocean Surf Resort

Ocean Surf Resort
2.0 star property
Downtown Montauk
8.4 out of 10, Very Good, (252 reviews)
  • cleanliness
    Seasonal Montauk retreat with sun-drenched pool deck offering ocean views, just steps from downtown.
$218 nightly
The price is $249
Jun 22 - Jun 23
Total with taxes and fees
Ocean Surf Resort
Seasonal outdoor pool, open 9:00 AM to 6:00 PM, pool umbrellas

Offshore Montauk

Offshore Montauk
4.0 star property
Montauk
9.2 out of 10, Wonderful, (140 reviews)
$396 nightly
The price is $453
Jun 22 - Jun 23
Total with taxes and fees
Offshore Montauk
Seasonal outdoor pool

Budget Host East End

Budget Host East End
2.0 star property
Riverhead
6.8 out of 10, (824 reviews)
  • cleanliness
    Escape summer heat at this serene riverfront motel with a clean, seasonal pool.
$122 nightly
The price is $139
Jun 28 - Jun 29
Total with taxes and fees
Budget Host East End
Seasonal outdoor pool

Ocean View Terrace Inn

Ocean View Terrace Inn
2.0 star property
Hampton Bays
8.4 out of 10, Very Good, (120 reviews)
  • cleanliness
    Beachside seasonal pool awaits with ocean adventures and relaxing massages nearby.
$300 nightly
The price is $337
Jul 6 - Jul 7
Total with taxes and fees
Ocean View Terrace Inn
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, (257 reviews)
  • cleanliness
    Unwind in a beachfront haven with a refreshing seasonal pool, comfortable loungers, and breathtaking sunset views.
$287 nightly
The price is $328
Jun 23 - Jun 24
Total with taxes and fees
Cliffside Resort Condominiums
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 Bridgehampton

Breakfast included
4 stars

Top Bridgehampton Hotel Reviews

Beachcomber Resort at Montauk

Beachcomber Resort at Montauk

10/10 Excellent
"best hotel in Montauk great view comfortable rooms excellent staff"
Nancy 4-night trip
Posted 1 hour ago
Beachcomber Resort at Montauk

Frequently asked questions

What are the best hotels in Bridgehampton with outdoor pools?
Topping Rose House is a delightful 4.5-star hotel in Bridgehampton that features a stunning outdoor pool, superb for families looking to unwind after a day of adventures. Guests rave about the beautiful setting and appreciate the complimentary toiletries and free WiFi, which add an extra touch of convenience to their stay. With a review rating of 9.2, it's clear that visitors enjoy the luxurious ambiance and thoughtful amenities, like the area shuttle and bicycles available for exploring the charming surroundings.

Another excellent option is A Room At The Beach, a cozy 3-star hotel also boasting an outdoor pool. This inviting spot is rated 9.2 by travellers, who love the warm atmosphere and thoughtful touches such as free toiletries and self-parking. Families with children will enjoy the fireplace for cozy evenings and the air conditioning for those warm summer days, making it a great retreat after a fun-filled day at the beach or nearby attractions.
How much does a hotel with outdoor pool in Bridgehampton cost?
Enjoy staying in a hotel in Bridgehampton with an outdoor pool. You can find a great deal from $139 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.
Is it cheaper to book flights and a Bridgehampton hotel with a pool 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 vacation package.
How can I save on a Bridgehampton hotel with a pool with Expedia?
Before booking your Bridgehampton hotel, remember to join One Key™, Expedia's free travel rewards program. 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 in Bridgehampton for you.

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