The Best Bridgehampton Hotels with Pools from $189 - Hotels with indoor pools in Bridgehampton, NY

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Our top choices for Bridgehampton hotels with a pool

Topping Rose House

Bridgehampton

Serene outdoor pool creates luxurious oasis in the Hamptons; perfect for unwinding after coastal adventures.

$806 nightly

Jun 15 - Jun 16

Total with taxes and fees

A Room At The Beach

Bridgehampton

Soak up sunshine and serene vibes at this Hamptons motel with a stylish outdoor pool.

$869 nightly

Jun 14 - Jun 15

Total with taxes and fees

Ocean Resort Inn

Downtown Montauk

Soak in coastal charm at the heated saltwater pool steps from Montauk's sandy shores.

$175 nightly

Jun 14 - Jun 15

Total with taxes and fees

Seasonal outdoor pool, open 8:00 AM to 8:00 PM, pool umbrellas

The Bentley Hotel Southampton

Southampton

Dive into the pristine oasis of the seasonal outdoor pool, complete with umbrellas and loungers for ultimate relaxation.

$246 nightly

Jun 24 - Jun 25

Total with taxes and fees

The Penny Lane

Hampton Bays

Seasonal poolside relaxation awaits at this oceanfront hotel with sun loungers, umbrellas, and gardens.

$266 nightly

Jul 6 - Jul 7

Total with taxes and fees

Aqualina Inn Montauk

Downtown Montauk

Dive into poolside luxury at this Montauk motel with summer splash fun and garden views.

$165 nightly

Jun 15 - Jun 16

Total with taxes and fees

Sole East Resort

Montauk

Discover a blissful seasonal outdoor pool oasis where summer days bloom into memories, just moments from Lake Montauk's shores.

$370 nightly

Jun 14 - Jun 15

Total with taxes and fees

Breakers Montauk

Montauk

Seaside poolside escape with sun loungers and umbrellas creates a summer sanctuary.

$222 nightly

Jun 16 - Jun 17

Total with taxes and fees

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Breakfast included

4 stars

Top Bridgehampton Hotel Reviews

Ocean Resort Inn

10/10 Excellent

"pool and ping pong, staff was great, the motel is very clean"

Beachcomber Resort at Montauk

6/10 Okay

"We stayed for Memorial Day weekend, I would assume a busy holiday for them, and the entire time they were doing construction on the room above ours. We heard banging, drilling, and stomping for hours on end. They should maybe have waited during the week or not a busy holiday to make these renovations. When we called the front desk they said other people have also complained and that they will get it figured out, but it did not stop. In fact, we heard them talking and the workers and staff were annoyed/frustrated about the complaints made by the guests. Definitely disrupted our stay as we were trying to have a relaxing vacation."

Hyatt Place Long Island East End

10/10 Excellent

"The property itself was nice, and the breakfast was good with a decent selection of options. However, the cleanliness of the room was disappointing. There was a noticeable layer of dust on the tables, coffee machine, and even the glasses, which gave the impression that the room had not been thoroughly cleaned before my stay. While the hotel has some positive aspects, housekeeping standards need improvement."

Gurney's Montauk Resort & Seawater Spa

6/10 Okay

"Great location, excellent facilities. Staff very mixed - some incredible and some terrible. Cumulative number of issues but dealt with by a member of the management team after getting fed up of a number of things, Including: Dog mess left for > 24 hours after reporting it. Staff member laughed and clearly did nothing after reporting it. Not our dog. Had to call 4 times to get our daughters bed made up in the room. Despite being on the booking months in advance. Asked for an ice cream for our daughter and told i was lying when i said they’d done it for her the two proceeding days and they couldnt get her one. Not the kind of treatment or experience from a resort of this quality."

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 $189 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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Check availability on Bridgehampton Hotels with a Pool

Our top choices for Bridgehampton hotels with a pool

Topping Rose House

A Room At The Beach

Ocean Resort Inn

The Bentley Hotel Southampton

The Penny Lane

Aqualina Inn Montauk

Sole East Resort

Breakers Montauk

Beach Plum Resort

A Wave Inn

Choose what matters most at hotels with a pool in Bridgehampton

Top Bridgehampton Hotel Reviews

Ocean Resort Inn

Ocean Surf Resort

Beachcomber Resort at Montauk

The Atlantic Hotel

The Hampton Maid

Hyatt Place Long Island East End

Gurney's Montauk Resort & Seawater Spa

Sound View Greenport

Topping Rose House

Frequently asked questions

Explore a world of travel with Expedia

Find Hotels with a Pool in Bridgehampton, NY

Upfront pricing

Treat yourself

Be picky

Check availability on Bridgehampton Hotels with a Pool

Our top choices for Bridgehampton hotels with a pool

Topping Rose House

A Room At The Beach

Ocean Resort Inn

The Bentley Hotel Southampton

The Penny Lane

Aqualina Inn Montauk

Sole East Resort

Breakers Montauk

Beach Plum Resort

A Wave Inn

Choose what matters most at hotels with a pool in Bridgehampton

Top Bridgehampton Hotel Reviews

Ocean Resort Inn

Frequently asked questions

Explore a world of travel with Expedia