Bridgehampton Vacation Packages

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Your Bridgehampton Vacation

Book a Bridgehampton vacation package and prepare to experience the best of this city. Consider staying in the neighborhood of Village of Southampton, which is good for history, coastal beaches and culture. Any trip to Bridgehampton needs a well-crafted itinerary. Fill yours with major attractions like East Hampton Main Beach, Wolffer Estates Vineyard and Sag Harbor Marine Park. Your Bridgehampton vacation is only clicks away. Search accommodations, flights and more on Expedia for a trip that's tailored just for you.

Top Bridgehampton Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Arthouse Hotel New York City

Arthouse Hotel New York City

4 out of 5
Manhattan
Price was CA $1,764, price is now CA $941 per person
CA $941
per person
Aug 18 - Aug 24
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
8.8/10 Excellent! (2,013 reviews)
Location could not be better! Room was perfection and there's a great little Bakery downstairs in the lobby that turns into a bar at night! What more could you ask for?

Reviewed on Jul 12, 2026

Radio Hotel

Radio Hotel

4 out of 5
Manhattan
Price was CA $2,820, price is now CA $1,359 per person
CA $1,359
per person
Sep 13 - Sep 20
found 19 hours ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
8.6/10 Excellent! (2,498 reviews)
I love this place. I always choose to go here, but I have been disappointed the last few times that I’ve gone here. I’ve been given rooms where the AC unit is louder than the street. Preventing you from getting a good nights rest then last night I had to go to New York for an emergency and the AC unit in my room was not working and they said they provided a portable little did. I know it was a portable little fan that was blowing hot air I had to take two showers to stay cool and not hyperventilate now wasn’t terribly hot, but I am a person that runs really hot so I need cold AC air and I paid close to $500 on top of that I didn’t even get keys to my room. The maintenance man had to let me in my room. I guess their computer system was on now. The host was nice and kind but very disappointed very disappointed lately.

Reviewed on Jul 13, 2026

Hotel St. James

Hotel St. James

3 out of 5
Manhattan
Price was CA $1,928, price is now CA $1,061 per person
CA $1,061
per person
Aug 18 - Aug 24
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
8.8/10 Excellent! (7,519 reviews)
Great location!

Reviewed on Jul 13, 2026

INNSiDE by Meliá New York Nomad

INNSiDE by Meliá New York Nomad

4.5 out of 5
Manhattan
Price was CA $2,064, price is now CA $1,183 per person
CA $1,183
per person
Aug 18 - Aug 24
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9.2/10 Wonderful! (2,253 reviews)
Such a lively and fun hotel that also feels relaxed. Great food and drinks at the restaurant/bar. Comfortable room, with water and coffee provided. Stayed 3 times in thr last 2 years and I would return again!

Reviewed on Jul 13, 2026

The Fifth Avenue Hotel

The Fifth Avenue Hotel

5 out of 5
Manhattan
Price was CA $2,272, price is now CA $1,338 per person
CA $1,338
per person
Aug 22 - Aug 25
found 24 hours ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9.6/10 Exceptional! (244 reviews)
The property was absolutely beautiful- so well decorated! The staff was not only helpful and knowledgeable, but also very kind. If you’re looking for a beautiful luxury property, definitely don’t sleep on this one!

Reviewed on Jul 2, 2026

Bridgehampton Beach Vacation

Get ready to live out those beachy daydreams on your upcoming Bridgehampton vacation. Go on a leisurely stroll, appreciate the spectacular ocean vistas and collect unique seashells during your trip to Bridgehampton. Located just 3 kilometres from the town centre, Ocean Road Beach is the place to be for many visitors. Browse our Bridgehampton packages and watch your travel budget stretch further!

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Bridgehampton Hotel Deals

Topping Rose House

Topping Rose House

4.5 out of 5
One Bridgehampton - Sag Harbor Turnpike Bridgehampton NY
The price is CA $1,325 per night from Jul 20 to Jul 21
CA $1,325
CA $1,519 total
Jul 20 - Jul 21
includes taxes & fees
9/10 Wonderful! (152 reviews)
"Amazing"

Reviewed on May 29, 2026

Topping Rose House
A Room At The Beach

A Room At The Beach

3 out of 5
2668 Montauk Hwy Bridgehampton NY
The price is CA $1,274 per night from Jul 14 to Jul 15
CA $1,274
CA $1,455 total
Jul 14 - Jul 15
includes taxes & fees
9.2/10 Wonderful! (93 reviews)
"Jose was very kind and room #1 is great. Thanks so much"

Reviewed on Jul 7, 2026

A Room At The Beach
Fairy Tale Guest Cottage in Magic Garden by Pool

Fairy Tale Guest Cottage in Magic Garden by Pool

Bridgehampton NY
10/10 Exceptional! (82 reviews)
"Eunyoung’s property is beautiful and exactly like the photos. The garden and pool are gorgeous. Communication was excellent and we had an amazing stay. 10/10 and would definitely stay here again!"

Reviewed on Jul 12, 2026

Get rates
Fairy Tale Guest Cottage in Magic Garden by Pool
See all 4,064 properties in Bridgehampton
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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Stay near popular Bridgehampton attractions

A sandy path leading to a beach with grassy dunes on either side.

Ocean Road Beach

10.0/10 (1 review)
If a restful vacation is part of your travel plans, Ocean Road Beach might be the perfect place to seek out during your trip to Bridgehampton. You can enjoy the restaurants while in the area.
See properties

What to do in Bridgehampton

Hamptons Private Day Trip from New York City

Hamptons Private Day Trip from New York City

CA $1,845
per traveller
100% of travellers recommend
Hamptons Private Day Trip from New York City
Wine and grapes against the sea

The Hamptons and Long Island Wineries Private Tour

CA $1,845
per traveller
The Hamptons and Long Island Wineries Private Tour
See all activities in Bridgehampton

Frequently asked questions

How much does a Bridgehampton vacation package cost?
You can grab a vacation package to this popular destination from CA $941 on Expedia. However, how much your vacation to Bridgehampton costs will depend on factors like the length of stay, hotel choice and season.
What are the cheapest months to go to Bridgehampton?
January, February and March are great times to look for cheap Bridgehampton vacation packages. Choosing to travel in quieter periods means you'll typically find reduced prices on hotels and flights.
How many days is enough for Bridgehampton?
Allow at least 2 days for your Bridgehampton vacation in order to enjoy all that makes this place special. Stroll around popular areas, including Village of Southampton and Wainscott Woods. Then tick off top sights like Duck Walk Vineyards and Bay Street Theatre. With a clever itinerary, you can keep busy with room for some relaxation too. Want to travel outside of Bridgehampton? Consider fitting in an excursion or two.
Is it worth booking a vacation package to Bridgehampton?
Popular for its history, coastal beaches and views, a Bridgehampton vacation is a hit with all types of travellers. Be sure to check out leading sights like Children's Museum of The East End and Ocean Road Beach, and consider renting some wheels for day trips to experience even more.
How to find the best Bridgehampton package deals?
Use Expedia's filter tool to find some unbeatable Bridgehampton package deals. When you start your search, just set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your break for midweek, or look for Bridgehampton package deals in the low season. Play around with your travel dates and you may land even bigger discounts. As a rule of thumb, it's typically best to lock in your vacation package as soon as possible.
Is it cheaper to book a Bridgehampton vacation as a package?
Expedia vacation packages are designed to help you keep more cash in your pocket. Bundle your flight, hotel and car rental into one great-value price and you could save hundreds of dollars. You'll typically snag a better deal than booking each component individually. And you'll still enjoy the freedom to create a tailored Bridgehampton vacation by choosing your preferred accommodation type, airline and car class.
When to book a vacation package to Bridgehampton?
If you have your Bridgehampton vacation dates confirmed, book early to bag some fantastic deals. With Expedia, you can typically reserve some flights up to one year in advance. Prefer spontaneous trips? Our last-minute deals are ideal for impromptu escapes.
How to plan a trip to Bridgehampton?

  1. Choose the ideal time to travel: Your schedule, favourite season and the type of weather you enjoy can all influence your decision on when to visit Bridgehampton.
  2. Set a budget: Factor in expenses like transportation, flights and meals when working out how much to save for your trip to Bridgehampton. Then, pick a property that suits your budget, whether that's an economical option or a deluxe retreat.
  3. Determine how many days away: Start by listing all the activities and attractions you'd like to get to in Bridgehampton. Then, estimate how long you'll need for each, including any travel time.
  4. Combine your flights and hotel: Awesome destination, check. Length of stay, check. All that's left now is to find a Bridgehampton vacation package that brings all your bookings together.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.