Bridgehampton Vacation Packages

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    Save up to CA $4,200 when you book a flight and hotel together*

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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.
Night Hotel Broadway

Night Hotel Broadway

3 out of 5
Manhattan
Price was CA $1,617, price is now CA $1,017 per person
CA $1,017
per person
Dec 30 - Jan 2
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to New York (JFK)
7.6/10 Good! (3,805 reviews)
Clean and room big enough. No microwave and refrigerator

Reviewed on Oct 28, 2026

The Towers at Lotte New York Palace

The Towers at Lotte New York Palace

5 out of 5
Manhattan
Save 100% on your flight
Price was CA $6,819, price is now CA $4,245 per person
CA $4,245
per person
Dec 28 - Jan 2
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to New York (JFK)
9.2/10 Wonderful! (706 reviews)

1 Hotel Central Park

1 Hotel Central Park

5 out of 5
Manhattan
Save 100% on your flight
Price was CA $6,231, price is now CA $3,988 per person
CA $3,988
per person
Dec 4 - Dec 8
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to New York (JFK)
9/10 Wonderful! (1,002 reviews)
Great location; great service. Seemed to be a problem with the room heat/AC, but the weather was mild in NYC that week, so I cannot fully confirm.

Reviewed on Oct 26, 2026

Hotel Riu Plaza Manhattan Times Square

Hotel Riu Plaza Manhattan Times Square

4 out of 5
Manhattan
Save 100% on your flight
Price was CA $4,919, price is now CA $3,202 per person
CA $3,202
per person
Dec 2 - Dec 5
found 20 hours ago
Roundtrip flight included
Hamilton (YHM) to New York (JFK)
9.2/10 Wonderful! (4,080 reviews)

Hotel Beacon

Hotel Beacon

4 out of 5
Manhattan
Save 100% on your flight
Price was CA $2,370, price is now CA $1,545 per person
CA $1,545
per person
Dec 30 - Jan 3
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9.4/10 Exceptional! (1,536 reviews)

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!

Ready to book your vacation to Bridgehampton?

 

Choose your dates

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 $824 per night from Nov 5 to Nov 6
CA $824
CA $946 total
Nov 5 - Nov 6
includes taxes & fees
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 $415 per night from Oct 29 to Oct 30
CA $415
CA $474 total
Oct 29 - Oct 30
includes taxes & fees
9.2/10 Wonderful! (104 reviews)
"Was excellent."

Reviewed on Oct 25, 2026

A Room At The Beach
Gurney's Montauk Resort & Seawater Spa

Gurney's Montauk Resort & Seawater Spa

4 out of 5
290 Old Montauk Highway Montauk NY
The price is CA $520 per night from Nov 16 to Nov 17
CA $520
CA $713 total
Nov 16 - Nov 17
includes taxes & fees
8.2/10 Very good! (875 reviews)
"Restaurant was excellent . Rooms needed repairs and resort fee should have been waived for broke room items"

Reviewed on Oct 26, 2026

Gurney's Montauk Resort & Seawater Spa
See all 4,000 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

Wine and grapes against the sea

The Hamptons and Long Island Wineries Private Tour

CA $1,833
per traveller
The Hamptons and Long Island Wineries Private Tour
Hamptons Private Day Trip from New York City

Hamptons Private Day Trip from New York City

CA $1,837
per traveller
100% of travellers recommend
Hamptons Private Day Trip from New York City
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 $1,017 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.

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