A vineyard with rows of grapevines and a grassy path.

Bridgehampton Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • Rest easy

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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.
  • Jan 20 - Jan 23

    JW Marriott Essex House New York + Flight

    Manhattan
    3 nights
    4.5 star property
    8.8/10 - Excellent (1,000 reviews)
    Roundtrip • Toronto (YTO) - New York (JFK)
    YTZ - EWR • Nonstop EWR - YTZ • Nonstop
    CA $1,832
    CA $1,120
    per traveller
    found 1 day ago
    JW Marriott Essex House New York
  • Jan 15 - Jan 17

    The St. Regis New York + Flight

    Manhattan
    2 nights
    5.0 star property
    9.2/10 - Wonderful (295 reviews)
    "The managers need complete retraining or higher managers that are way more capable in dealing with customers and not fighting and arguing with them and telling them they’re wrong"
    Reviewed November 6, 2026
    Roundtrip • Toronto (YTO) - New York (JFK)
    YYZ - JFK • Nonstop JFK - YYZ • 1 stop
    CA $2,682
    CA $1,531
    per traveller
    found 1 day ago
    The St. Regis New York
  • Dec 20 - Dec 24

    Eurostars The Chemists’ Club Hotel + Flight

    Manhattan
    4 nights
    4.0 star property
    9.4/10 - Exceptional (567 reviews)
    "Very convenient location. Good sized rooms."
    Reviewed November 9, 2026
    Roundtrip • Toronto (YTO) - New York (JFK)
    YTZ - EWR • Nonstop EWR - YTZ • Nonstop
    CA $3,020
    CA $1,759
    per traveller
    found 1 day ago
    Eurostars The Chemists’ Club Hotel
  • Dec 16 - Dec 20

    1 Hotel Brooklyn Bridge + Flight

    Brooklyn
    4 nights
    5.0 star property
    9.2/10 - Wonderful (1,002 reviews)
    "Incredible views, ambiance, staff, and overall experience! The only thing to note is that it can be quite loud since you're right on the waterfront and the ferries and boats sound their horns frequently"
    Reviewed November 8, 2026
    Roundtrip • Toronto (YTO) - New York (JFK)
    YTZ - EWR • Nonstop EWR - YTZ • Nonstop
    CA $4,812
    CA $2,989
    per traveller
    found 1 day ago
    1 Hotel Brooklyn Bridge
  • Feb 4 - Feb 7

    Mandarin Oriental, New York + Flight

    Manhattan
    3 nights
    5.0 star property
    9.2/10 - Wonderful (677 reviews)
    "Excellent stay"
    Reviewed October 26, 2026
    Roundtrip • Toronto (YTO) - New York (JFK)
    YTZ - EWR • Nonstop EWR - YTZ • Nonstop
    CA $3,333
    CA $2,079
    per traveller
    found 17 hours ago
    Mandarin Oriental, New York

Discover the most popular places to visit in Bridgehampton

What to do in Bridgehampton

Bridgehampton Hotel Deals

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.

Frequently Asked Questions

How much does a Bridgehampton vacation package cost?

You can grab a vacation package to this popular destination from CA $1,120 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.