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.
OYO Times Square
Manhattan
CA $1,349
per person
Sep 21 - Sep 24
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
6.8/10 (2,037 reviews)
We didn’t even check in while we were in line to check in multiple customers told the staff about no air conditioning in the rooms and mould on the walls the lady on the desk was very matter of fact said she could’ve changed the room if they told them. We decided to cancel and book somewhere else. The lady on the desk advised me that was the best thing to do as she couldn’t guarantee us a room that wouldn’t have the same issues other customers experienced. As we were rebooking in reception there was another couple doing the same thing. There are much better places in New York for not much more money.
Reviewed on Aug 10, 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!
Ready to book your vacation to Bridgehampton?
Bridgehampton Hotel Deals
Topping Rose House
One Bridgehampton - Sag Harbor Turnpike Bridgehampton NY
CA $1,319
CA $1,512 total
Sep 7 - Sep 8
includes taxes & fees
A Room At The Beach
2668 Montauk Hwy Bridgehampton NY
CA $878
CA $1,003 total
Aug 11 - Aug 12
includes taxes & fees
Fairy Tale Guest Cottage in Magic Garden by Pool
Bridgehampton NY
10/10 Exceptional! (84 reviews)
"Love the space and host and hostess! The pool is divine , refreshing and private. Love the location , to walk to the shops in bridgehampton And proximity to other towns. Would definitely book again. Thank you!!"
Reviewed on Aug 7, 2026
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.
Stay near popular Bridgehampton attractions
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.
Channing Daughters Winery
6.0/10 (2 reviews)
Get a delicious introduction to Long Island’s winemaking country when you visit this winery on a picturesque plot cooled by refreshing Atlantic breezes.
Hampton Classic Horse Show Grounds
You can take time to visit Hampton Classic Horse Show Grounds during your travels to Bridgehampton. Stroll along the area's beaches or simply enjoy its restaurants.
South Fork Natural History Museum and Nature Center
You can spend an afternoon studying the exhibits at South Fork Natural History Museum and Nature Center in Bridgehampton. While you're in the area, stroll along the beautiful beaches.
Children's Museum of The East End
You can take time to visit Children's Museum of The East End during your travels to Bridgehampton. While you're in the area, stroll along the beautiful beaches.
Bridge Gardens
Explore the great outdoors at Bridge Gardens, a lovely green space in Bridgehampton. While you're in the area, stroll along the beautiful beaches.
Bridgehampton Historical Museum
You can spend time exploring the galleries in Bridgehampton Historical Museum during your trip to Bridgehampton. Stroll along the area's beaches or simply enjoy its restaurants.
What to do in Bridgehampton
The Hamptons and Long Island Wineries Private Tour
CA $1,824
per traveller
Hamptons Private Day Trip from New York City
CA $1,824
per traveller
100% of travellers recommend
Frequently asked questions
How much does a Bridgehampton vacation package cost?
You can grab a vacation package to this popular destination from CA $1,221 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?
- 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.
- 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.
- 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.
- 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.
