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.
The Inn At Fox Hollow Hotel

The Inn At Fox Hollow Hotel

4 out of 5
Price was CA $1,179, price is now CA $697 per person
CA $697
per person
Oct 6 - Oct 9
found 24 hours ago
Roundtrip flight included
Toronto (YYZ) to New York (JFK)
9.2/10 Wonderful! (1,003 reviews)
Very large room, well maintained hotel, friendly helpful staff.

Reviewed on Aug. 25, 2025

1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
Price was CA $2,629, price is now CA $1,541 per person
CA $1,541
per person
Oct 3 - Oct 5
found 22 hours ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
8.8/10 Excellent! (1,009 reviews)
Wonderful room and staff. The Brooklyn Bridge view was amazing.

Reviewed on Aug. 21, 2025

The Luxury Collection Hotel Manhattan Midtown

The Luxury Collection Hotel Manhattan Midtown

5 out of 5
Manhattan
Price was CA $1,798, price is now CA $1,101 per person
CA $1,101
per person
Nov 7 - Nov 10
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9/10 Wonderful! (1,004 reviews)
Great location, complimentary water which saved us a lot of money on bottled water! Front desk hooked us up with an upgrade. We requested to have all snacks and drinks removed from our son's room and they didn't do it. He got into the snacks and we were charged $160 super annoying, we knew he would get into the snacks and would have appreciated them doing us a solid by removing the $20 gummy bears

Reviewed on Aug. 17, 2025

Hyatt Regency Jersey City on the Hudson

Hyatt Regency Jersey City on the Hudson

4 out of 5
Downtown Jersey City
Price was CA $1,572, price is now CA $974 per person
CA $974
per person
Oct 30 - Nov 2
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Newark Liberty Intl. Airport (EWR)
8.2/10 Very Good! (1,466 reviews)
This hotel had a beautiful view of the Hudson and the city. It was super convenient to the PATH station and parking garage.

Reviewed on Aug. 25, 2025

The Fifth Avenue Hotel

The Fifth Avenue Hotel

5 out of 5
Manhattan
Price was CA $3,545, price is now CA $2,293 per person
CA $2,293
per person
Nov 7 - Nov 10
found 19 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to New York (JFK)
9.6/10 Exceptional! (129 reviews)
Love the hotel especially the design and decor. Staff is so nice and professional. Room service food is excellent. The only negative is the lack of an in-house gym. Would stay again.

Reviewed on Aug. 22, 2025

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

New and Modern Bridgehampton Accommodations

New and Modern Bridgehampton Accommodations

2 out of 5
Bridgehampton
The price is CA $367 per night from Sep 3 to Sep 4
CA $367
CA $769 total
Sep 3 - Sep 4
includes taxes & fees
9.2/10 Wonderful! (11 reviews)
"Place was very nice, comfortable and clean. Nice little outdoor area. Just need to pay more attention to supplies like soap, tissues, etc."

Reviewed on Aug. 3, 2025

New and Modern Bridgehampton Accommodations
Cozy Bungalow Available Nearby Bridgehampton and Sag Harbor

Cozy Bungalow Available Nearby Bridgehampton and Sag Harbor

2.5 out of 5
Bridgehampton
The price is CA $305 per night from Sep 1 to Sep 2
CA $305
CA $642 total
Sep 1 - Sep 2
includes taxes & fees
9.6/10 Exceptional! (13 reviews)
"Great property, wonderful condition of the interior as well as the exterior of the home. The water was always hot and the AC always cold. Every appliance worked properly as it should. The shower water pressure was a little low and the floor retained water but would stay again in a heartbeat!"

Reviewed on Aug. 5, 2025

Cozy Bungalow Available Nearby Bridgehampton and Sag Harbor
A Room At The Beach

A Room At The Beach

3 out of 5
2668 Montauk Hwy, Bridgehampton, NY
The price is CA $837 per night from Sep 1 to Sep 2
CA $837
CA $956 total
Sep 1 - Sep 2
includes taxes & fees
9/10 Wonderful! (85 reviews)
A Room not at the beach
"A room at the Beach has amazingly cute grounds perfect for Instagram moments. It is NOT at or by the beach though. It is a beautifully renovated property on the Hamptons highway across from a public school. Most rooms are very small. Price is very high. It’s about 1 block 1/2 from the village center, ..."

Reviewed on Sep. 16, 2024

A Room At The Beach
See all 4,076 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
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What to do in Bridgehampton

East Hampton Shops

Hamptons Private Day Trip from New York City

CA $1,788
per traveller
Hamptons Private Day Trip from New York City
Wine and grapes against the sea

The Hamptons and Long Island Wineries Private Tour

CA $1,788
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 $697 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.