Sagaponack Vacation Packages

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Your Sagaponack Vacation

Say goodbye to the stress of planning and hello to a Sagaponack vacation package. With the finer details organized before you leave, you can focus on discovering this city, starting with Village of Southampton, which is great for history, coastal beaches and culture. Make your trip to Sagaponack even more fun by going sightseeing. Wolffer Estates Vineyard, Sag Harbor Marine Park and Parrish Art Museum are among the major attractions worth exploring. A couple of quick clicks is all it takes to create a customized Sagaponack vacation on Expedia.

Top Sagaponack Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Spark by Hilton Guilford

Spark by Hilton Guilford

2.5 out of 5
per person
Aug 12 - Aug 15
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New Haven (HVN)
8.8/10 Excellent! (6 reviews)
Clean, basic motel room.

Reviewed on Jul. 5, 2025

Three Ducks

Three Ducks

2 out of 5
Save 100% on your flight
per person
Aug 12 - Aug 15
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Westhampton (FOK)
10/10 Exceptional! (1 review)
Hilton Garden Inn Hartford North/Bradley Int'l Airport

Hilton Garden Inn Hartford North/Bradley Int'l Airport

3 out of 5
per person
Aug 14 - Aug 18
found 12 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to New Haven (HVN)
8.8/10 Excellent! (1,004 reviews)
The view was stunning and the hotel was very clean. Would definitely stay again

Reviewed on Jun. 18, 2025

Saybrook Point Resort & Marina

Saybrook Point Resort & Marina

3.5 out of 5
Old Saybrook Center
per person
Aug 12 - Aug 15
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New Haven (HVN)
9.4/10 Exceptional! (1,003 reviews)
Fantastic!! Loved staying at this luxurious hotel

Reviewed on Jul. 8, 2025

The Captain Stannard

The Captain Stannard

3 out of 5
Westbrook Center
per person
Aug 12 - Aug 15
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New Haven (HVN)
9.6/10 Exceptional! (228 reviews)
Clean, friendly and delicious continental breakfast

Reviewed on Jul. 11, 2025

Ready to book your vacation to Sagaponack?

 

Choose your dates

Sagaponack Hotel Deals

Marram
Marram
4 out of 5
21 Oceanview Terrace, Montauk, NY
The price is CA $644 per night from Jul 16 to Jul 17
CA $644
CA $993 total
Jul 16 - Jul 17
includes taxes & fees
8.6/10 Excellent! (179 reviews)
"We loved our stay at Marram! The property is a little slice of beach magic. The location was absolutely perfect, and the private beach was exactly what we were hoping for. Tranquil and beautiful, they have effortlessly blended luxury into the unpretentious surf town vibes that Montauk is known for. ..."

Reviewed on Jul. 10, 2025

Marram
Montauk Blue Hotel
Montauk Blue Hotel
2 out of 5
108 South Emerson Avenue, Montauk, NY
The price is CA $587 per night from Jul 13 to Jul 14
CA $587
CA $671 total
Jul 13 - Jul 14
includes taxes & fees
9.2/10 Wonderful! (95 reviews)
Ocean front room
"Stayed in an ocean front room. Everything about this hotel was nice except the room didn’t seem very clean upon arrival. Hair in the shower, the bathroom counter top didn’t look like it was wiped down, finger prints on the mirror, dirt stains on the skirt of the bed. Only other complaint is the upkeep ..."

Reviewed on Jul. 9, 2025

Montauk Blue Hotel
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 $1,196 per night from Jul 28 to Jul 29
CA $1,196
CA $1,633 total
Jul 28 - Jul 29
includes taxes & fees
8.2/10 Very Good! (642 reviews)
"We were able to check in early. Nice staff"

Reviewed on Jun. 23, 2025

Gurney's Montauk Resort & Seawater Spa
See all 4,215 properties in Sagaponack
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

Family Vacations

Discover the most popular places to visit in Sagaponack

Wolffer Estates Vineyard

Wolffer Estates Vineyard

Discover the country charm of the Hamptons by visiting this European-style winery with nearby equestrian center, outdoor wine bar and classy restaurants.

Wolffer Estates Vineyard

What to do in Sagaponack

East Hampton Shops

Hamptons Private Day Trip from New York City

CA $1,784
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 $1,784
per traveller
The Hamptons and Long Island Wineries Private Tour
See all activities in Sagaponack

Frequently asked questions

How much does a Sagaponack vacation package cost?
You can pick up a vacation package to this destination from CA $606 on Expedia. But how much your vacation to Sagaponack costs will depend on your hotel choice, length of stay and season.
What are the cheapest months to go to Sagaponack?
January, February and March are great times to search for cheap Sagaponack vacation packages. Opting to travel in less busy months means you can typically find reduced prices on flights and accommodations.
How many days is enough for Sagaponack?
With around 2 days, you'll have plenty of time to visit popular neighbourhoods like East Hampton North and Wainscott Woods during your Sagaponack vacation. Remember to also add Duck Walk Vineyards and Bay Street Theatre to your must-see list. Up for some more adventures? Consider exploring outside of Sagaponack on day trips and tours.
How to find the best Sagaponack package deals?
Landing a cheap Sagaponack package deal is a breeze with Expedia. After you've entered your travel dates and destination under our "Packages" tab, set your maximum budget, apply a few filters and browse what's available. You can fine-tune your search by "Amenities," "Property type," "Popular locations" and more. Sort the results by "Price: low to high" to discover the most wallet-friendly Sagaponack package deals. Want a simple trick to score even more savings? Be flexible with your departure dates and consider going away on a weekday, when prices are often lower.
Is it cheaper to book a Sagaponack vacation as a package?
Expedia vacation packages are designed to help you keep more cash in your pocket. Bundle your car rental, hotel and flight into one great-value price and you could save hundreds of dollars. You'll typically score a better deal than booking each component individually. And you'll still have the flexibility to create a customized Sagaponack vacation by choosing your preferred accommodation type, airline and car class.
When to book a vacation package to Sagaponack?
If you have your Sagaponack vacation dates finalized, book as soon as you can to score some unbeatable deals. With Expedia, you can typically reserve some flights up to one year in advance. Prefer spontaneous getaways? Our last-minute deals are perfect for setting off on a whim.
How to plan a trip to Sagaponack?

  1. Choose the ideal time to travel: Your schedule, favourite season and the type of weather you like can all impact your decision on when to travel to Sagaponack.
  2. Budget wisely: In addition to the cost of your stay, you should factor in other expenses too. These include flights, food and transportation. Also, set aside a little extra for unexpected expenses that could arise during your trip to Sagaponack.
  3. Work out your trip length: Think about how much time you want to spend exploring Sagaponack. Plan your days so you can get to all the attractions and activities you're interested in without rushing.
  4. Combine your airfare and accommodations: After you've nailed down your trip dates and duration, book the perfect Sagaponack vacation package for you.

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