Sagaponack Vacations from $405

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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.

The Latest Sagaponack vacation packages

Price found within the past 48 hours. Click for updated prices.
Economy Inn

Economy Inn

2.5 out of 5
per person
Oct 23 - Oct 29
found 7 hours ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
5.8/10 (514 reviews)
Inn itself was not as bad as I expected. However, there was leaking from the ceiling and staff just did not

Reviewed on Jul 21, 2025

Hilton Garden Inn Hartford North/Bradley Int'l Airport

Hilton Garden Inn Hartford North/Bradley Int'l Airport

3 out of 5
Save 100% on your flight
per person
Oct 17 - Oct 21
found 6 hours ago
Roundtrip flight included
Atlanta (ATL) to New Haven (HVN)
8.8/10 Excellent! (1,002 reviews)
NICE STAFF, GREEN HOTEL, GREAT BAR AND RESTAURANT.

Reviewed on Aug 1, 2025

Courtyard by Marriott Southington

Courtyard by Marriott Southington

3 out of 5
per person
Oct 9 - Oct 14
found 5 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) to New Haven (HVN)
8.8/10 Excellent! (412 reviews)
Everything was good

Reviewed on Jul 25, 2025

Simsbury Inn

Simsbury Inn

3.5 out of 5
Simsbury Center
Save 100% on your flight
per person
Oct 23 - Oct 29
found 7 hours ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
9.2/10 Wonderful! (258 reviews)
The Inn is conveniently situated in the center of Simsbury and looks impressive upon arrival. How, our experience was that the Inn’s promise quickly faded. An unpleasant musty odor greeted us in the hallway outside our room. The room itself showed considerable wear and tear- stained tabletop, chipped paint, missing lamp finial. The complimentary breakfast the next morning featured overcooked scrambled eggs served on paper plates with plastic cutlery. The staff, however, was very friendly and welcoming. However, on the whole our stay at the Simsbury Inn was disappointing.

Reviewed on Jul 27, 2025

Residence Inn by Marriott Hartford/Windsor

Residence Inn by Marriott Hartford/Windsor

3 out of 5
per person
Oct 17 - Oct 21
found 6 hours ago
Roundtrip flight included
Atlanta (ATL) to New Haven (HVN)
8.2/10 Very Good! (613 reviews)
Everything was perfect!

Reviewed on Jul 27, 2025

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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

SagPond Vineyards

You can enjoy a tasting or tour at SagPond Vineyards during your travels to Sagaponack. While you're in the area, stroll along the beautiful beaches.

SagPond Vineyards

What to do in Sagaponack

East Hampton Shops

Hamptons Private Day Trip from New York City

$1,299
per traveler
Hamptons Private Day Trip from New York City
Wine and grapes against the sea

The Hamptons and Long Island Wineries Private Tour

$1,299
per traveler
The Hamptons and Long Island Wineries Private Tour
See all activities in Sagaponack

Sagaponack Hotel Deals

Marram

Marram

4 out of 5
21 Oceanview Terrace, Montauk, NY
$493 nightly
The price is $563 total per night from Sep 2 to Sep 3
$563 total
Sep 2 - Sep 3
Total includes taxes and fees
8.6/10 Excellent! (195 reviews)
"We really enjoyed our stay at Marram and would return in the future. The beach is beautiful and they have more than enough chairs and umbrellas to go around. Staff was friendly and helpful and the property was very well maintained. The location is great and easily walkable to most areas. They have ..."

Reviewed on Jul 28, 2025

Marram
Sound View Greenport

Sound View Greenport

4 out of 5
58775 County Rd 48, Greenport, NY
$359 nightly
The price is $410 total per night from Sep 1 to Sep 2
$410 total
Sep 1 - Sep 2
Total includes taxes and fees
8.4/10 Very Good! (545 reviews)
"We stayed here for an overnight for a girls trip with my 8yr old daughter, we had the best time. We will be back!"

Reviewed on Jul 30, 2025

Sound View Greenport
Beachcomber Resort at Montauk

Beachcomber Resort at Montauk

3 out of 5
727 Old Montauk Highway, Montauk, NY
$287 nightly
The price is $324 total per night from Sep 2 to Sep 3
$324 total
Sep 2 - Sep 3
Total includes taxes and fees
9.2/10 Wonderful! (557 reviews)
"Absolutely loved our stay. I can’t wait to go back next year!"

Reviewed on Jul 31, 2025

Beachcomber Resort at Montauk
See all 4,170 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.

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Frequently asked questions

How much does a Sagaponack vacation package cost?
You can pick up a vacation package to this top destination from $405 on Expedia. However, how much your vacation to Sagaponack costs will depend on the season, hotel choice and length of stay.
What are the cheapest months to go to Sagaponack?
You can usually find lower rates and greater availability in January, October and December. Take a look at our cheap Sagaponack vacation packages and you could land some great off-season deals.
How many days is enough for Sagaponack?
With a well-organized travel plan, you can easily tick off the main Sagaponack attractions in a few days. But if you'd like to discover hidden gems or take day trips, consider booking your Sagaponack vacation for longer.
How to find the best Sagaponack package deals?
Finding a cheap Sagaponack package deal is a cinch with Expedia. Once you've entered your trip dates and destination under our "Packages" tab, set your budget range, add some filters and see what's available. You can tweak your search by "Amenities," "Property type," "Guest rating" and more. Order the results by "Price: low to high" to discover the most wallet-friendly Sagaponack package deals. Want a simple trick to get even more savings? Be flexible with your departure dates and consider going away on a weekday, when prices are typically lower.
Is it cheaper to book a Sagaponack vacation as a package?
You can enjoy significant savings on your Sagaponack retreat by booking a tailored vacation package. Click on the "Package" heading, then enter your destination and travel dates to view the best airfares and hotel prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a vacation package to Sagaponack?
If you're considering a spontaneous Sagaponack adventure, check out our last-minute deals that can be booked up to one week before you go. Prefer not to wait until the last minute? You can land sensational deals on your flights and hotels by booking well in advance.
How to plan a trip to Sagaponack?

  1. Choose the ideal time to travel: Your schedule, preferred season and the type of weather you like can all impact your decision on when to go to Sagaponack.
  2. Set a budget: Factor in costs such as flights, meals and transportation when working out how much to put aside for your trip to Sagaponack. Then, pick a hotel that fits your budget, whether that's a low-cost option or a more luxurious getaway.
  3. Explore Sagaponack using our trip planning tool: Gain insights into the top attractions and best properties for your trip to Sagaponack. You can also save your favorite places, collaborate with your group and manage your plans in one place.
  4. Decide how long to go away for: Now that you're more familiar with Sagaponack, you can figure out the ideal length of your vacation. Put together a draft itinerary and allocate enough time for all the things you want to do.
  5. Bundle your bookings: With your travel dates in order, you can combine your flights, hotels, car rental and more into a customized Sagaponack vacation package.
  6. Add on experiences and excursions: Take a look at our travel guide to find some awesome things to do in Sagaponack. Book tickets or make reservations before you go to save time and avoid the stress of searching for activities when you arrive.

Does Expedia offer Book Now, Pay Later Sagaponack vacation packages?
If you're anything like us, you love going away but don't love the big price tag that can sometimes come with it. That's why we've created Book Now, Pay Later vacations. With the help of online lender Affirm, you can spread the cost of your Sagaponack break over 3, 6 or 12 months. There are also no hidden costs or late payment fees, so you can snap up cheap vacation packages with payment plans as soon as you spot them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.