Sagaponack Vacations from $465

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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.
Graduate by Hilton New Haven

Graduate by Hilton New Haven

4 out of 5
Downtown New Haven
Price was $533, price is now $465 per person
$465
per person
Mar 6 - Mar 8
found 5 hours ago
Roundtrip non-stop flight included
Dayton (DAY) to New Haven (HVN)
9.2/10 Wonderful! (908 reviews)
Everything was amazing

Reviewed on Dec 14, 2025

Beechmont - Perfect for Family Retreat!

Beechmont - Perfect for Family Retreat!

5 out of 5
North End
Save 100% on your flight
Price was $1,603, price is now $893 per person
$893
per person
Jan 31 - Feb 3
found 1 day ago
Roundtrip flight included
Orlando (MCO) to New Haven (HVN)
No reviews
Madison Beach Hotel

Madison Beach Hotel

4 out of 5
Madison Center
Price was $765, price is now $663 per person
$663
per person
Mar 6 - Mar 8
found 5 hours ago
Roundtrip non-stop flight included
Dayton (DAY) to New Haven (HVN)
9.4/10 Exceptional! (336 reviews)
beautiful room and views

Reviewed on Dec 13, 2025

Landing Modern 2bd, Gym

3 out of 5
West New Haven
Price was $669, price is now $580 per person
$580
per person
Mar 6 - Mar 8
found 5 hours ago
Roundtrip non-stop flight included
Dayton (DAY) to New Haven (HVN)
No reviews
Luxury Apartments by Hyatus at Pierpont

Luxury Apartments by Hyatus at Pierpont

4 out of 5
The Hill
Price was $699, price is now $633 per person
$633
per person
Mar 6 - Mar 8
found 5 hours ago
Roundtrip non-stop flight included
Dayton (DAY) to New Haven (HVN)
9.4/10 Exceptional! (21 reviews)
Excelente choice, I recommend it

Reviewed on Dec 16, 2025

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Discover the most popular places to visit in Sagaponack

Wolffer Estates Vineyard

Wolffer Estates Vineyard

4.5/5(41 reviews)

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

The Hamptons, Sag Harbor & Outlet Shopping Day Trip from NYC

The Hamptons, Sag Harbor & Outlet Shopping Day Trip from NYC

$179
per adult
76% of travellers recommend
The Hamptons, Sag Harbor & Outlet Shopping Day Trip from NYC
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

Grab a Fun Fall Weekend by Wolffer Vineyard! Columbus Day Holiday Now Available

Grab a Fun Fall Weekend by Wolffer Vineyard! Columbus Day Holiday Now Available

Sag Harbor NY
10/10 Exceptional! (87 reviews)
Property was very responsible and amazing to work with!!

Reviewed on Sep 29, 2025

Get rates
Grab a Fun Fall Weekend by Wolffer Vineyard! Columbus Day Holiday Now Available
Luxury 9 Acre Sagaponack/Sag Harbor Compound Retreat & Year-Round Spa

Luxury 9 Acre Sagaponack/Sag Harbor Compound Retreat & Year-Round Spa

Sagaponack NY
10/10 Exceptional! (89 reviews)
We had a wonderful time. Michael is a great host. He was easy and quick to reach and very helpful if we had questions. The house was fully equipped and well stocked for a large group, and the location was great. I would highly recommend staying there.

Reviewed on Dec 3, 2025

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Luxury 9 Acre Sagaponack/Sag Harbor Compound Retreat & Year-Round Spa
Gurney's Montauk Resort & Seawater Spa

Gurney's Montauk Resort & Seawater Spa

4 out of 5
290 Old Montauk Highway Montauk NY
$404 nightly
The price is $461 total per night from Jan 14 to Jan 15
$461 total
Jan 14 - Jan 15, 2026
Total with taxes and fees
8.2/10 Very Good! (701 reviews)
Everything was perfect. Staff, room, experience. Will definitely stay again.

Reviewed on Dec 14, 2025

Gurney's Montauk Resort & Seawater Spa
See all 4,113 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.

Find the Best Sagaponack Vacation Packages

Sagaponack Essential Information

Language
English
Currency
U.S dollars
Population
310
Top Sights
Coopers Beach, Wolffer Estates Vineyard and East Hampton Main Beach

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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 $465 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.

Explore a world of travel with Expedia

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