Sagaponack Vacations from $391

Book a Hotel + Flight or Car together to unlock savings

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.
Three Ducks

Three Ducks

2 out of 5
Price was $867, price is now $391 per person
$391
per person
Dec 6 - Dec 10
found 14 hours ago
Roundtrip flight included
San Juan (SJU) to Westhampton (FOK)
9.2/10 Wonderful! (12 reviews)
Thoughtfully designed. Even better when the garden grows in. Will stay again.

Reviewed on Sep 28, 2025

Beechmont - Perfect for Family Retreat!

Beechmont - Perfect for Family Retreat!

5 out of 5
Save 100% on your flight
Price was $1,753, price is now $1,020 per person
$1,020
per person
Dec 12 - Dec 15
found 1 day ago
Roundtrip flight included
Tampa (TPA) to New Haven (HVN)
No reviews
Madison Beach Hotel

Madison Beach Hotel

4 out of 5
Madison Center
Save 100% on your flight
Price was $1,033, price is now $752 per person
$752
per person
Dec 6 - Dec 10
found 14 hours ago
Roundtrip flight included
San Juan (SJU) to New Haven (HVN)
9.4/10 Exceptional! (316 reviews)
the staff was exceptional and our dinner was very good

Reviewed on Sep 17, 2025

Hilton Garden Inn Hartford North/Bradley Int'l Airport

Hilton Garden Inn Hartford North/Bradley Int'l Airport

3 out of 5
Price was $701, price is now $578 per person
$578
per person
Dec 8 - Dec 12
found 1 day ago
Roundtrip flight included
San Juan (SJU) to New Haven (HVN)
8.8/10 Excellent! (1,005 reviews)
Convenient to airport. Stayed overnight for a flight. Hotel is as expected. Staff at check in was a bit difficult to understand with hearing issues. One slight issue with our room key not working but otherwise would stay again in the future for airport closeness.

Reviewed on Sep 22, 2025

Graduate by Hilton New Haven

Graduate by Hilton New Haven

4 out of 5
Downtown New Haven
Price was $888, price is now $741 per person
$741
per person
Dec 23 - Dec 27
found 1 day ago
Roundtrip non-stop flight included
Sarasota (SRQ) to New Haven (HVN)
9.2/10 Wonderful! (877 reviews)
The water pressure was TERRIBLE and NO ONE SAID A DAMN THING ABOUT IT until I asked the following morning what was going on. They said they had some company working on it but it was TERRIBLE the entire time I was there. Had I known beforehand I wouldn't have stayed there especially considering how pricey it was. Plus the entrance was not very friendly to suitcases and the accessible entrance was in the back around the corner like I was the help in some fancy house. Very convenient to Yale but not worth it.

Reviewed on Sep 25, 2025

Don't see what you're looking for?
See all available trips from Columbus to Sagaponack
View all trips

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

Sagaponack Hotel Deals

Gurney's Montauk Resort & Seawater Spa

Gurney's Montauk Resort & Seawater Spa

4 out of 5
290 Old Montauk Highway, Montauk, NY
$421 nightly
The price is $481 total per night from Nov 2 to Nov 3
$481 total
Nov 2 - Nov 3
Total with taxes and fees
8.2/10 Very Good! (669 reviews)
"wonderful place only criticism is how far away rooms are from lobby and the rest of the facilities"

Reviewed on Sep 29, 2025

Gurney's Montauk Resort & Seawater Spa
Sound View Greenport

Sound View Greenport

4 out of 5
58775 County Rd 48, Greenport, NY
$288 nightly
The price is $329 total per night from Nov 2 to Nov 3
$329 total
Nov 2 - Nov 3
Total with taxes and fees
8.4/10 Very Good! (574 reviews)
"Clean and beautiful view"

Reviewed on Sep 16, 2025

Sound View Greenport
Montauk Blue Hotel

Montauk Blue Hotel

2 out of 5
108 South Emerson Avenue, Montauk, NY
$148 nightly
The price is $170 total per night from Oct 26 to Oct 27
$170 total
Oct 26 - Oct 27
Total with taxes and fees
9.2/10 Wonderful! (145 reviews)
"Great to have a room right on the beach. Room was a little outdated. Otherwise, very nice stay."

Reviewed on Oct 1, 2025

Montauk Blue Hotel
See all 4,130 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.

Sagaponack Essential Information

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

More vacations you might like

All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Frequently asked questions

How much does a Sagaponack vacation package cost?
You can pick up a vacation package to this top destination from $391 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

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.