Sagaponack Vacations from $414
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.
Head of Pond House
$658
per person
Dec 10 - Dec 13
found 1 day ago
Roundtrip flight included
Nashville (BNA) to New Haven (HVN)
10/10 Exceptional! (13 reviews)
Excellent European B&B experience not often found in the States. A quaint well-managed property with hidden charm. The bedrooms were spacious , comfortable and
nicely designed with taste and simplicity.
Reviewed on Sep 20, 2026
Hyatus Luxury Residences City Crossing
The Hill
$604
per person
Dec 3 - Dec 6
found 1 day ago
Roundtrip flight included
Nashville (BNA) to New Haven (HVN)
9.4/10 Exceptional! (34 reviews)
The room was spacious and clean. Close to new haven union station, yale university and downtown. We enjoyed the pool, gym and the rooftop. Check in and check out process were very smooth. Sarah was very responsive to our questions. Would def stay here again.
Reviewed on Aug 10, 2026
Stay near popular Sagaponack attractions
Wolffer Estates Vineyard
9.4/10 (83 reviews)
This elegant Long Island vineyard blends European winemaking traditions with the region's unique terroir. Savor award-winning wines in their rustic-modern tasting room while overlooking lush vineyard vistas.
Madoo Conservancy
Artist Robert Dash's two-acre Madoo Gardens blend vibrant horticulture with artistic vision in intimate, winding spaces. Reserve your free timed-entry tickets to explore this serene fusion of nature and creativity.
What to do in Sagaponack
The Hamptons and Long Island Wineries Private Tour
$1,299
per traveler
Hamptons Private Day Trip from New York City
$1,299
per traveler
100% of travellers recommend
Sagaponack Hotel Deals
Gurney's Montauk Resort & Seawater Spa
290 Old Montauk Highway Montauk NY
$458 nightly
$524 total
Oct 12 - Oct 13
Total with taxes and fees
The Atlantic Hotel
1655 County Road 39 Southampton NY
$141 nightly
$161 total
Oct 7 - Oct 8
Total with taxes and fees
7.2/10 Good! (1,006 reviews)
"Overall the properly was great. There was ample parking available and we had a good time in the pool and the courts. Our only issue was on the first night, someone woke up with bites all over their arms so we thought it was a one time thing and cleaned the beds. On the last night everyone in the ..."
Reviewed on Sep 22, 2026
Offshore Montauk
71 S Emerson Ave Montauk NY
$222 nightly
$253 total
Sep 29 - Sep 30
Total with taxes and fees
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 $414 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?
- 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.
- 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.
- 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.
- 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.
- 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.
- 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.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.