Sagaponack Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
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.
Cheshire Welcome Inn
CA $815
per person
Nov 11 - Nov 16
found 8 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to New Haven (HVN)
8.4/10 Very good! (869 reviews)
The cleanliness of the room did not feel very reassuring. The sound insulation was extremely poor, and there was constant traffic on the road directly in front of the property, which made the room very noisy and difficult to sleep in. The air conditioner was also quite old and loud, adding even more noise during the night. Overall, the stay was much less comfortable than expected.
Reviewed on Aug 29, 2026
Landing Apartments New Haven Near Dixwell
Newhallville
CA $2,144
per person
Nov 11 - Nov 16
found 8 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to New Haven (HVN)
2/10 (1 review)
The parking situation is very unclear. There is a small sign far from the lot that warns of towing but nothing in the area where you park. No significant warnings in communications with host.
Reviewed on May 25, 2026
Heritage Hotel, Golf & Conference Center
CA $845
per person
Nov 11 - Nov 16
found 8 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to New Haven (HVN)
8.4/10 Very good! (1,009 reviews)
Room is spacious but the property is a bit dated. Overall okay for an overnight stay.
Reviewed on Sep 4, 2026
Ready to book your vacation to Sagaponack?
Sagaponack Hotel Deals
Sound View Greenport
58775 County Rd 48 Greenport NY
CA $368
CA $460 total
Oct 1 - Oct 2
includes taxes & fees
8.4/10 Very good! (712 reviews)
"I booked thru Expedia but never checked in because you were SOLD OUzt! Expedia has a problem to fix!"
Reviewed on Sep 2, 2026
The Atlantic Hotel
1655 County Road 39 Southampton NY
CA $164
CA $222 total
Oct 1 - Oct 2
includes taxes & fees
Gurney's Montauk Resort & Seawater Spa
290 Old Montauk Highway Montauk NY
CA $676
CA $927 total
Oct 5 - Oct 6
includes taxes & 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.
Stay near popular Sagaponack attractions
Wolffer Estates Vineyard
9.4/10 (83 reviews)
Discover the country charm of the Hamptons by visiting this European-style winery with nearby equestrian center, outdoor wine bar and classy restaurants.
Madoo Conservancy
Explore the great outdoors at Madoo Conservancy, a lovely green space in Sagaponack. Amble around the area's gardens or visit its shops.
What to do in Sagaponack
The Hamptons and Long Island Wineries Private Tour
CA $1,797
per traveller
Hamptons Private Day Trip from New York City
CA $1,798
per traveller
100% of travellers recommend
Frequently asked questions
How much does a Sagaponack vacation package cost?
You can pick up a vacation package to this destination from CA $815 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?
- 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.
- 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.
- 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.
- 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.
