Sagaponack Vacation Packages
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Top Sagaponack vacation deals
- Cheshire Welcome Inn
Oct 16 - Oct 18Cheshire Welcome Inn + Flight
Cheshire2 nights2.5 star property8.4/10 - Very good (861 reviews)"Easy check in, friendly staff and clean room with comfy bed and fluffy towels. Highly recommend!!"Reviewed August 4, 2026Roundtrip • Edmonton (YEG) - New Haven (HVN)YEG - EWR • 1 stop EWR - YEG • 1 stopCA $938CA $875found 1 day agoper traveller - Beechmont - Perfect for Family Retreat!
Sept 18 - Sept 20Beechmont - Perfect for Family Retreat! + Flight
North End2 nights5.0 star propertyRoundtrip • Toronto (YYZ) - New Haven (HVN)YYZ - EWR • Nonstop LGA - YYZ • NonstopCA $1,571CA $1,295found 1 day agoper traveller - Landing Apartments New Haven Near Dixwell
Oct 16 - Oct 18Landing Apartments New Haven Near Dixwell + Flight
Newhallville2 nights3.0 star property2.0/10 - (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 May 25, 2026Roundtrip • Edmonton (YEG) - New Haven (HVN)YEG - EWR • 1 stop EWR - YEG • 1 stopCA $1,917CA $1,591found 1 day agoper traveller - Head of Pond House
Sept 12 - Sept 15Head of Pond House + Flight
Water Mill3 nights3.0 star property10/10 - Exceptional (11 reviews)"My husband and I spent a weekend at this beautiful place and loved it! The house is super clean, well located and has a private feeling, with amazing views to a peaceful garden. Pauline’s customer service was great and really took care of us also letting us do a late check out. Strongly recommend you stay here during your trip to the Hamptons!"Reviewed July 27, 2026Roundtrip • Toronto (YYZ) - New Haven (HVN)YYZ - LGA • Nonstop LGA - YYZ • NonstopCA $1,770CA $1,611found 15 hours agoper traveller - Clarion Inn North Haven - New Haven North
Oct 16 - Oct 18Clarion Inn North Haven - New Haven North + Flight
North Haven2 nights3.0 star property7.6/10 - Good (1,003 reviews)"."Reviewed August 4, 2026Roundtrip • Edmonton (YEG) - New Haven (HVN)YEG - EWR • 1 stop EWR - YEG • 1 stopCA $987CA $910found 1 day agoper traveller
What to do in Sagaponack
The Hamptons and Long Island Wineries Private Tour
Hamptons Private Day Trip from New York City
Sagaponack Hotel Deals
"Clean room, great staff, pool is nice and pet friendly."
"well located in the village of Southampton. Staff is welcoming however very minimal. rooms and bathroom are at good standards. one issue is the noise of the AC unit. parking is conveniently located. overall it did the job."
"We stayed here a year ago, and when we decided to drive out to the Hamptons, this was our no-brainer choice. It's not a luxury resort, but you're not gonna pay luxury prices. The "room" is truly a suite, with a large living room, which includes a kitchenette -- and a full size refrigerator, not the typical mini. The room is clean, modern and quiet. (we prefer the upper level). Our only negative is that it's really at the very start of what most people consider The Hamptons, so it's a drive --...
"The hotel was everything I hoped! Highly recommend!"
Frequently Asked Questions
How much does a Sagaponack vacation package cost?
You can pick up a vacation package to this destination from CA $875 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.