Wainscott Packages (Flight + Hotel)

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to ฿27,000 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

Top hotels in Wainscott

The Sagaponack

The Sagaponack

3 out of 5
3720 Montauk Hwy Wainscott NY
The price is ฿13,617 per night from 26 Jul to 27 Jul
฿13,617
฿17,222 total
26 Jul - 27 Jul
includes taxes & fees
8.8/10 Excellent! (276 reviews)
"Clean room, great staff, pool is nice and pet friendly."

Reviewed on 13 Jul 2026

The Sagaponack
Gurney's Montauk Resort & Seawater Spa

Gurney's Montauk Resort & Seawater Spa

4 out of 5
290 Old Montauk Highway Montauk NY
The price is ฿41,860 per night from 5 Aug to 6 Aug
฿41,860
฿57,390 total
5 Aug - 6 Aug
includes taxes & fees
8.4/10 Very good! (822 reviews)
"-"

Reviewed on 10 Jul 2026

Gurney's Montauk Resort & Seawater Spa
Montauk Yacht Club

Montauk Yacht Club

4.5 out of 5
32 Star Island Rd Montauk NY
The price is ฿28,934 per night from 13 Aug to 14 Aug
฿28,934
฿36,879 total
13 Aug - 14 Aug
includes taxes & fees
8.6/10 Excellent! (1,006 reviews)
"Lackluster staff service while somehow still being pretentious. There are better places to visit and better places to stay."

Reviewed on 13 Jul 2026

Montauk Yacht Club
See all 4,124 properties in Wainscott
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.

What to do in Wainscott

Private Vacation Photoshoot with Photographer The Hamptons

Private Vacation Photoshoot with Photographer The Hamptons

฿9,283
per adult
Private Vacation Photoshoot with Photographer The Hamptons
See all activities in Wainscott

Frequently asked questions

How much does a Wainscott holiday package cost?
You can snap up a holiday package to this popular destination on Expedia. But how much your holiday to Wainscott costs will depend on the length of stay, season and hotel choice.
What are the cheapest months to go to Wainscott?
Plan your getaway for the off-peak season and you're likely to score cheap Wainscott holiday packages. Keep in mind that school holiday periods and major events and festivals can impact prices, so do your research before you go.
How many days is enough for Wainscott?
Generally, a handful of days is enough to explore the main sights during your Wainscott holiday. But if you prefer to have time to chill out or go on day tours, think about extending your trip.
How to find the best Wainscott package deals?
Use Expedia's filter tool to help you find some terrific Wainscott package deals. When you begin your search, simply set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your break for midweek, or look for Wainscott package deals in the off-season. Play around with your travel dates and you may score even better discounts. As a rule of thumb, it's usually best to book your holiday package as soon as possible.
Is it cheaper to book a Wainscott holiday as a package?
An Expedia holiday package could land you significant savings when compared to booking flights and hotels separately. Better still, you can customise your Wainscott getaway to match your exact style. Choose your preferred flight time, select the hotel type and add a car rental. Check out our great deals to see how much you can save.
When to book a holiday package to Wainscott?
If you have your Wainscott holiday dates confirmed, book early to score some incredible deals. With Expedia, you can generally reserve some flights up to one year ahead of time. Prefer spontaneous getaways? Our last-minute deals are ideal for travelling on a whim.
How to plan a trip to Wainscott?

  1. Choose when to go: Check your diary and pack your bags. Your favourite time of year and the available activities will also help you decide when to holiday in Wainscott.
  2. Figure out your budget: Make sure you have enough money to cover everything from transportation and food to activities and flights. Your hotel will probably be the biggest expense during your trip to Wainscott.
  3. Decide how many days away: Start by compiling a list of the activities and attractions you want to experience in Wainscott. Then, estimate how long you'll need for each, as well as any travel time.
  4. Combine your airfare and accommodation: After you've nailed down your trip dates and duration, book the perfect Wainscott holiday package for you.

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.