Wainscott Holidays

Book a Hotel + Flight or Car together to unlock savings

Photo by Miriam Marcus

Top hotels in Wainscott

The Sagaponack
The Sagaponack
3 out of 5
3720 Montauk Hwy, Wainscott, NY
The price is 8.977.082 ₫ per night from 30 Jun to 1 Jul
8.977.082 ₫
11.601.113 ₫ total
30 Jun - 1 Jul
includes taxes & fees
8.8/10 Excellent! (157 reviews)
"The location was great, the room was clean, and the staff were very friendly and accommodating."

Reviewed on 17 Jun 2025

The Sagaponack
Montauk Yacht Club
Montauk Yacht Club
4 out of 5
32 Star Island Rd, Montauk, NY
8.4/10 Very Good! (1,002 reviews)
"Gorgeous stay on a girls trip"

Reviewed on 21 Jun 2025

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Montauk Yacht Club
Montauk Blue Hotel
Montauk Blue Hotel
2 out of 5
108 South Emerson Avenue, Montauk, NY
The price is 10.698.213 ₫ per night from 1 Jul to 2 Jul
10.698.213 ₫
12.222.708 ₫ total
1 Jul - 2 Jul
includes taxes & fees
9.2/10 Wonderful! (78 reviews)
"Such a lovely stay. From the oceanfront views to every member working the hotel, one of the loveliest Montauk stays we’ve ever experienced."

Reviewed on 22 Jun 2025

Montauk Blue Hotel
See all 4,236 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.

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.