Wainscott Woods Holidays

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    Better together
    Save up to S$134 when you book a flight and hotel together*
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    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Rest easy
    Plan, book, and manage your trip all in one place

Top hotels in Wainscott Woods

Montauk Yacht Club
Montauk Yacht Club
4 out of 5
32 Star Island Rd, Montauk, NY
8.4/10 Very Good! (999 reviews)
"front desk was lovely !!"

Reviewed on 8 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 S$271 per night from 15 Jun to 16 Jun
S$271
15 Jun - 16 Jun
includes taxes & fees
9.2/10 Wonderful! (72 reviews)
"Could not enter hotel unless you were 25 we were 21 but they let us stay thankfully and we had a wonderful experience. Expedia should include if there are any rules like that."

Reviewed on 13 Jun, 2025

Montauk Blue Hotel
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 S$1,010 per night from 15 Jun to 16 Jun
S$1,010
15 Jun - 16 Jun
includes taxes & fees
8.2/10 Very Good! (634 reviews)
Great stay on the beach
"Excellent location on the beach. Spacious accommodations. Excellent service."

Reviewed on 2 Jun, 2025

Gurney's Montauk Resort & Seawater Spa
See all 4,128 properties in Wainscott Woods
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 Woods holiday package cost?
Offering excellent value package deals on Expedia, you’ll be pleasantly surprised at how much a holiday to Wainscott Woods costs! Expedia’s packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Wainscott Woods?
To pick up cheap Wainscott Woods holiday packages, organise your getaway outside of peak periods such as school holidays. You’ll generally find better availability and lower prices when it’s less busy.
How many days is enough for Wainscott Woods?
With a well-planned schedule, you can easily tick off the most popular Wainscott Woods attractions in a few days. But if you want to discover hidden spots or take day trips, consider booking your Wainscott Woods holiday for longer.
How to find the best Wainscott Woods package deals?
Begin your search for a Wainscott Woods package deal by entering your preferred travel dates and destination under our “Packages” tab. Then add some filters, like “Popular locations” and “Amenities,” to fine-tune the results to your exact needs. You can also sort by “Package discount” and browse offers that come with irresistible savings. If you don’t find the ideal Wainscott Woods package deal straight away, just tweak your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Wainscott Woods escape off to a flying start.
Is it cheaper to book a Wainscott Woods holiday as a package?
An Expedia holiday package could land you great savings when compared to booking hotels and flights individually. Better still, you can tailor your Wainscott Woods trip to match your exact style. Pick your preferred flight time, select the hotel type and add a rental car. Browse our great deals to see how much you can save.
When to book a holiday package to Wainscott Woods?
Land amazing discounts by booking your flights early with Expedia. If spontaneity is more your thing, snap up one of our last-minute deals for a spur-of-the-moment Wainscott Woods getaway.
How to plan a trip to Wainscott Woods?

  1. Choose when to go: Check your schedule and get packing. Your favourite season and the activities available will also help you decide when to visit Wainscott Woods.
  2. Set your budget: Consider costs like flights, meals and transportation when calculating how much to save for your trip to Wainscott Woods. Then, choose a hotel that suits your budget, whether that’s a wallet-friendly stay or a more luxurious retreat.
  3. Decide how long to go for: Now that you’re more familiar with Wainscott Woods, you can work out the right length of your break. Put together a rough itinerary and allocate enough time to cover everything you want to see.
  4. Bundle your bookings: With your travel dates in order, you can combine your hotels, flights, car rental and more into a customised Wainscott Woods holiday package.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.