Wainscott Woods Holidays

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Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.
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Top hotels in Wainscott Woods

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$461 per night from 2 Dec to 3 Dec
S$461
includes taxes & fees
2 Dec - 3 Dec
8.2/10 Very Good! (606 reviews)
"All good would like to go back - very accommodating"

Reviewed on 25 Nov,2024

Gurney's Montauk Resort & Seawater Spa
The Bentley Hotel Southampton
The Bentley Hotel Southampton
2 out of 5
161 Hills Station Rd, Southampton, NY
Fully refundableReserve now, pay when you stay
The price is S$256 per night from 1 Dec to 2 Dec
S$256
includes taxes & fees
1 Dec - 2 Dec
9.4/10 Exceptional! (207 reviews)
"Rooms were very spacious and clean"

Reviewed on 22 Nov,2024

The Bentley Hotel Southampton
Montauk Manor
Montauk Manor
3.5 out of 5
236 Edgemere St., Montauk, NY
The price is S$250 per night from 3 Dec to 4 Dec
S$250
includes taxes & fees
3 Dec - 4 Dec
9/10 Wonderful! (1,073 reviews)
"Can’t wait to visit again!"

Reviewed on 24 Nov,2024

Montauk Manor
See all 4,101 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?
Our Wainscott Woods packages, which start from as low as , are the easiest way to save loads of cash. Pick your preferred hotels, flights and rental car to create your dream getaway.
How do I get a cheap travel package to Wainscott Woods?
Browse and book everything in one place with our Wainscott Woods holiday packages. You’ll discover bargains on flights, hotels and more that’ll keep your travel budget happy and your adventurous side busy. And, with more than 550 partner airlines and 1,000,000 hotels around the world to choose from, you have countless opportunities to mix and match all you want.
What are the top hotels in Wainscott Woods?
Lock in a room at 380 Inn. It’s one of this area’s most sought-after hotels. Another top-rated option in Wainscott Woods is Private, Charming, Lovely Farmhouse Situated On 1 Acre In Wainscott East Hampton.
How far in advance should I book my Wainscott Woods holiday?
The earlier, the better. Air carriers usually advertise flight tickets up to a year ahead of departure, and this is when you can score some of the lowest prices. Boss just told you to take your holiday time next week? No need to worry. Expedia are never short of fantastic deals to send you on the getaway of your dreams, at an affordable price.
What does an Expedia Wainscott Woods travel package include?
It comes down to what you’re looking for. If you’re travelling by yourself, you might decide to combine hotels and flights. Bringing the entire family to Wainscott Woods? A travel package including rental cars, flights and hotels might be a better fit. Expedia gives you the freedom to build your own travel package.
What should I know before booking a Wainscott Woods travel package?
When you book your flights, hotels and car rentals together, you’ll walk away with great discounts. Whether you’re planning a mountain getaway in a cabin or prefer to stay in a luxurious city hotel, Expedia will make it happen for less.
Can I choose my airline with a Wainscott Woods Expedia holiday package?
Yes — and it’s easy too. Expedia has access to more than 550 partner airlines throughout the world. Our holiday packages give you the flexibility to take your pick of available flight, hotel or activity options that suit you.
If I'm not able to travel, can I cancel my Wainscott Woods holiday package?
It’s good to know that you can cancel your Wainscott Woods booking if your plans have been upended. Whether you’ll incur a penalty or not depends on your airline, hotel or car rental company. You may be able to change or cancel your booking for free if you booked in the last 24 hours. Head to our Customer Service Portal for more information.

* 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.