Wainscott Woods Holidays

  • Plan, book, travel with confidence

  • payments icon

    Better together

    Save up to €185 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

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

    Rest easy

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

Top hotels in Wainscott Woods

Wainscott Woods Retreat

Wainscott Woods Retreat

2 out of 5
380 Montauk Hwy, Wainscott, NY
Fully refundableReserve now, pay when you stay
The price is €1,148 per night from 31 Aug to 1 Sept
€1,148
31 Aug - 1 Sept
includes taxes & fees
8/10 Very Good! (2 reviews)
"HIDDEN GEM IN THE HEART OF HAMPTONS! What a special place to stay in the Hamptons! I am so happy we found this wonderful gem! This hotel is clean, quiet and well managed. The pool is beautiful the rooms are modern, sleek and clean! The grounds are beautifully manicured. The location is perfect! This ..."

Reviewed on 17 Jul 2025

Wainscott Woods Retreat
The Atlantic Hotel

The Atlantic Hotel

2.5 out of 5
1655 County Road 39, Southampton, NY
7/10 Good! (916 reviews)
"Nice staff and the hotel is fine."

Reviewed on 24 Aug 2025

The Atlantic Hotel
Marram

Marram

4 out of 5
21 Oceanview Terrace, Montauk, NY
The price is €448 per night from 15 Sept to 16 Sept
€448
15 Sept - 16 Sept
includes taxes & fees
8.6/10 Excellent! (216 reviews)
"Small, but comfortable room. Excellent location right on the beach. There was a mix up with our dinner at the hotel one night and my husband’s dinner came out much later than mine. It wasn’t a big deal, but the hotel comped our meal, brought us a free dessert, and comped our post-dinner drinks at ..."

Reviewed on 19 Aug 2025

Marram
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.