Wainscott Holidays from £1,674

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Your Wainscott Holiday

Book a Wainscott holiday package that includes only the things you need and nothing you don't. Good for history, coastal beaches and culture, think about staying in the neighbourhood of Village of Southampton. East Hampton Main Beach, Wolffer Estates Vineyard and Sag Harbour Marine Park are just a few of the sights worth visiting during your trip to Wainscott. That dream Wainscott holiday is a couple of clicks away. Search hotels, flights and more on Expedia for a getaway that's tailored to suit your style.

The Latest Wainscott Holiday Deals

Price found within the past 48 hours. Click for updated prices.
The Sagaponack

The Sagaponack

3 out of 5
per person
12 Sept - 19 Sept
found 12 hours ago
Return direct flight included
Edinburgh (EDI) to New York (LGA)
8.8/10 Excellent! (156 reviews)
The location was great, the room was clean, and the staff were very friendly and accommodating.

Reviewed on 17 Jun 2025

Wainscott Essential Information

Language
English
Currency
U.S dollars
Population
650
Max Temp Winter
4ºC
Max Temp Summer
24ºC
Top Sights
Coopers Beach, East Hampton Main Beach and Wolffer Estates Vineyard

Our pick of the best Wainscott Hotel Deals

The Sagaponack
The Sagaponack
3 out of 5
3720 Montauk Hwy, Wainscott, NY
Stay at this 3-star B&B in Wainscott. Enjoy free Wi-Fi, free parking and an outdoor pool. Our guests praise the helpful staff in their reviews. Popular attractions ...
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
Stay at this beach hotel in Montauk. Enjoy free Wi-Fi, free parking and 2 outdoor pools. Our guests praise the helpful staff and the property condition in their ...
8.4/10 Very Good! (1,002 reviews)
"Gorgeous stay on a girls trip"

Reviewed on 21 Jun 2025

Montauk Yacht Club
Montauk Blue Hotel
Montauk Blue Hotel
2 out of 5
108 South Emerson Avenue, Montauk, NY
Stay at this beach hotel in Montauk. Enjoy free Wi-Fi, a beach locale and parking (surcharge). Popular attractions Montauk Point Lighthouse and Montauk Point ...
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.

All Inclusive Holidays

All Inclusive Holidays

Beach Holidays

Beach Holidays

Family Friendly Holidays

Family Friendly Holidays

Frequently asked questions

How much does a Wainscott travel package cost?
The most affordable Wainscott travel package is £1,674, so your dream trip can become a reality --- without breaking the bank. Bundle flights, hotels and car rentals to create a package suited to your travel style.
If I'm not able to travel, can I cancel my Wainscott travel package?
It's impossible to predict what tomorrow might bring, so it's good to know that you can change or cancel your Wainscott travel package. If you booked in the last 24 hours, you may be entitled to a refund. If your booking is older, your airline, hotel or car rental company may charge a fee. Check our Customer Service Portal for further details.
How do I get a cheap travel package to Wainscott?
Our Wainscott travel packages promise plenty of savings for the savvy globetrotter. For the best deals, simply bundle your hotel, flights and rental cars into a convenient package. But bargain prices are just the beginning of your next memorable adventure. When you book with Expedia, you'll have more than 550 airlines and 1,000,000 hotel options worldwide to choose from. No matter your style or budget, there's a package to suit you.
Does Expedia offer Book Now, Pay Later Wainscott holidays?
Your bank balance shouldn't prevent you from going on holiday, so Expedia has worked out a solution to help. Now that we've joined forces with online lender Klarna, it's easier than ever to book a dream getaway without using up all your savings. Klarna offers flexible payment options at checkout that take the stress out of budgeting for your trip. Consider one of these flexible payment options:
  • Pay monthly holidays: If paying small amounts each month works for you, Klarna can help. Paying in easy monthly instalments will make that dream holiday possible.
  • Pay in instalments holidays: Into the idea of paying off your holiday in multiple transactions? Consider this Book Now, Pay Later option from Klarna.
  • Low deposit holidays: When you see an unbeatable deal but don't have the full amount yet, Klarna's low deposit holiday plan will help you secure your getaway.

What are the top hotels in Wainscott?
380 Inn will be the perfect base for your Wainscott getaway. Located in Wainscott Woods, it's one of this area's best hotels.
How far in advance should I book my Wainscott holiday?
Smart travellers will likely want to reserve their seats as early as possible. You can usually browse through international airfares on Expedia up to a year before your flight. If you're booking at the last minute, don't despair. Discounted prices occasionally become available in the last weeks prior to departure.
What does an Expedia Wainscott travel package include?
Choose from a combination of flights, rental cars and hotels. Once you've made your booking, you can add activities and tours. Want to pick your airfare class? That's also possible. The choice is all yours when it comes to arranging your dream Wainscott getaway.
What should I know before booking a Wainscott travel package?
You can save big by bundling your hotels, flights and rental cars. Once you've made your booking, you can add on sightseeing tours or experiences. Your next unforgettable adventure is only a few clicks away.
Can I choose my airline with a Wainscott Expedia travel package?
Most definitely. Expedia has access to more than 550 partner airlines globally, so you can design your Wainscott escape according to your budget and needs.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.