Wainscott Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

Photo by Miriam Marcus
  • Plan, book, travel with confidence

  • payments icon

    Better together

    Save up to CA $1,096 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

Your Wainscott Vacation

Book a Wainscott vacation 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 neighborhood of Village of Southampton. East Hampton Main Beach, Wolffer Estates Vineyard and Sag Harbor Marine Park are just a few of the sights worth visiting during your trip to Wainscott. That dream Wainscott vacation is a couple of clicks away. Search hotels, flights and more on Expedia for a getaway that's tailored to suit your style.

Ready to book your vacation to Wainscott?

 

Choose your dates

Wainscott Hotel Deals

The Sagaponack

The Sagaponack

3 out of 5
3720 Montauk Hwy, Wainscott, NY
The price is CA $467 per night from Sep 22 to Sep 23
CA $467
CA $590 total
Sep 22 - Sep 23
includes taxes & fees
8.6/10 Excellent! (170 reviews)
"Nice place, but no gym, no bar/restaurant, and you can hear your neighbors behind the wall.... Enjoyed the pool as it was empty :)"

Reviewed on Aug. 15, 2025

The Sagaponack
The Atlantic Hotel

The Atlantic Hotel

2.5 out of 5
1655 County Road 39, Southampton, NY
The price is CA $223 per night from Sep 21 to Sep 22
CA $223
CA $290 total
Sep 21 - Sep 22
includes taxes & fees
7/10 Good! (913 reviews)
"Nice place. Recommend."

Reviewed on Aug. 18, 2025

The Atlantic Hotel
Marram

Marram

4 out of 5
21 Oceanview Terrace, Montauk, NY
The price is CA $405 per night from Sep 15 to Sep 16
CA $405
CA $724 total
Sep 15 - Sep 16
includes taxes & fees
8.6/10 Excellent! (212 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 Aug. 19, 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 vacation package cost?
You can snap up a vacation package to this popular destination on Expedia. However, how much your vacation to Wainscott costs will depend on the length of stay, hotel choice and season.
What are the cheapest months to go to Wainscott?
Plan your trip for the shoulder or low season and you're likely to find cheap Wainscott vacation packages. Remember that school vacation periods and local festivals and events can impact prices, so do a little research before you go.
How many days is enough for Wainscott?
With around 2 days, you'll have plenty of time to experience popular neighbourhoods like East Hampton North and Wainscott Woods during your Wainscott vacation. Make sure to also add Bay Street Theatre and LongHouse Reserve to your sightseeing itinerary. Up for some more adventures? Consider exploring outside of Wainscott on tours and day trips.
How to find the best Wainscott package deals?
Start your search for a Wainscott package deal by entering your destination and travel dates under our "Packages" tab. Then apply some filters, like "Property type" and "Popular locations," to tailor the results to your exact style. You can also sort by "Package discount" and browse offers that come with irresistible savings. If you don't find the ideal Wainscott package deal straight away, simply 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 escape underway.
Is it cheaper to book a Wainscott vacation as a package?
Expedia vacation packages are designed to help you keep more cash in your pocket. Bundle your hotel, car rental and flight into one great-value price and enjoy significant savings. You'll usually snag a better deal than booking each component individually. And you'll still enjoy the freedom to create a tailored Wainscott vacation by choosing your favourite accommodation type, airline and car class.
When to book a vacation package to Wainscott?
Enjoy incredible discounts by reserving your flights ahead of time with Expedia. If being spontaneous is more your thing, take advantage of our last-minute deals for an impromptu Wainscott escape.
How to plan a trip to Wainscott?

  1. Choose when to travel: Check your schedule and get your bags packed. Your favourite season and the type of activities on offer will also help you decide when to visit Wainscott.
  2. Budget wisely: In addition to the price of your accommodations, you'll need to factor in other expenses too. These include flights, transportation and food. Also, set aside a little extra for unexpected expenses that may come up during your trip to Wainscott.
  3. Decide how long to go away for: Now that you're more familiar with Wainscott, you can work out the perfect length of your break. Put together a draft itinerary and give yourself enough time to cover everything you want to do.
  4. Bundle your bookings: With your travel dates in order, you can combine your flights, car rental, hotels and more into a personalized Wainscott vacation package.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.