Deals on vacations and trips to Wainscott

Save when you book Wainscott package deals

Choose two or more items and save on your trip:

Wainscott flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Honey Maple Grove BnB

Honey Maple Grove BnB

4 out of 5
Price was $655, price is now $633 per person
$633
per person
May 30 - Jun 2
found 1 day ago
Roundtrip flight included
Miami (MIA) to New York (LGA)
This bed & breakfast features free WiFi in public areas, laundry facilities, and free self parking. Enjoy the free full breakfast each morning. A terrace, a lobby fireplace, and a library are also on offer.
The Sagaponack

The Sagaponack

3 out of 5
Price was $1,040, price is now $928 per person
$928
per person
May 13 - May 17
found 1 day ago
Roundtrip flight included
Charlotte (CLT) to New York (LGA)
A seasonal outdoor pool is featured at this bed & breakfast, along with free self parking. WiFi in public areas is free. A communal living room and luggage storage are also provided.
Windrose On Hudson

Windrose On Hudson

3 out of 5
Price was $1,360, price is now $1,060 per person
$1,060
per person
Jun 18 - Jun 23
found 1 day ago
Roundtrip flight included
Sacramento (SMF) to New York (LGA)
This hotel features a gym and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. Free self parking, a coffee shop, and luggage storage are also offered.

Top Wainscott hotels deals

The Sagaponack

The Sagaponack

3 out of 5
3720 Montauk Hwy Wainscott NY
$206 nightly
The price is $230 total per night
$230 total
Apr 12 - Apr 13
Total with taxes and fees
A seasonal outdoor pool is featured at this bed & breakfast, along with free self parking. WiFi in public areas is free. A communal living room and luggage storage are also provided.
Pool
Pet friendly
Private, Charming, Lovely Farmhouse in Wainscott, East Hampton

Private, Charming, Lovely Farmhouse in Wainscott, East Hampton

Wainscott NY
$953 nightly
The price is $1,089 total per night
$1,089 total
Apr 3 - Apr 4
Total with taxes and fees
This farm stay features an outdoor pool and a gym. There's fun for all ages with a playground and an arcade/game room, and families will appreciate the onsite laundry facilities. Limo/town car service, a garden, and barbecue grills are also on offer.
Pool
Pet friendly
Gurney's Montauk Resort & Seawater Spa

Gurney's Montauk Resort & Seawater Spa

4 out of 5
290 Old Montauk Highway Montauk NY
$564 nightly
The price is $644 total per night
$644 total
Apr 9 - Apr 10
Total with taxes and fees
This resort features a private beach, a full-service spa, and 2 restaurants. Relax with beach cabanas and sun loungers, and cool off with a drink at the beachside bar. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including food and water bowls.
On private beach
Pool
Montauk Manor

Montauk Manor

3.5 out of 5
236 Edgemere St. Montauk NY
$168 nightly
The price is $192 total per night
$192 total
Apr 16 - Apr 17
Total with taxes and fees
3 outdoor tennis courts, an indoor pool, and a 24-hour gym are all featured at this smoke-free aparthotel. Enjoy the seasonal outdoor pool and perks like free WiFi. There's a restaurant and a bar/lounge for dining and drinks, and also a hot tub on site.
Pool
Hot Tub
Sound View Greenport

Sound View Greenport

4 out of 5
58775 County Rd 48 Greenport NY
$244 nightly
The price is $279 total per night
$279 total
May 3 - May 4
Total with taxes and fees
A private beach and a restaurant are featured at this smoke-free hotel. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. Unwind with a drink at one of the 2 bars/lounges and enjoy free perks like continental breakfast and WiFi in public areas.
On private beach
Pool
The Bentley Hotel Southampton

The Bentley Hotel Southampton

2 out of 5
161 Hills Station Rd Southampton NY
Free Cancellation
Reserve now, pay when you stay
$136 nightly
The price is $155 total per night
$155 total
Apr 8 - Apr 9
Total with taxes and fees
A seasonal outdoor pool, free self parking, and laundry facilities are featured at this hotel. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including an off-leash area. There's a garden and multilingual staff can provide around-the-clock assistance.
Pool
Pet friendly
Don't see what you're looking for?
See all available properties in Wainscott
View all properties
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 are vacation packages to Wainscott?
Travelocity provides package deals to Wainscott, including flights and hotels, starting at just $633. With the cash you save, you could book some cool tours or possibly even add a couple of extra days to your exciting adventure.
Where can I get the best vacation package deals for Wainscott?
Walking away with a great package deal to Wainscott couldn't be easier with Travelocity. With 400 airlines and 1,000,000 worldwide properties, you'll have loads of choice when it comes to picking your hotels and flights.
Why should I book my Wainscott vacation bundle via Travelocity?
Because we believe in creating one-of-a-kind travel experiences. From flights and hotels to car rentals and activities, our packages make traveling a breeze. Our customer care is available 24/7 to ensure you'll never roam alone. We also offer a Price Match Guarantee, so you can lock in your trip knowing you've landed the best deal possible. If you find a lower price, we'll match it!
Will I save money on my Wainscott car rental if I bundle it with my hotel or flight?
Certainly. And our Wainscott vacation packages are the best way to do it. In only a few clicks you can save cash as well as time by combining your bookings. Pick up the keys to your rental car and do your vacation your way. Need to fill your itinerary? Add a few tours to your package and make savings on those too.

Photos of local treasures

Browse Wainscott vacation photos for more inspiration

Amerikanischer Strand auf Long Island bei New York
sunset on the beach in the Hamptons with a cotton candy colored sky