Deals on vacations and trips to Wainscott

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Wainscott flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
The Circle Hotel Fairfield

The Circle Hotel Fairfield

3 out of 5
Grasmere
Price was $650, price is now $489 per person
$489
per person
Apr 15 - Apr 20
found 1 day ago
Roundtrip flight included
New Orleans (MSY) to New York (LGA)
A restaurant and a seasonal outdoor pool are featured at this hotel. Business travelers can take advantage of the free WiFi in public areas. Guests will appreciate freebies like continental breakfast and free self parking.
The Sagaponack

The Sagaponack

3 out of 5
Price was $1,057, price is now $862 per person
$862
per person
May 8 - May 13
found 1 day ago
Roundtrip flight included
Dallas (DFW) 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.
Hotel MTK Mount Kisco

Hotel MTK Mount Kisco

3 out of 5
Price was $809, price is now $675 per person
$675
per person
Apr 15 - Apr 20
found 10 hours ago
Roundtrip flight included
New Orleans (MSY) to New York (LGA)
This hotel features a restaurant, a seasonal outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Free self parking, a terrace, and a snack bar/deli are also offered.
Family Retreat With Autumn Views and Fireplace

Family Retreat With Autumn Views and Fireplace

2 out of 5
Save 100% on your flight
Price was $4,337, price is now $3,872 per person
$3,872
per person
Apr 16 - Apr 20
found 12 hours ago
Roundtrip flight included
Boston (BOS) to New York (LGA)
A gym is featured at this villa, along with free self parking. A garden and WiFi in public areas are also provided.

Top Wainscott hotels deals

The Sagaponack

The Sagaponack

3 out of 5
3720 Montauk Hwy Wainscott NY
$183 nightly
The price is $205 total per night
$205 total
Mar 22 - Mar 23
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
Gurney's Montauk Resort & Seawater Spa

Gurney's Montauk Resort & Seawater Spa

4 out of 5
290 Old Montauk Highway Montauk NY
$344 nightly
The price is $393 total per night
$393 total
Feb 23 - Feb 24
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
Sound View Greenport

Sound View Greenport

4 out of 5
58775 County Rd 48 Greenport NY
$174 nightly
The price is $199 total per night
$199 total
Mar 23 - Mar 24
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
Montauk Manor

Montauk Manor

3.5 out of 5
236 Edgemere St. Montauk NY
$133 nightly
The price is $152 total per night
$152 total
Mar 8 - Mar 9
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
Montauk Blue Hotel

Montauk Blue Hotel

2 out of 5
108 South Emerson Avenue Montauk NY
Get rates
This hotel features an indoor pool and a hot tub. A terrace, a picnic area, and luggage storage are also on offer.
Pool
Hot Tub
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
$128 nightly
The price is $146 total per night
$146 total
Feb 27 - Feb 28
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
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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 $489. 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
Amerikanischer Strand auf Long Island bei New York
sunset on the beach in the Hamptons with a cotton candy colored sky