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
Save 100% on your flight
Price was $486, price is now $348 per person
$348
per person
Nov 9 - Nov 13
found 21 hours ago
Roundtrip flight included
Chicago (ORD) 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.

Top Wainscott hotels deals

The Sagaponack

The Sagaponack

3 out of 5
3720 Montauk Hwy, Wainscott, NY
The price is $221 total per night
$221 total
per night
Oct 19 - Oct 20
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
Wainscott Woods Retreat

Wainscott Woods Retreat

2 out of 5
380 Montauk Hwy, Wainscott, NY
The price is $302 total per night
$302 total
per night
Oct 31 - Nov 1
A seasonal outdoor pool, free self parking, and laundry facilities are featured at this hotel. WiFi in public areas is free. A terrace, a garden, and a picnic area are also on offer.
Pool
Parking included
Gurney's Montauk Resort & Seawater Spa

Gurney's Montauk Resort & Seawater Spa

4 out of 5
290 Old Montauk Highway, Montauk, NY
The price is $425 total per night
$425 total
per night
Oct 30 - Oct 31
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
The price is $332 total per night
$332 total
per night
Oct 27 - Oct 28
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 Blue Hotel

Montauk Blue Hotel

2 out of 5
108 South Emerson Avenue, Montauk, NY
The price is $167 total per night
$167 total
per night
Nov 3 - Nov 4
This hotel features an indoor pool and a hot tub. WiFi in public areas is free. Self parking, a terrace, and a picnic area are also offered.
Pool
Hot Tub
The Atlantic Hotel

The Atlantic Hotel

2.5 out of 5
1655 County Road 39, Southampton, NY
The price is $218 total per night
$218 total
per night
Oct 6 - Oct 7
This hotel's 2 outdoor tennis courts and outdoor pool are among the featured amenities. Guests will appreciate free perks like free self parking and WiFi in public areas. Free parking, free newspapers, and barbecue grills are also on offer.
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 $348. 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.

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Photo by Miriam Marcus
Photo by Miriam Marcus