Wainscott Vacation Packages 2026

Top Wainscott hotels deals

The Sagaponack

3720 Montauk Hwy Wainscott NY

$391 nightly

$440 total

Sep 13 - Sep 14

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.

Sound View Greenport

58775 County Rd 48 Greenport NY

$349 nightly

$398 total

Sep 15 - Sep 16

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.

The Atlantic Hotel

1655 County Road 39 Southampton NY

$201 nightly

$230 total

Sep 28 - Sep 29

Total with taxes and fees

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.

Offshore Montauk

71 S Emerson Ave Montauk NY

$516 nightly

$590 total

Sep 7 - Sep 8

Total with taxes and fees

This hotel features a gym and a seasonal outdoor pool. Enjoy the sauna and perks like free self parking and free WiFi. Express check-out and luggage storage are also provided.

Montauk Yacht Club

32 Star Island Rd Montauk NY

$442 nightly

$505 total

Sep 27 - Sep 28

Total with taxes and fees

This luxury hotel features a private beach, a marina, and 2 restaurants. Traveling on business? Take advantage of the 5 conference rooms, along with free WiFi in public areas. Enjoy the 2 outdoor pools and get free self parking.

Gurney's Montauk Resort & Seawater Spa

290 Old Montauk Highway Montauk NY

$950 nightly

$1,086 total

Sep 7 - Sep 8

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.

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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 . 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.