New York State may have travel restrictions in place, including self-quarantine, due to COVID-19.

Find out moreOpens in new tab or window

Long Island Vacation Packages

Choose two or more items and save on your trip:

Top Long Island Flight + Hotel Deals

Hotel 31
Umbrella Hotel Queens Airports
The Central Park North
DOM-NYC
La Quinta Inn & Suites by Wyndham New York City Central Park
Don't see what you're looking for?
See all available trips from Ashburn to Long Island

2021 Long Island vacation deals

InterContinental New York Barclay
Crowne Plaza Times Square Manhattan
Park South Hotel
PUBLIC, an Ian Schrager hotel
Novotel New York Times Square
Don't see what you're looking for?
See all available trips from Ashburn to Long Island

Top Hotels in Long Island

Ravel Hotel Trademark Collection by Wyndham
Ravel Hotel Trademark Collection by Wyndham
4 out of 5
8-08 Queens Plaza South, Long Island City, NY
Free cancellationReserve now, pay when you stay
The price is CA $144 per night from Oct 28 to Oct 29
4/5Very Good! (1,020 reviews)

"The decor always been a favorite for me and also the staff hospitality."…"

Reviewed on Oct. 6, 2020

Ravel Hotel Trademark Collection by Wyndham
Gurney’s Star Island Resort & Marina
Gurney’s Star Island Resort & Marina
3.5 out of 5
32 Star Island Rd, Montauk, NY
4.1/5Very Good! (745 reviews)

"Clean, quiet. Indoor pool was heated & nice. Didn’t use the outdoor pool due to colder weather but it looked nice. Liked the courtyard with firepit"…"

Reviewed on Sep. 21, 2020

Gurney’s Star Island Resort & Marina
Montauk Manor
Montauk Manor
3.5 out of 5
236 Edgemere St., Montauk, NY
The price is CA $173 per night from Oct 25 to Oct 26
4.5/5Wonderful! (325 reviews)

"Clean beautiful room. Staff was friendly. Grounds were very well kept."…"

Reviewed on Oct. 20, 2020

Montauk Manor
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.

Top things to do in Long Island

Best of Brooklyn Half-Day Food & Culture, Bus & Walking Tour
Image for Best of Brooklyn Half-Day Food & Culture, Bus & Walking Tour

Best of Brooklyn Half-Day Food & Culture, Bus & Walking Tour

CA $183
Per adult
100% of travellers recommend
Brooklyn Group Graffiti Workshop
Image for Brooklyn Group Graffiti Workshop

Brooklyn Group Graffiti Workshop

CA $53
Per adult
96% of travellers recommend
Brooklyn Street Art Tour
Image for Brooklyn Street Art Tour

Brooklyn Street Art Tour

CA $26
Per adult
88% of travellers recommend

Long Island Vacation Packages

Head east from the big-city environment of Manhattan to parks, museums and beaches. Enjoy the mix of affluent and laid-back communities on this long island. Some of the biggest attractions of Long Island are its beaches, starting less than a 1-hour drive from New York City. Coopers Beach in Southampton and the Main Beach in East Hampton are two of the most popular beaches along the Atlantic coastline. Bring your swimsuit and Frisbee to Jones Beach State Park in Wantagh, Hither Hills State Park and Montauk Point State Park, where you’ll find the iconic Montauk Point Lighthouse . End a summer of sun with Labor Day fireworks at East Hampton’s Main Beach.

Take a ferry to Fire Island, a narrow barrier island stretching along the southern coast. Relax on beaches on the inner and outer shorelines and walk along dunes to the Fire Island Lighthouse.

The area offers more than just beaches. Long Island’s North Shore is known as the Gold Coast for its early 20th-century mansions, as depicted in The Great Gatsby. Visit Old Westbury Gardens, Oheka Castle and Vanderbilt Museum. On the south shore is the more modern, affluent part of the island, the Hamptons. Drive around to view huge modern mansions, play at high-end golf courses or mingle at coffee shops with summer residents vacationing from New York City.

For excellent cultural experiences, select from dozens of museums and art galleries. Heckscher Museum of Art in Huntington has five centuries of Western art while the Parrish Art Museum near Southampton focuses on contemporary art. Tour the Cradle of Aviation Museum in Garden City for the story of aerospace. Enjoy a music concert or big-name comic performance at NYCB Theatre at Westbury. See Broadway shows or children’s productions at the John W. Engeman Theater in Northport. Simply relax at the athletic facilities of Nassau County’s Eisenhower Park.

Drive, take a bus or ride the Long Island Rail Road from Pennsylvania Station. Montauk on the eastern tip of Long Island is about 120 miles (190 kilometers) from the heart of Manhattan.

More trip options