Long Island Vacation Packages 2026 from $437

Long Island flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.

Stonybrook Motel & Lodge

$437

per person

Oct 29 - Oct 31

found 1 day ago

Roundtrip flight included

Chicago (ORD) to Manchester (MHT)

This motel features free WiFi in public areas, barbecue grills, and free self parking. Enjoy the free on-the-go breakfast each morning. A garden, a lobby fireplace, and a picnic area are also on offer.

The Village of Loon Mountain Fixed Rooms

$521

per person

Oct 29 - Oct 31

found 1 day ago

Roundtrip flight included

Chicago (ORD) to Manchester (MHT)

A seasonal outdoor pool, free self parking, and barbecue grills are featured at this aparthotel. A terrace and a picnic area are also provided.

Omni Mount Washington Resort & Spa

Save 100% on your flight

$1,378

per person

Oct 30 - Nov 2

found 1 day ago

Roundtrip flight included

Chicago (ORD) to Manchester (MHT)

This smoke-free resort features a golf course, a full-service spa, and a nightclub. There's a free ski shuttle, and ski lessons, ski rentals and ski storage are available on site. Families will appreciate the arcade/game room and picnic area.

Green Trails Inn

$550

per person

Dec 2 - Dec 6

found 23 hours ago

Roundtrip flight included

Fort Lauderdale (FLL) to Lebanon (LEB)

A restaurant and a bar/lounge are featured at this inn. There's no skimping on freebies - guests receive free continental breakfast, free WiFi, and free self parking. A coffee shop and a garden are also provided.

The Village of Loon Mountain

$484

per person

Oct 29 - Oct 31

found 1 day ago

Roundtrip flight included

Chicago (ORD) to Manchester (MHT)

2 indoor pools, 12 outdoor tennis courts, and a hot tub are all featured at this smoke-free aparthotel. Enjoy the free ski shuttle and onsite ski storage. Enjoy the gym and perks like free self parking and free WiFi.

Top Long Island hotels deals

2 Homes | Game Rooms + Fire Pit | Winnipesaukee

Moultonborough NH

Get rates

This vacation home features a garden, laundry facilities, and barbecue grills. There's fun for all ages with a playground and an arcade/game room.

Kitchen

Washer

Mill Falls Resort Collection at the Lake

281 Daniel Webster Hwy Meredith NH

$175 nightly

$190 total

Oct 21 - Oct 22

Total with taxes and fees

This smoke-free hotel features a full-service spa, a marina, and 4 restaurants. Enjoy the outdoor pool and perks like free self parking. There's an indoor pool on site, and a 24-hour front desk and a coffee shop are also provided.

Pool

Hot Tub

Best Western Plus Landmark Inn

480 Main Street Laconia NH

Free Cancellation

Reserve now, pay when you stay

$110 nightly

$119 total

Oct 12 - Oct 13

Total with taxes and fees

This hotel doesn't skimp on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. Business travelers can take advantage of the express check-out. Enjoy the gym and conveniences like a 24-hour front desk and laundry facilities.

Breakfast included

Parking included

Best Western Plymouth Inn-White Mountains

1513 US Route 3 Campton NH

Free Cancellation

Reserve now, pay when you stay

$116 nightly

$126 total

Oct 25 - Oct 26

Total with taxes and fees

This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the 2 conference rooms, along with free WiFi in public areas. Enjoy the sauna and free perks like English breakfast and free self parking.

Pool

Breakfast included

Fireside Inn & Suites Gilford

17 Harris Shore Road Gilford NH

Free Cancellation

Reserve now, pay when you stay

$142 nightly

$154 total

Oct 5 - Oct 6

Total with taxes and fees

This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the business center and free internet in public areas. Enjoy the seasonal outdoor pool and free perks like on-the-go breakfast and free self parking.

Pool

Hot Tub

Winnisquam Lake Inn

788 Laconia Rd Tilton NH

Free Cancellation

Reserve now, pay when you stay

$83 nightly

$90 total

Oct 29 - Oct 30

Total with taxes and fees

This hotel features free WiFi in public areas, laundry facilities, and free self parking. Enjoy the free continental breakfast each morning. A terrace, a library, and a picnic area are also on offer.

Breakfast included

Parking included

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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 Long Island?

Vacation packages, which include hotels and flights in Long Island, start at just $437. Turn your travel fantasies into reality and secure your trip with Travelocity today.

Where can I get the best vacation package deals for Long Island?

No matter how you travel, Travelocity can help you get an unbeatable Long Island package deal. All you have to do is pick and choose between our 400 partner airlines and 1,000,000 properties around the world.

Why should I purchase my Long Island vacation bundle with Travelocity?

We have destinations for every type of traveler, top-notch service and 24/7 customer support. On top of that, we'll match any cheaper price you discover with our Price Match Guarantee.

Will I save money on my Long Island car rental if I book it with my hotel or flight?

Combining your bookings into a Long Island vacation package will leave you with some serious savings. Book a car and flight; a flight, car and hotel; or a car and hotel. You won't find a better way to discover the greater Long Island region than with your own set of wheels. You can also add activities and experiences to your Travelocity package.

Which airport is best for Long Island?

That all depends on where you're departing from and where you're off to — Portland Intl. Jetport Airport (PWM), Manchester-Boston Regional Airport (MHT) or Lebanon Municipal Airport (LEB) are where you're most likely to land.