Long Island Vacation Packages 2026 from $639

Long Island flight + hotel vacation packages

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

The Wolfeboro Inn

$639

per person

Oct 12 - Oct 15

found 1 day ago

Roundtrip flight included

Minneapolis (MSP) to Portland (PWM)

This hotel features a coffee shop, wedding services, and free self parking. WiFi in public areas is free. A business center, a garden, and a library are also on offer.

The Meadowmere Resort

$888

per person

Nov 15 - Nov 20

found 5 hours ago

Roundtrip non-stop flight included

Dallas (DAL) to Portland (PWM)

2 hot tubs, an indoor pool, and a gym are all featured at this smoke-free hotel. Enjoy the seasonal outdoor pool and free perks like continental breakfast and free self parking. There's a restaurant and a bar/lounge for dining and drinks, and also a sauna on site.

Inn By The Sea

$1,430

per person

Nov 15 - Nov 20

found 10 hours ago

Roundtrip flight included

Dallas (DAL) to Portland (PWM)

A full-service spa, a 24-hour gym, and a restaurant are all featured at this smoke-free hotel. Families will appreciate the playground, onsite laundry facilities, and free supervised childcare. Enjoy the outdoor pool and perks like free valet parking.

Ogunquit River Inn & Suites

Moody

$935

per person

Oct 9 - Oct 12

found 18 hours ago

Roundtrip non-stop flight included

Dallas (DAL) to Portland (PWM)

This hotel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Traveling on business? Take advantage of the business center and free internet in public areas. There's a seasonal outdoor pool on site, and a terrace and a garden are also provided.

Evalina Hotel

Downtown Portland

$1,762

per person

Oct 11 - Oct 14

found 1 day ago

Roundtrip flight included

Dallas (DAL) to Portland (PWM)

Free WiFi in public areas is available at this aparthotel. Take advantage of the self parking.

Frequently asked questions

How much are vacation packages to Long Island?

Get ready to be pleasantly surprised — you can find yourself in Long Island for a mere $639. Let Travelocity save you money and hassle with our awesome vacation package deals. With hotels, flights and tours all ready to go, what are you waiting for?

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

With as many as 400 airlines and 1,000,000 hotels across the world, it's hard to top Travelocity. Look through our impressive range and score an incredible Long Island package deal. Don't you love it when traveling is that easy?

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

By booking your flights, hotel, car rental and activities all in one place, you'll save big bucks as well as precious time. All our bookings come with a dedicated team of experts available 24/7, and you'll know that you're always getting the lowest price possible with our Price Match Guarantee. So, what's stopping you? Book the getaway of your dreams today and get packing!

Can I save on my Long Island car rental if I bundle it with hotels and flights?

Certainly. And our Long Island vacation packages will help you do it. With just a few clicks you can save money as well as time by combining your bookings. Collect the keys to your rental car then chart your own course. Need to fill your itinerary? Add some tours or experiences to your package and save on those too.