Deals on vacations and trips to Long Island

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Long Island flight + hotel vacation packages

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

Portland Harbor Hotel

4 out of 5
Downtown Portland
Save 100% on your flight
Price was $1,203, price is now $859 per person
$859
per person
Oct 24 - Oct 29
found 11 hours ago
Roundtrip non-stop flight included
Denver (DEN) to Portland (PWM)
This hotel features 3 coffee shops/cafes and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. You'll find a restaurant and a bar/lounge onsite for dining and drinks, along with a 24-hour front desk.
Blind Tiger Portland - Danforth Street.

Blind Tiger Portland - Danforth Street.

3.5 out of 5
West End
Save 100% on your flight
Price was $1,890, price is now $1,206 per person
$1,206
per person
Oct 24 - Oct 29
found 11 hours ago
Roundtrip non-stop flight included
Denver (DEN) to Portland (PWM)
This bed & breakfast features free WiFi in public areas, concierge services, and self parking. Enjoy the free self-serve breakfast each morning. Luggage storage is also provided.
Blind Tiger Portland – Carleton Street

Blind Tiger Portland – Carleton Street

3.5 out of 5
West End
Save 100% on your flight
Price was $1,627, price is now $1,074 per person
$1,074
per person
Oct 24 - Oct 29
found 11 hours ago
Roundtrip non-stop flight included
Denver (DEN) to Portland (PWM)
Free WiFi in public areas, a terrace, and a garden are available at this bed & breakfast. Enjoy the free on-the-go breakfast each morning. Concierge services are provided for your convenience.
Evalina Hotel

Evalina Hotel

2.5 out of 5
Downtown Portland
Save 100% on your flight
Price was $1,849, price is now $1,280 per person
$1,280
per person
Oct 24 - Oct 29
found 11 hours ago
Roundtrip non-stop flight included
Denver (DEN) to Portland (PWM)
Free WiFi in public areas is available at this aparthotel. Take advantage of the self parking.
The Meadowmere Resort

The Meadowmere Resort

2.5 out of 5
Save 100% on your flight
Price was $1,878, price is now $1,326 per person
$1,326
per person
Oct 3 - Oct 10
found 1 day ago
Roundtrip flight included
Denver (DEN) 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.

Top Long Island hotels deals

Clarion Pointe South Portland

Clarion Pointe South Portland

2 out of 5
675 Main Street I-95 South Portland ME
Free Cancellation
$93 nightly
The price is $101 total per night
$101 total
Sep 13 - Sep 14
Total with taxes and fees
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center and WiFi in public areas. Enjoy the indoor pool and free perks like continental breakfast and free self parking.
Pool
Breakfast included
Clarion Hotel Portland Airport ME

Clarion Hotel Portland Airport ME

2.5 out of 5
1230 Congress St Portland ME
Free Cancellation
$131 nightly
The price is $145 total per night
$145 total
Sep 1 - Sep 2
Total with taxes and fees
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the business center, free WiFi in public areas, and free airport shuttle. Enjoy the hot tub and perks like free self parking and a free cruise terminal shuttle.
Pool
Hot Tub
Quality Inn & Suites South Portland

Quality Inn & Suites South Portland

2.5 out of 5
738 Main Street South Portland ME
Free Cancellation
$92 nightly
The price is $100 total per night
$100 total
Sep 7 - Sep 8
Total with taxes and fees
This hotel features free WiFi in public areas, free newspapers, and free self parking. Enjoy the free continental breakfast each morning. A garden and a picnic area are also provided.
Breakfast included
Pet friendly
Portland Regency Hotel & Spa

Portland Regency Hotel & Spa

3.5 out of 5
20 Milk Street Portland ME
Free Cancellation
Reserve now, pay when you stay
$345 nightly
The price is $382 total per night
$382 total
Sep 7 - Sep 8
Total with taxes and fees
A full-service spa, a hot tub, and a restaurant are all featured at this smoke-free hotel. Unwind with a drink at one of the 2 bars/lounges and enjoy freebies like WiFi in public areas and a roundtrip airport shuttle. There's a gym on site, and laundry facilities and concierge services are also offered.
Hot Tub
Spa
Fireside Inn & Suites Portland

Fireside Inn & Suites Portland

3 out of 5
81 Riverside St Portland ME
Free Cancellation
Reserve now, pay when you stay
$105 nightly
The price is $116 total per night
$116 total
Sep 7 - Sep 8
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 WiFi in public areas. Enjoy the seasonal outdoor pool and perks like free self parking.
Waves Oceanfront Resort

Waves Oceanfront Resort

3 out of 5
87 W Grand Ave Old Orchard Beach ME
$160 nightly
The price is $174 total per night
$174 total
Sep 13 - Sep 14
Total with taxes and fees
This hotel features an outdoor pool and a gym. Enjoy the hot tub and perks like free self parking and free WiFi. A coffee shop, a lobby fireplace, and a picnic area are also on offer.
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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?
Get ready to be pleasantly surprised — you can find yourself in Long Island for a mere $859. 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.

Photos of local treasures

Browse Long Island vacation photos for more inspiration

A sunset over a lake surrounded by dense forests and a distant shoreline.
A lighthouse on a small island with a rocky shoreline, surrounded by houses and trees.
An aerial view of a coastal area with dense forests, a marina with numerous boats, and a small town with houses and a golf course.
A harbor with boats docked, a lighthouse, and houses on a hillside.