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.
The Docent’s Collection – Thompson Block

The Docent’s Collection – Thompson Block

3.5 out of 5
Downtown Portland
Price was $607, price is now $511 per person
$511
per person
Feb 2 - Feb 5
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Portland (PWM)
This hotel features free WiFi in public areas, a virtual front desk, and self parking. Express check-out is provided and the front desk is staffed around-the-clock.
Admiral Peary Inn

Admiral Peary Inn

3 out of 5
Save 100% on your flight
Price was $923, price is now $645 per person
$645
per person
Dec 25 - Jan 1
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to Portland (PWM)
This bed & breakfast doesn't skimp on freebies - guests receive free WiFi and free self parking. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including an off-leash area. A coffee shop, a garden, and a snack bar/deli are also on offer.
River View Resort

River View Resort

2.5 out of 5
Save 100% on your flight
Price was $1,063, price is now $801 per person
$801
per person
Dec 25 - Jan 1
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to Portland (PWM)
This motel features an indoor pool and a gym. Enjoy the hot tub and perks like free self parking and free WiFi. Enjoy the sauna and conveniences like a terrace and barbecue grills.
Blind Tiger Portland - Danforth Street.

Blind Tiger Portland - Danforth Street.

3.5 out of 5
West End
Price was $791, price is now $657 per person
$657
per person
Feb 2 - Feb 5
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Portland (PWM)
This bed & breakfast doesn't skimp on freebies - guests receive free breakfast and free WiFi. Luggage storage and concierge services are also provided.
Kennebunkport Captains Collection

Kennebunkport Captains Collection

4.5 out of 5
Price was $1,476, price is now $1,234 per person
$1,234
per person
Dec 26 - Dec 30
found 13 hours ago
Roundtrip flight included
Orlando (MCO) to Portland (PWM)
This hotel features free WiFi in public areas, laundry facilities, and free self parking. Enjoy the free continental breakfast each morning. A garden, luggage storage, and concierge services are also on offer.

Top Long Island hotels deals

Clarion Hotel Portland Airport ME

Clarion Hotel Portland Airport ME

2.5 out of 5
1230 Congress St Portland ME
Free Cancellation
Reserve now, pay when you stay
$83 nightly
The price is $92 total per night
$92 total
Nov 20 - Nov 21
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
The Westin Portland Harborview

The Westin Portland Harborview

4 out of 5
157 High St Portland ME
Free Cancellation
Reserve now, pay when you stay
$89 nightly
The price is $98 total per night
$98 total
Dec 3 - Dec 4
Total with taxes and fees
A full-service spa, a 24-hour gym, and a restaurant are all featured at this smoke-free hotel. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. There's a bar/lounge on site, and laundry facilities and concierge services are also provided.
Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
468 Fore Street Portland ME
Free Cancellation
Reserve now, pay when you stay
$146 nightly
The price is $161 total per night
$161 total
Nov 20 - Nov 21
Total with taxes and fees
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.
Pet friendly
Free WiFi
DoubleTree by Hilton Hotel Portland

DoubleTree by Hilton Hotel Portland

4 out of 5
363 Maine Mall Rd South Portland ME
Free Cancellation
Reserve now, pay when you stay
$74 nightly
The price is $81 total per night
$81 total
Nov 26 - Nov 27
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Enjoy the gym and perks like free self parking and a free airport shuttle. A business center, a coffee shop, and free WiFi in public areas are also on offer.
Pool
Free airport shuttle
Holiday Inn Portland-By the Bay by IHG

Holiday Inn Portland-By the Bay by IHG

4 out of 5
88 Spring St Portland ME
Free Cancellation
$78 nightly
The price is $86 total per night
$86 total
Nov 30 - Dec 1
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and free airport shuttle. Enjoy the 24-hour gym and perks like a free area shuttle.
Pool
Free airport shuttle
Tru by Hilton Portland Airport Area

Tru by Hilton Portland Airport Area

2.5 out of 5
369 Maine Mall Road South Portland ME
Free Cancellation
Reserve now, pay when you stay
$74 nightly
The price is $81 total per night
$81 total
Dec 1 - Dec 2
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free on-the-go breakfast, free self parking, and a free airport shuttle. 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. Enjoy the gym and conveniences like a 24-hour front desk and laundry facilities.
Breakfast included
Free airport shuttle
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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 $511. 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.

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