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.
84 Main

84 Main

4 out of 5
Price was $683, price is now $499 per person
$499
per person
Mar 26 - Mar 30
found 22 hours ago
Roundtrip flight included
Chicago (ORD) to Portland (PWM)
This condo doesn't skimp on freebies - guests receive free WiFi and free self parking. Luggage storage and laundry facilities are also provided.
The Docent’s Collection – Thompson Block

The Docent’s Collection – Thompson Block

3.5 out of 5
Downtown Portland
Price was $823, price is now $583 per person
$583
per person
Apr 26 - May 1
found 1 day ago
Roundtrip flight included
Raleigh (RDU) 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.
The Weldon Hotel

The Weldon Hotel

4.5 out of 5
Downtown Portland
Price was $1,160, price is now $829 per person
$829
per person
May 14 - May 17
found 22 hours ago
Roundtrip non-stop flight included
Raleigh (RDU) to Portland (PWM)
A 24-hour gym, self parking, and a virtual front desk are featured at this aparthotel. 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. Free WiFi in public areas is also provided.
Blind Tiger Portland - Danforth Street.

Blind Tiger Portland - Danforth Street.

3.5 out of 5
West End
Price was $1,146, price is now $866 per person
$866
per person
May 14 - May 17
found 22 hours ago
Roundtrip non-stop flight included
Raleigh (RDU) 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.
The McKernan Inn

The McKernan Inn

3 out of 5
Price was $670, price is now $526 per person
$526
per person
Apr 2 - Apr 5
found 1 day ago
Roundtrip non-stop flight included
Houston (IAH) to Portland (PWM)
This inn features free WiFi in public areas, concierge services, and free self parking. Enjoy the free continental breakfast each morning. A garden, a picnic area, and luggage storage 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
$77 nightly
The price is $85 total per night
$85 total
Feb 19 - Feb 20
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
Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
468 Fore Street Portland ME
Free Cancellation
Reserve now, pay when you stay
$148 nightly
The price is $164 total per night
$164 total
Feb 22 - Feb 23
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
Cambria Hotel Portland Downtown-Old Port

Cambria Hotel Portland Downtown-Old Port

3 out of 5
25 HANCOCK STREET Portland ME
Free Cancellation
Reserve now, pay when you stay
$116 nightly
The price is $128 total per night
$128 total
Mar 2 - Mar 3
Total with taxes and fees
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Self parking and a safe deposit box are also offered on site.
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
$127 nightly
The price is $141 total per night
$141 total
Mar 1 - Mar 2
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
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
Feb 22 - Feb 23
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
Long Creek Hotel by IHG

Long Creek Hotel by IHG

2.5 out of 5
171 Philbrook Ave South Portland ME
Free Cancellation
Reserve now, pay when you stay
$75 nightly
The price is $82 total per night
$82 total
Feb 23 - Feb 24
Total with taxes and fees
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the hot tub and free perks like on-the-go breakfast and free self parking.
Pool
Hot Tub
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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 $499. 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

Sunset along the beach at Towd Point in Southampton, Long Island, New York.
Sunset along the beach at Towd Point in Southampton, Long Island, New York.
The Orient Point Lighthouse
aerial of Oister Bay in New York at long island lake
BHGKJK Harbor lobster boats Frenchboro Long Island Maine coast USA