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 Wolfeboro Inn

The Wolfeboro Inn

3.5 out of 5
Price was $826, price is now $639 per person
$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 Docent's Collection at 178 Middle Street

The Docent's Collection at 178 Middle Street

3.5 out of 5
Downtown Portland
Save 100% on your flight
Price was $4,573, price is now $2,927 per person
$2,927
per person
Oct 10 - Oct 17
found 21 hours ago
Roundtrip non-stop flight included
Indianapolis (IND) to Portland (PWM)
This hotel features free WiFi in public areas, concierge services, and self parking. Express check-in and luggage storage are also provided.
The Docent's Collection at 121 Middle Street

The Docent's Collection at 121 Middle Street

3.5 out of 5
Downtown Portland
Save 100% on your flight
Price was $3,213, price is now $2,297 per person
$2,297
per person
Oct 10 - Oct 17
found 21 hours ago
Roundtrip non-stop flight included
Indianapolis (IND) to Portland (PWM)
This hotel features free WiFi in public areas, a virtual front desk, and self parking. Express check-out is also provided.
Inn By The Sea

Inn By The Sea

4 out of 5
Save 100% on your flight
Price was $3,055, price is now $2,297 per person
$2,297
per person
Oct 10 - Oct 17
found 21 hours ago
Roundtrip non-stop flight included
Indianapolis (IND) 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.
The Meadowmere Resort

The Meadowmere Resort

2.5 out of 5
Price was $933, price is now $728 per person
$728
per person
Oct 22 - Oct 25
found 1 day ago
Roundtrip flight included
Orlando (MCO) 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

Quality Inn & Suites South Portland

Quality Inn & Suites South Portland

2.5 out of 5
738 Main Street South Portland ME
Free Cancellation
$91 nightly
The price is $99 total per night
$99 total
Sep 13 - Sep 14
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
Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel

Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel

3.5 out of 5
80 John Roberts Rd. South Portland ME
Free Cancellation
$123 nightly
The price is $134 total per night
$134 total
Sep 7 - Sep 8
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free continental breakfast, free self parking, and a free airport shuttle. Business travelers can take advantage of the free WiFi in public areas. There's a gym on site, and a 24-hour front desk and dry cleaning are also provided.
Breakfast included
Free airport shuttle
Clarion Pointe South Portland

Clarion Pointe South Portland

2 out of 5
675 Main Street I-95 South Portland ME
Free Cancellation
$68 nightly
The price is $74 total per night
$74 total
Sep 14 - Sep 15
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
Reserve now, pay when you stay
$96 nightly
The price is $106 total per night
$106 total
Sep 8 - Sep 9
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
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
$113 nightly
The price is $125 total per night
$125 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.
Pool
Hot Tub
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.
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 $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.

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.