Long Island Vacation Packages

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    Save up to CA $775 when you book a flight and hotel together*
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Your Long Island Vacation

An easy way to experience this vibrant city is with a custom-made Long Island vacation package. Stay in the neighborhood of Parkside, which is great for festivals, markets and walking or choose someplace else — our packages are all about you. Sand Beach, Fifth Maine Museum and Little Diamond Island are just some of the sights worth visiting during your trip to Long Island. Whoever you're going away with and whatever your bank balance, your dream Long Island vacation is just a few clicks away with Expedia.

Top Long Island Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Days Inn by Wyndham Airport/Maine Mall

Days Inn by Wyndham Airport/Maine Mall

2 out of 5
per person
Aug. 1 - Aug. 5
Roundtrip non-stop flight included
Detroit (DTW) to Portland (PWM)
7.8/10 Good! (1,000 reviews)
They did a good job with renovations. Very clean. Rooms were small. Bathrooms were small. The continental breakfast was very limited. Did not have much of anything. Location is very convenient.

Reviewed on May 20, 2024

Blind Tiger Portland - Danforth Street.

Blind Tiger Portland - Danforth Street.

3.5 out of 5
West End
per person
Jul. 14 - Jul. 18
Roundtrip non-stop flight included
Montreal (YUL) to Portland (PWM)
9.6/10 Exceptional! (112 reviews)
Perfect stay for a weekend getaway!!

Reviewed on May 16, 2024

Microtel Inn & Suites by Wyndham York

Microtel Inn & Suites by Wyndham York

2 out of 5
per person
Aug. 1 - Aug. 8
Roundtrip flight included
Montreal (YUL) to Portland (PWM)
8/10 Very Good! (1,000 reviews)
Great place. Make good use of space for the room. Great rate!

Reviewed on May 20, 2024

Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
Downtown Portland
Save 100% on your flight
per person
Jul. 31 - Aug. 5
Roundtrip flight included
Detroit (DTW) to Portland (PWM)
9/10 Wonderful! (1,191 reviews)
We loved everything about it, except for the $45 a day mandatory valet parking.

Reviewed on May 21, 2024

Howard Johnson Hotel by Wyndham South Portland

Howard Johnson Hotel by Wyndham South Portland

2 out of 5
per person
Aug. 1 - Aug. 5
Roundtrip non-stop flight included
Detroit (DTW) to Portland (PWM)
7.2/10 Good! (1,000 reviews)
Clean, comfortable, friendly staff, near airport.

Reviewed on Nov. 2, 2021

Long Island Hotel Deals

The Westin Portland Harborview
The Westin Portland Harborview
4 out of 5
157 High St, Portland, ME
Fully refundableReserve now, pay when you stay
The price is CA $238 per night from Jun. 2 to Jun. 3
CA $238
CA $271 total
includes taxes & fees
Jun 2 - Jun 3
8.4/10 Very Good! (1,053 reviews)
"Excellent TV screen and easy channel options."

Reviewed on May 19, 2024

The Westin Portland Harborview
Portland Harbor Hotel
Portland Harbor Hotel
4 out of 5
468 Fore Street, Portland, ME
Fully refundableReserve now, pay when you stay
The price is CA $312 per night from May 27 to May 28
CA $312
CA $393 total
includes taxes & fees
May 27 - May 28
8.8/10 Excellent! (1,123 reviews)
"One of the best hotels we ever stayed in."

Reviewed on May 20, 2024

Portland Harbor Hotel
Casco Bay Hotel, Ascend Hotel Collection
Casco Bay Hotel, Ascend Hotel Collection
3.5 out of 5
80 John Roberts Rd., South Portland, ME
Fully refundableReserve now, pay when you stay
The price is CA $122 per night from Jun. 9 to Jun. 10
CA $122
CA $132 total
includes taxes & fees
Jun 9 - Jun 10
8.6/10 Excellent! (1,492 reviews)
"Staff was friendly and polite. Room was clean"

Reviewed on May 21, 2024

Casco Bay Hotel, Ascend Hotel Collection
See all 2,230 properties in Long Island
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.

Explore other types of vacation packages

All Inclusive Vacations

All Inclusive Vacations

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Frequently asked questions

How much does a Long Island vacation package cost?
Discover the best of Long Island from just CA $990. We offer a wonderful selection of hotels, flights and rental cars to suit your budget. You can pick up even more discounts when you add some sightseeing tours to your package.
How do I get a cheap travel package to Long Island?
Imagine all the fun things you could do in Long Island with extra cash in your pocket. Watch your savings stack up when you combine your flights and hotel into a Long Island vacation package. You have plenty of choice with Expedia too. In fact, you can take your pick of over 550 air carriers and 1,000,000 properties throughout the world. Whether you’re taking off with the whole family or traveling on your own, planning a getaway to Long Island is better with a package.
How far in advance should I book my Long Island vacation?
It’s hard to pick the ideal time for airfares, but we usually say the earlier, the better. Most international journeys on Expedia become available up to a year in advance. If you’re unable to do so, don’t fret. Discounted prices occasionally appear within a few weeks of departure dates.
What does an Expedia Long Island travel package include?
Hotels, flights and a reliable car for your road trip adventures. Simply choose your preferred bundle and get access to incredible deals. Once you’ve made your booking, add on a couple of sightseeing tours and watch your savings grow. When it comes to planning your Long Island break, you’re in charge!
What should I know before booking a Long Island travel package?
Our prices are already low. However, you’ll pick up even better deals if you book your flights, hotels and car rentals together. With an Expedia travel package, you’ll always get transparent pricing and loads of choice.
Can I choose my airline with a Long Island Expedia vacation package?
You can, and with over 550 airlines to choose from all over the world, you have plenty of choice. Scroll through the available options and see which airline best fits your needs and budget.
If I'm not able to travel, can I cancel my Long Island vacation package?
Yes, you can. We realize life happens, so we’re here to help if you have to make changes to your Long Island vacation package. You may be able to cancel or amend your itinerary at no cost if you’ve booked in the last 24 hours. Your hotel, airline or car rental company may impose a fee if you booked more than 24 hours ago. Look up our Customer Service Portal for more information. Also, be sure to check your itinerary for the nitty-gritty on change fees.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.