Long Island Vacations
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Long Island Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Old Orchard Beach Inn
Price was $895, price is now $755 per person
$755
per person
Sep 22 - Sep 27
found 17 hours ago
Roundtrip non-stop flight included
Cincinnati (CVG) to Portland (PWM)
Stay at this B&B in Old Orchard Beach. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Palace Playland and Old Orchard Beach are located nearby.
Les déjeuners étaient généreux et variés. Même le café était bon.
Reviewed on Aug 4, 2026
Ramada Plaza by Wyndham Portland
Nasons Corner
Price was $1,045, price is now $854 per person
$854
per person
Sep 22 - Sep 27
found 17 hours ago
Roundtrip non-stop flight included
Cincinnati (CVG) to Portland (PWM)
Book a stay at this business-friendly hotel in Portland. Enjoy free WiFi, free parking, and 2 restaurants. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Thompson's Point and Maine Mall are located nearby.
There is a serious moisture problem; the carpet felt wet the entire time. We were in a non-smoking room but people in neighboring rooms would smoke out on the patio and that would waft into our room even with the patio door closed.
Reviewed on Aug 3, 2026
Inn at St John Portland In-Town
Valley Street
Save 100% on your flight
Price was $1,746, price is now $1,483 per person
$1,483
per person
Sep 6 - Sep 12
found 13 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Portland (PWM)
Stay at this B&B in Portland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Thompson's Point and State Theatre are located nearby.
Clarion Hotel Portland Airport ME
Price was $1,012, price is now $885 per person
$885
per person
Sep 22 - Sep 27
found 17 hours ago
Roundtrip non-stop flight included
Cincinnati (CVG) to Portland (PWM)
Book a stay at this business-friendly hotel in Portland. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Thompson's Point and State Theatre are located nearby.
Loved the pool and hot tub!
Reviewed on Aug 3, 2026
Evalina Hotel
Downtown Portland
Price was $2,860, price is now $2,507 per person
$2,507
per person
Sep 22 - Sep 27
found 17 hours ago
Roundtrip non-stop flight included
Cincinnati (CVG) to Portland (PWM)
Stay at this aparthotel in Portland. Enjoy free WiFi, parking (surcharge), and in-room washers/dryers. Popular attractions Cross Insurance Arena and Casco Bay Lines Ferry Terminal are located nearby.
The accommodations were perfect for a family of 4. The 2 bedroom/2 bath was very spacious, very well laid out and in an excellent location. We really enjoyed our stay!
Reviewed on Jul 28, 2026
The Docent's Collection at 121 Middle Street
Downtown Portland
Price was $2,051, price is now $1,800 per person
$1,800
per person
Sep 22 - Sep 27
found 17 hours ago
Roundtrip non-stop flight included
Cincinnati (CVG) to Portland (PWM)
Stay at this hotel in Portland. Enjoy free WiFi, parking (surcharge), and premium TV channels. Popular attractions Casco Bay Lines Ferry Terminal and Cross Insurance Arena are located nearby.
Would stay again for sure.
Reviewed on Jul 31, 2026
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View all tripsLong Island Vacation Packages
Trying to save time and money on your upcoming vacation to Long Island? Well, AARP Travel Center Powered by Expedia® is here to help. We can assist you with hotel bookings, flights, car rentals and more. You can get almost everything you need here to make your trip to Long Island incredible. Our Travel Center is a one-stop shop where you can put together the best vacation package for you. AARP Travel Center has an amazing list of flights and lodgings, and Long Island things to do to pick from.
Long Island Hotels
With 2510 hotels and resorts in Long Island to choose from, you will find one that is perfect for you.
From Long Island hotels with multiple pools and on-site restaurants, to boutique accommodations that add all the thoughtful amenities, you'll get a hotel here that will make your trip one to remember. With AARP Travel Center's Long Island hotel packages, you not only get a great rate on your flight, but also a wonderful place to stay.
Things to do in Long Island
Long Island is the perfect spot when you need to get away from it all. With only around 238 people here, this hidden-gem is good for a quite vacation. If you want to take walk through the past, then you are in luck as Long Island has a rich historic district.
If you need more suggestions, then make sure to click on AARP's "Things to Do" tab.
Book Together and Save
As an AARP Member, you get to benefit from all the great deals. You'll save on select hotels worldwide, flights, and even car rentals. No matter what Long Island vacation bundle you choose, you can rest easy knowing that you already saved on your trip. So what are you waiting for? Book today and get ready for your Long Island vacation.
Top Hotel Deals
Clarion Pointe South Portland
675 Main Street I-95 South Portland ME
12.98 km from city center
Book a stay at this business-friendly hotel in South Portland. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Maine Mall and Thompson's ...
Clarion Hotel Portland Airport ME
1230 Congress St Portland ME
10.07 km from city center
Book a stay at this business-friendly hotel in Portland. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
Quality Inn & Suites South Portland
738 Main Street South Portland ME
13.21 km from city center
Book a stay at this business-friendly hotel in South Portland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Portland Regency Hotel & Spa
20 Milk Street Portland ME
7.24 km from city center
Book a stay at this spa hotel in Portland. Enjoy free WiFi, a full-service spa, and 2 bars/lounges. Our guests praise the helpful staff and the clean rooms in ...
Fireside Inn & Suites Portland
81 Riverside St Portland ME
12.59 km from city center
Book a stay at this business-friendly hotel in Portland. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean ...
Waves Oceanfront Resort
87 W Grand Ave Old Orchard Beach ME
25.61 km from city center
Book a stay at this beach hotel in Old Orchard Beach. Enjoy free parking, an outdoor pool, and a beach locale. Our guests praise the helpful staff and the clean ...
Comfort Inn South Portland Airport
90 Maine Mall Rd South Portland ME
13.78 km from city center
Book a stay at this business-friendly hotel in South Portland. Enjoy free breakfast, free WiFi, and a free airport shuttle. Our guests praise the breakfast and ...
Portland Harbor Hotel
468 Fore Street Portland ME
7.49 km from city center
Book a stay at this business-friendly hotel in Portland. Enjoy free WiFi, 3 coffee shops/cafes, and breakfast (surcharge). Our guests praise the helpful staff ...
Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel
80 John Roberts Rd. South Portland ME
14.09 km from city center
Book a stay at this business-friendly hotel in South Portland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Cambria Hotel Portland Downtown-Old Port
25 HANCOCK STREET Portland ME
6.75 km from city center
Book a stay at this business-friendly hotel in Portland. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the restaurant ...
Spark by Hilton Portland Airport Maine Mall
461 Maine Mall Rd South Portland ME
14.83 km from city center
Book a stay at this business-friendly hotel in South Portland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the ...
Holiday Inn Portland-By the Bay by IHG
88 Spring St Portland ME
7.96 km from city center
Book a stay at this business-friendly hotel in Portland. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff ...
The Westin Portland Harborview
157 High St Portland ME
8.17 km from city center
Book a stay at this spa hotel in Portland. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff and the clean ...
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.
Top Flight Deals
These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.
Mon, Aug 31 - Tue, Sep 1
RDU
Raleigh - Durham Intl.
PWM
Portland Intl. Jetport
$215 Roundtrip, found 3 days ago
$215
Roundtrip
found 3 days ago
Mon, Aug 31 - Tue, Sep 1
RDU
Raleigh - Durham Intl.
PWM
Portland Intl. Jetport
$233 Roundtrip, found 3 days ago
$233
Roundtrip
found 3 days ago
Thu, Oct 8 - Fri, Oct 16
EWR
Newark Liberty Intl. Airport
PWM
Portland Intl. Jetport
$237 Roundtrip, found 1 day ago
$237
Roundtrip
found 1 day ago
Mon, Aug 31 - Tue, Sep 1
RDU
Raleigh - Durham Intl.
PWM
Portland Intl. Jetport
$258 Roundtrip, found 3 days ago
$258
Roundtrip
found 3 days ago
Mon, Aug 31 - Tue, Sep 1
RDU
Raleigh - Durham Intl.
PWM
Portland Intl. Jetport
$267 Roundtrip, found 3 days ago
$267
Roundtrip
found 3 days ago