Argentina
Argentina
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Free cancellation on most hotels. Because flexibility matters.
Portland Vacation: Coronavirus Information
Most Portland hotels offer free cancellation. Consider booking refundable hotels rather than non-refundable ones. Just look for the ‘free cancellation’ message during your hotel search. Prices can vary, but right now we believe that flexibility matters.
For more information about the impact of COVID-19 on your Portland trip, please visit our Coronavirus Information page (opens in new window).
Portland Vacation
Q: What are the most popular types of hotels for a vacation to Portland?
A: Most visitors choose to stay in hotels in Portland. But that doesn't mean you have to follow suit. You'll also find guest houses, villas and bed & breakfasts in abundance here, and they're available for booking with Expedia.
Q: What does a Portland vacation booking with Expedia include?
A: Flights, hotels, cars — and activities and experiences. Expedia has everything you need for the perfect getaway. Pick just one of these options or book one of our terrific travel packages. You've got the flexibility and freedom to organize your escape to Portland the way you like it.
Q: What is the best way to save money on my vacation to Portland?
A: Locking in a package makes traveling easier, and it can save you some big bucks too. Flights, Hotels, Activities, Rental Cars — Expedia has you covered. Bundle the lot and start dreaming about what you'll do with that extra spending money.
*Savings based on all vacation package bookings with Flight + Hotel on Expedia.com from January through December 2020, as compared to price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages. For Free Flight or 100% Off Flight deals, package savings is greater than or equal to the current cost of one component, when both are priced separately.
Top Portland Flight + Hotel Deals
Spanish Town Secured Gated
Sun, Aug 2 - Sat, Aug 8
Charleston Intl. - Ian Fleming Intl.
Old price
Flight + Hotel
$581
The price now is $564 per personFlight + Hotel
Clandon Victory Apartment No. 16
Sun, Aug 2 - Sat, Aug 8
Charleston Intl. - Ian Fleming Intl.
Old price
Flight + Hotel
$584
The price now is $576 per personFlight + Hotel
Clandon Victory Apartments
Sun, Aug 2 - Sat, Aug 8
Charleston Intl. - Ian Fleming Intl.
Old price
Flight + Hotel
$577
The price now is $573 per personFlight + Hotel
Best Lodging Options Near Portland
Per night/room
Jun 2 - Jun 3
Goblin Hill Villas at San San
Goblin Hill Villas at San San
San San, Port Antonio, Portland4.2 of 5
3.0 out of 5.0 Stars
The landscape was extremely beautiful! The view of the ocean from our bedroom was breathtaking.
Per night/room
May 31 - Jun 1
Great Huts
Great Huts
8-10 Boston Bay, Port Antonio, Portland4.5 of 5
3.0 out of 5.0 Stars
The facility is very clean. The staff are super friendly and helpful. We really enjoyed our trip there. The whole resort is very peaceful and relaxing. We were so closed to the ocean, beach, and nature. We would recommend this resort to any one who would like to experience living close to nature ...
Go Natural Jamaica
Go Natural Jamaica
Long Bay, Long Bay, Portland4.5 out of 5.0 Stars
Nestled on the beach, this Long Bay property is within 9 mi (15 km) of Boston Bay Beach, Winnifred Beach, and Blue Lagoon. Reach Falls is 8.9 mi (14.4 km) away.
Jamaica Palace Hotel
Jamaica Palace Hotel
Williamsfield, Port Antonio, Portland3.6 of 5
3.5 out of 5.0 Stars
We had amazing time at the hotel!! The security who let us in was friendly and professional. We felt safe throughout our stay. My friend and I went and were greeted by the manager at the front. We were promptly checked in and greeted in a friendly manner. The rooms were very clean and the service ...
Per night/room
Jun 1 - Jun 2
Geejam
Geejam
San San, Port Antonio, Port Antonio, Portland4.6 of 5
4.5 out of 5.0 Stars
Great service. Lovely property.
Per night/room
Jun 15 - Jun 16
Trident Hotel
Trident Hotel
Anchovy, Port Antonio, Portland5.0 of 5
5.0 out of 5.0 Stars
This hotel is perfectly appointed. The best feature is the privacy and the ability to truly unwind. The rooms and patios with private plunge pool are amazing. I also want to clarify the rooms are perfection the beach is okay. I didn’t really need the beach since we enjoyed our patio more. The beach ...
Frenchman's Cove Resort
Frenchman's Cove Resort
Main Rd into Frenchman's Cove, PO Box 101, Port Antonio, Portland3.2 of 5
3.0 out of 5.0 Stars
Very peaceful! Road to the villa is too bad also outside need renovating. Need to modernised the property.
Per night/room
Jun 2 - Jun 3
Sea Cliff Resort
Sea Cliff Resort
Ross Craig, Long Bay, Portland3.7 of 5
3.0 out of 5.0 Stars
The view of the ocean from the rooms is breathtaking. This is what makes this hotel unique and special.
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.
Thu, Jul 2 - Tue, Aug 11
FLL
Fort Lauderdale - Hollywood Intl.to
KIN
Norman Manley Intl.$212
Tue, Jul 28 - Tue, Aug 4
EWR
Liberty Intl.to
KIN
Norman Manley Intl.$321
Sat, Jul 25 - Mon, Jul 27
JFK
John F. Kennedy Intl.to
KIN
Norman Manley Intl.$324
Wed, Aug 5 - Tue, Aug 11
ORD
O'Hare Intl.to
KIN
Norman Manley Intl.$329
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