Beginning of main content
Trip Type
Flight 1
Flight 2
Flight 3
Flight 4
Flight 5
Due to coronavirus (COVID-19) travel advisories, some destinations may be unavailable for certain dates. Find out more.
Due to coronavirus (COVID-19) travel advisories, some destinations may be unavailable for certain dates. Find out more.

Search over 1 million properties and 550 airlines worldwide

Members save 10% more on select hotels, cars, activities and vacation rentals. Sign up.

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

Best Lodging Options Near Portland

See all 120 Properties in Portland
Goblin Hill Villas at San San $167
Reviewed on Feb 24, 2020
See details
 
Goblin Hill Villas at San San

Goblin Hill Villas at San San

San San, Port Antonio, Portland
     
    4.2 of 5
    3.0 out of 5.0 Stars

    The landscape was extremely beautiful! The view of the ocean from our bedroom was breathtaking.

    Great Huts $95
    Reviewed on Mar 21, 2020
    See details
     
    Great Huts

    Great Huts

    8-10 Boston Bay, Port Antonio, Portland
       
      4.5 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

      Go Natural Jamaica

      Long Bay, Long Bay, Portland
         
        4.5 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
        Reviewed on Mar 16, 2020
        See details
         
        Jamaica Palace Hotel

        Jamaica Palace Hotel

        Williamsfield, Port Antonio, Portland
           
          3.6 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 ...

          Geejam $425
          Reviewed on Apr 10, 2019
          See details
           
          Geejam

          Geejam

          San San, Port Antonio, Port Antonio, Portland
             
            4.6 of 5
            4.5 out of 5.0 Stars

            Great service. Lovely property.

            Trident Hotel $580
            Reviewed on Mar 9, 2020
            See details
             
            Trident Hotel

            Trident Hotel

            Anchovy, Port Antonio, Portland
               
              5.0 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
              Reviewed on Mar 13, 2020
              See details
               
              Frenchman's Cove Resort

              Frenchman's Cove Resort

              Main Rd into Frenchman's Cove, PO Box 101, Port Antonio, Portland
                 
                3.2 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.

                Sea Cliff Resort $97
                Reviewed on Feb 20, 2020
                See details
                 
                Sea Cliff Resort

                Sea Cliff Resort

                Ross Craig, Long Bay, Portland
                   
                  3.7 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.