Skip to content

Search vacations and save

Now accepting reservations through March 8, 2017.

Traveling with an infant?


Just a moment as we search for your

Searching for your vacation.

Portland, OR

Portland vacations

  • Deals, hotels, and activities
  • Destination information

Featured Portland hotels

These are just a few of our available hotels in Portland, we have many more available! Perform a search to see all the options Southwest Vacations® has to offer.

Featured things to do

Here are just a handful of activities available. We have tons more! You can add these and many others to your vacation package during the booking process.

Portland, OR


Experience all that Portland, Oregon has to offer with a flight, hotel, and car rental package from Southwest Vacations. Considered the most environmentally "green" city in the United States, Portland offers families and active travelers a wealth of dining and entertainment, lovely parks and gardens, and a variety of museums and attractions. Book everything you need for a Portland vacation today and experience first hand the contagious appeal of this Pacific Northwestern cityscape. Plus, save because bags fly free with Southwest Vacations!

Portland hotels

Discover the wide range of accommodations available with a Portland vacation package. Select from three, four, and five-star Portland hotels. Find accommodations throughout Portland including the Portland Metro Area and more.

Portland activities, attractions, and tours

Dining in Portland: With a dynamic restaurant scene that helped Portland earn the distinction of "Delicious Destination of the Year” by the 2007 Food Network Awards, this popular Pacific Northwest vacation spot is a must see for foodies. Throughout the city, hundreds of restaurants and bars cater to even the most discerning of palates by serving up fresh flavors from all over the globe. Portland also tantalizes the taste buds with popular attractions like the Portland Farmers’ Market; wineries and wine-making spots like the Urban Wineworks; and homespun breweries including the BridgePort Brewing Co., the Lucky Labrador Brewing Company, and the Full Sail Brewing name a few.

Outdoor Recreation in Portland: Home to over 30,000 acres of lush green open spaces and gardens, Portland, Oregon’s Parks & Recreation Department works overtime to make this beautiful city a wonderful place to live and visit. Here, visitors can hike through massive urban wildernesses like the 5,000-acre Forest Park; work on their backswing at public golf courses like the Eastmoreland and Heron Lakes Golf Courses; ski or snowboard picturesque runs on nearby Mount Hood, or go fishing off the majestic pacific coast. A true Pacific Northwest gem, Portland delivers an endless supply of outdoor adventures right to your doorstep.

Arts and Cultural Attractions in Portland: Boasting a multi-faceted reputation for inspired entertainment options throughout the city, Portland, Oregon appeals to visitors of all ages with amazing art galleries and museums; a wide variety of nightclubs and stage shows; and high caliber performances by local institutions the likes of the Oregon Symphony, the Portland Opera, the Artists Repertory Theatre, the Broadway Rose Theatre Company, the Portland Actors Conservatory at Firehouse, and The Portland Ballet.

Discover the benefits of booking with Southwest Vacations.


First and second checked bags. Weight and size limits apply. A golf bag can be substituted for one checked bag.

Learn about Southwest Vacations' travel protection. Be protected from the unexpected. Learn about bags fly free.  Applies to your first and second checked bags. Weight and size limits apply. Sign up for exclusive offers, get deals and special offers delivered directly to your inbox.