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Lake Oswego Vacations

Pack those stellar shades. We have Lake Oswego vacation deals for you!

If there’s one thing you should spend in this busy world, it’s your vacation days. We know it’s easy to hang onto them, but Hotwire votes for putting them to use. It’s time to let an adventure lead you away from the daily grind. Stock up on what really matters on your trip to Lake Oswego – great memories and a tall tale or two.

Hotwire can help you find your travel bliss with Lake Oswego vacation packages. Bundling your hotel, car and flight means more unexpected fun with the money you saved. We’ll cover the bases; now it’s time for you to get up and go!

Pack everything you want – then take half of it out

We mean it. It’s far too easy to over-pack. We recommend picking your essentials and washing them along the way. Then you’ll have room for that goofy souvenir you know you want – or for some new outfits from that cute boutique you discover.

Bring comfortable walking shoes on your trip to Lake Oswego

No one should have to endure walking tours in dress shoes or high heels. No one.

Bring photocopies of your passport or license

You flew home from a great Lake Oswego vacation but your most important documents stayed behind. We’ve heard that story before and recommend keeping an extra copy on hand – just in case. Hey, at least it wasn’t a family member.

Don’t underestimate the power of earplugs

Among crying babies, rowdy crowds and honking horns, take our word for it. One pair can save you from the zombie-like state of a sleepless night.

Always carry some cash

You’ll be ready for anything from an evil ATM to lost credit cards. Holding a little extra cash in your wallet and carry-on means you can breathe easy if anything unexpected pops up.

Explore like a local

Guidebooks and maps are great for getting an overview of the place, but to really dig in, go where the locals go. Pick up a newspaper or city magazine to see what restaurants and neighborhoods are hot. Check events listings and go see a band or attend a street festival. Or ask your friends for recommendations. You’d be surprised who in your circle knows Lake Oswego well.

Lake Oswego Flight + Hotel packages

Top Hotel Deals

See all 505 Hotels in Lake Oswego
Crowne Plaza Portland-Lake Oswego

Crowne Plaza Portland-Lake Oswego

14811 Kruse Oaks Drive, Lake Oswego
    3.5 out of 5.0
     
     

    Situated in the suburbs, this hotel is 2.2 mi (3.6 km) from Bridgeport Village and 3 mi (4.8 km) from Cook Park. Washington Square Mall and Lewis and Clark College ...

    Crowne Plaza Portland-Lake Oswego$85

    Crowne Plaza Portland-Lake Oswego$85
    Phoenix Inn Suites - Lake Oswego

    Phoenix Inn Suites - Lake Oswego

    14905 SW Bangy Road, Lake Oswego
      2.5 out of 5.0
       
       

      Situated in Lake Oswego, this hotel is 2.1 mi (3.4 km) from Bridgeport Village and 2.9 mi (4.7 km) from Cook Park. Washington Square Mall and Tualatin Island ...

      Phoenix Inn Suites - Lake Oswego$99

      Phoenix Inn Suites - Lake Oswego$99
      Hilton Garden Inn Lake Oswego

      Hilton Garden Inn Lake Oswego

      14850 Kruse Oaks Dr., Lake Oswego
        3.0 out of 5.0
         
         

        Situated in Lake Oswego, this hotel is 2.1 mi (3.5 km) from Bridgeport Village and 2.9 mi (4.7 km) from Cook Park. Washington Square Mall and Lewis and Clark ...

        Hilton Garden Inn Lake Oswego$98

        Hilton Garden Inn Lake Oswego$98
        Fairfield Inn & Suites by Marriott Lake Oswego

        Fairfield Inn & Suites by Marriott Lake Oswego

        6100 Sw Meadows Rd, Lake Oswego
          2.5 out of 5.0
           
           

          Situated in Lake Oswego, this hotel is 2.1 mi (3.4 km) from Bridgeport Village and 2.9 mi (4.6 km) from Cook Park. Washington Square Mall and Lewis and Clark ...

          Fairfield Inn & Suites by Marriott Lake Oswego$99

          Fairfield Inn & Suites by Marriott Lake Oswego$99
          Holiday Inn Express Portland South-Lake Oswego

          Holiday Inn Express Portland South-Lake Oswego

          15700 Upper Boones Ferry Rd, Lake Oswego
            2.5 out of 5.0
             
             

            Situated in Lake Oswego, this motel is 1 mi (1.7 km) from Bridgeport Village and 1.9 mi (3 km) from Cook Park. Washington Square Mall and Tualatin Island Greens ...

            Holiday Inn Express Portland South-Lake Oswego$90

            Holiday Inn Express Portland South-Lake Oswego$90
            Residence Inn by Marriott Lake Oswego

            Residence Inn by Marriott Lake Oswego

            15200 Bangy Rd, Lake Oswego
              3.0 out of 5.0
               
               

              Situated in the suburbs, this aparthotel is 1.9 mi (3 km) from Bridgeport Village and 2.6 mi (4.2 km) from Cook Park. Tom McCall Waterfront Park and Washington ...

              Residence Inn by Marriott Lake Oswego$132

              Residence Inn by Marriott Lake Oswego$132
              Lakeshore Inn

              Lakeshore Inn

              210 N State Street, Lake Oswego
                2.5 out of 5.0
                 
                 

                Located in the heart of Lake Oswego, this hotel is 3 mi (4.8 km) from Lewis and Clark College and within 6 mi (10 km) of Oaks Amusement Park and Bridgeport Village. ...

                The Paramount Hotel

                The Paramount Hotel

                808 SW Taylor St, Portland
                  3.5 out of 5.0
                   
                   

                  This casual, intimate hotel overlooks Director Park and is located in the heart of downtown Portland near concert halls, art museums, Pioneer Square shopping, ...

                  The Paramount Hotel$149

                  The Paramount Hotel$149
                  Country Inn & Suites by Radisson, Portland International Airport, OR

                  Country Inn & Suites by Radisson, Portland International Airport, OR

                  7025 NE Alderwood Rd, Portland
                    3.0 out of 5.0
                     
                     

                    Situated near the airport, this hotel is 2.3 mi (3.7 km) from Grotto and within 6 mi (10 km) of Portland Meadows Racetrack and Concordia University. Alberta ...

                    Country Inn & Suites by Radisson, Portland International Airport, OR$84

                    Country Inn & Suites by Radisson, Portland International Airport, OR$84
                    The Duniway Portland A Hilton Hotel

                    The Duniway Portland A Hilton Hotel

                    545 SW Taylor St, Portland
                      4.5 out of 5.0
                       
                       

                      Set in the entertainment and business district, this hotel is within walking distance of the shops, theaters, and offices of downtown Portland. Pioneer Courthouse ...

                      The Duniway Portland A Hilton Hotel$161

                      The Duniway Portland A Hilton Hotel$161

                      Top Flight Deals

                      Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.