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Oakland Vacations

Pack those stellar shades. We have Oakland 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 Oakland – great memories and a tall tale or two.

Hotwire can help you find your travel bliss with Oakland 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 Oakland

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 Oakland 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 Oakland well.

Top Hotel Deals

See all 33 Hotels in Oakland
Rodeway Inn Rice Hill

Rodeway Inn Rice Hill

621 John Long Rd, Oakland
    2.0 out of 5.0
     
     

    Situated in Oakland, this motel is 4.1 mi (6.6 km) from MarshAnne Landing and 10.3 mi (16.5 km) from Oakland City Park. Central Park and Umpqua Golf Resort are ...

    Rodeway Inn Rice Hill$60

    Rodeway Inn Rice Hill$60
    Windmill Inn of Roseburg

    Windmill Inn of Roseburg

    1450 Nw Mulholland Dr, Roseburg
      2.5 out of 5.0
       
       

      Situated near the airport, this hotel is 1.7 mi (2.7 km) from Stewart Park and 3 mi (4.9 km) from Douglas County Museum of History and Natural History. Winchester ...

      Windmill Inn of Roseburg$104

      Windmill Inn of Roseburg$104
      Timber Valley Inn & Suites

      Timber Valley Inn & Suites

      790 NW Garden Valley Blvd, Roseburg
        2.5 out of 5.0
         
         

        Located in the heart of Roseburg, this motel is 1.4 mi (2.2 km) from Stewart Park and 2.8 mi (4.6 km) from Douglas County Museum of History and Natural History. ...

        Timber Valley Inn & Suites$50

        Timber Valley Inn & Suites$50
        Quality Inn Cottage Grove - Eugene South

        Quality Inn Cottage Grove - Eugene South

        845 Gateway Blvd, Cottage Grove
          2.5 out of 5.0
           
           

          Situated near the airport, this hotel is within 1 mi (2 km) of Cottage Theatre and Hidden Valley Golf Course. Chambers Railroad Bridge is 1.8 mi (2.8 km) ...

          Quality Inn Cottage Grove - Eugene South$75

          Quality Inn Cottage Grove - Eugene South$75
          Motel 6 Sutherlin, OR

          Motel 6 Sutherlin, OR

          1400 Hospitality Way, Sutherlin
            2.0 out of 5.0
             
             

            Situated in the business district, this hotel is 0.7 mi (1.2 km) from Umpqua Golf Resort and 1.6 mi (2.5 km) from Central Park. Oakland City Park and Misty Oaks ...

            Motel 6 Sutherlin, OR$56

            Motel 6 Sutherlin, OR$56
            Holiday Inn Express Roseburg

            Holiday Inn Express Roseburg

            375 Harvard Blvd, Roseburg
              2.5 out of 5.0
               
               

              Located in the heart of Roseburg, this hotel is 1.4 mi (2.3 km) from Stewart Park and 1.6 mi (2.6 km) from Douglas County Museum of History and Natural History. ...

              Holiday Inn Express Roseburg$110

              Holiday Inn Express Roseburg$110
              Super 8 - Roseburg

              Super 8 - Roseburg

              3200 Nw Aviation Dr I-5 Exit # 127, Roseburg
                2.0 out of 5.0
                 
                 

                Situated near the airport, this hotel is 2.8 mi (4.5 km) from Winchester Dam and 2.9 mi (4.6 km) from Stewart Park. Douglas County Museum of History and Natural ...

                Super 8 - Roseburg$70

                Super 8 - Roseburg$70
                Motel 6 Roseburg

                Motel 6 Roseburg

                3100 Nw Aviation Dr, Roseburg
                  2.0 out of 5.0
                   
                   

                  Situated in Roseburg, this motel is 2.8 mi (4.6 km) from Winchester Dam and 2.9 mi (4.6 km) from Stewart Park. Douglas County Museum of History and Natural History ...

                  Motel 6 Roseburg$60

                  Motel 6 Roseburg$60
                  Travelodge Roseburg Riverfront

                  Travelodge Roseburg Riverfront

                  315 W Harvard Ave, Roseburg
                    2.0 out of 5.0
                     
                     

                    Situated in Roseburg, this motel is 1.4 mi (2.3 km) from Stewart Park and 1.6 mi (2.6 km) from Douglas County Museum of History and Natural History. Spangler ...

                    Travelodge Roseburg Riverfront$53

                    Travelodge Roseburg Riverfront$53
                    Best Western Cottage Grove Inn

                    Best Western Cottage Grove Inn

                    1601 Gateway Blvd, Cottage Grove
                      2.5 out of 5.0
                       
                       

                      Situated in Cottage Grove, this hotel is within 1 mi (2 km) of Cottage Theatre and Hidden Valley Golf Course. Chambers Railroad Bridge is 1.9 mi (3.1 km) ...

                      Best Western Cottage Grove Inn$89

                      Best Western Cottage Grove Inn$89

                      Top Flight Deals

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