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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 12 Hotels in Oakland
Days Inn by Wyndham Charleston

Days Inn by Wyndham Charleston

810 West Lincoln Avenue, Charleston
    2.0 out of 5.0
     
     

    Situated in a state park, this hotel is within 12 mi (20 km) of Mattoon Peterson Park, Mattoon City Hall, and Kinzel Field. Haughton Park and Jackson Truss Covered ...

    Days Inn by Wyndham Charleston$64

    Days Inn by Wyndham Charleston$64
    Best Western Plus Green Mill Village Hotel & Suites

    Best Western Plus Green Mill Village Hotel & Suites

    917 Green Mill Road, Arcola
      2.5 out of 5.0
       
       

      Situated in Arcola, this hotel is 1.2 mi (1.9 km) from Kelly Moore Memorial Park and within 12 mi (20 km) of Rockome Gardens and Ironhorse Golf Club. Mattoon ...

      Best Western Plus Green Mill Village Hotel & Suites$100

      Best Western Plus Green Mill Village Hotel & Suites$100
      Super 8 by Wyndham Paris IL

      Super 8 by Wyndham Paris IL

      11642 Illinois Hwy 1, Paris
        2.0 out of 5.0
         
         

        Situated in Paris, this motel is 0.9 mi (1.4 km) from Edgar County Fairgrounds and 2.1 mi (3.4 km) from Edgar County Courthouse. Sycamore Hills Golf Club is ...

        Super 8 by Wyndham Paris IL$54

        Super 8 by Wyndham Paris IL$54
        Cooper Motel

        Cooper Motel

        804 E Southline Rd, Tuscola
          2.5 out of 5.0
           
           

          Situated in a shopping district, this motel is 1.9 mi (3.1 km) from Ironhorse Golf Club and 9.1 mi (14.7 km) from Kelly Moore Memorial Park. Rockome Gardens ...

          Super 8 by Wyndham Tuscola

          Super 8 by Wyndham Tuscola

          1007 E Southline Dr, Tuscola
            2.0 out of 5.0
             
             

            Situated in Tuscola, this motel is 2 mi (3.2 km) from Ironhorse Golf Club and 8.7 mi (13.9 km) from Kelly Moore Memorial Park. Rockome Gardens and Research Park ...

            Super 8 by Wyndham Tuscola$59

            Super 8 by Wyndham Tuscola$59
            Unique Suites Hotel

            Unique Suites Hotel

            920 W Lincoln Ave, Charleston
              2.5 out of 5.0
               
               

              This family-friendly hotel is in the center of Charleston, within 12 mi (20 km) of Mattoon Peterson Park, Kinzel Field, and Mattoon City Hall. Haughton Park ...

              Unique Suites Hotel$130

              Unique Suites Hotel$130
              Baymont by Wyndham Tuscola

              Baymont by Wyndham Tuscola

              1006 Southline Road, Tuscola
                2.0 out of 5.0
                 
                 

                Situated in Tuscola, this motel is 2 mi (3.2 km) from Ironhorse Golf Club and 8.7 mi (14 km) from Kelly Moore Memorial Park. Rockome Gardens and Research Park ...

                Baymont by Wyndham Tuscola$90

                Baymont by Wyndham Tuscola$90
                Quality Inn

                Quality Inn

                610 E Springfield Rd, Arcola
                  2.5 out of 5.0
                   
                   

                  Situated in Arcola, this hotel is 0.2 mi (0.4 km) from Kelly Moore Memorial Park and within 12 mi (20 km) of Rockome Gardens and Ironhorse Golf Club. Mattoon ...

                  Quality Inn$76

                  Quality Inn$76
                  Holiday Inn Express Tuscola

                  Holiday Inn Express Tuscola

                  1201 Tuscola Blvd, Tuscola
                    2.5 out of 5.0
                     
                     

                    Situated in Tuscola, this hotel is 2.3 mi (3.8 km) from Ironhorse Golf Club and 9.2 mi (14.9 km) from Kelly Moore Memorial Park. Rockome Gardens and Research ...

                    Holiday Inn Express Tuscola$102

                    Holiday Inn Express Tuscola$102
                    McGrady Inn

                    McGrady Inn

                    803 6th, Charleston
                      3.0 out of 5.0
                       
                       

                      Situated in Charleston, this bed & breakfast is within 12 mi (20 km) of Mattoon Peterson Park, Mattoon City Hall, and Kinzel Field. Haughton Park and Kelly Moore ...

                      Top Flight Deals

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