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Oakville Vacations

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

Hotwire can help you find your travel bliss with Oakville 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 Oakville

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 Oakville 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 Oakville well.

Top Hotel Deals

See all 381 Hotels in Oakville
Marriott Napa Valley Hotel & Spa

Marriott Napa Valley Hotel & Spa

3425 Solano Ave, Napa
    4.0 out of 5.0
     
     

    This hotel is 4 miles from historic downtown Napa, and the Napa Valley Wine Train, and within a 20-mile radius of scores of wineries.

    Marriott Napa Valley Hotel & Spa$197

    Marriott Napa Valley Hotel & Spa$197
    Archer Hotel Napa

    Archer Hotel Napa

    1230 First Street, Napa
      4.5 out of 5.0
       
       

      Located in Downtown Napa, this hotel is steps from Quent Cordair Fine Art Gallery, Downtown Napa Association, and JaM Cellars. Napa Opera House and Uptown Theater ...

      Archer Hotel Napa$189

      Archer Hotel Napa$189
      Silverado Resort and Spa

      Silverado Resort and Spa

      1600 Atlas Peak Road, Napa
        4.0 out of 5.0
         
         

        This 1,200-acre full-service resort, the largest in Napa Valley, is 4 miles from downtown Napa, and 11 miles from the Artesa Winery and Domaine Carneros.

        Silverado Resort and Spa$153

        Silverado Resort and Spa$153
        3 Palms Napa Valley Hotel & Suites

        3 Palms Napa Valley Hotel & Suites

        853 Coombs St, Napa
          2.0 out of 5.0
           
           

          Located in Downtown Napa, this hotel is steps from Quent Cordair Fine Art Gallery and Uptown Theater. Napa Opera House and Riverbend Plaza are also within 10 ...

          3 Palms Napa Valley Hotel & Suites$84

          3 Palms Napa Valley Hotel & Suites$84
          Napa Winery Inn

          Napa Winery Inn

          1998 Trower Ave, Napa
            3.0 out of 5.0
             
             

            Situated in Napa, this hotel is 1 mi (1.6 km) from Alston Park and within 3 mi (5 km) of Andretti Winery and Scientopia Discovery Center. Napa Valley Wine Train ...

            Napa Winery Inn$149

            Napa Winery Inn$149
            Good Nite Inn Rohnert Park

            Good Nite Inn Rohnert Park

            5040 Redwood Dr, Rohnert Park
              2.0 out of 5.0
               
               

              Situated in Rohnert Park, this hotel is 0.3 mi (0.5 km) from Scandia Family Fun Center and 2.6 mi (4.1 km) from Spreckels Performing Arts Center. Sonoma State ...

              Good Nite Inn Rohnert Park$65

              Good Nite Inn Rohnert Park$65
              Hotel Napa Valley

              Hotel Napa Valley

              1556 Polk St, Napa
                3.0 out of 5.0
                 
                 

                Situated in Napa, this inn is close to JaM Cellars, Downtown Napa Association, and Quent Cordair Fine Art Gallery. Also nearby are Uptown Theater and Napa Opera ...

                Hotel Napa Valley$159

                Hotel Napa Valley$159
                Hyatt Regency Sonoma Wine Country

                Hyatt Regency Sonoma Wine Country

                170 Railroad Street, Santa Rosa
                  4.0 out of 5.0
                   
                   

                  This Mediterranean-style hotel sits on 9 acres along the banks of Santa Rosa Creek; historic Railroad Square is 1 block away, downtown is a 3-block stroll, and ...

                  Hyatt Regency Sonoma Wine Country$209

                  Hyatt Regency Sonoma Wine Country$209
                  Wine Valley Lodge

                  Wine Valley Lodge

                  200 S Coombs St, Napa
                    2.0 out of 5.0
                     
                     

                    Situated in Napa, this motel is within 1 mi (2 km) of Uptown Theater, Riverbend Plaza, and Quent Cordair Fine Art Gallery. Napa Opera House and Oxbow Public ...

                    Wine Valley Lodge$120

                    Wine Valley Lodge$120
                    Flamingo Conference Resort & Spa

                    Flamingo Conference Resort & Spa

                    2777 4th St, Santa Rosa
                      3.5 out of 5.0
                       
                       

                      Just off scenic Highway 12 and in the heart of Sonoma wine country, this historical landmark is less than 1 mile from Montgomery Village Shopping and a 15 minute ...

                      Flamingo Conference Resort & Spa$169

                      Flamingo Conference Resort & Spa$169

                      Top Flight Deals

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