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Highland Vacations

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

Hotwire can help you find your travel bliss with Highland 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 Highland

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 Highland 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 Highland well.

Top Hotel Deals

See all 1,121 Hotels in Highland
Good Nite Inn Redlands

Good Nite Inn Redlands

1675 Industrial Park Ave, Redlands
    2.0 out of 5.0
     
     

    Situated in the suburbs, this motel is 0.9 mi (1.4 km) from San Bernardino County Museum and 2.7 mi (4.3 km) from University of Redlands. Loma Linda University ...

    Good Nite Inn Redlands$51

    Good Nite Inn Redlands$51
    Best Western Big Bear Chateau

    Best Western Big Bear Chateau

    42200 Moon Ridge Rd, Big Bear Lake
      3.5 out of 5.0
       
       

      Conveniently located near the ski slopes, this Big Bear Lake hotel is within 2 mi (3 km) of Snow Summit, Bear Mountain, and Gold Mine Golf Course. Bear Mountain ...

      Best Western Big Bear Chateau$82

      Best Western Big Bear Chateau$82
      Holiday Inn Resort The Lodge At Big Bear Lake

      Holiday Inn Resort The Lodge At Big Bear Lake

      40650 Village Drive, Big Bear Lake
        3.5 out of 5.0
         
         

        Located 3 blocks from Big Bear Lake and within 3 miles of Snow Summit and Bear Mountain recreation, this resort with hunting-lodge décor is across the street ...

        Holiday Inn Resort The Lodge At Big Bear Lake$76

        Holiday Inn Resort The Lodge At Big Bear Lake$76
        The Mission Inn Hotel & Spa

        The Mission Inn Hotel & Spa

        3649 Mission Inn Ave, Riverside
          4.0 out of 5.0
           
           

          This castle-like hotel is next door to the arts and culture district of Riverside Convention Center.

          The Mission Inn Hotel & Spa$129

          The Mission Inn Hotel & Spa$129
          Big Bear Frontier

          Big Bear Frontier

          40472 Big Bear Blvd, Big Bear Lake
            3.0 out of 5.0
             
             

            Conveniently near skiing facilities, this Big Bear Lake hotel is located in the mountains, within 3 mi (5 km) of Alpine Slide at Magic Mountain and Snow Summit, ...

            Big Bear Frontier$63

            Big Bear Frontier$63
            Ayres Hotel & Spa Moreno Valley

            Ayres Hotel & Spa Moreno Valley

            12631 Memorial Way, Moreno Valley
              3.5 out of 5.0
               
               

              Located in the heart of Moreno Valley, this spa hotel is within 9 mi (15 km) of March Field Air Museum, University of California-Riverside, and Fox Performing ...

              Ayres Hotel & Spa Moreno Valley$116

              Ayres Hotel & Spa Moreno Valley$116
              Ayres Hotel Redlands

              Ayres Hotel Redlands

              1015 W Colton Avenue, Redlands
                3.0 out of 5.0
                 
                 

                Located in the heart of Redlands, this hotel is 1.8 mi (2.8 km) from University of Redlands and 1.8 mi (2.9 km) from San Bernardino County Museum. Loma Linda ...

                Ayres Hotel Redlands$126

                Ayres Hotel Redlands$126
                La Quinta Inn San Bernardino

                La Quinta Inn San Bernardino

                205 E Hospitality Ln, San Bernardino
                  2.5 out of 5.0
                   
                   

                  Situated in San Bernardino, this motel is 0.8 mi (1.3 km) from San Bernardino Golf Club and within 3 mi (5 km) of National Orange Show Events Center and Loma ...

                  La Quinta Inn San Bernardino$67

                  La Quinta Inn San Bernardino$67
                  Days Inn by Wyndham Fontana / Rialto

                  Days Inn by Wyndham Fontana / Rialto

                  475 W Valley Blvd, Rialto
                    2.0 out of 5.0
                     
                     

                    Situated in Rialto, this motel is within 9 mi (15 km) of Gonzales Community Center, Inland Center Mall, and National Orange Show Events Center. Fiesta Village ...

                    Days Inn by Wyndham Fontana / Rialto$69

                    Days Inn by Wyndham Fontana / Rialto$69
                    Big Bear Lakefront Lodge

                    Big Bear Lakefront Lodge

                    40360 Lakeview Dr, Big Bear Lake
                      2.0 out of 5.0
                       
                       

                      Located near the slopes, this Big Bear Lake motel is on a lake and within a 15-minute walk of Big Bear Marina, Alpine Slide at Magic Mountain, and Pine Knot ...

                      Big Bear Lakefront Lodge$59

                      Big Bear Lakefront Lodge$59

                      Top Flight Deals

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