Beginning of main content
Trip Type
Flight 1
Flight 2
Flight 3
Flight 4
Flight 5

Calimesa Vacations

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

Hotwire can help you find your travel bliss with Calimesa 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 Calimesa

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 Calimesa 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 Calimesa well.

Top Hotel Deals

See all 827 Hotels in Calimesa
Calimesa Inn Motel

Calimesa Inn Motel

1205 Calimesa Blvd, Calimesa
    2.0 out of 5.0
     
     

    Situated in Calimesa, this motel is 5.4 mi (8.7 km) from Oak Valley Golf Club and within 12 mi (20 km) of University of Redlands and San Bernardino County Museum. ...

    Calimesa Inn Motel$70

    Calimesa Inn Motel$70
    Americas Best Value Inn Calimesa

    Americas Best Value Inn Calimesa

    616 W Ave L, Calimesa
      2.0 out of 5.0
       
       

      Situated in Calimesa, this motel is 5.8 mi (9.4 km) from Oak Valley Golf Club and within 12 mi (20 km) of University of Redlands and San Bernardino County Museum. ...

      Americas Best Value Inn Calimesa$75

      Americas Best Value Inn Calimesa$75
      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$159

        The Mission Inn Hotel & Spa$159
        Morongo Casino Resort Spa

        Morongo Casino Resort Spa

        49500 Seminole Drive, Cabazon
          4.0 out of 5.0
           
           

          Located west of Palm Springs, this resort is a half-mile from Premium and Desert Hill Outlet Malls.

          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$47

            Good Nite Inn Redlands$47
            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$76

              La Quinta Inn San Bernardino$76
              Holiday Inn Express Colton-Riverside North

              Holiday Inn Express Colton-Riverside North

              2830 S Iowa Ave, Colton
                2.5 out of 5.0
                 
                 

                Situated in the business district, this hotel is within 6 mi (10 km) of Fiesta Village Family Fun Park, Gonzales Community Center, and California Museum of Photography. ...

                Holiday Inn Express Colton-Riverside North$92

                Holiday Inn Express Colton-Riverside North$92
                Hilton Garden Inn San Bernardino

                Hilton Garden Inn San Bernardino

                1755 S Waterman Ave, San Bernardino
                  3.0 out of 5.0
                   
                   

                  Situated in the business district, this hotel is 0.3 mi (0.5 km) from San Bernardino Golf Club and within 3 mi (5 km) of Inland Center Mall and National Orange ...

                  Hilton Garden Inn San Bernardino$110

                  Hilton Garden Inn San Bernardino$110
                  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
                    Bay Meadows Resort

                    Bay Meadows Resort

                    39756 Big Bear Blvd., Big Bear Lake
                      3.0 out of 5.0
                       
                       

                      Situated in Big Bear Lake, this cabin is within 1 mi (2 km) of Aspen Glen Picnic Area, Alpine Slide at Magic Mountain, and Boulder Bay Park. Big Bear Marina ...

                      Top Flight Deals

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