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Sisters Vacations

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

Hotwire can help you find your travel bliss with Sisters 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 Sisters

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 Sisters 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 Sisters well.

Top Hotel Deals

See all 104 Hotels in Sisters
FivePine Lodge & Spa

FivePine Lodge & Spa

1021 Desperado Trail, Sisters
    3.5 out of 5.0
     
     

    Situated in Sisters, this spa hotel is within 1 mi (2 km) of Peterson Ridge Trail, Village Green Park, and Cliff Clemens Park. Aspen Lakes Golf Course is 3.5 ...

    FivePine Lodge & Spa$263

    FivePine Lodge & Spa$263
    Best Western Ponderosa Lodge

    Best Western Ponderosa Lodge

    500 Highway 20 W, Sisters
      2.5 out of 5.0
       
       

      Situated in the mountains, this hotel is within 1 mi (2 km) of Cliff Clemens Park and Village Green Park. Peterson Ridge Trail is 1.5 mi (2.4 km) away.

      Best Western Ponderosa Lodge$170

      Best Western Ponderosa Lodge$170
      Black Butte Ranch Authentic Ranch Cabin

      Black Butte Ranch Authentic Ranch Cabin

      70695 Dewberry, Sisters
        3.5 out of 5.0
         
         

        Situated in Sisters, this cabin is within 12 mi (20 km) of Willamette National Forest, Suttle Lake, and Village Green Park. Cliff Clemens Park and Peterson Ridge ...

        Sisters Haywagon Bungalow Apartment 2

        Sisters Haywagon Bungalow Apartment 2

        14833 Haywagon, Sisters
          3.5 out of 5.0
           
           

          Situated in Sisters, this vacation home is within 9 mi (15 km) of Village Green Park, Cliff Clemens Park, and Peterson Ridge Trail. Aspen Lakes Golf Course and ...

          Peters Tollgate Cabin

          Peters Tollgate Cabin

          69371 Lariat, Sisters
            3.5 out of 5.0
             
             

            Situated in Sisters, this vacation home is 2.7 mi (4.3 km) from Village Green Park and 2.7 mi (4.3 km) from Cliff Clemens Park. Peterson Ridge Trail and Aspen ...

            Glaze Meadow 7

            Glaze Meadow 7

            70518 Salal, Sisters
              3.5 out of 5.0
               
               

              Situated in Sisters, this vacation home is within 9 mi (15 km) of Willamette National Forest, Village Green Park, and Cliff Clemens Park. Peterson Ridge Trail ...

              Sisters Tollgate Retreat with Hot Tub and WiFi

              Sisters Tollgate Retreat with Hot Tub and WiFi

              14815 Crupper, Sisters
                3.5 out of 5.0
                 
                 

                Situated in Sisters, this vacation home is 3 mi (4.8 km) from Village Green Park and 3 mi (4.8 km) from Cliff Clemens Park. Peterson Ridge Trail and Aspen Lakes ...

                Black Butte Ranch Golfer's Getaway

                Black Butte Ranch Golfer's Getaway

                13366 Arrow Grass Golf Home 156, Sisters
                  3.5 out of 5.0
                   
                   

                  Situated in Sisters, this vacation home is within 12 mi (20 km) of Suttle Lake, Willamette National Forest, and Village Green Park. Cliff Clemens Park and Peterson ...

                  Pine Street Cottage

                  Pine Street Cottage

                  388 W St Helens Ave, Sisters
                    3.0 out of 5.0
                     
                     

                    Situated in Sisters, this vacation home is within 1 mi (2 km) of Village Green Park, Cliff Clemens Park, and Peterson Ridge Trail. Aspen Lakes Golf Course is ...

                    Meadow View Cabin

                    Meadow View Cabin

                    16074 Perit Huntington Rd, Sisters
                      3.0 out of 5.0
                       
                       

                      Situated in Sisters, this vacation home is within 1 mi (2 km) of Cliff Clemens Park and Village Green Park. Peterson Ridge Trail is 1.3 mi (2 km) away.

                      Top Flight Deals

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