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Rutland Vacations

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

Hotwire can help you find your travel bliss with Rutland 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 Rutland

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 Rutland 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 Rutland well.

Top Hotel Deals

See all 560 Properties in Rutland
Days Inn by Wyndham Rutland/Killington Area

Days Inn by Wyndham Rutland/Killington Area

401 Us Route 7 S, Rutland
    2.5 out of 5.0
     
     

    Situated in Rutland, this hotel is 0.9 mi (1.4 km) from Rutland Country Club and within 3 mi (5 km) of Hathaway Farm and Pine Hill Park. Paramount Theater and ...

    Days Inn by Wyndham Rutland/Killington Area$64

    Days Inn by Wyndham Rutland/Killington Area$64
    Comfort Inn Trolley Square

    Comfort Inn Trolley Square

    19 Allen St, Rutland
      2.5 out of 5.0
       
       

      Situated in the business district, this hotel is 0.6 mi (1 km) from Rutland Regional Medical Center and within 12 mi (20 km) of Pico Mountain at Killington Ski ...

      Comfort Inn Trolley Square$79

      Comfort Inn Trolley Square$79
      Best Western Inn & Suites Rutland-Killington

      Best Western Inn & Suites Rutland-Killington

      5 Best Western Place, Rutland
         
         

        This family-friendly Rutland hotel is located in a rural location, within 3 mi (5 km) of Norman Rockwell Museum of Vermont, Rutland Regional Medical Center and ...

        Best Western Inn & Suites Rutland-Killington$114

        Best Western Inn & Suites Rutland-Killington$114
        Quality Inn Rutland

        Quality Inn Rutland

        253 S Main St, Rutland
          2.5 out of 5.0
           
           

          Situated in Rutland, this motel is within 1 mi (2 km) of Vermont State Fairgrounds, Diamond Run Mall, and Rutland Regional Medical Center. Paramount Theater ...

          Quality Inn Rutland$67

          Quality Inn Rutland$67
          Hampton Inn Rutland

          Hampton Inn Rutland

          47 Farrell Rd, Rutland
            2.5 out of 5.0
             
             

            Situated near the airport, this hotel is within 1 mi (2 km) of Diamond Run Mall and Vermont State Fairgrounds. Rutland Regional Medical Center and Paramount ...

            Hampton Inn Rutland$110

            Hampton Inn Rutland$110
            Cortina Inn & Resort

            Cortina Inn & Resort

            103 US Route 4, Rutland
              3.0 out of 5.0
               
               

              This family-friendly Rutland hotel is located in the mountains, 2 mi (3.2 km) from Pico Mountain at Killington Ski Resort, and within 6 mi (10 km) of Gifford ...

              Holiday Inn Rutland-Killington Area

              Holiday Inn Rutland-Killington Area

              476 Holiday Drive, Rutland
                3.0 out of 5.0
                 
                 

                Situated in Rutland, this hotel is within 1 mi (2 km) of Diamond Run Mall and Vermont State Fairgrounds. Rutland Regional Medical Center and Paramount Theater ...

                Holiday Inn Rutland-Killington Area$93

                Holiday Inn Rutland-Killington Area$93
                Rodeway Inn

                Rodeway Inn

                138 N Main St, Rutland
                  2.0 out of 5.0
                   
                   

                  Situated in Rutland, this motel is within 1 mi (2 km) of Paramount Theater, Pine Hill Park, and Rutland Country Club. Vermont State Fairgrounds and Norman Rockwell ...

                  Rodeway Inn$50

                  Rodeway Inn$50
                  Rodeway Inn Rutland

                  Rodeway Inn Rutland

                  115 Woodstock Ave, Rutland
                    2.0 out of 5.0
                     
                     

                    Located in the heart of Rutland, this motel is within 2 mi (3 km) of Paramount Theater, Norman Rockwell Museum of Vermont, and Rutland Regional Medical Center. ...

                    Rodeway Inn Rutland$59

                    Rodeway Inn Rutland$59
                    Econo Lodge

                    Econo Lodge

                    238 S Main St, Rutland
                      2.0 out of 5.0
                       
                       

                      Located in the heart of Rutland, this motel is within 1 mi (2 km) of Vermont State Fairgrounds, Rutland Regional Medical Center, and Diamond Run Mall. Paramount ...

                      Econo Lodge$59

                      Econo Lodge$59

                      Top Flight Deals

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