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Downtown Skagway Vacations

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

Hotwire can help you find your travel bliss with Downtown Skagway 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 Downtown Skagway

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 Downtown Skagway 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 Downtown Skagway well.

Downtown Skagway Flight + Hotel packages

Top Hotel Deals

See all 16 Properties in Downtown Skagway
Westmark Inn Skagway

Westmark Inn Skagway

3rd And Spring St, Skagway
    2.0 out of 5.0
     
     

    Located in the heart of Skagway, this hotel is steps from Red Onion Saloon Brothel Museum and Captain William Moore Cabin. Corrington's Museum of Alaskan History ...

    Westmark Inn Skagway$149

    Westmark Inn Skagway$149
    Historic Skagway Inn

    Historic Skagway Inn

    655 Broadway, Skagway
      3.0 out of 5.0
       
       

      Located in the heart of Skagway, this inn is steps from Corrington's Museum of Alaskan History, Trail of '98 Museum, and Captain William Moore Cabin. Red Onion ...

      Hotel Halsingland

      Hotel Halsingland

      13 Fort Seward Dr., Haines
        2.5 out of 5.0
         
         

        Situated in Haines, this hotel is within a 5-minute walk of Fort William H. Seward, Alaska Indian Arts, and American Bald Eagle Foundation Museum. Haines-Skagway ...

        Hotel Halsingland$119

        Hotel Halsingland$119
        Aspen Suites Hotel Haines

        Aspen Suites Hotel Haines

        409 Main Street, Haines
          2.5 out of 5.0
           
           

          Located in the heart of Haines, this hotel is within a 5-minute walk of Haines Borough Public Library, Hammer Museum, and Sheldon Museum and Cultural Center. ...

          Aspen Suites Hotel Haines$127

          Aspen Suites Hotel Haines$127
          Captain's Choice Motel

          Captain's Choice Motel

          108 Second Ave N, Haines
            2.0 out of 5.0
             
             

            Situated in Haines, this motel is within a 5-minute walk of Hammer Museum, Sheldon Museum and Cultural Center, and Haines Borough Public Library. American Bald ...

            Captain's Choice Motel$124

            Captain's Choice Motel$124

            Top Flight Deals

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