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Shandaken Vacations

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

Hotwire can help you find your travel bliss with Shandaken 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 Shandaken

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 Shandaken 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 Shandaken well.

Top Hotel Deals

See all 186 Hotels in Shandaken
Catskill Seasons Inn

Catskill Seasons Inn

178 Route 42, Shandaken
    2.5 out of 5.0
     
     

    Situated in Shandaken, this hotel is in the same area as Belleayre Beach at Pine Hill Lake and Belleayre Mountain. Regional attractions also include Giant Ledge ...

    Morning Glory B&B Woodstock NY

    Morning Glory B&B Woodstock NY

    141 Tinker Street, Woodstock
      3.0 out of 5.0
       
       

      Situated in a state park, this bed & breakfast is 0.3 mi (0.5 km) from Woodstock Public Library and 3.1 mi (5 km) from Overlook Mountain Trailhead. Karma Triyana ...

      Blue Hill Lodge

      Blue Hill Lodge

      1471 Denning Road, Claryville
         
         

        Situated in Claryville, this hotel is 5.4 mi (8.7 km) from Red Hill Fire Tower and 10 mi (16.1 km) from Neversink Dam. Giant Ledge Trailhead and Mongaup Pond ...

        Bavarian Manor Country Inn

        Bavarian Manor Country Inn

        866 Mountain Avenue, Purling
          2.5 out of 5.0
           
           

          Situated on a lake, this bed & breakfast is within 12 mi (20 km) of Bailiwick Ranch and Discovery Zoo, Thunderhart Golf Course, and Thomas Cole National Historic ...

          Black Bear Lodge

          Black Bear Lodge

          11985 RT23A, Prattsville
            2.5 out of 5.0
             
             

            Situated in Prattsville, this motel is 10.9 mi (17.6 km) from Hunter Mountain and 11.8 mi (19 km) from Windham Mountain Resort. Windham Vineyards and Winery ...

            Antique Rose Inn Windham

            Antique Rose Inn Windham

            326 State Route 296, Windham
              3.0 out of 5.0
               
               

              Situated in Windham, this bed & breakfast is 1.1 mi (1.8 km) from Windham Country Club and 2.4 mi (3.9 km) from Windham Mountain Resort. Mountain Top Arboretum ...

              Hotel Vienna

              Hotel Vienna

              107 State Route 296, Windham
                2.5 out of 5.0
                 
                 

                Situated in Windham, this hotel is 0.5 mi (0.8 km) from Windham Country Club and 1.8 mi (3 km) from Windham Mountain Resort. Windham Vineyards and Winery and ...

                Hotel Vienna$129

                Hotel Vienna$129
                Winwood Inn & Condominiums

                Winwood Inn & Condominiums

                5220 NY-23, Windham
                  3.0 out of 5.0
                   
                   

                  Conveniently located near the ski slopes, this Windham resort is in the mountains, within 2 mi (3 km) of Windham Country Club and Windham Mountain Resort, and ...

                  The Wheelhouse Inn

                  The Wheelhouse Inn

                  282 Main st, Pine Hill
                     
                     

                    Situated in a state park, this hotel is close to Belleayre Beach at Pine Hill Lake and Belleayre Mountain. Regional attractions also include Delaware & Ulster ...

                    Meadowood Inn

                    Meadowood Inn

                    50 Hornbeck St , Margaretville
                      3.0 out of 5.0
                       
                       

                      Situated in Arkville, this bed & breakfast is close to Union Grove Distillery and Delaware & Ulster Railroad. Area attractions also include Canada Falls and ...

                      Top Flight Deals

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