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

Callicoon Vacations

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

Hotwire can help you find your travel bliss with Callicoon 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 Callicoon

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 Callicoon 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 Callicoon well.

Top Hotel Deals

See all 50 Hotels in Callicoon
Villa Roma Resort and Conference Center

Villa Roma Resort and Conference Center

356 Villa Roma Rd, Callicoon
    3.0 out of 5.0
     
     

    Located in the mountains, this family-friendly resort is within 12 mi (20 km) of White Sulphur Springs Synagogue, Bethel Woods Center For The Arts, and Bethel ...

    Villa Roma Resort and Conference Center$163

    Villa Roma Resort and Conference Center$163
    Best Western Monticello

    Best Western Monticello

    16 Raceway Rd, Monticello
      2.5 out of 5.0
       
       

      Situated in Monticello, this hotel is 0.6 mi (0.9 km) from Monticello Casino and Raceway and within 6 mi (10 km) of Concord Monster Golf Course and Holiday Mountain ...

      Best Western Monticello$113

      Best Western Monticello$113
      The Lodge At Woodloch

      The Lodge At Woodloch

      109 River Birch Ln, Hawley
        4.0 out of 5.0
         
         

        Situated on a lake, this spa hotel is within 9 mi (15 km) of Harmony Presents, Ritz Company Playhouse, and Dorflinger Glass Museum. Zane Grey Museum and Costa's ...

        Super 8 Monticello NY

        Super 8 Monticello NY

        290 East Broadway, Monticello
          2.0 out of 5.0
           
           

          Situated in Monticello, this hotel is 2.3 mi (3.7 km) from Monticello Casino and Raceway and 2.5 mi (4 km) from Concord Monster Golf Course. Holiday Mountain ...

          Days Inn Liberty

          Days Inn Liberty

          52 Sullivan Ave, Liberty
            2.0 out of 5.0
             
             

            Situated in Ferndale, this motel is 0.8 mi (1.3 km) from Grossinger Country Club and 2.5 mi (4.1 km) from Sullivan County Golf and Country Club. White Sulphur ...

            Knights Inn Liberty

            Knights Inn Liberty

            2067 Route 52, Liberty
              1.5 out of 5.0
               
               

              Situated in Liberty, this motel is 0.5 mi (0.9 km) from Grossinger Country Club and 2.2 mi (3.5 km) from Sullivan County Golf and Country Club. White Sulphur ...

              Hotel Wayne

              Hotel Wayne

              1202 Main Street, Honesdale
                3.0 out of 5.0
                 
                 

                Located in the heart of Honesdale, this hotel is within a 10-minute walk of Wayne Memorial Hospital, Wayne County Courthouse, and Wayne County Historical Society ...

                Inn at Monticello

                Inn at Monticello

                392 Broadway, Monticello
                  3.5 out of 5.0
                   
                   

                  Situated in the entertainment district, this inn is 1.8 mi (2.9 km) from Monticello Casino and Raceway and within 6 mi (10 km) of Concord Monster Golf Course ...

                  Woodloch Pines Resort

                  Woodloch Pines Resort

                  731 Welcome Lake Rd, Hawley
                    3.5 out of 5.0
                     
                     

                    Set in Hawley, this family-friendly hotel is within 9 mi (15 km) of Harmony Presents, Carousel Water and Fun Park, and Upper Delaware Scenic and Recreational ...

                    Kenoza Lake View Manor

                    Kenoza Lake View Manor

                    56 Swiss Hill N Rd, Kenoza Lake
                      3.0 out of 5.0
                       
                       

                      Situated in Kenoza Lake, this inn is in the same area as Bethel Woods and Bethel Woods Center For The Arts. Regional attractions also include White Sulphur Springs ...

                      Top Flight Deals

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