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

Highland Mills Vacations

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

Hotwire can help you find your travel bliss with Highland Mills 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 Highland Mills

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 Highland Mills 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 Highland Mills well.

Top Hotel Deals

See all 126 Hotels in Highland Mills
Days Inn by Wyndham Newburgh WestPoint/Stewart Intl Airport

Days Inn by Wyndham Newburgh WestPoint/Stewart Intl Airport

915 Union Ave, New Windsor
    2.0 out of 5.0
     
     

    Situated in New Windsor, this hotel is within 3 mi (5 km) of Orange County Choppers, National Purple Heart Hall of Honor, and New Windsor Cantonment State Historic ...

    Days Inn by Wyndham Newburgh WestPoint/Stewart Intl Airport$84

    Days Inn by Wyndham Newburgh WestPoint/Stewart Intl Airport$84
    Overlook Lodge at Bear Mountain

    Overlook Lodge at Bear Mountain

    55 Hessian Drive, Bear Mountain
      2.5 out of 5.0
       
       

      Situated in a state park, this historic hotel is 1.7 mi (2.7 km) from Bear Mountain State Park and within 6 mi (10 km) of Manitoga The Russel Wright Design Center ...

      Overlook Lodge at Bear Mountain$149

      Overlook Lodge at Bear Mountain$149
      The Time Nyack

      The Time Nyack

      400 High Avenue, Nyack
        4.0 out of 5.0
         
         

        Situated in Nyack, this hotel is within a 15-minute walk of Elmwood Playhouse and Edward Hopper House Art Center. Memorial Park and Rockland Center for the Arts ...

        The Time Nyack$111

        The Time Nyack$111
        Microtel Inn & Suites by Wyndham Middletown

        Microtel Inn & Suites by Wyndham Middletown

        19 Crystal Run Crossing, Middletown
          2.0 out of 5.0
           
           

          Located in the heart of Middletown, this hotel is within 3 mi (5 km) of Galleria at Crystal Run, Orange County Fair Speedway, and Orange County Fairgrounds. ...

          Microtel Inn & Suites by Wyndham Middletown$84

          Microtel Inn & Suites by Wyndham Middletown$84
          Ramada by Wyndham Fishkill

          Ramada by Wyndham Fishkill

          542 Route 9, Fishkill
            3.0 out of 5.0
             
             

            Situated in Fishkill, this hotel is within 1 mi (2 km) of Van Wyck Homestead Museum, Fishkill Golf Course, and Blodgett Memorial Library. SplashDown Beach is ...

            Ramada by Wyndham Fishkill$99

            Ramada by Wyndham Fishkill$99
            Hampton Inn & Suites Poughkeepsie

            Hampton Inn & Suites Poughkeepsie

            2361 South Rd, Crown Heights
              2.5 out of 5.0
               
               

              Situated in the historical district, this hotel is 0.2 mi (0.3 km) from Casperkill Golf Club and within 3 mi (5 km) of Locust Grove and McCann Golf Course. Poughkeepsie ...

              Hampton Inn & Suites Poughkeepsie$114

              Hampton Inn & Suites Poughkeepsie$114
              Magnuson Hotel Fishkill

              Magnuson Hotel Fishkill

              20 Schuyler Blvd, Fishkill
                2.5 out of 5.0
                 
                 

                Situated in Fishkill, this hotel is within 1 mi (2 km) of Van Wyck Homestead Museum, Blodgett Memorial Library, and Fishkill Golf Course. SplashDown Beach is ...

                Magnuson Hotel Fishkill$95

                Magnuson Hotel Fishkill$95
                Crowne Plaza Suffern - Mahwah

                Crowne Plaza Suffern - Mahwah

                3 Executive Blvd, Suffern
                  3.5 out of 5.0
                   
                   

                  Situated in Montebello, this hotel is 0.7 mi (1.1 km) from Lower Hudson Valley Challenger Learning Center and within 3 mi (5 km) of Spook Rock Golf Course and ...

                  Crowne Plaza Suffern - Mahwah$97

                  Crowne Plaza Suffern - Mahwah$97
                  Extended Stay America - Fishkill - Route 9

                  Extended Stay America - Fishkill - Route 9

                  25 Merritt Blvd, Fishkill
                    2.5 out of 5.0
                     
                     

                    Situated in the suburbs, this hotel is within a 15-minute walk of Van Wyck Homestead Museum and Blodgett Memorial Library. Fishkill Golf Course and SplashDown ...

                    Extended Stay America - Fishkill - Route 9$94

                    Extended Stay America - Fishkill - Route 9$94
                    Quality Inn

                    Quality Inn

                    100 Spring Valley Marketplace, Spring Valley
                      2.5 out of 5.0
                       
                       

                      Situated in Spring Valley, this hotel is 1.2 mi (2 km) from St. Paul's Episcopal Church and within 6 mi (10 km) of New York Country Club and Rockland County ...

                      Quality Inn$104

                      Quality Inn$104

                      Top Flight Deals

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