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Montgomery Vacations

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

Hotwire can help you find your travel bliss with Montgomery 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 Montgomery

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 Montgomery 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 Montgomery well.

Top Hotel Deals

See all 134 Hotels in Montgomery
Super 8 by Wyndham Montgomery Maybrook

Super 8 by Wyndham Montgomery Maybrook

207 Montgomery Rd, Montgomery
    2.0 out of 5.0
     
     

    Situated in Montgomery, this motel is 2.9 mi (4.6 km) from Orange County Farmers Museum and within 6 mi (10 km) of Thomas Bull Memorial Park and Orange County ...

    Super 8 by Wyndham Montgomery Maybrook$72

    Super 8 by Wyndham Montgomery Maybrook$72
    Holiday Inn Express & Suites Montgomery

    Holiday Inn Express & Suites Montgomery

    2105 Route 208, Montgomery
      2.5 out of 5.0
       
       

      Situated near the airport, this hotel is 2.1 mi (3.4 km) from Orange County Farmers Museum and within 6 mi (10 km) of Ice Time Sports Complex and Thomas Bull ...

      Holiday Inn Express & Suites Montgomery$119

      Holiday Inn Express & Suites Montgomery$119
      Americas Best Value Inn-New Paltz

      Americas Best Value Inn-New Paltz

      7 Terwilliger Ln, New Paltz
        2.0 out of 5.0
         
         

        Situated in New Paltz, this motel is within 2 mi (3 km) of State University of New York-New Paltz, G. Steve Jordan Gallery, and Loren Campbell Memorial Field. ...

        Americas Best Value Inn-New Paltz$85

        Americas Best Value Inn-New Paltz$85
        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
            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
                    Days Inn by Wyndham Poughkeepsie

                    Days Inn by Wyndham Poughkeepsie

                    536 Haight Ave, Poughkeepsie
                      2.0 out of 5.0
                       
                       

                      Situated in Arlington, this motel is within 1 mi (2 km) of Vassar College, Frances Lehman Loeb Art Center, and Clinton House State Historic Site. Vassar Golf ...

                      Days Inn by Wyndham Poughkeepsie$71

                      Days Inn by Wyndham Poughkeepsie$71

                      Top Flight Deals

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