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Rhinebeck Vacations

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

Hotwire can help you find your travel bliss with Rhinebeck 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 Rhinebeck

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 Rhinebeck 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 Rhinebeck well.

Top Hotel Deals

See all 182 Hotels in Rhinebeck
Beekman Arms Hotel

Beekman Arms Hotel

6387 MILL ST, Rhinebeck
    3.5 out of 5.0
     
     

    Situated in Rhinebeck, this inn is 0.7 mi (1.2 km) from Dutchess County Fairgrounds and within 6 mi (10 km) of Museum of Rhinebeck History and Wilderstein Historic ...

    Delamater Inn

    Delamater Inn

    25 Garden St., Rhinebeck
      3.5 out of 5.0
       
       

      Situated in Rhinebeck, this inn is close to Dutchess County Fairgrounds, Wilderstein Historic Site, and Museum of Rhinebeck History. Local attractions also include ...

      Rhinebeck Village Inn

      Rhinebeck Village Inn

      6260 Rt. 9, Rhinebeck
        2.0 out of 5.0
         
         

        Situated in Rhinebeck, this motel is 1.3 mi (2.1 km) from Dutchess County Fairgrounds and 2.8 mi (4.5 km) from Wilderstein Historic Site. Center for Performing ...

        Primrose Hill Bed and Breakfast

        Primrose Hill Bed and Breakfast

        567 Ackert Hook Rd, Rhinebeck
          3.0 out of 5.0
           
           

          Situated in a rural location, this bed & breakfast is close to Wilderstein Historic Site and Staatsburg State Historic Site. Area attractions also include Omega ...

          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
            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
              Super 8 by Wyndham Kingston

              Super 8 by Wyndham Kingston

              487 Washington Ave, Kingston
                2.0 out of 5.0
                 
                 

                Situated in Kingston, this motel is within a 15-minute walk of Senate House State Historic Site, Forsyth Park, and Volunteer Fireman's Hall and Museum of Kingston. ...

                Super 8 by Wyndham Kingston$72

                Super 8 by Wyndham Kingston$72
                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
                  Best Western Plus The Inn & Suites At The Falls

                  Best Western Plus The Inn & Suites At The Falls

                  50 Red Oaks Mill Rd, Poughkeepsie
                    2.5 out of 5.0
                     
                     

                    Situated on a river, this hotel is within 3 mi (5 km) of Frances Lehman Loeb Art Center, Vassar College, and Vassar Golf Course. McCann Golf Course and Locust ...

                    Best Western Plus The Inn & Suites At The Falls$99

                    Best Western Plus The Inn & Suites At The Falls$99
                    Hampton Inn Kingston

                    Hampton Inn Kingston

                    1307 Ulster Ave, Kingston
                      2.5 out of 5.0
                       
                       

                      Situated in Kingston, this hotel is 0.4 mi (0.6 km) from Hudson Valley Mall and 2.9 mi (4.7 km) from Ulster Performing Arts Center. Old Dutch Church and Senate ...

                      Hampton Inn Kingston$125

                      Hampton Inn Kingston$125

                      Top Flight Deals

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