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Sleepy Hollow Vacations

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

Hotwire can help you find your travel bliss with Sleepy Hollow 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 Sleepy Hollow

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 Sleepy Hollow 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 Sleepy Hollow well.

Top Hotel Deals

See all 249 Properties in Sleepy Hollow
Royal Regency Hotel

Royal Regency Hotel

165 Tuckahoe Rd, Yonkers
    3.5 out of 5.0
     
     

    Situated in the business district, this hotel is 2.5 mi (4.1 km) from Hudson River Museum and 2.6 mi (4.1 km) from Sarah Lawrence College. Tibbetts Brook Park ...

    Royal Regency Hotel$150

    Royal Regency Hotel$150
    Garden Plaza Hotel

    Garden Plaza Hotel

    129 Pehle Avenue, Saddle Brook
      3.0 out of 5.0
       
       

      Located near the I-80/Garden State Parkway interchange, this hotel is in a business and commercial area six miles from the Meadowlands and 20 miles from Newark ...

      Garden Plaza Hotel$72

      Garden Plaza Hotel$72
      Tarrytown House Estate on the Hudson

      Tarrytown House Estate on the Hudson

      49 E Sunnyside Lane, Tarrytown
        3.5 out of 5.0
         
         

        Situated in the historical district, this hotel is within 1 mi (2 km) of Lyndhurst Mansion and Irvington Town Hall Theater. Memorial Park and Matthiessen Park ...

        Tarrytown House Estate on the Hudson$144

        Tarrytown House Estate on the Hudson$144
        DoubleTree by Hilton Tarrytown

        DoubleTree by Hilton Tarrytown

        455 S Broadway, Tarrytown
          3.5 out of 5.0
           
           

          Situated in the historical district, this spa hotel is within 2 mi (3 km) of Lyndhurst Mansion, Pierson Park, and Irvington Town Hall Theater. Memorial Park ...

          DoubleTree by Hilton Tarrytown$139

          DoubleTree by Hilton Tarrytown$139
          Comfort Inn & Suites near Stadium

          Comfort Inn & Suites near Stadium

          2477 3rd Ave, Bronx
            2.5 out of 5.0
             
             

            Located in the heart of Bronx, this hotel is within 2 mi (3 km) of Apollo Theater, Central Park, and Yankee Stadium. Floating Pool and Columbia University are ...

            Comfort Inn & Suites near Stadium$152

            Comfort Inn & Suites near Stadium$152
            Hilton Garden Inn Ridgefield Park

            Hilton Garden Inn Ridgefield Park

            70 Challenger Road, Ridgefield Park
              3.0 out of 5.0
               
               

              Just off exit 68 of the New Jersey Turnpike, Hilton Garden Inn Ridgefield Park is a 25-minute drive from midtown Manhattan. It’s 20 minutes by car to Newark ...

              Hilton Garden Inn Ridgefield Park$118

              Hilton Garden Inn Ridgefield Park$118
              Days Inn by Wyndham Ridgefield NJ

              Days Inn by Wyndham Ridgefield NJ

              1085 US Highway 46 West, Ridgefield
                2.0 out of 5.0
                 
                 

                Situated in Ridgefield, this hotel is 2.6 mi (4.2 km) from Fort Lee Borough Hall and 2.7 mi (4.3 km) from Fort Lee Public Library. North Bergen Public Library ...

                Hyatt Place New York/Yonkers

                Hyatt Place New York/Yonkers

                7000 Mall Walk, Yonkers
                  3.0 out of 5.0
                   
                   

                  Located in the heart of Yonkers, this hotel is within 1 mi (2 km) of Empire City Casino and Sarah Lawrence College. Yonkers Raceway and Van Cortlandt Park are ...

                  Hyatt Place New York/Yonkers$143

                  Hyatt Place New York/Yonkers$143
                  Hyatt Regency Greenwich

                  Hyatt Regency Greenwich

                  1800 E Putnam Avenue, Old Greenwich
                    4.0 out of 5.0
                     
                     

                    This Hyatt Regency hotel, located on the Stamford/Greenwich border, is minutes from both the heart of downtown Stamford and shopping on Greenwich Avenue. New ...

                    Hyatt Regency Greenwich$109

                    Hyatt Regency Greenwich$109
                    Glen Cove Mansion Hotel

                    Glen Cove Mansion Hotel

                    200 Dosoris Ln, Glen Cove
                      4.0 out of 5.0
                       
                       

                      This historical estate on Long Island's North Shore Gold Coast features a 1910 Georgian mansion surrounded by 55 secluded and landscaped acres, and includes ...

                      Glen Cove Mansion Hotel$149

                      Glen Cove Mansion Hotel$149

                      Top Flight Deals

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