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Darien Vacations

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

Hotwire can help you find your travel bliss with Darien 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 Darien

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 Darien 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 Darien well.

Top Hotel Deals

See all 137 Hotels in Darien
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$134

    Tarrytown House Estate on the Hudson$134
    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. Tarrytown Lighthouse ...

      DoubleTree by Hilton Tarrytown$144

      DoubleTree by Hilton Tarrytown$144
      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$99

        Hyatt Regency Greenwich$99
        DoubleTree by Hilton Norwalk

        DoubleTree by Hilton Norwalk

        789 Connecticut Ave, Norwalk
          3.5 out of 5.0
           
           

          Situated on the Strip, this hotel is within 3 mi (5 km) of SoNo Switch Tower Museum, Lockwood-Mathews Mansion, and Stepping Stones Museum for Children. Historic ...

          DoubleTree by Hilton Norwalk$95

          DoubleTree by Hilton Norwalk$95
          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$145

            Glen Cove Mansion Hotel$145
            The Inn At Fox Hollow Hotel

            The Inn At Fox Hollow Hotel

            7755 Jericho Turnpike, Woodbury
              4.0 out of 5.0
               
               

              Located in the heart of Woodbury, this golf aparthotel is within 3 mi (5 km) of Oyster Bay Golf Course, Oheka Castle, and Plainview Shopping Center. Cold Spring ...

              The Inn At Fox Hollow Hotel$176

              The Inn At Fox Hollow Hotel$176
              Doral Arrowwood

              Doral Arrowwood

              975 Anderson Hill Rd, Rye Brook
                4.0 out of 5.0
                 
                 

                This family-friendly Rye Brook hotel is located near the airport, within 2 mi (3 km) of Donald M Kendall Sculpture Gardens, Neuberger Museum of Art, and Performing ...

                Doral Arrowwood$136

                Doral Arrowwood$136
                Hotel Zero Degrees Norwalk

                Hotel Zero Degrees Norwalk

                353 Main Ave, Norwalk
                  3.5 out of 5.0
                   
                   

                  This family-friendly Norwalk hotel is located on a river, within 2 mi (3 km) of Caldor Shopping Center and Gateway Shopping Center. Silvermine Arts Center and ...

                  Hotel Zero Degrees Norwalk$129

                  Hotel Zero Degrees Norwalk$129
                  Westchester Marriott

                  Westchester Marriott

                  670 White Plains Rd, Tarrytown
                    3.5 out of 5.0
                     
                     

                    Situated in the suburbs, this spa hotel is within 2 mi (3 km) of Greenburgh Public Library, Sportime USA, and Westchester Skating Academy. Captain Lawrence Brewing ...

                    Westchester Marriott$144

                    Westchester Marriott$144
                    Comfort Inn Syosset

                    Comfort Inn Syosset

                    24 Oak Dr, Syosset
                      3.0 out of 5.0
                       
                       

                      Situated in the business district, this hotel is 2.7 mi (4.3 km) from Plainview Shopping Center and 2.9 mi (4.7 km) from Oyster Bay Golf Course. Broadway Mall ...

                      Comfort Inn Syosset$119

                      Comfort Inn Syosset$119

                      Top Flight Deals

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