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Stamford Vacations

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

Hotwire can help you find your travel bliss with Stamford 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 Stamford

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 Stamford 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 Stamford well.

Stamford Flight + Hotel packages

Top Hotel Deals

See all 335 Hotels in Stamford
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
    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
      Hotel Zero Degrees Downtown Stamford

      Hotel Zero Degrees Downtown Stamford

      909 Washington Blvd, Stamford
        3.0 out of 5.0
         
         

        Located in the heart of Stamford, this boutique hotel is within a 10-minute walk of Museum of Black World War II History, Stamford Center for the Arts, and Stamford ...

        Hotel Zero Degrees Downtown Stamford$139

        Hotel Zero Degrees Downtown Stamford$139
        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
          Hilton Garden Inn® Norwalk

          Hilton Garden Inn® Norwalk

          560 Main Ave, Norwalk
            3.0 out of 5.0
             
             

            Situated in Norwalk, this hotel is within a 10-minute walk of Caldor Shopping Center and Gateway Shopping Center. Silvermine Arts Center and Wilton Historical ...

            Hilton Garden Inn® Norwalk$110

            Hilton Garden Inn® Norwalk$110
            Red Carpet Inn

            Red Carpet Inn

            1209 E Main St, Stamford
              2.0 out of 5.0
               
               

              Situated near the beach, this hotel is within 1 mi (2 km) of Chelsea Piers and Cove Island Park. Stamford Town Center and Stamford Public Library - Ferguson ...

              Red Carpet Inn$63

              Red Carpet Inn$63
              J House Greenwich

              J House Greenwich

              1114 E. Putnam Ave, Riverside
                4.0 out of 5.0
                 
                 

                Situated in Riverside, this spa hotel is 1.1 mi (1.7 km) from Bush Holley House Museum and within 3 mi (5 km) of Putnam Cottage and E. Gaynor Brennan Golf Course. ...

                J House Greenwich$179

                J House Greenwich$179
                Delamar Greenwich Harbor

                Delamar Greenwich Harbor

                500 Steamboat Rd, Greenwich
                  4.0 out of 5.0
                   
                   

                  This waterfront hotel offers a private dock on Greenwich Harbor, and is within one minute's drive of I-95 and within two minutes of the railway station and Greenwich ...

                  Delamar Greenwich Harbor$299

                  Delamar Greenwich Harbor$299
                  Super 8 by Wyndham Stamford/New York City Area

                  Super 8 by Wyndham Stamford/New York City Area

                  32 Grenhart Rd, Stamford
                    2.0 out of 5.0
                     
                     

                    Situated in Stamford, this hotel is within 1 mi (2 km) of E. Gaynor Brennan Golf Course and Museum of Black World War II History. Stamford Center for the Arts ...

                    Super 8 by Wyndham Stamford/New York City Area$67

                    Super 8 by Wyndham Stamford/New York City Area$67
                    The Westport Inn

                    The Westport Inn

                    1595 Post Road East, Westport
                      2.5 out of 5.0
                       
                       

                      Situated by the ocean, this motel is close to Burying Hill Beach, Sherwood Island State Park, and Country Club of Fairfield. Local attractions also include Westport ...

                      The Westport Inn$127

                      The Westport Inn$127

                      Top Flight Deals

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