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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.

Top Hotel Deals

See all 140 Hotels in Stamford
The Queen of the Catskills B&B

The Queen of the Catskills B&B

157 W Main St, Stamford
    3.0 out of 5.0
     
     

    Situated in Stamford, this bed & breakfast is 1.6 mi (2.6 km) from Stamford Golf Club and within 25 mi (40 km) of Hanford Mills Museum and Windham Vineyards ...

    The Catskills B & B

    The Catskills B & B

    156 West Main Street, Stamford
      3.0 out of 5.0
       
       

      Situated in the historical district, this bed & breakfast is 1.6 mi (2.6 km) from Stamford Golf Club and within 20 mi (32 km) of Hanford Mills Museum and Plattekill ...

      Stamford Gables

      Stamford Gables

      42 Main St, Stamford
        3.5 out of 5.0
         
         

        Situated in Stamford, this bed & breakfast is 2.1 mi (3.3 km) from Stamford Golf Club and within 25 mi (40 km) of Hanford Mills Museum and Windham Vineyards ...

        Holiday Inn Oneonta-Cooperstown Area

        Holiday Inn Oneonta-Cooperstown Area

        5206 State Highway 23, Oneonta
          3.0 out of 5.0
           
           

          Situated in a rural location, this hotel is within 3 mi (5 km) of Damaschke Field, Foothills Performing Arts Center, and Hartwick College. State University of ...

          Holiday Inn Oneonta-Cooperstown Area$100

          Holiday Inn Oneonta-Cooperstown Area$100
          Clarion Hotel Oneonta

          Clarion Hotel Oneonta

          55 Market St, Oneonta
            3.0 out of 5.0
             
             

            Located in the heart of Oneonta, this hotel is within a 5-minute walk of Foothills Performing Arts Center and Damaschke Field. Hartwick College and State University ...

            Clarion Hotel Oneonta$125

            Clarion Hotel Oneonta$125
            Super 8 by Wyndham Oneonta/Cooperstown

            Super 8 by Wyndham Oneonta/Cooperstown

            4973 St Hwy 23, Oneonta
              2.0 out of 5.0
               
               

              Situated in Oneonta, this motel is within 3 mi (5 km) of Damaschke Field, Foothills Performing Arts Center, and Hartwick College. State University of New York-Oneonta ...

              Super 8 by Wyndham Oneonta/Cooperstown$95

              Super 8 by Wyndham Oneonta/Cooperstown$95
              Comfort Inn & Suites Milford / Cooperstown

              Comfort Inn & Suites Milford / Cooperstown

              4470 State Highway 28, Milford
                2.5 out of 5.0
                 
                 

                Situated on a lake, this hotel is 0.6 mi (0.9 km) from Cooperstown Dreams Park and within 3 mi (5 km) of Cooperstown Fun Park and Barnyard Swing Miniature Golf. ...

                Comfort Inn & Suites Milford / Cooperstown$99

                Comfort Inn & Suites Milford / Cooperstown$99
                The Inn at Cobleskill

                The Inn at Cobleskill

                121 Burgin Drive, Cobleskill
                  3.0 out of 5.0
                   
                   

                  Situated in Cobleskill, this hotel is 4.9 mi (7.9 km) from Howe Caverns and within 12 mi (20 km) of Secret Caverns and Vroman's Nose Trailhead. Old Stone Fort ...

                  The Inn at Cobleskill$117

                  The Inn at Cobleskill$117
                  Courtyard Oneonta

                  Courtyard Oneonta

                  116 Courtyard Dr, Oneonta
                    3.0 out of 5.0
                     
                     

                    Situated in Oneonta, this hotel is 1.2 mi (2 km) from Damaschke Field and within 3 mi (5 km) of Foothills Performing Arts Center and Hartwick College. State ...

                    Courtyard Oneonta$98

                    Courtyard Oneonta$98
                    Super 8 by Wyndham Cobleskill NY

                    Super 8 by Wyndham Cobleskill NY

                    955 East Main Street, Cobleskill
                      2.0 out of 5.0
                       
                       

                      Situated in Cobleskill, this hotel is 4.9 mi (7.9 km) from Howe Caverns and within 12 mi (20 km) of Secret Caverns and Old Stone Fort Museum. Vroman's Nose Trailhead ...

                      Super 8 by Wyndham Cobleskill NY$98

                      Super 8 by Wyndham Cobleskill NY$98

                      Top Flight Deals

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