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Old Chatham Vacations

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

Hotwire can help you find your travel bliss with Old Chatham 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 Old Chatham

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 Old Chatham 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 Old Chatham well.

Top Hotel Deals

See all 189 Hotels in Old Chatham
Hampton Inn & Suites Albany-Downtown

Hampton Inn & Suites Albany-Downtown

25 Chapel St, Albany
    2.5 out of 5.0
     
     

    Located in Downtown Albany, this hotel is steps from Albany Berkshire Ballet and Palace Theater. New York State Capitol Building and Times Union Center are also ...

    Hampton Inn & Suites Albany-Downtown$99

    Hampton Inn & Suites Albany-Downtown$99
    Hilton Albany

    Hilton Albany

    40 Lodge Street, Albany
      3.5 out of 5.0
       
       

      Located in the heart of Albany, this family-friendly hotel is steps from Albany City Hall and New York State Capitol Building. The Egg and Times Union Center ...

      Hilton Albany$129

      Hilton Albany$129
      Motel 6 Albany, New York

      Motel 6 Albany, New York

      100 Watervliet Ave, Albany
        2.0 out of 5.0
         
         

        Situated in Albany, this motel is 0.7 mi (1 km) from Westgate Plaza and within 3 mi (5 km) of The Egg and New York State Museum. Washington Park and Albany Institute ...

        Motel 6 Albany, New York$50

        Motel 6 Albany, New York$50
        Hilton Garden Inn Lenox Pittsfield

        Hilton Garden Inn Lenox Pittsfield

        1032 South Street, Pittsfield
          3.0 out of 5.0
           
           

          Situated in Pittsfield, this hotel is 1.2 mi (1.9 km) from Bousquet Ski Area and within 3 mi (5 km) of Arrowhead Museum and Kennedy Park. Colonial Theater and ...

          Hilton Garden Inn Lenox Pittsfield$127

          Hilton Garden Inn Lenox Pittsfield$127
          Ramada Plaza by Wyndham Albany

          Ramada Plaza by Wyndham Albany

          3 Watervliet Avenue Ext, Albany
            3.0 out of 5.0
             
             

            The hotel is a 10-minute drive from Albany International Airport. The city's famous downtown historic district and Empire State Convention Center are only 8 ...

            Ramada Plaza by Wyndham Albany$76

            Ramada Plaza by Wyndham Albany$76
            Hilton Garden Inn Troy

            Hilton Garden Inn Troy

            235 Hoosick St, Troy
              3.0 out of 5.0
               
               

              Situated near the airport, this hotel is within 1 mi (2 km) of Rensselaer Polytechnic Institute and Experimental Media and Performing Arts Center. Arts Center ...

              Hilton Garden Inn Troy$93

              Hilton Garden Inn Troy$93
              The Red Lion Inn

              The Red Lion Inn

              30 Main Street, Stockbridge
                3.5 out of 5.0
                 
                 

                This family-friendly Stockbridge hotel is located in the historical district, within a 15-minute walk of Mission House, Berkshire Theatre Festival, and Naumkeag. ...

                The Red Lion Inn$140

                The Red Lion Inn$140
                Crowne Plaza Pittsfield-Berkshires

                Crowne Plaza Pittsfield-Berkshires

                1 West St, Pittsfield
                  3.5 out of 5.0
                   
                   

                  Located in the heart of Pittsfield, this hotel is within a 5-minute walk of Berkshire Museum, Colonial Theater, and Berkshire Athenaeum. Canoe Meadows Wildlife ...

                  Crowne Plaza Pittsfield-Berkshires$96

                  Crowne Plaza Pittsfield-Berkshires$96
                  Yankee Inn

                  Yankee Inn

                  461 Pittsfield Rd, Lenox
                    2.5 out of 5.0
                     
                     

                    Located in the heart of Lenox, this hotel is 0.5 mi (0.9 km) from Kennedy Park and within 3 mi (5 km) of Pleasant Valley Wilderness Sanctuary and Arrowhead Museum. ...

                    Yankee Inn$92

                    Yankee Inn$92
                    Renaissance Albany Hotel

                    Renaissance Albany Hotel

                    144 State Street, Albany
                      3.5 out of 5.0
                       
                       

                      Located in Downtown Albany, this hotel is steps from Albany City Hall and New York State Capitol Building. The Egg and Governor Nelson A. Rockefeller Empire ...

                      Renaissance Albany Hotel$151

                      Renaissance Albany Hotel$151

                      Top Flight Deals

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