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Jaffrey Vacations

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

Hotwire can help you find your travel bliss with Jaffrey 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 Jaffrey

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 Jaffrey 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 Jaffrey well.

Top Hotel Deals

See all 25 Properties in Jaffrey
Benjamin Prescott Inn

Benjamin Prescott Inn

433 Turnpike Rd, Jaffrey
    3.0 out of 5.0
     
     

    Situated in Jaffrey, this bed & breakfast is 2.2 mi (3.6 km) from Jaffrey Civic Center and 2.3 mi (3.7 km) from Cathedral of the Pines. Shattuck Golf Course ...

    Benjamin Prescott Inn$134

    Benjamin Prescott Inn$134
    The Monadnock Inn

    The Monadnock Inn

    379 Main Street, Jaffrey
      2.5 out of 5.0
       
       

      Situated in the mountains, this bed & breakfast is 0.7 mi (1.1 km) from Shattuck Golf Course and within 3 mi (5 km) of Jaffrey Civic Center and Monadnock State ...

      The Monadnock Inn$99

      The Monadnock Inn$99
      Best Western Plus Keene Hotel

      Best Western Plus Keene Hotel

      401 Winchester St, Keene
        3.0 out of 5.0
         
         

        Situated in the suburbs, this hotel is within 1 mi (2 km) of Thorne-Sagendorph Art Gallery, Cheshire Children's Museum, and Horatio Colony Museum. Historical ...

        Best Western Plus Keene Hotel$89

        Best Western Plus Keene Hotel$89
        The Colonial Hotel

        The Colonial Hotel

        625 Betty Spring Road, Gardner
          3.0 out of 5.0
           
           

          Situated in Gardner, this romantic hotel is 3 mi (4.7 km) from Mount Wachusett Community College and within 9 mi (15 km) of Cushing Academy and Stevens Memorial ...

          The Colonial Hotel$130

          The Colonial Hotel$130
          Courtyard by Marriott Keene Downtown

          Courtyard by Marriott Keene Downtown

          75 Railroad St, Keene
            3.0 out of 5.0
             
             

            Situated in Keene, this hotel is within a 5-minute walk of Colonial Theatre and Central Square. Horatio Colony Museum and Historical Society of Cheshire County ...

            Courtyard by Marriott Keene Downtown$116

            Courtyard by Marriott Keene Downtown$116
            Days Inn by Wyndham Keene NH

            Days Inn by Wyndham Keene NH

            3 Ash Brook Road, Keene
              2.0 out of 5.0
               
               

              Situated in Keene, this hotel is within 2 mi (3 km) of Cheshire Children's Museum, Thorne-Sagendorph Art Gallery, and Alumni Field. Horatio Colony Museum and ...

              Days Inn by Wyndham Keene NH$80

              Days Inn by Wyndham Keene NH$80
              Super 8 by Wyndham Gardner

              Super 8 by Wyndham Gardner

              22 Pearson Boulevard, Gardner
                2.5 out of 5.0
                 
                 

                Situated in Gardner, this motel is 2 mi (3.1 km) from Mount Wachusett Community College and within 9 mi (15 km) of Cushing Academy and Stevens Memorial Library. ...

                Super 8 by Wyndham Gardner$73

                Super 8 by Wyndham Gardner$73
                Holiday Inn Express Keene

                Holiday Inn Express Keene

                175 Key Rd, Keene
                  2.5 out of 5.0
                   
                   

                  Situated in Keene, this hotel is within 1 mi (2 km) of Cheshire Children's Museum, Thorne-Sagendorph Art Gallery, and Horatio Colony Museum. Historical Society ...

                  Holiday Inn Express Keene$102

                  Holiday Inn Express Keene$102
                  Fairfield Inn & Suites by Marriott Keene Downtown

                  Fairfield Inn & Suites by Marriott Keene Downtown

                  30 Main Street, Keene
                    3.0 out of 5.0
                     
                     

                    Located in the heart of Keene, this hotel is steps from Central Square and Colonial Theatre. Horatio Colony Museum and Historical Society of Cheshire County ...

                    Fairfield Inn & Suites by Marriott Keene Downtown$107

                    Fairfield Inn & Suites by Marriott Keene Downtown$107
                    Crotched Mountain Resort

                    Crotched Mountain Resort

                    740 2nd Nh Tpke N, Francestown
                      3.0 out of 5.0
                       
                       

                      Situated in Francestown, this golf condo building is 11.9 mi (19.2 km) from Peterborough Players and within 20 mi (32 km) of Peterborough Town House and Pats ...

                      Crotched Mountain Resort$139

                      Crotched Mountain Resort$139

                      Top Flight Deals

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