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Hancock Vacations

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

Hotwire can help you find your travel bliss with Hancock 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 Hancock

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 Hancock 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 Hancock well.

Top Hotel Deals

See all 129 Hotels in Hancock
Vacation Village in the Berkshires

Vacation Village in the Berkshires

276 Brodie Mountain Rd, Hancock
    3.0 out of 5.0
     
     

    Situated in Hancock, this condo building is 5.8 mi (9.3 km) from Mount Greylock State Reservation Visitor Center and within 12 mi (20 km) of Waubeeka Golf Links ...

    Vacation Village in the Berkshires$135

    Vacation Village in the Berkshires$135
    Jiminy Peak Mountain Resort

    Jiminy Peak Mountain Resort

    37 Corey Rd, Hancock
      3.0 out of 5.0
       
       

      Located in the mountains, this Hancock condo resort offering ski-in/ski-out access is 6.1 mi (9.8 km) from Mount Greylock State Reservation Visitor Center and ...

      Jiminy Peak Mountain Resort$115

      Jiminy Peak Mountain Resort$115
      Wyndham Bentley Brook

      Wyndham Bentley Brook

      1 Corey Road, Hancock
        3.0 out of 5.0
         
         

        Situated in the mountains, this eco-friendly condo building is 6.1 mi (9.9 km) from Mount Greylock State Reservation Visitor Center and within 12 mi (20 km) ...

        Corey Road #221371 - 2 Br Condo

        Corey Road #221371 - 2 Br Condo

        1 Corey Road, Hancock
          3.0 out of 5.0
           
           

          Situated in Hancock, this condo building is in the same area as Mount Greylock State Reservation Visitor Center and Pittsfield State Forest. Regional attractions ...

          Corey Road Condo #221370 1 Bedroom 2 Bathrooms Condo

          Corey Road Condo #221370 1 Bedroom 2 Bathrooms Condo

          1 Corey Road, Hancock
             
             
            Corey Road Condo #228864 1 Bedroom 1 Bathroom Condo

            Corey Road Condo #228864 1 Bedroom 1 Bathroom Condo

            1 Corey Road, Hancock
               
               
              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$110

                Hilton Garden Inn Lenox Pittsfield$110
                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
                  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$139

                    The Red Lion Inn$139
                    The Orchards Hotel

                    The Orchards Hotel

                    222 Adams Rd, Williamstown
                      3.5 out of 5.0
                       
                       

                      Situated in a rural location, this hotel is within 1 mi (2 km) of Hopkins Observatory, Williams College Museum of Art, and Chapin Library of Rare Books and Manuscripts. ...

                      The Orchards Hotel$159

                      The Orchards Hotel$159

                      Top Flight Deals

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