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Brewster Vacations

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

Hotwire can help you find your travel bliss with Brewster 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 Brewster

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 Brewster 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 Brewster well.

Brewster Flight + Hotel packages

Top Hotel Deals

See all 104 Hotels in Brewster
Heidi's Inn-Brewster New York

Heidi's Inn-Brewster New York

1270 Route 22, Brewster
    2.5 out of 5.0
     
     

    Situated in Brewster, this hotel is 2.2 mi (3.6 km) from Brewster Public Library and within 9 mi (15 km) of Richter Park Golf Course and Matrix Conference and ...

    Overlook Lodge at Bear Mountain

    Overlook Lodge at Bear Mountain

    55 Hessian Drive, Bear Mountain
      2.5 out of 5.0
       
       

      Situated in a state park, this historic hotel is 1.7 mi (2.7 km) from Bear Mountain State Park and within 6 mi (10 km) of Manitoga The Russel Wright Design Center ...

      Overlook Lodge at Bear Mountain$149

      Overlook Lodge at Bear Mountain$149
      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
        Ramada by Wyndham Fishkill

        Ramada by Wyndham Fishkill

        542 Route 9, Fishkill
          3.0 out of 5.0
           
           

          Situated in Fishkill, this hotel is within 1 mi (2 km) of Van Wyck Homestead Museum, Fishkill Golf Course, and Blodgett Memorial Library. SplashDown Beach is ...

          Ramada by Wyndham Fishkill$99

          Ramada by Wyndham Fishkill$99
          La Quinta inn & Suites Armonk Westchester County Airport

          La Quinta inn & Suites Armonk Westchester County Airport

          94 Business Park Dr, Armonk
            2.5 out of 5.0
             
             

            Situated in Armonk, this hotel is 0.5 mi (0.8 km) from Armonk Indoor Sports Center and within 6 mi (10 km) of Audubon Center and Westmoreland Sanctuary. Arthur ...

            La Quinta inn & Suites Armonk Westchester County Airport$93

            La Quinta inn & Suites Armonk Westchester County Airport$93
            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$88

              Hilton Garden Inn® Norwalk$88
              Magnuson Hotel Fishkill

              Magnuson Hotel Fishkill

              20 Schuyler Blvd, Fishkill
                2.5 out of 5.0
                 
                 

                Situated in Fishkill, this hotel is within 1 mi (2 km) of Van Wyck Homestead Museum, Blodgett Memorial Library, and Fishkill Golf Course. SplashDown Beach is ...

                Magnuson Hotel Fishkill$95

                Magnuson Hotel Fishkill$95
                Best Western Plus The Inn & Suites At The Falls

                Best Western Plus The Inn & Suites At The Falls

                50 Red Oaks Mill Rd, Poughkeepsie
                  2.5 out of 5.0
                   
                   

                  Situated on a river, this hotel is within 3 mi (5 km) of Frances Lehman Loeb Art Center, Vassar College, and Vassar Golf Course. McCann Golf Course and Locust ...

                  Best Western Plus The Inn & Suites At The Falls$99

                  Best Western Plus The Inn & Suites At The Falls$99
                  La Quinta Inn & Suites Danbury

                  La Quinta Inn & Suites Danbury

                  116 Newtown Road, Danbury
                    2.5 out of 5.0
                     
                     

                    Situated in Danbury, this hotel is 1 mi (1.6 km) from Still River Greenway and within 3 mi (5 km) of Danbury Railway Museum and Danbury Music Centre. Danbury ...

                    La Quinta Inn & Suites Danbury$97

                    La Quinta Inn & Suites Danbury$97
                    Crowne Plaza Danbury

                    Crowne Plaza Danbury

                    18 Old Ridgebury Road, Danbury
                      3.5 out of 5.0
                       
                       

                      Situated near the airport, this hotel is 1.1 mi (1.8 km) from Matrix Conference and Banquet Center and within 3 mi (5 km) of Ives Concert Park and Richter Park ...

                      Crowne Plaza Danbury$102

                      Crowne Plaza Danbury$102

                      Top Flight Deals

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