Beginning of main content
Trip Type
Flight 1
Flight 2
Flight 3
Flight 4
Flight 5

Roxbury Vacations

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

Hotwire can help you find your travel bliss with Roxbury 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 Roxbury

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 Roxbury 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 Roxbury well.

Top Hotel Deals

See all 70 Properties in Roxbury
Roxbury Suites

Roxbury Suites

138 Southbury Rd, Roxbury
    3.5 out of 5.0
     
     

    Situated in Roxbury, this inn is within 9 mi (15 km) of Institute for American Indian Studies Museum and Research Center, Woodbury Ski Area, and Glebe House ...

    Roxbury Suites$189

    Roxbury Suites$189
    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$95

      La Quinta Inn & Suites Danbury$95
      Hotel Zero Degrees Danbury

      Hotel Zero Degrees Danbury

      15 Milestone Road, Danbury
        4.0 out of 5.0
         
         

        Situated in Danbury, this hotel is 1 mi (1.5 km) from Matrix Conference and Banquet Center and within 3 mi (5 km) of Ives Concert Park and Richter Park Golf ...

        Hotel Zero Degrees Danbury$119

        Hotel Zero Degrees Danbury$119
        Heritage Hotel Golf, Spa & Conference Center, BW Collection

        Heritage Hotel Golf, Spa & Conference Center, BW Collection

        522 Heritage Rd, Southbury
          3.5 out of 5.0
           
           

          Situated in the suburbs, this spa hotel is within 6 mi (10 km) of Southford Falls State Park, Hollow Park, and Glebe House Museum and The Gertrude Jekyll Garden. ...

          Heritage Hotel Golf, Spa & Conference Center, BW Collection$118

          Heritage Hotel Golf, Spa & Conference Center, BW Collection$118
          Courtyard by Marriott Waterbury Downtown

          Courtyard by Marriott Waterbury Downtown

          63 Grand St, Waterbury
            3.0 out of 5.0
             
             

            Located in the heart of Waterbury, this hotel is within a 5-minute walk of Waterbury City Hall, Christopher Columbus Statue, and Apothecary Building. Ben Franklin ...

            Courtyard by Marriott Waterbury Downtown$119

            Courtyard by Marriott Waterbury Downtown$119
            Microtel Inn & Suites by Wyndham Bethel/Danbury

            Microtel Inn & Suites by Wyndham Bethel/Danbury

            80 Benedict Rd, Bethel
              2.0 out of 5.0
               
               

              Situated in Bethel, this hotel is 1.7 mi (2.7 km) from Still River Greenway and within 6 mi (10 km) of Danbury Railway Museum and Danbury Museum and Historical ...

              Microtel Inn & Suites by Wyndham Bethel/Danbury$63

              Microtel Inn & Suites by Wyndham Bethel/Danbury$63
              Hampton Inn Danbury

              Hampton Inn Danbury

              81 Newtown Rd, Danbury
                2.5 out of 5.0
                 
                 

                Situated in Danbury, this hotel is 0.6 mi (0.9 km) from Still River Greenway and within 3 mi (5 km) of Danbury Railway Museum and Danbury Music Centre. Danbury ...

                Hampton Inn Danbury$105

                Hampton Inn Danbury$105
                The Litchfield Inn

                The Litchfield Inn

                432 Bantam Road, Litchfield
                  4.0 out of 5.0
                   
                   

                  Situated in the suburbs, this romantic inn is within 1 mi (2 km) of Livingston Ripley Waterfowl Conservancy and White Memorial Conservation Center. Litchfield ...

                  The Litchfield Inn$135

                  The Litchfield Inn$135
                  Best Western Danbury/Bethel

                  Best Western Danbury/Bethel

                  11 Stony Hill Road, Bethel
                    2.5 out of 5.0
                     
                     

                    Situated near the airport, this motel is 1.3 mi (2.1 km) from Still River Greenway and 3.1 mi (4.9 km) from Danbury Railway Museum. Danbury Museum and Historical ...

                    Best Western Danbury/Bethel$79

                    Best Western Danbury/Bethel$79
                    Ethan Allen Hotel

                    Ethan Allen Hotel

                    21 Lake Avenue Extension, Danbury
                      3.5 out of 5.0
                       
                       

                      Situated near the airport, this hotel is within 2 mi (3 km) of Danbury Fair Mall, Military Museum of Southern New England, and Ives Concert Park. Danbury Music ...

                      Ethan Allen Hotel$107

                      Ethan Allen Hotel$107

                      Top Flight Deals

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