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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 73 Hotels in Roxbury
Roxbury Suites

Roxbury Suites

138 Southbury Rd, Roxbury
    3.5 out of 5.0
     
     

    Situated in Roxbury, this inn is within 6 mi (10 km) of Institute for American Indian Studies Museum and Research Center, Glebe House Museum and The Gertrude ...

    Heritage Hotel and Conference Center, BW Premier Collection

    Heritage Hotel and Conference Center, BW Premier 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 and Conference Center, BW Premier Collection$116

      Heritage Hotel and Conference Center, BW Premier Collection$116
      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$96

        Crowne Plaza Danbury$96
        Comfort Inn Naugatuck

        Comfort Inn Naugatuck

        716 New Haven Rd, Naugatuck
          2.5 out of 5.0
           
           

          Located in the heart of Naugatuck, this hotel is within 6 mi (10 km) of Hop Brook Lake, Beacon Falls Town Recreation Field, and Matthies Memorial Park. Shrine ...

          Comfort Inn Naugatuck$95

          Comfort Inn Naugatuck$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$149

            Hotel Zero Degrees Danbury$149
            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$90

              La Quinta Inn & Suites Danbury$90
              Hilton Garden Inn Danbury

              Hilton Garden Inn Danbury

              119 Mill Plain Rd, Danbury
                3.0 out of 5.0
                 
                 

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

                Hilton Garden Inn Danbury$119

                Hilton Garden Inn Danbury$119
                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 Christopher Columbus Statue, Waterbury City Hall, and Apothecary Building. Ben Franklin ...

                  Courtyard by Marriott Waterbury Downtown$99

                  Courtyard by Marriott Waterbury Downtown$99
                  Wyndham Southbury

                  Wyndham Southbury

                  1284 Strongtown Road, Southbury
                    2.5 out of 5.0
                     
                     

                    Situated in Southbury, this hotel is 2.5 mi (4 km) from Quassy Amusement Park and 2.9 mi (4.7 km) from Southford Falls State Park. Hollow Park and Glebe House ...

                    Wyndham Southbury$101

                    Wyndham Southbury$101
                    Hampton Inn Waterbury

                    Hampton Inn Waterbury

                    777 Chase Pkwy, Waterbury
                      2.5 out of 5.0
                       
                       

                      Located in the heart of Waterbury, this hotel is 1 mi (1.5 km) from Harrub Pilgrim Memorial and within 3 mi (5 km) of Union Station Clocktower and Soldiers' ...

                      Hampton Inn Waterbury$127

                      Hampton Inn Waterbury$127

                      Top Flight Deals

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