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Chepstow Vacations

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

Hotwire can help you find your travel bliss with Chepstow 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 Chepstow

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 Chepstow 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 Chepstow well.

Chepstow Flight + Hotel packages

Top Hotel Deals

See all 20 Properties in Chepstow
The Chepstow Inn

The Chepstow Inn

2 County Road-31, Brockton
    3.5 out of 5.0
     
     

    Situated in Chepstow, this bed & breakfast is within 12 mi (20 km) of Walkerton Golf & Curling Club, Black Horse Golf, and Whispering Hills Golf Club. Hanover ...

    The Chepstow Inn$114

    The Chepstow Inn$114
    Sutton Park Inn

    Sutton Park Inn

    1126 sutton St, Kincardine
      2.0 out of 5.0
       
       

      Situated in Kincardine, this motel is within 2 mi (3 km) of Kincardine Golf Club, Bluewater Summer Playhouse, and Walker House. Kincardine Lighthouse and Station ...

      Sutton Park Inn$82

      Sutton Park Inn$82
      Travellers Inn Hanover

      Travellers Inn Hanover

      244 - 7th Avenue, Hanover
        2.0 out of 5.0
         
         

        Situated in Hanover, this motel is 0.1 mi (0.1 km) from Hanover Raceway & Casino and within 3 mi (5 km) of Buck's Crossing Golf Course and Whispering Hills Golf ...

        Travellers Inn Hanover$69

        Travellers Inn Hanover$69
        TownePlace Suites by Marriott Kincardine

        TownePlace Suites by Marriott Kincardine

        19 Millenium Way, Kincardine
          3.0 out of 5.0
           
           

          Situated in Kincardine, this hotel is within 2 mi (3 km) of Bluewater Summer Playhouse, Walker House, and Kincardine Lighthouse. Station Beach and Kincardine ...

          TownePlace Suites by Marriott Kincardine$112

          TownePlace Suites by Marriott Kincardine$112
          Best Western Plus Walkerton Hotel & Conference Centre

          Best Western Plus Walkerton Hotel & Conference Centre

          10 East Ridge Road, Rural Route #2, Walkerton
            2.5 out of 5.0
             
             

            Situated in Walkerton, this eco-friendly hotel is 2.5 mi (4 km) from Walkerton Golf & Curling Club and 3 mi (4.8 km) from Whispering Hills Golf Club. Hanover ...

            Best Western Plus Walkerton Hotel & Conference Centre$139

            Best Western Plus Walkerton Hotel & Conference Centre$139
            Holiday Inn Express Hotel & Suites Kincardine - Downtown

            Holiday Inn Express Hotel & Suites Kincardine - Downtown

            2 Millenium Way, Kincardine
              2.5 out of 5.0
               
               

              Located in the heart of Kincardine, this hotel is within 2 mi (3 km) of Bluewater Summer Playhouse, Walker House, and Kincardine Lighthouse. Station Beach and ...

              Holiday Inn Express Hotel & Suites Kincardine - Downtown$114

              Holiday Inn Express Hotel & Suites Kincardine - Downtown$114
              Best Western Plus Governor's Inn

              Best Western Plus Governor's Inn

              791 Durham Street, Kincardine
                2.5 out of 5.0
                 
                 

                Situated in Kincardine, this hotel is within 1 mi (2 km) of Bluewater Summer Playhouse, Walker House, and Kincardine Lighthouse. Station Beach and Kincardine ...

                Best Western Plus Governor's Inn$112

                Best Western Plus Governor's Inn$112
                Kincardine Guest Cottage Motel

                Kincardine Guest Cottage Motel

                392 Queen Street, Kincardine
                  2.5 out of 5.0
                   
                   

                  Situated in Kincardine, this cabin is within a 15-minute walk of Station Beach and Bluewater Summer Playhouse. Kincardine Lighthouse and Walker House are also ...

                  Kincardine Guest Cottage Motel$72

                  Kincardine Guest Cottage Motel$72
                  Canadiana Motel

                  Canadiana Motel

                  617 10th Street, Hanover
                    2.0 out of 5.0
                     
                     

                    Situated in Hanover, this motel is within 1 mi (2 km) of Buck's Crossing Golf Course and Hanover Raceway & Casino. Whispering Hills Golf Club is 3 mi (4.8 km) ...

                    Canadiana Motel$58

                    Canadiana Motel$58
                    Walkerton Inn Motel

                    Walkerton Inn Motel

                    1305 Yonge St, Walkerton
                      2.0 out of 5.0
                       
                       

                      Situated in Walkerton, this motel is 2.1 mi (3.4 km) from Walkerton Golf & Curling Club and within 9 mi (15 km) of Whispering Hills Golf Club and Hanover Raceway ...

                      Walkerton Inn Motel$64

                      Walkerton Inn Motel$64

                      Top Flight Deals

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