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Oakham Vacations

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

Hotwire can help you find your travel bliss with Oakham 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 Oakham

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 Oakham 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 Oakham well.

Top Hotel Deals

See all 286 Hotels in Oakham
Barnsdale Hall Hotel

Barnsdale Hall Hotel

North Oakham, Oakham
    3.0 out of 5.0
     
     

    Situated on a lake, this spa hotel is 3.3 mi (5.4 km) from Oakham Castle and within 12 mi (20 km) of Stamford Meadows and Burghley House. Woolsthorpe Manor is ...

    The White Horse Inn

    The White Horse Inn

    Main Street, Oakham
      3.0 out of 5.0
       
       

      Situated in Empingham, this inn is within 9 mi (15 km) of Oakham Castle, Stamford Meadows, and Burghley House. Woolsthorpe Manor is 12.1 mi (19.5 km) away.

      The White Horse Inn$98

      The White Horse Inn$98
      The Crown Inn

      The Crown Inn

      19 High Street East, Oakham
        3.0 out of 5.0
         
         

        Situated in Oakham, this inn is within 9 mi (15 km) of Rockingham Castle, Oakham Castle, and Rutland Water Nature Reserve. Rockingham Motor Speedway and Priors ...

        The Crown Inn$87

        The Crown Inn$87
        The Admiral Hornblower

        The Admiral Hornblower

        64 High Street, Oakham
          3.0 out of 5.0
           
           

          Situated in Oakham, this hotel is 0.2 mi (0.3 km) from Oakham Castle and 12 mi (19.4 km) from Rockingham Castle. Stamford Meadows and Woolsthorpe Manor are also ...

          The Admiral Hornblower$94

          The Admiral Hornblower$94
          The Old Wisteria Hotel

          The Old Wisteria Hotel

          Catmose Street, Oakham
            3.0 out of 5.0
             
             

            Situated in a rural location, this hotel is 0.2 mi (0.3 km) from Oakham Castle and 3.1 mi (5 km) from Rutland Water Nature Reserve. Burghley House is 13.5 mi ...

            Brook Whipper-In Hotel

            Brook Whipper-In Hotel

            Market Square, Oakham
              3.0 out of 5.0
               
               

              Situated in Oakham, this hotel is 0 mi (0 km) from Oakham Castle and within 12 mi (20 km) of Rutland Water Nature Reserve and Stamford Meadows. Rockingham Castle ...

              Brook Whipper-In Hotel$97

              Brook Whipper-In Hotel$97
              The White Lion Inn

              The White Lion Inn

              38 Main Street, Oakham
                3.0 out of 5.0
                 
                 

                Situated in Oakham, this inn is 4.3 mi (7 km) from Oakham Castle and 9.6 mi (15.5 km) from Woolsthorpe Manor. Burghley House and Rockingham Castle are also within ...

                The White Lion Inn$87

                The White Lion Inn$87
                Redwings Lodge Uppingham

                Redwings Lodge Uppingham

                A47 Glaston Road, Oakham
                  2.5 out of 5.0
                   
                   

                  Situated in Morcott, this hotel is within 9 mi (15 km) of Rockingham Castle, Oakham Castle, and Rockingham Motor Speedway. Stamford Meadows and Burghley House ...

                  Boot and Shoe

                  Boot and Shoe

                  The Street, Oakham
                    2.0 out of 5.0
                     
                     

                    Situated in Oakham, this inn is within 12 mi (20 km) of Stamford Meadows, Oakham Castle, and Rockingham Castle. Burghley House and Priors Hall Golf Club are ...

                    The Marquess Of Exeter

                    The Marquess Of Exeter

                    52 Main Street, Lyddington, Rutland, Oakham
                      4.0 out of 5.0
                       
                       

                      Situated in Lyddington, this inn is within 9 mi (15 km) of Rockingham Castle, Rockingham Motor Speedway, and Oakham Castle. Priors Hall Golf Club is 10.9 mi ...

                      The Marquess Of Exeter$113

                      The Marquess Of Exeter$113