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Uppingham Vacations

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

Hotwire can help you find your travel bliss with Uppingham 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 Uppingham

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 Uppingham 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 Uppingham well.

Top Hotel Deals

See all 184 Hotels in Uppingham
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 Lake Isle

    The Lake Isle

    High Street East, Uppingham, Oakham
      4.0 out of 5.0
       
       

      Situated in Oakham, this hotel is in the same area as Rutland Water Nature Reserve, Rockingham Castle, and Oakham Castle. Area attractions also include Rockingham ...

      The Falcon Hotel

      The Falcon Hotel

      The Market Place, Oakham
        3.5 out of 5.0
         
         

        Situated in Oakham, this hotel is within 9 mi (15 km) of Rockingham Castle, Oakham Castle, and Rockingham Motor Speedway. Priors Hall Golf Club is 10.4 mi (16.8 ...

        Hotel Campanile Leicester

        Hotel Campanile Leicester

        St Matthews Way, Leicester
          3.0 out of 5.0
           
           

          Located in the heart of Leicester, this hotel is within a 15-minute walk of Haymarket Shopping Centre, Highcross Shopping Centre, and Leicester Cathedral. Jewry ...

          Hotel Campanile Leicester$51

          Hotel Campanile Leicester$51
          Stoke Rochford Hall, Best Western Premier Collection

          Stoke Rochford Hall, Best Western Premier Collection

          Stoke Rochford Hall, Grantham
            4.0 out of 5.0
             
             

            Situated in Grantham, this hotel is 3.4 mi (5.5 km) from Woolsthorpe Manor and within 12 mi (20 km) of Belton House and Belvoir Castle. Rutland Water Nature ...

            Peterborough Marriott Hotel

            Peterborough Marriott Hotel

            Peterborough Business Park, Peterborough
              4.0 out of 5.0
               
               

              Situated in the business district, this spa hotel is within 9 mi (15 km) of Peterborough Cathedral, St. Mary and All Saints, and Fotheringhay Castle. Stamford ...

              Peterborough Marriott Hotel$112

              Peterborough Marriott Hotel$112
              Regency Hotel

              Regency Hotel

              360 London Road, Leicester
                3.0 out of 5.0
                 
                 

                Situated in Leicester, this hotel is within 1 mi (2 km) of Victoria Park and Leicester Racecourse. University of Leicester and De Montford Hall are also within ...

                Regency Hotel$72

                Regency Hotel$72
                Best Western Plus Peterborough Orton Hall Hotel & Spa

                Best Western Plus Peterborough Orton Hall Hotel & Spa

                The Village Orton Longueville, Peterborough
                  4.0 out of 5.0
                   
                   

                  Located in the heart of Peterborough, this spa hotel is 3.2 mi (5.2 km) from Peterborough Cathedral and within 12 mi (20 km) of Fotheringhay Castle and St. Mary ...

                  Best Western Plus Peterborough Orton Hall Hotel & Spa$135

                  Best Western Plus Peterborough Orton Hall Hotel & Spa$135
                  ibis budget Leicester

                  ibis budget Leicester

                  Leicester North Services, Leicester
                    3.0 out of 5.0
                     
                     

                    Situated in Birstall, this hotel is 2.9 mi (4.6 km) from National Space Centre and within 9 mi (15 km) of University of Leicester and Highcross Shopping Centre. ...

                    ibis budget Leicester$49

                    ibis budget Leicester$49
                    Dragonfly Hotel Peterborough

                    Dragonfly Hotel Peterborough

                    Thorpe Meadows, Peterborough
                      3.0 out of 5.0
                       
                       

                      Situated in Peterborough, this hotel is 1.9 mi (3 km) from Peterborough Cathedral and within 12 mi (20 km) of Fotheringhay Castle and St. Mary and All Saints. ...

                      Dragonfly Hotel Peterborough$61

                      Dragonfly Hotel Peterborough$61