Oakham Private Walking Tour

The history of Oakham goes back over a thousand years with people living here much earlier too. Oakham is a beautiful vibrant market town which somehow manages to be wonderfully quiet compared to the noisy chaos of London. It makes for a great day out or even long weekend away. Our special private walking tour is the best way to either see it all or get your bearings for a longer stay. Our Private Walking Tour is just for you and will explore all the nooks and crannies of this beautiful market town, the county town of Rutland. See the unique castle set amongst its old walls and beautiful park with old bandstand. Admire the fabulous old church and check out the old Stocks in the Buttermarket amongst much more besides. Oakham and Rutland are known for being great for foodies and there is lots to see and buy. It's a private tour so runs when you want it and at whatever pace you like. Please note Oakham is a small market town, museum & castle interior closed Sundays & Tuesdays.

1. 1

   Oakham Castle

   20 min

   Oakham Castle is known for being one of the best-preserved examples of Norman architecture.  Its great hall is home to massive horseshoes, often made by local blacksmiths, to celebrate visitations from important people, (traditionally royalty or peers of the realm) including King Charles III and Queen Elizabeth II  Following recent restoration work it is now even easier to explore the old boundaries of the castle which may have been part of a much larger Anglo-Saxon burgh or fortification.

2. 2

   All Saints Oakham

   15 min

   Explore inside the beautiful Grade 1 listed 13th century All Saints Church whose spire you can see for miles around. The church has wonderful architecture and all manner of local memorials and history as well as being an active place of worship.

3. 3

   Stop 3

   5 min

   The last remaining such cross in Oakham is set just off the picturesque market square.

4. 4

   Stop 4

   Pass by

   Learn the history of one of the most oldest and respected schools in the U.K.

5. 5

   Stop 5

   10 min

   Savour the marketplace with its regular market beautiful old Buttercross and recently restored water pump. The market still has original Stocks... so best be on your best behavior!

6. 6

   Stop 6

   5 min

   It's not often Oakham makes the news, but the unveiling of the first and only memorial statue to the late Queen Elizabeth in April 2024 was that time. Come and see it for yourself. Personally I think the corgis make it!

7. 7

   Rutland County Museum

   40 min

   Learn some of the heritage of Oakham and Rutland, the good and the bad! Usually open Mondays, Wednesdays, Fridays and Saturdays.

8. 8

   Stop 8

   5 min

   See the medieval chapel and learn of the old hospital and modern-day almshouses set up when the hospital of St. John Evangelist and St. Anne was founded back in 1398.

9. 9

   Oakham

   2 hours

   We will explore the beautiful old streets and lanes of Oakham. See the old Buttermarket and the Stocks in the market Square. See the beautiful park and castle walls. Visit some of the towns well known foodie spots. Speaking of which visit the home of the man who inspired the home of little Tom Thumb and jumped out of a pie to surprise the King.

10. 10

    Stop 10

    5 min

    See the incredible carvings that link this old bridge to some of the executions that would take place 1 minutes walk away up the hill.

• Wheelchair accessible
• Infants and small children can ride in a pram or stroller
• Service animals allowed
• Public transportation options are available nearby
• Transportation options are wheelchair accessible
• Suitable for all physical fitness levels

For a full refund, cancel at least 24 hours before the scheduled departure time.