The London Monopoly Challenge

Get ready to Pass Go!!

Looking for a unique walking challenge in London? Walking in Circles UK offers a choice of guided, private and self-guided London walking challenges inspired by the famous Monopoly board.

Choose from the 25km Full London Monopoly Challenge, the 16.5km Thames Bridges Challenge, or the 15.5km Royal London Challenge. Each combines a proper walking challenge with sightseeing, puzzles, landmarks and the fun of collecting locations around London.

Whether you're looking for a London walking challenge with friends, a birthday or hen-do activity, a corporate team-building event, or simply a different way to explore the capital, there's an option to suit you.

Which London Walking Challenge Should I Choose?

The FULL London ‘Classic’ Monopoly Board Challenge

Best for: The ultimate London walking challenge - 25km

Thames Bridges Monopoly

Best for: Groups, teams & a shorter challenge - 16.5km

Royal London Monopoly

Best for: Sightseeing, landmarks & a shorter walk - 15.5km

Want to go it alone? All three challenges are also available as self-guided digital experiences, with route maps, instructions, challenges and certificates.

SELF-GUIDED London Monopoly Walk! (4 options to choose from)

Best for: Sightseeing, landmarks & a shorter walk - 15.5km

‘Live’ London Monopoly Challenge Walks

  • All our ‘Live’ London Monopoly events are personally led by me, Marc at Walking in Circles, so you can be sure you’ll always be in good hands!

  • Each challenge follows a similar format - pass GO, follow the route, and aim to collect all the designated Monopoly Board squares i.e. streets, stations (or bridges, other landmarks).

  • Prior to the event you’ll receive a link to the Monopoly GUIDE, that includes - an OS Map and AllTrails Map, step by step instructions, unique Chance and Community Chest cards (with riddles and challenges to solve), and space for photo uploads of your challenge!

  • Aim to complete ALL the Monopoly Board squares and tasks to successfully complete your challenge!

  • On completion, receive - Finishers Medal, and a Digital Certificate of Achievement.

What Our Monopoly Challengers Are Saying

⭐⭐⭐⭐⭐ 5.0 on Google
Real reviews from people who've taken on our London Monopoly Challenges

The perfect hen do challenge!

“Marc from Walking in Circles designed a great self-guided Monopoly trail for a hen do I was organising. We had various specific requirements which Marc was happy to accommodate, and he was so friendly and responsive over email. The route he designed was great and all of our party really enjoyed seeing the various landmarks around London. Thank you so much Marc, we all had a great time!”

Alice
Google Review

Perfect for all ages & abilities

Marc is an excellent guide! We were a group of 16, of mixed ages and abilities - mainly 60+, who wanted to walk a marathon for charity. We loved our walk around the London bridges and the Monopoly board. Lots of new places plus lots of familiar spots seen from a different perspective. Marc was fun and informative, guided and supported us, kept us on time and got us over the finishing line! What a great day!

Liz Young
Google Review

A fantastic day out in London

“What a fantastic day out in London following the Monopoly Board game. So well organised and a lovely group of people. Marc was a brilliant guide and catered for everyone’s speed and comfort. I saw bits of London that I had never seen before and it was a pleasure to walk with like-minded people. Will definitely be signing up for another walk with Marc.”

Wendy
Google Review

BOOK YOUR OWN PRIVATE LONDON MONOPOLY CHALLENGE

Your group. Your date. Your challenge.

Book a private London Monopoly Challenge exclusively for your group. Perfect for friends, families, birthdays, celebrations, walking groups or anyone looking for a completely different way to experience London.

Choose your challenge and I'll personally guide your group around the route from start to finish.

FULL MONOPOLY

25km

6–7 hours

£180

up to 4 people

Additional people: £30pp

THAMES BRIDGES

16.5km

3 ½ - 4 hours

£150

up to 4 people

Additional people: £25pp

ROYAL LONDON

15.5km

Around 4 hours

£150

up to 4 people

Additional people: £25pp

Every private challenge includes: personal guide • interactive challenge guide • Chance & Community Chest challenges • finisher's medal • personalised digital certificate

Groups of 11+? Get in touch for a bespoke group or corporate quote.

LIVE London Monopoly Challenge

Take on the FULL ‘Classic’ London Monopoly Board Challenge on one of our live guided events.

The challenge: walk the full London Monopoly Board route, visiting every street, station and utility – while spotting the famous cards and playing pieces along the way. It’s around 25km of London, Monopoly and a fair bit of walking!

London Monopoly Board Tour Challenge walking route map

Total Distance: 25km (approx. 6–7 hours)

Ways to take on the challenge:

  • LIVE public events – choose a date and book your place below

  • Private group or corporate challenge – enquire about your own date

  • Self-guidedbuy the guide and take it on yourself

The Rules of Play

Collect all the following, and take photos as proof…

  1. Start at GO (traditional start point is Lambeth North Tube)

  2. Visit all 22 streets and 4 Stations

  3. Collect money from the bank

  4. Find all 6 playing pieces

  5. Find Houses and Hotels

  6. Locate Waterworks and Electric company

  7. Play a Chance and Community Chest

  8. Find Free Parking (a challenge in London!)

  9. Pay Income and Super Tax

  10. Go to Jail, and Get out of Jail Free

LIVE London Monopoly Challenge Dates

Prefer to book through GetYourGuide?
The LIVE London Monopoly Challenge is also available to book directly through GetYourGuide. Limited places currently 10% off.

London Monopoly Thames Bridges Edition

London Monopoly Thames Bridges Challenge walking route map
London Monopoly Thames Bridges Challenge game board and walking route

The challenge - A point to point route that follows the River Thames, complete this unique London Monopoly Board challenge by crossing 12 iconic London Bridges, whilst being on the look out to collect other familiar Monopoly items. Plus…see if you can solve all the unique Chance cards and Community Chest cards along the way!

Ideal for private groups or corporate teams!

Total Distance: 16.5km (approx. 3 1/2 - 4 hours)

London Monopoly Royal Edition

London Monopoly Royal London Challenge walking route map
London Monopoly Royal London Challenge game board and walking route

The challenge - A Royal walk through London, starting in Hyde Park, and finishing at the Tower of London. Play the iconic game as we pass famous locations that have a Royal connection. See if you can solve all the 10 mystery Chance Card riddles and Community Chest Card Challenges along the way!

Full Distance (to the Tower of London): 15.5km (approx. 4 hours)

Ideal for private groups or corporate events!

Self-Guided FULL London Monopoly Walk!

Are you up for passing GO, but want to do the challenge on your own? No problem…I’ve got you covered!

Choose your challenge…

Take on the FULL London Monopoly Challenge Guide - £13.95! Or try the Thames Bridges Monopoly Guide or Royal London Monopoly Guide editions for just £7.95!

Or get all three!

Grab the London Monopoly Challenge Collection – all 3 self-guided London adventures together for just £19.95.

What do you get?

Interactive Digital Guide + Full Route Map

  • An interactive London Monopoly guidebook (PDF format)*

  • With downloadable maps via OS Maps and AllTrails

  • All the rules of the game

  • Space for photo uploads

  • Chance Cards and Community Chest Cards, for every location, with riddles or fun challenges to complete along the way!

  • Digital Certificate

  • Step-by-Step route guide

FAQs

BOOKING ENQUIRY — LONDON MONOPOLY CHALLENGE

Tell me a little about your group and the challenge you're interested in, and I'll get back to you to discuss dates and availability