Best Chester Walking Tours in 2026

Chester , North West England

From $ 16.14

Fascinating walking tours of Roman Chester with an authentic Roman Soldier as your guide... transported back nearly 2000 years, to visit the city of Chester when it was the largest Roman fortress in Britain; For people who like something fresh, interesting, factual and fun. Touring Chester with an authentic Roman Soldier guiding you on a light-hearted journey through Chester's Roman Heritage. Armed with the latest archaeological evidence, we provide a unique insight into life in Roman Britain. Astounding sights ranging from the amphitheater to remains hidden in the basements of high street shops. An award winning tour which consistently receives four and 5 star reviews on trip advisor. A unique quality experience of the lives of those that built Britain biggest Roman fort and amphitheater. We have been providing tours of Chester since 1997 and are passionate about creating a unique experience for all, not to be missed!

Chester , North West England

From $ 115.67

Discover Chester's finest food & drink on a small-group walking food tour of this historical city that puts a spotlight on independent restaurants, pubs, and food stalls. Enjoy 7 fabulous food stops & enjoy British classics, Cheshire chocolate and unique dishes designed for the tour. Hear Chester's fascinating history through stories and little known facts that bring the city to life. Pass by attractions such as Chester Cathedral & the Amphitheatre, walk on the Roman walls and unique Chester Rows Explore local & global food, have a well deserved Cheshire ale & other surpises! During this culinary journey gain insider knowledge from local chefs & food heroes. Your tour is led by a local guide, judge for the Great Taste Awards and award winner with the Princes Trust who knows the hospitality scene in Chester intimately. Generous tastings including 2 alcoholic drinks, hidden gems, exciting new restaurants & the most beautiful pub in Chester!

Chester , North West England

From $ 16.14

This exciting tour will focus on medieval Chester in the year of 1403. England is under the rule of King Henry IV but the rebellion of Henry ‘Hotspur’ Percy, along with his allies Owain Glyndwr and the Earl of Douglas, threatens his reign. Our authentically dressed medieval soldiers will lead you around Chester highlighting significant events of the time and outlining the reasons leading to Hotspur rebelling against the King. You will also learn about what life was like for the soldiers living in the city, particularly the famous and skilled, Cheshire longbowmen the former bodyguards to the crown. Sights you will visit/see with our medieval archer include; Chester walls, Chester’s famous medieval rows and we will point out some of remaining buildings of medieval Chester. please note though this tour is more about story of the rebellion and not sight seeing and buildings. at the end of the tour you will learn about the impact this rebellion had on Chester and Britain for modern day.

Chester , North West England

From $ 26.89

Join the adventure, and turn the streets of Chester into a GIANT outdoor escape room! ✔️ Enjoy a one-of-a-kind adventure to treasure with your friends ✔️ Combine your skills to crack the clues & unravel the epic tale ✔️ Discover Chester's amazing history & hidden gems For nearly 2,000 years, the fate of Rome’s missing 9th legion has been shrouded in mystery… until one lucky archaeologist makes the discovery of a lifetime... Are their secrets buried in the city of Chester? Nobody knows. But clues found in an old diary could finally expose the truth.. and this is where you come in... Your challenge is to track down hidden objects, decode symbols, and uncover hidden messages, as you eliminate suspects & gradually unravel the crime. And an exciting twist awaits.. Make it to the end and you'll be struck by an amazing ‘wow’ moment when the case is solved and the villain is revealed before your eyes! Don’t let the villain get away.. Your time to start is now!

Chester , North West England

From $ 16.14

A Walk Through History Experience romantic Chester and hear stories of the lives and loves of the people who have lived here over the centuries, in a way that only an experienced guide can tell. Let Chester cast its spell on you; a glorious, ancient city with a rare elegance in its beautifully preserved old buildings. From its beginnings as a city of Legions and the cross roads of the British Isles to what is now a lively city with energy in its air, yet also mature and relaxed. The sense that most of England's history is encapsulated here in its broad, cobbled, picturesque streets and its profusion of Rows. Take the stress out of the planning and book 'The Heart of Chester Walking Tour', taking in the centre of the city and ensuring that you don’t miss those headline sights, allowing time for photographic opportunities and creating your own memories. Private tours can be accommodated.

Chester , North West England

From $ 8.99

Are you looking for a way to see Chester without joining a tour group? Explore at your own pace with this affordable audio tour. • See the old city wall, still guarded by ghostly Roman soldiers, as well as Chester’s spookiest passage, haunted by a monk, and the site of its final public execution • Hear from producer David Atkinson, a local writer who’s contributed to Lonely Planet and Bradt Travel Guides • Do it all in an hour or linger at stops along the way with complete control over when you start and finish • Get unlimited use before and after your booking date • Use the virtual tour option at home Once you’ve booked, you’ll receive a ticket with instructions and a unique code listed under “Before You Go”. Then install the VoiceMap app and enter your code. The app displays directions to the starting point, and when you’re in the right place, just pop in your headphones and tap start. VoiceMap has automatic GPS playback, with turn-by-turn directions. It also works offline.

Chester , North West England

From $ 16.14

Opened in 1850, Overleigh Cemetery hosts many fascinating graves and monuments that reflect Chester's rich and diverse history. Every gravestone conceals a life story waiting to be told, and every grave has a hidden history. Led by a qualified and insured Green Badge guide, tours will include visits to around 25 of the most notable graves. Designed by a famous local architect, T.M. Penson, the cemetery was laid out "with admirable taste" and included two lodges, two chapels, and an ornamental lake with three islands. Humble graves were unmarked or had a simple wooden cross, while the better-off had grander memorials. You'll discover the extraordinary stories of some of those laid to rest here, including Mary Jonas, who had 33 children, including 15 sets of identical twins; Edward Langry, the husband of Edward VII's mistress, who went crazy and died in the local lunatic asylum; and William Bidulph Cross, who made his own illuminated coffin from wooden matchboxes.

Chester , North West England

From $ 16.14

Step back with me to the Edwardian period for a lovely walking tour of historic Chester . There is a lot of Edwardian Chester to see if you know where to look and I am here to tell you the stories of the people who lived and worked within the ancient walls . This tour is great for visitors and locals eager to see a different side of this city

Chester , North West England

From $ 37.59

Turning the streets of Chester Into an Adventure Playground! Get a unique perspective of the city centre on this self-guided, interactive treasure hunt. It's the best way to explore the city! On your adventure, unlock a hidden trail by finding clues, solving puzzles and completing challenges, earning points along the way. During your Quest, not only discover the city's highlights but explore hidden gems, learn some fun facts about the places you visit and see things that most people just pass by. As the activity is all self-guided through the app, you can start your Quest when you want (must be played during daylight hours), there are no set starting/ending times. No groups to follow. You can go at your own pace, stopping for longer in one location, taking a break or having a snack in one of the many cafes and pubs along the trail OR you can make it a race and try to get to the top of the city leaderboard! Instant acess with nothing to print from home. Will you conquer the Quest?

Chester , North West England

From $ 20.18

A flickering candlelight into the darkest recesses of Chester’s 2,000-year heritage, illuminating tales of plague, poltergeists and religious persecution amongst others. It’s a 90-minute walking tour, hosted early evening, and a storytelling stroll with plenty of dark humour and Horrible Histories-style tale. Dark Chester runs special tours during the Chester Heritage Festival, including visits to places associated with dark tales.Please contact me for details, and follow my Instagram @darkchestertour for images and videos from the tour. Join me and let’s take a walk on the dark side.

Chester , North West England

From $ 147.95

Are you a food lover and someone who loves to explore? Then you’re in the right place, as this award-winning walking food tour is perfect for any foodie! Let us guide you round the historic walls of Chester City, visiting our favourite local eateries and trying many different culinary delights guaranteed to get your taste buds tingling. Our passionate and experienced local guide will lead you to 5 independents where you will enjoy a range of food and drink whilst learning more about the venues and their influences from the owners themselves. Our unique tour also passes by key sights in the city, where you'll hear interesting stories about Chester’s ancient history while sipping on an award-winning ale, or even maybe sampling some artisanal cheese. Each of our Chester tours are unique and we reveal each of the stops to you as we go. We can’t wait for you to join us for this tummy-filling and fun group tour learning and eating around Chester and its best food spots.

Chester , North West England

From $ 17.49

Come discover the sights of a city 2000 years in the making. Your guide will take you through the beautiful streets and even something very special that's not open to the public. Hear from a guide with almost 15 years experience, from the Romans through to the victorians, with plenty in-between. Discover what made Chester such an important city for most of English history. It's beautiful architecture, its people and how it shaped history itself. Everyone is welcome, it's great for families, visitors, and people who love an adventure into the past. This beautiful city was voted the most picturesque in the world, so what's stopping you?

Chester , North West England

From $ 262.28

Experience a private walking tour of the great Roman city of Chester. Your guide will give you a fantastic insight into it's multi-layered history stretching from its Roman origins, through historical events such as the English Civil War to today's bustling city. Highlights include the unique shopping arcade called The Rows, historical streets and 16th century cathedral as well as the beautiful riverside along the Dee.

Chester , North West England

From $ 9.99

Welcome to Chester, where history and charm create unforgettable memories! This city, with roots in Roman times, invites you to explore its ancient architecture and vibrant ambiance. Begin at the majestic Chester Cathedral, offering free entry to stunning Gothic architecture and centuries of heritage. Stroll through the Chester Rows, unique medieval shopping galleries blending history with modern flair. Wander along the scenic River Dee for picturesque views and magical boat rides. Visit the Roman Gardens, showcasing ancient remnants, and the UK’s largest Roman Amphitheatre, where you can imagine thrilling gladiatorial battles. Don’t miss walking the historic Chester City Walls for breathtaking views and a timeless experience. Stop at the iconic Eastgate Clock to capture the perfect photo. Chester beautifully combines history, beauty, and adventure—making it an experience you’ll cherish!

Chester , North West England

From $ 121.05

Discover Chester's food scene through a curated, exciting food journey of a snack, starter, main, dessert and cheese course Your bespoke food and drink night will be full of exquisite food, some local and some global. Visit venues where the chefs take pride in their craft and hear about Chester's growing food scene. You might not have been to, or even heard of, the places we take you to, and all are selected because they offer something special. Be prepared for a few surprises! Our Chester Evening Tour is a no hassle experience, everything is taken care of, it could not be easier to have a great night out in a beautiful city. Perfect for couples, groups of friends, families or solo foodie travellers looking to explore the best spots in our historical city All food and 2 genorously sized alcoholic drinks are included in the ticket price. We look forward to sharing a few surprising facts about Chester and introducing you to its wonderful independents.