Top Chester Walking Tours

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?

Discover the ancient Roman history of the city of Chester, once the largest Roman fortress in Britain, during this walking tour. Follow your guide who is dressed as a Roman soldier and learn about the Roman heritage of Chester as you visit landmarks such as the amphitheater, the city walls, and the Roman gardens.

Journey deep into Chester’s dark history on this self-guided walking tour. Rather than follow a timetabled group tour, set out when you want at your preferred pace to experience the city’s creepy locations: uncovering stories and other secrets you may not hear on your own. Visit sites reputedly still guarded by long-ago Roman soldiers, hear about phantom-roamed pubs, wander murky graveyards, and linger as you wish at each stop to absorb the atmosphere. Ideal for ghost-hunters and history buffs.

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.

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.

This interesting tour gives the visitor a look at the main attractions of Chester whilst delivering the histories of just some of the amazing Women of Chester. Several different periods of history are covered so can appeal to the widest possible audience

Learn all about the medieval history of Chester from a costumed guide on this small-group tour of the city. Your guide will tell you all about Hotspur’s rebellion and more, using role-play, while you walk between the Chester city walls, medieval rows, and the ruins of the original cathedral, St John’s. This is a lot more entertaining than a self-tour with a guidebook.

Discover 2,000 years of history with Chester’s City Walls Self-Guided Tour. Stroll along these ancient fortifications and uncover landmarks like the Eastgate Clock, a stunning Victorian tribute to Queen Victoria’s Diamond Jubilee, all while taking in breathtaking views of Chester’s vibrant streets and scenic surroundings. Explore Britain’s largest Roman Amphitheatre and the tranquil Roman Gardens, adorned with artifacts that tell Chester’s rich story. Visit King Charles Tower, known for its legendary royal observations, and experience the historic grandeur of Chester Castle, dating back to 1070. The walls reveal stunning vistas and hidden treasures at every turn. Whether you're a history lover or a casual explorer, this tour connects you to Chester’s remarkable heritage and leaves you eager for more discoveries.

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!

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

Get a taste of Chester’s food scene with this small-group walking tour of the town. Involving several different food and drink stops, this route puts the spotlight on the city’s independent restaurants, pubs, and food stalls where tasty local and global bites are guaranteed. Discover points of interest such as the Chester Cathedral and the Roman walls, and hear stories about the city as you go.

If you’re visiting the historic city of Chester for the first time, explore at a pace set by you and your party—rather than that of a large group—on a self-guided walking tour that only requires your smart phone. You’ll cover top Chester attractions such as Chester Cathedral, the beautiful Eastgate Clock, the Roman Gardens, the Roman Amphitheatre, while enjoying the flexibility to stop for photos and take breaks whenever you like.

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.

Self-guided Tour & Treasure Hunt Travel Experience - Over 100 destinations & challenges to explore - Kid friendly & great for avoiding crowds - Flexible anytime start - 100% free cancellation up to 24hrs before - Just 1 Ticket for your whole group!! (with our great value device sharing ticket) The smartphone travel tool that helps you discover the great outdoors & connect with the world around you. Utilising seamless GPS technology, it takes you off-the-beaten-track to discover hidden gems & incredible places you may never find alone. As you travel you earn points by visiting destinations, solving clues & completing challenges. The Travel League lets you compete with fellow explorers. Each season win amazing prizes & become the UK’s Greatest Explorer! Whether exploring by car, on foot around town, or hiking across the countryside, our GPS technology guides you every step of the way. Take the stress out of planning trips with this perfect blend of challenge, fun & learning

Chester is officially one of the prettiest and most welcoming cities in the world, it is also a great shopping destination. From Roman soldiers buying wine and olive oil to Victorian ladies ordering wedding cakes, people have always come to browse, barter and buy. This tour reveals the stories hidden in the shopfronts you walk past every day. Our story unfolds beneath your feet: Roman roads, medieval markets, the Rows, jewellers, department‑store dynasties and modern retail. It’s history told through real businesses, real places and human habits: ambition, luxury, comfort and the art of selling. Entertaining, insightful and easy to follow, this is not a dry history tour — it’s a lively journey about how a city learned to trade, adapt and thrive… and never stopped. Perfect for: Shoppers who love stories, groups, socials & curious wanderers, and anyone who wants history that feels alive, relevant and memorable.

Enjoy the undivided attention of a private guide on a walking tour of Chester that reveals hidden gems that even some locals don’t know about. Navigate both the city center and its multi-layered history with ease, as you explore at a pace set by you and your party rather than a large group.

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?

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.

Join us on a culinary journey around the UKs most beautiful city. Taste authentic local and global dishes at incredible independents. Take the opportunity to sightsee between bites and learn about Chester’s growing food scene. You will eat in an historic pub and enjoy Chester-made, artisanal produce in one of its most important buildings. Hear stories of the city from your local, award-winning tour guide that help bring the Chester to life!

Chester is a Roman-walled wonderland, where every corner has a captivating tale to tell. On this self-guided audio tour through its cobbled streets, you’ll discover the real history behind the places in the story of The Blessington Dolls. Get ready for some wacky, wonderful stories you won’t hear anywhere else! Whether you’re a kid with a wild imagination or an adult who’s young at heart, this enchanting journey is designed for all ages to enjoy. Your amazing adventure begins at the Chester Visitor Information Centre where you can grab a souvenir, like a copy of Smelly Stories of Giants, Goblins, and Nincompoops, a fun-filled book packed with tales of Chester’s wacky past. After that, it's off to the Chester High Cross, which has been standing in front of St Peter’s Church since its restoration in 1975, close to its original 14th-century location. Who knows what secrets it might reveal?

Chester’s medieval streets witnessed real witch trials and barrel-dunkings centuries ago, but today they’re home to a different kind of magic. On this self-guided audio tour, you’ll follow the enchanted adventures from Evelyn Winter’s children’s book The Chester Witches, where thirteen-year-old Winona Wren and her spell-casting Granny transform the city’s dark history into whimsical storytelling wonderment. You’ll start at Chester High Cross, where four medieval streets converge, and follow an enchanted barrel’s chaotic path down Eastgate Street. You’ll pass beneath the iconic Eastgate Clock, wind through the Roman Amphitheatre, and discover how a mischievous barrel once flattened the mayor’s podium and sent enchanted flapjacks into song. You’ll continue along The Groves riverside promenade where Granny Wren’s magical market boat once bobbed, and to Billy Hobby’s Well, where maidens wished for husbands.

Join Historian and Author Nick Kevern as he takes you around the pubs of Chester that featured in his book, The Noose of Samuel Burrows. During this exclusive tour by the author, you will learn more about Chester's infamous executioner and the crimes that led many to his gallows. In each pub, you will hear the fascinating stories about Samuel Burrows and the crimes of those who faced him on his grisly gallows as he sent them to their deaths during the era of public execution. You will also see images of Chester during his lifetime and the historic broadsides that told the criminal stories in all their gory detail. You will also hear an exclusive story that did not feature in the book and is only available on this tour. Copies of The Noose of Samuel Burrows are available to purchase from the Chester Visitor Information Centre and Ye Olde Cottage. At some venues, Burrows Noose English Pale Ale by Weetwood will also be available.