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Physical Address
304 North Cardinal St.
Dorchester Center, MA 02124

Discover Chester’s culinary scene on a 3-4 hour food walking tour featuring tastings at five independent venues, historic stops, and a friendly guide for $150.56.
If you’re visiting Chester and want to combine delicious food with a bit of history, the Food Walking Tour in Chester City offers an engaging experience. Priced at $150.56 per person, this 3 to 4-hour tour explores some of the city’s most loved independent food venues, where participants get to enjoy a variety of tasty dishes and drinks. The tour departs from the Chester Visitor Information Centre at 1:00 pm and features a maximum of 10 guests, making it intimate and personalized.
What makes this tour stand out is the opportunity to sample food and drink from five independent venues and receive a mystery gift to take home. Led by a passionate and experienced guide, the walk also includes stops at famous Chester landmarks such as the town walls, The Eastgate Clock, and The Tower, where historical insights about Roman Chester and The English Civil War enrich the experience. The tour’s popularity is reflected in its booking pattern, with most reservations made around 54 days in advance.
While the tour focuses on culinary delights and sightseeing, it does not include private transportation, so comfortable walking shoes are advised. This experience is suitable for most travelers, as it is accessible and designed to be enjoyed at a relaxed pace. It’s an ideal choice for food lovers eager to explore Chester’s historic streets and sample local flavors.


The tour begins at Chester Visitor Information Centre, located at Town Hall, Northgate St. The meeting point is convenient, close to public transportation, making it easy to access from various parts of the city. The guide leads guests on a walk that combines culinary tastings with storytelling about Chester’s Roman past and its significance during the English Civil War.
The initial moments set the tone for a relaxed yet engaging experience, with the guide sharing insights into the city’s history and architecture. The mobile ticket system simplifies check-in, ensuring a smooth start to your exploration.
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One of the tour’s highlights is the walk along Chester’s famous city walls. As you stroll on these ancient defenses, the guide shares engaging stories about Roman Chester and how the walls shaped the city’s development. This segment offers panoramic views of the city and a chance to appreciate Chester’s medieval and Roman heritage.
This stop provides both historic context and refreshing sights, making it a perfect blend of history and scenery. The walk on the walls is generally accessible, though comfortable footwear is recommended due to cobblestones and uneven surfaces.

A brief stop at The Eastgate Clock offers a perfect photo opportunity. The guide explains the clock’s history and significance, noting that it is one of Chester’s most iconic landmarks. The clock was added in 1897, and its position above the Eastgate of the city walls makes it a notable feature in Chester’s skyline.
This picturesque spot also serves as a convenient pause during the tour, allowing participants to take photos and listen to interesting anecdotes about Chester’s medieval architecture.
The core of the tour lies in the culinary explorations at five separate venues. Each stop provides a different flavor experience, with a focus on local and independent establishments. The food and drink offered here are designed to be like a full meal, including options that may feature soft drinks or alcohol at specified stops.
Guests enjoy an assortment of delicious dishes and beverages, making this a perfect way for foodies to discover Chester’s fabulous culinary scene. The venues are carefully selected to showcase the city’s independent spirit and local produce.
Throughout the walk, brief stops at significant sites, including The Tower, are used to share historical information about Chester’s role during The English Civil War. The guide’s storytelling adds depth to the visual experience, connecting the city’s historic past with its modern streets.
These historical segments are concise yet insightful, enriching the overall experience without disrupting the leisurely pace of the tour.
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As a special touch, each participant receives a mystery gift to take away from the tour. This small but thoughtful detail adds an element of surprise and personal connection to the experience.
Other than the food and drink at the venues, the tour includes soft drinks or alcohol at specific stops, enhancing the tasting experience. No private transportation is included, so guests should plan for comfortable walking between stops.

The tour is bookable well in advance, with most bookings made about 54 days ahead, reflecting its popularity. It offers free cancellation up to 24 hours before the scheduled start, providing flexibility if plans change. Since the tour has a maximum of 10 guests, early booking is recommended to secure a spot.
Guests are assured of confirmation at the time of booking, and the tour operates rain or shine, as it’s an outdoor walking experience with flexible scheduling.
The guide’s role is key to making this tour memorable. Reviews highlight guides like Ann, who are praised for their knowledge, friendliness, and ability to share interesting stories. The combination of culinary expertise and historical storytelling creates a well-rounded and enjoyable journey.
Guests appreciate how guides explain the city’s landmarks while accommodating questions and sharing personal insights, making the experience personable and engaging.
This tour suits food lovers and history enthusiasts alike. It’s perfect for those who want to enjoy local Chester cuisine while learning about the city’s past. The small group size and personalized approach make it especially appealing for visitors who prefer an intimate experience.
Since the tour involves walking on uneven surfaces and standing for periods, it’s best suited for those in good health and able to walk comfortably. It’s an excellent choice for couples, friends, or solo travelers looking to combine sightseeing with gourmet tastings.
The Food Walking Tour in Chester offers a delicious way to explore the city’s historic streets and culinary scene. With five independent venues, engaging storytelling, and a mystery gift, it provides a balance of flavor, history, and local charm. The expert guide ensures the journey is both informative and fun, making it a standout experience.
While it isn’t a long tour, the well-curated stops and personalized group size make it a worthwhile investment for anyone eager to discover Chester beyond the standard sightseeing routes. The flexible cancellation policy adds peace of mind, making this a reliable choice for a memorable afternoon in Chester.
“Excellent, a really enjoyable experience with a good mix of food and drink plus a guided tour of Chester.”
How long does the tour last?
The tour takes approximately 3 to 4 hours, starting at 1:00 pm.
What is included in the price?
Participants enjoy food and drink from five independent venues, plus a mystery gift to take home.
Where does the tour start and end?
It begins at the Chester Visitor Information Centre on Northgate Street and concludes a short walk away at Chester Cross near Watergate Street.
Is the tour suitable for all ages?
Most travelers can participate, but it involves walking on potentially uneven surfaces. It’s best suited for those in good health who enjoy walking and tasting food.
Can I cancel if I change my mind?
Yes, the tour offers free cancellation up to 24 hours before the start time, providing flexibility for your plans.