Somerset Walking Break – Wells, Glastonbury & Cheddar Gorge

Explore Somerset – Wells, Glastonbury & Cheddar Gorge

From the historic streets of Wells and the legendary Glastonbury Tor to the dramatic cliffs of Cheddar Gorge, Somerset is a wonderful place to explore on foot. This three-night walking break brings together beautiful countryside, fascinating history and some of the county's best-known landmarks.

Join Large Outdoors for three days of guided walking through the Mendip Hills National Landscape, Ebbor Gorge, Glastonbury and Cheddar Gorge. Expect varied landscapes, wonderful views and time to discover the places we visit, all at a friendly, sociable pace.

We'll stay in a welcoming hotel in the heart of Wells, with breakfasts and transport during the trip included. With Castle Cary station transfers available, there's no need for a car. And with most people joining on their own, it's a lovely way to spend a few days walking and exploring Somerset.

Holiday at a Glance

Duration
3 nights · 3 walking days

Walking grade
Leisurely

Distance
Approx. 7-10 miles per day

Price
From £525pp

 

Group size
Maximum 8

Accommodation
Hotel

Transport
Car-free · Transport included

Meals
Breakfasts included

 

Check Dates & Book Your Place

Upcoming departure dates:

  • Monday 18 - Thursday 21 October 2027

Choose your preferred date and room type in the booking form to check availability and reserve your place.

Deposits – Pay a 20% deposit when booking more than 12 weeks before departure. The remaining balance is due 12 weeks before departure.

 

Three Days of Walking Through Somerset's Most Famous Landscapes

Discover some of Somerset's most fascinating places on this three-night, midweek walking break. Based in the historic city of Wells, we'll enjoy three varied days of guided walking, combining the rolling Mendip Hills, the legends of Glastonbury and the dramatic limestone scenery of Cheddar Gorge.

Our first walk takes us straight from Wells into the surrounding countryside, following scenic trails towards Ebbor Gorge and Wookey Hole. We'll enjoy woodland paths, sweeping views across the Somerset Levels and the peaceful landscapes of the Mendip Hills National Landscape.

We'll also spend a day exploring Glastonbury, climbing the famous Glastonbury Tor for its wonderful views and discovering a town steeped in history, myths and legends. There'll be time to wander its characterful streets, browse the independent shops and enjoy a café stop.

Our final walking day takes us to Cheddar Gorge, where towering limestone cliffs and spectacular viewpoints make for a memorable finish to the break. We'll follow walking trails above the gorge, enjoying views across the surrounding countryside.

We'll stay at The Crown at Wells, a historic hotel right in the heart of the city, with plenty of pubs, restaurants and cafés nearby for relaxed evenings together. All transport during the break is included, along with optional collections and return transfers from Castle Cary railway station, making this an easy car-free walking holiday.

As with all Large Outdoors trips, the emphasis is on good walking, friendly company and enjoying the places we visit without having to organise everything yourself. Most guests join on their own, so you'll be in good company from the moment you arrive.

Trip Highlights

  • Explore Wells & Ebbor Gorge – Walk from the historic city into the Mendip Hills, discovering beautiful woodland, limestone scenery and far-reaching views across the Somerset Levels.

  • Climb Glastonbury Tor – Enjoy panoramic views from one of Somerset's most recognisable landmarks, with time to explore Glastonbury's fascinating history and independent shops.

  • Walk Above Cheddar Gorge – Discover dramatic limestone cliffs, scenic walking trails and some of the finest viewpoints in the Mendip Hills.

  • Stay in Historic Wells – Spend three nights at The Crown at Wells, right in the heart of the city, with its magnificent cathedral, medieval streets and welcoming pubs on the doorstep.

  • Enjoy a Car-Free Walking Break – Three days of guided walking, transport between locations and Castle Cary railway station transfers, all with a small, friendly group.

Suggested Itinerary

Each day is planned to give you a mix of walking and exploring the area. Routes and timings may vary depending on weather and group pace.

Essential Information

Check Dates & Book Your Place

Upcoming departure dates:

  • Monday 18 - Thursday 21 October 2027

Choose your preferred date and room type in the booking form to check availability and reserve your place.

Deposits – Pay a 20% deposit when booking more than 12 weeks before departure. The remaining balance is due 12 weeks before departure.

 

Questions Before You Book?

Not sure whether this walking holiday is right for you? We're always happy to help with questions about the walks, accommodation or joining us on your own.

Email hello@largeoutdoors.com or get in touch through WhatsApp.

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