Glastonbury Walking Weekend - Explore Myths & Legends
Uncover mysteries and myths on a weekend of leisurely and sociable guided walking at Glastonbury.
Experience Type: Multi-Day Experience
Duration: 2 nights
Accommodation: Hotel
Group Size: Maximum 12
Level: Leisurely Plus
Age: Over 18s only
Dogs: No dogs, except trained assistance dogs
What to expect on your Glastonbury Walking Weekend:
Sociable Guided Walks: Head out on two leisurely and relaxing guided walks, exploring Glastonbury’s famous scenery, including the Somerset Levels, Glastonbury Tor, and the Mendip Hills.
Beautiful Surroundings: Soak up the charm of the English countryside, with the chance to enjoy a local cider in our hotels beer garden.
Wildlife Spotting: Watch for wildlife, including the tens of thousands of wild birds that call the Somerset flats home.
Friendly Group Atmosphere: Meet a welcoming group of fellow walkers, all keen to experience this exceptional countryside together.
Walking, Myths and Somerset Views – A Glastonbury Weekend
Spend a weekend walking through the landscapes that have inspired centuries of myth and legend, with relaxed trails, open skies and the company of a sociable group.
We’re based in Street, just south of Glastonbury, staying at The Bear Inn – a traditional pub with cosy rooms, hearty food, and a great spot to unwind after a day on foot. Over the weekend we’ll explore the surrounding countryside, wander into the town of Glastonbury, and walk up to the iconic Tor, enjoying views that stretch right across the Somerset Levels.
With local wildlife, peaceful trails, and the freedom to take it all in at a comfortable pace, this weekend offers a chance to enjoy a refreshing break with good company.
Suggested Itinerary
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Check in to The Bear Inn from 15:00. Your Large Outdoors host will be in the bar or beer garden from 18:00 for a relaxed welcome before dinner at the hotel around 19:30.
If you’re early, Street has plenty to explore – including Clarks Village, a well-known outlet shopping centre set in the historic buildings of the original Clarks shoe factory.
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After a hearty breakfast (cooked or buffet style), there's time to grab a packed lunch from a local shop or bakery before we set off walking straight from the door.
Today’s walk takes us through peaceful farmland, ancient tracks and open countryside, following rivers and skirting woodlands, with views across the Somerset Levels and distant Mendip Hills.
We’ll enjoy some time in Glastonbury town itself before making our way up to Glastonbury Tor, the hill that defines the skyline and holds centuries of folklore. From the summit, we’ll take in the wide views and pause for a break before looping back.
Back at the hotel, there’s time to freshen up before we head out together to a local eatery for dinner.
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After breakfast and check out, we drive a short 3 miles to begin our final walk from the National Trust car park (free for members, £2 donation suggested for others).
This circular walk explores the Polden Hills, offering a quieter, lesser-known slice of Somerset. We’ll pass through nature reserves, visit Lollover Hill, pause for a break at the pub in Compton Dundon, and climb to Windmill Hill, where a striking obelisk marks a memorial to Admiral Robert Blake – one of Britain’s most important naval commanders.
We aim to finish in the early afternoon, giving you time to begin your journey home after a rewarding and social weekend of walking.
The History and Legend of Glastonbury Tor
Glastonbury Tor stands as one of England’s most iconic landmarks, steeped in history and legend. Rising dramatically above the Somerset Levels, the Tor has been a spiritual site for centuries, associated with Celtic mythology, the Isle of Avalon, and King Arthur. At its summit, the remains of St. Michael’s Tower serve as a reminder of its religious significance, with a chapel first built here in the 12th century. Whether you’re drawn by its mystical tales or its breathtaking views, the Tor continues to captivate visitors from around the world.
About the Area – Somerset
Somerset is a walker’s paradise, offering a variety of landscapes perfect for group walking and individual exploration. With the Severn Estuary, Exmoor’s dramatic moors and sea cliffs, the rolling hills of the Quantocks, Black Downs, and Mendips, and the wide plains of the Levels, there’s something for walkers of all abilities. This South-West county, nestled between Gloucestershire and Devon, is also home to iconic landmarks like the legendary Glastonbury Tor, associated with King Arthur, and the Roman city of Bath.
The Somerset Levels provide ideal opportunities for leisurely walks and bird-watching, with surrounding small hills offering easy trails and sweeping views. The area is perfect for group walking experiences, where you can enjoy the peaceful countryside and the charm of ancient villages, perhaps with a cider in hand.
Somerset also boasts several long-distance walking trails, including sections of the Coleridge Way and the South West Coast Path. These trails can be linked to create circular day walks, making it easy to explore the county on foot while connecting with like-minded walkers. Whether you’re looking for a challenging group adventure or a relaxing stroll, Somerset has a route for you.
Essential Information
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Meeting Time: .
You can arrive any time from 15:00 - the Large Outdoors host will be at the accommodation to welcome you.We’ll meet in the bar from 18:00 and enjoy a group dinner together around 19:30.
Meeting Location:
Bear Inn Street
High Street,
Street,
BA16 0EFParking:
There is free parking on-site but please ensure you register in reception and please make sure you park in the pubs car park only.Public Transport:
You can get buses to Street from Bristol and Weston-Super-Mare.Finish Time: We aim to finish on the final day between 1pm and 3pm - the exact finish time may depend on the planned/chosen activity, group dynamic, weather conditions, whether the group chooses to grab a coffee or lunch together during/after, etc. If you’ve travelled via public transport, please ensure you book onward travel accordingly (i.e. an open return ticket), to allow for flexibility.
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We’re staying at The Bear Inn – a characterful pub with cosy rooms, hearty food, and a warm welcome, right in the centre of Street and ideal for unwinding after a day out walking.
Accommodation Address:
Bear Inn Street
High Street,
Street,
BA16 0EFRoom Types:
You can book one of the following options, subject to availability:
Shared Rooms, where you’ll be sharing a room with other participants.
Twin Rooms sleep up to two participants booking together with two single beds.
Double Rooms sleep up to two participants booking together in a double bed.
Sole Occupancy Double for one person on their own.All rooms are en-suite
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Included:
2 nights’ accommodation in The Bear Inn, Street.
A Large Outdoors host/guide to welcome you and arrange the logistics for your experience.
Guided walks on two days (Day 2 and Day 3).
Breakfast in the venue each morning.
The chance to make new friends and meet like-minded people - Large Outdoors is all about making outdoor adventures sociable.
Pre-event support from the Large Outdoors team - give us a shout if there’s any advice or information you need and check out our Blog for useful articles too.
Not Included:
Travel to and from the meeting location.
Packed lunches - we will have time to pop to a local shop in the morning where you can purchase whatever you fancy.
Evening Meals
Travel from the accommodation to activity start points and back, where they don’t start from the door. On some days there could be a short drive required - we don't include transport and participants normally car share.
Any extra (i.e. not mentioned above in ‘Included’) excursions or activities that you may partake in which incur a cost.
Alcoholic drinks - there is a bar in the venue.
Any food, drinks or goods you choose to purchase at any shops, restaurant, pubs or cafés visited.
Travel/activity insurance - we recommend having insurance to cover, at a minimum: cancellation and curtailment; medical and emergency expenses (including repatriation); personal accident; injury and death.
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Please see our Residential (Walking) Kit List.
The compulsory items are selected for your safety, which is of paramount importance to us at Large Outdoors. Each participant should be carrying the items listed.
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• What level of fitness is needed?
This trip is graded as Leisurely Plus. Click here to see Large Outdoors’ Experience Levels.• Can I attend on my own?
Absolutely. The majority of our participants are solo travellers and adventurers. Plenty of fun, laughter and numerous long-term friendships (and a few marriages!) have begun on Large Outdoors experiences since 2008, so there’s no need to feel worried about your first experience, or indeed trying a new type of outdoor activity, with us.• I am currently on a specific diet / have an allergy - can you cater for me?
Unfortunately, we are generally unable to cater for a wide variety of diets or food preferences due to the nature and cost of our catered trips and/or the use of shared kitchens. However, we can offer vegetarian meals, vegan meals, provide meals with gluten* free ingredients, and/or provide dairy* free meals - these options can be selected when booking. *Please see our general FAQs for more information about dietary options.
This particular experience offers a little more flexibility catering wise, as evening meals are taken at local restaurants, so please contact us if you’d like to check whether it is suitable for your dietary needs.• What transport is provided during this trip?
We offer transport with a Pickup service (see Meeting Location & Time section above) and transfers from the accommodation to the activity start points.• Can I bring my dog?
Dogs are not allowed on this experience, except for trained assistance dogs. If you wish to bring your trained assistance dog, please let us know in advance of booking so we can discuss the itinerary and any activity/equipment/accommodation, and of course additional safety requirements or considerations that may be necessary.
This map is provided for guidance regarding the general location. For detailed meeting information, please refer to the 'Meeting Time & Location' section.