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Winter's End Progressive Rock Festival

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The Drill Hall, Chepstow
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About Winter's End Progressive Rock Festival

The Drill Hall is a central Chepstow community and arts venue, set up for concerts with a seated capacity of 225. From 8-11 April 2027 it takes Winter's End Progressive Rock Festival, a progressive rock music festival built around original prog and prog-adjacent bands. The festival began in Dorset in 2017.

Weekend tickets are £195. The scale is closer to an indoor venue weekender than a field festival, with food service from All Seasons Catering and a bar serving cask ales and cider.

Who Is It For?

The crowd is the prog audience rather than a broad multi-genre weekender. Winter's End is aimed at fans of original progressive rock and prog-adjacent music, with the booking policy centred almost entirely on original material. It is small-room scale.

The Venue and Site

The Drill Hall, Lower Church Street, Chepstow NP16 5HJ is the site. Inside, the venue has a large stage with theatre lighting, a licensed bar and two dressing rooms with their own toilets.

Accessible toilets and wheelchair access are in place. There is also a covered bike rack next to the entrance, plus a kitchen and industrial dishwasher behind the public-facing food and drink setup.

Travel

Travel

The Drill Hall sits in central Chepstow, around 17 miles from Bristol, 19 miles from Newport and 30 miles from Cardiff.

  • Rail: Chepstow railway station is about 0.4 mile / 0.7 km from the venue, less than a 10-minute walk.
  • Road: access routes include M48 J1, M48 J2, the A466 and the A48. From the north, the M5 J8 / M50 route approaches Chepstow.
  • Parking: the Drill Hall has an on-site car park. Charges apply during the day, residents' parking is restricted after 18:00, and nearby alternatives include Chepstow Castle and Nelson Street car parks.
  • Bikes: a covered bike rack sits next to the entrance.

FAQs

When is Winter's End Progressive Rock Festival 2027?
Winter's End Progressive Rock Festival 2027 runs from 8 to 11 April 2027.
Where is Winter's End Progressive Rock Festival held?
It is held at The Drill Hall, Lower Church Street, Chepstow NP16 5HJ.
How much are Winter's End tickets?
Weekend tickets are £195.
What kind of music is at Winter's End?
The festival focuses on progressive rock and prog-adjacent music, with an almost exclusive focus on original material.
How do I get to The Drill Hall by train?
Chepstow railway station is about 0.4 mile / 0.7 km from The Drill Hall, less than a 10-minute walk.
Is there parking at Winter's End?
There is an on-site Drill Hall car park. Charges apply during the day, residents' parking is restricted after 18:00, and nearby alternatives include Chepstow Castle and Nelson Street car parks.

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