Forest of Dean & Wye Valley – Autumn Walking Break

Discover the Forest of Dean & Wye Valley in Autumn

Autumn is a wonderful time to explore the Forest of Dean and Wye Valley. Woodland turns shades of gold, copper and red, the rivers wind through colourful hillsides, and the quieter paths make for some lovely days of walking.

Join Large Outdoors for a three-night midweek walking break, giving us three full days to explore this beautiful corner of the country. From the sweeping views at Symonds Yat to the historic surroundings of Tintern Abbey, we'll discover a mixture of woodland trails, riverside paths, hilltop viewpoints and fascinating local history.

We'll stay in a comfortable hotel in Monmouth, with breakfast included each morning and the chance to enjoy relaxed group meals in the evenings. All transport to our walks is organised, and with complimentary station collection from Chepstow, you can enjoy the whole break without needing a car.

With a maximum of eight guests and a leisurely walking grade, there's plenty of time to enjoy the scenery, stop for photographs and get to know your fellow walkers. Whether you're joining on your own or travelling with a friend, it's a friendly way to make the most of the autumn countryside.

Holiday at a Glance

Duration
3 nights · 3 walking days

Walking grade
Leisurely

Distance
Approx. 7-10 miles per day

Price
From £425pp

 

Group size
Maximum 8

Accommodation
Hotel

Transport
Car-free · Transport included

Meals
Breakfasts included

 

Check Dates & Book Your Place

Select a date to check availability, room options and prices.

Upcoming departure dates

  • Monday 2 - Thursday 5 November 2027

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

 

Three Nights of Autumn Walking in the Forest of Dean & Wye Valley

Autumn is a wonderful time to explore the Forest of Dean and Wye Valley, when the woodlands turn shades of gold, copper and red, and the countryside takes on a completely different character.

Join Large Outdoors for a three-night midweek walking break, giving us three full days to discover this beautiful corner of the country. From peaceful woodland trails and riverside paths to sweeping viewpoints and historic landmarks, we'll enjoy a varied selection of walks at a relaxed, sociable pace.

Our base is the historic market town of Monmouth, where the Rivers Wye and Monnow meet. With its independent shops, cafés and welcoming pubs, it's a lovely place to return to after a day outdoors, with opportunities to enjoy dinner together in the evenings.

With a maximum of eight guests, comfortable hotel accommodation and all transport to our walks organised, you can simply enjoy the walking, autumn scenery and company. And with an extra night compared with our regular weekend, there's even more time to explore.

Trip Highlights

  • Three nights and three days of walking – An extended break with more time to explore the Forest of Dean and Wye Valley.

  • Autumn woodland colours – Discover forest trails and colourful countryside at one of the loveliest times of year.

  • Riverside walks and viewpoints – Enjoy the River Wye, Symonds Yat and beautiful views across the surrounding countryside.

  • Historic towns and landmarks – Explore Monmouth, Ross-on-Wye and the surroundings of Tintern Abbey.

  • Small-group, sociable walking – A maximum of eight guests, a friendly walking guide and plenty of opportunities to get to know your fellow walkers.

Suggested Itinerary

As always, we may need to adjust routes based on weather conditions or other circumstances - but rest assured, we'll always have a wonderful alternative ready!

Essential Information

Check Dates & Book Your Place

Select a date to check availability, room options and prices.

Upcoming departure dates

  • Monday 2 - Thursday 5 November 2027

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.