Silver John Trail

45 miles trail riding through the hills with super routes, stopovers & scenery.


This three day, two night trail ride starts and ends at Freerein HQ on the Welsh/English border in the Wye Valley.  It is a fantastic, varied three days covering 45 miles, exploring the best of the Radnor Hills.  Enjoy the peace and quiet of the green, rolling hills, ancient farmlands and heather swept moorlands with unbeatable views of the Black Mountains and Radnor Hills.


The Riding

The route on this trail consists of lots of grassy tracks, open hills, old green lanes and so on.  The trails are a mix of little used bridle ways, old council roads and timeworn drovers routes.  The pace of the ride is calm and relaxed, with lots of trotting on the old lanes and canters wherever the terrain allows.  There are also points along the route where it is necessary to dismount and walk with your horse, such as steep down hill tracks which may be loose underfoot.


Level of Riding & Fitness

You must be happy and confident cantering in open spaces to join this ride.

You will be riding around 6-7 hours each day, so you must have a good level of current riding fitness. You must be physically fit enough to enjoy long trots and long days in the saddle on this riding holiday.


Guides & Group Sizes

All Freerein guides are full time, paid adults who all have an extensive knowledge of our horses, routes and the hills. They are relaxed, friendly & professional.

Strict maximum of 8 guests per trail.


The Horses

You will be matched to one of our incredible herd of fit, friendly, forward going trail riding horses and ponies.  They are all a mixture of hardy breeds native to the UK. They live out all year round, working for 7 months of the year and enjoying a 5 month break over the winter months. They love their job and relish their happy, healthy lifestyle.


Tack & Riding Equipment

Each horse has its own individually fitted English tack, customised and fitted professionally for Freerein.  All horses are ridden in simple snaffle bits.

Your luggage is transported by us, by road. Each rider will be supplied with one of our specially designed saddle bags to carry lunch, drinks, cameras etc whilst out on trail.


Accommodation & Meals

All individuals are automatically booked a room for single occupancy.

Accommodation is at basic, quirky, characterful, family run establishments that offer a warm welcome to trail riders.

Expect to be fed well on this trip; food is all homemade using locally sourced ingredients where possible.  All accommodation places can cater for any dietary requirements.

riding holidays silver john trail
En route to Old Radnor on day two of the Silver John Trail
riding holidays silver john trail
En route to Old Radnor on day two of the Silver John Trail


  • Day 1

    Arrive at Freerein HQ for 8.30-9am. Meet your guide, your fellow riders and pack your saddle bags. Meet your horse and prepare them for a day out on trail.

    Follow the quiet, country lanes up onto the rolling green hills of the Begwns. Wind through the soft, grassy tracks, passing the ‘Roundabout’ an unusual landmark built in the 19th Centaury to honor Queen Victoria’s Diamond Jubilee. Enjoy a peaceful picnic lunch in the hills. Drop down into the valley before climbing onto Llanbedr hill. Notice the change in terrain from grass and bracken to heather and gorse scattered moorland. Spot wild Welsh Mountain ponies and Red Kites as you sweep around the hills, dropping down to your end location for around 4pm.

    Total length: 14 miles

  • Day 2

    After a hearty Welsh breakfast, catch, feed, groom and tack up the horses. Blow away the cobwebs with some fantastic canters on Newchurch Hill before following part of the Offa's Dyke trail across Disgwylfa Hill. After lunch, enjoy the panoramic views atop Hergest Ridge. Enjoy a canter around an abandoned racecourse on the very top of the ridge. This racecourse started up in 1825 and held regular events until around 1880. Pass the ‘Whet Stone’ a traditional gathering point where, in this case, would have been used for betting and bargaining. Drop down off the Ridge and head to your overnight stop.

    Total length: 13 miles

  • Day 3

    After breakfast, head back to the horses. Catch, feed, groom and tack up. Follow the old country lanes across the remote Burl Hill to join the rugged farmland of Gwaunceste Hill. Pass the remains of Black Yatt, an old farmhouse built in the 18th Century which was blown up in the 1960s to feature in a film about the second world war. Ride the old tracks and lanes to cross Bryngwyn Hill before dropping down through the hamlet of Painscastle, where one of the biggest battles in all of Welsh History took place in 1198.
    From here its back onto the Begwns for a last canter before following the lanes back to Freerein HQ. Enjoy a cup of tea and homemade cake and say farewell to your new friends, horse and guide.

    Total length: 18 miles

"A fantastic experience outside the normal guided hacking/trekking world"

Silver John Trail

3 Days
Book by 6th November 2022 and save £pp

£1066pp all inclusive
[Single Occupancy £42 per person per night]

Booking Conditions

Price includes:

  • Three full days trail riding
  • Two nights accommodation on trail
  • All Breakfasts
  • All Packed Lunches
  • All Evening Meals
  • Arrangements for duration of holiday
  • Trail riding horse, tack & saddlebags
  • Backup as required
  • Services of guide
  • Luggage delivery

Price excludes:

  • All drinks at any bar
  • Tips

Hire Your Own Guide

This trail is available as a bespoke product where you hire your own guide just for you and those you book with. The cost for hiring your own guide is £263 per day per group + trail cost pp.

Choose your start date: