Horseback Trail Ride

Enjoy peaceful horseback trail rides along the valley pathways.

Let our well trained equine partners take you through over 225 acres of breathtaking tranquil forest trails for a peaceful horseback trail ride and horse riding lessons near Toronto.

Pathways on Pleasure Valley have been serving the residents of Toronto, Richmond Hill, Markham, Stouffville, Uxbridge, Port Perry, Pickering, Ajax, Whitby, Brampton, Mississauga, Oakville, Bolton, Oshawa and the entire Southern Ontario region since the 80’s If you are a local resident, or are travelling to the Greater Toronto Area, Pathways provides our guests the chance to experience the beauty and excitement of Pleasure Valley trails with a team of experienced riders and instructors along with our well-trained and well-cared for horses.

Whether you are a beginner or an experienced rider, our team has designed specific horseback riding lessons packages for your skill level that will provide you with everything you need, and give you the knowledge and the confidence to enjoy the beauty of Pleasure Valley while riding these magnificent horses. We can even provide you with the basic equipment to get you started so that all you have to do is contact us to book a horseback trail ride or a horseback-riding lesson, and you will be ready to begin your new adventure.

Trail Riding Bundles & Discounts

Horseback trail riding is a sensation like no other. Our guests enjoy the majestic view of the Pleasure Valley forest combined with the experience of riding our beautiful trained horses, and we would love to see you again.

Horseback Trail Ride 10+1.

This is our most popular package. We offer guests 10 horseback trail rides with the 11th trail ride for free. That’s a savings of $85 off the regular price.

For details and to book, please contact the office at 905.649.2888, or email us at

Horseback Trail rides every hour

Any time is a great time for a trail ride, and so we have rides going out 6 days a week in the Summer; 5 days a week during fall season; weekends are always open all year round. Please book ahead to ensure your riding spot(s). No guarantee without an appointment.

Summer Schedule

(June 1st to August 31th)
9:00 am: First ride departs
7:00 pm: Last ride of the day

Fall Schedule (daylight dependent)

(September 1st to October 31st)
10:00 am: First ride departs
5:30 pm: Last ride of the day

Winter Schedule (daylight dependent)

(November 1st to May 31st)
10:00 am: First ride departs
2:30 pm: Last ride of the day

Group and private trail rides

All our trail rides are guided rides, and are available as group or private rides. We also offer an extended, proposal ride for just the two of you.

Regular Guided Trail Ride

Suitable for any level of riders age 10 years and up; minimum of 2 riders; maximum of 15 riders per ride. $85 / person, 1 hour

Private Guided Trail Rides

Suitable for any level of riders age 7 years and up; minimum of 2 riders per ride. $215 / 2 riders, 1 hour

Extended Rides

Suitable for any level of riders age 10 years and up; minimum of 2 riders per ride. $320 / 2 riders, 1.5 hours

Proposal Rides

$480 / 2 riders, 1.5 hours Looking to propose? Take your partner on an hour and a half trail ride through our private forest alongside a trail guide. Please contact the office when booking a proposal ride so we can provide you with more information and help you plan the perfect proposal!

*** listed prices are subject to HST and gratuities ***

Please check daily schedule on our booking system.