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 info@pleasurevalley.com.
Horseback Trail Rides
Experience the beauty of nature on horseback at Pathways on Pleasure Valley — where every season offers a new adventure on the trails. Whether you’re a first-time rider or simply looking to reconnect with horses and the outdoors, our guided trail rides are the perfect escape.
Ride Availability
- Summer Season: Rides available 5 days a week (closed Tuesdays & Wednesdays)
- Fall Season: Rides available 4 days a week
- Year-Round: Weekend rides are always available
Advance booking is required to secure your preferred date and time.
Group and private trail rides
All of our trail rides are guided and conducted at a walking pace, making them ideal for beginners or those new to horseback riding. Riders can choose from:
- Group Trail Rides: A relaxed and social experience through scenic forest trails
- Private Trail Rides: A more personal and quiet ride, ideal for special occasions or quality time
- Proposal Rides: Make your special moment unforgettable with a romantic ride tailored for your proposal
Let us know what you’re celebrating, and we’ll help make the ride memorable.
Regular Guided Trail Ride
Perfect for all riding levels, ages 10 and up. Join a relaxing, guided trail ride through our scenic forest. $85 / person · 1 hour · Up to 15 riders per ride
Private Guided Trail Rides
A more personal experience for riders age 7 and up. Enjoy a peaceful ride with just your group and a dedicated guide. $215 / 2 riders · 1 hour · Minimum 2 riders
Proposal Rides
Ready to pop the question in a truly unforgettable way? Take your partner on a dreamy 1.5-hour private trail ride through our scenic forest, guided by one of our experienced trail leaders. Mid-ride, we’ll help you create the perfect moment to ask life’s biggest question—surrounded by nature, serenity, and the gentle rhythm of your horses. $480 / 2 riders · 1.5 hours · By appointment
*** All prices are subject to HST and gratuities ***