Horseback Trail Ride

Enjoy over 225 acres of breathtaking tranquil forest trails.

Horseback Riding Lessons

Explore our lesson packages and learn to work with these beautiful creatures.

Event Venue

Our event lodge is a hidden gem and ideal escape from the city.

Pathways on Pleasure Valley offers our guests a truly unique horseback trail riding experience, just minutes from downtown Toronto

We offer horseback Riding for all levels of riders, Event venue for all kinds of occasions

During the 1980’s the Late Gary E. Convery took one look at the beautiful Oak Ridges Moraine and founded Pleasure Valley. His goal to turn Pleasure Valley into the premier horseback trail riding destination in Southern Ontario was his dream, and we have taken up the reins to make his vision a reality. Our guests will experience 225 acres of the most breathtaking scenery and horseback trail riding to be found in Southern Ontario.

We also offer our clients, full outdoor horse boarding services, as well as horseback riding summer camp and horseback riding lessons.

If you are an experienced rider, or a novice who has never ridden before, our trained staff and outstanding facilities will accommodate all varieties of riders. In addition to our horseback trail riding, we provide full event venue services ranging from year round indoor events and also outdoor events, which run from May until October.

Our guests are welcome to book us for corporate events, seasonal holiday celebrations, weddings & birthday parties, family reunions, meetings & leadership seminars, team building activities and camps as well as educational programs for schools and youth group organizations.

When you first visit Pathways on Pleasure Valley you will understand why people flock to our serene getaway for either a wonderful day of the trail riding on our exquisite horses, or booking us to host their next special event.

Book a horseback trail ride with us, let us show you this hidden gem in the reach of Greater Toronto Area.

Gift certificates are now available!

Now you can give that amazing tranquil forest experience with our horses to your friends and families. Contact our office at 905.649.2888 or Click to purchase.

Fall Trail Ride

❤Ride with us! we are open all seasons❤ Check out the schedule Come out! Join us for our colour Fall trail ride. Fall colour is here. Come and experience the magical forest on our amazing horses today! Click Here for details. All visits are by appointment only.

Summer Camp

Spaces fill up quickly, so don’t miss out on the opportunity for your child to be part of the Pathways on Pleasure Valley Summer Camp 2025. Click Here for details.

Open long weekends

❤Ride with us! we are open all the long weekends❤
Thanksgiving October 14th 2024
Christmas Day December 25th 2024
Boxing Day December 26th 2024

Enjoy some quality time on Horseback Trail Ride with family and friends! Enjoy this magical forest with these amazing creatures.

Horse Lover Package

Ask us about horse Lover Package. Summer special package! Spend half day to learn everything about horses. Experience our magical forest on these amazing creatures! Perfect for family and friends. suitable for ages 10 and up. Call or email us for details 905-649-2888; info@pleasurevalley.com.

Kids Party

Ask us about kids party. Mini horses and sheep for petting. Too young to join Horse Lover package? We have got something for the little ones! Call or email us for details 905-649-2888; info@pleasurevalley.com.

Gift certificates are now available!

Now you can give that amazing tranquil forest experience with our horses to your friends and families. Contact our office at 905-649-2888 or Click to purchase.

Hasnain Chariwala
Hasnain Chariwala
2024-12-01
I recently went on a private trail ride with Pathways on Pleasure Valley, and it was an incredible experience from start to finish. The scenery was breathtaking, with stunning meadows and tranquil woods at every turn. But what truly made the ride special was our guide, Cassandra. Cassandra is an expert instructor who made us feel comfortable and confident, regardless of experience level. She took the time to get to know us, ensuring we felt safe and supported. Her passion for horses and the outdoors was evident, and she shared fascinating insights about the area, wildlife, and the horses themselves. Her friendly, knowledgeable guidance made the whole experience enjoyable and relaxed. She even took the time to capture some photos for us, so we could remember the day long after the ride ended. Our horses, Latte and Tristan, were also beautiful and incredibly well-behaved which made the experience even more memorable. I highly recommend Pathways on Pleasure Valley whether you're a beginner or experienced rider, the beautiful setting, well-cared-for horses, and Cassandra’s expertise will make for a truly unforgettable adventure. Thank you, Cassandra, for making this such an extraordinary experience. It truly felt like the perfect escape into nature with the best possible guide. I’m already looking forward to my next ride!
Adrian Torres
Adrian Torres
2024-11-25
My girlfriend and I had an incredible experience during our 1-hour private tour. Our tour guide was amazing—knowledgeable, friendly, and made the entire experience memorable. The horses were beautiful and very calm throughout the tour, which made us feel at ease. We will definitely be coming back in the very near future. This was truly a 10/10 experience!
Stephanie Quick
Stephanie Quick
2024-11-17
Great experience every time! Friendly and kind guides who make the experience safe and fun for all.
Galina Burak
Galina Burak
2024-11-15
Pathways on Pleasure Valley is our favourite place for horseback trail rides! We had a great time today with our host Sydney. Well kept and sweet horses and nice trails.
Fiona McConville
Fiona McConville
2024-11-10
Wonderful trail ride with my girlfriends! Horses were amazing, scenery beautiful, and Michael, Amber and Sydney were fun trail guides and kept everything safe! Can’t wait to go again!
Gaby politi
Gaby politi
2024-11-10
My girlfriend and I rode with Amber for our 3rd Anniversary. We had the most magical experience! They have 125 acres of beautiful secluded land, and the horses were clearly so well taken care of. A wonderful and relaxing afternoon and worth the price! ❤️
Riya Reji
Riya Reji
2024-11-09
I had an incredible experience with my horse! She was amazing, and the entire visit was made even better by the super friendly staff, Sydney and Chloe. Overall, I absolutely loved it and will definitely be coming again. Highly recommend!
Adam El-Masri
Adam El-Masri
2024-10-31
Well-organized, safe, with knowledgeable guides and trained horses.