Outbound Collective logo

The Best Hiking in Caledon

Looking for the best hiking in Caledon? We've got you covered with the top trails, trips, hiking, backpacking, camping and more around Caledon. The detailed guides, photos, and reviews are all submitted by the Outbound community.

Top hiking spots in and near Caledon

  • Caledon, Ontario

    Hike to Cataract Falls at Forks of the Credit Provincial Park

    5.0
    1.9 mi
    The main parking lot is off of McLaren Road on the north-east side of the park, with an honour-pay system. Multiple hiking loops are well marked, with clear "Falls this way!" arrows on every sign. There are some steep down/up walks on wooden staircases that lead to both the river fishing spots a...
    Read more
  • Limehouse, Ontario

    Hike the Limehouse Conservation Area Loop

    3.1 mi / 50 ft gain
    This CA is home to history and nature. When entering the trail and heading left at the first fork, you are later greated by "hole in the wall" where the trail descends into a lime stone crevace. Allowing you to explore the rock will hiking along the trail. Continuting the the far left of the prop...
    Read more
  • Burlington, Ontario

    Hike the Mount Nemo Conservation Area Loop

    5.0
    1.6 mi
    This is probably one of my all-time favorite short hikes to do in Ontario during the fall. The hikes takes you to a breathtaking, panoramic view of the Niagara Escarpment that is blazed with fall colors. This family-friendly lookout trail should provide a very little challenge for older family me...
    Read more
  • Puslinch, Ontario

    Fletcher Creek Ecological Preserve Loop

    3.04 mi / 171 ft gain
    Fletcher Creek is an easy, relatively quiet, and scenic hike for those with an appreciation for fen plant communities – or the rarest type of wetland in Ontario, Canada. Along your hike you will encounter wide pathways, canopies of deciduous and conifer trees, a lovely creek, and the crown jewel ...
    Read more
  • Hamilton, Ontario

    Photograph Great Falls

    5.0
    0.1 mi
    The perfect little adventure in the city of Hamilton, this waterfall is along the iconic Bruce Trail and can easily be turned into a longer adventure along the Grindstone Creek. It can be explored at any time of the year, whether you're looking for a lot of water in the spring, fall foliage in au...
    Read more
  • Hamilton, Ontario

    Hike to Tews Falls

    3.0
    3.7 mi
    Tews Falls is 41 meters high - just a little less than Niagara Falls! It's an impressive sight that gains perspective from the base - as opposed to the viewing platforms you will notice way above you.There are a couple of ways to access this hike, basically you need to get to the train tracks tha...
    Read more
  • Hamilton, Ontario

    Hike the Dundas Escarpment

    4.1
    1.9 mi
    Starting at Webster's Falls, this hike continues down the trail to Tews Falls and then leads to the Dundas Peak, with panoramic views of the surrounding towns, Dundas & Hamilton. This is a short hike and totals around 3km. There are some side trails that could be taken to offer variety and ad...
    Read more
  • Hamilton, Ontario

    Photograph Webster's Falls

    5.0
    0.25 mi
    The waterfall is located in the Spencer Gorge Conservation Area, which is delightful enough by itself to explore and have a picnic or lounge around. The easiest way to access this area is to park at the lot at the end of Fallsview Rd, located on top of the Dundas escarpment area. There is a $10 f...
    Read more
  • Ayr, Ontario

    Hike the Walter Bean Grand River Trail (Section 1-2)

    4.0
    4.3 mi / 100 ft gain
    Start by parking in the lot just off of Highway 42, and check out the trail map. There is a maintained trail perfect for biking or walking, or a forest trail for intermediate walkers. A good way to do this trail is start by heading to the waterfall, then back up and follow the forest trail north ...
    Read more
  • Floradale, Ontario

    Stroll the Lions Lake Trail

    5.0
    4.3 mi
    One of the many entrances to the Lions Lake Trail can be found at the Crystal View Mennonite Church (marked on the map). The trail loops the Woolwich Reservoir and passes through tall trees, the Woolwich Dam, and through a local sugar bush.  On the north-east side of the lake you can choose to ta...
    Read more
  • 900 Wilson Street East, Ontario

    Hike to Tiffany Falls

    0.4 mi
    Great waterfall to visit with parking accessible at the trailhead. Right off the road, you'll need to pay for parking but it's a nice waterfall especially in the fall. Can get pretty busy as it's becoming more and more popular nowadays with travelers, which can take away from getting a good photo...
    Read more
  • Ayr, Ontario

    Walk along the Dumfies Road Trail

    1.9 mi / 10 ft gain
    This little trail is located right of of dumphries rd (parking lot is hidden in some trees, be sure not to miss it). This trail is easy to follow and easy to walk. In the trail you can enjoy the local chickadees and herons while over looking small lakes. The simple walk allows for a bit of relaxa...
    Read more
  • Toronto, Ontario

    Hike the Orchard Trail in Rouge Park

    5.0
    1.2 mi
    The Orchard Trail is the most diverse of the trails in Rouge Park. It will take you through the woods, along the Little Rouge Creek, up along the escarpment to enjoy the views, and through some wetlands.The Twyn Rivers parking lot is a great starting point in Rouge Park. To begin the Orchard Trai...
    Read more
  • Duntroon, Ontario

    Hike to Singhampton Caves in Ontario

    1.4 mi / 370 ft gain
    Singhampton Caves Trail is a 1.4 mile scenic loop trail located near Clearview, Ontario that features beautiful wild flowers, moss-covered caves (open to the sky) and moist carpet of liverworts and different species of fern. The trail is accessible year-round, but the best time to explore it woul...
    Read more
  • Flesherton, Ontario

    Hike to Eugenia Falls

    0.5 mi / 25 ft gain
    Situated in the very tiny village of Eugenia, Eugenia Falls Conservation Area encompasses 23 hectares of Niagara Escarpment, river valley and upland forests. The site features hiking trails, a picnic pavilion, privies and a war memorial, as well as the 30 metre tall waterfall. When first discover...
    Read more