Stroller-Friendly Trails in Burlington, Oakville and Hamilton

Here are some of the best-loved and most recommended stroller-friendly trails in Burlington, Oakville and Hamilton. We asked our followers with wee ones where they love to walk with their wagons and wheels.

Stroller-Friendly Trails in Burlington

Burlington Beachway Park

Spencer Smith Park, Burlington 

Home to 2 km of paved trails in the downtown Burlington area. One of the more popular stroller-friendly trails in Burlington. Park is free to access, and Some days/times offer free parking nearby. There are several paid parking lots close to the park: Spencer Smith Park West Parking lot and Waterfront Park West Lot both on Lakeshore Road, Waterfront Parking Garage on Locust Street, and several other municipal paid lots in the surrounding area. Washrooms are available at Discovery Landing at the west end of the park, near the splash pad. 

Cityview Park

1500 Kerns Road, Burlington 

1.7 km of gravel trails surround the playground, sports fields and wooded area. Free access and free parking. July 2021 has sections of the large park space under construction, no end date available yet. 

Burloak Waterfront Park

5420 Lakeshore Rd., Burlington

Another favourite waterfront paved trail includes several kilometres long in each direction as the trail is part of the Waterfront Trail. Free access to the trail with free parking. See our in-depth article on Burloak Waterfront Park here.

stroller-friendly trails in burlington
The bridge at Cherry Hill Gate in Burlington

Cherry Hill Gate

680 Plains Road West, Burlington 

This 2 km trail consists of packed gravel and a boardwalk and is one of the most-loved stroller-friendly trails in Burlington. Full of wildlife encounters and natural beauty. Free to access, paid parking at the trailhead. No washrooms on the trail, but there are washrooms at the main RBG centre across the road. Also featured in our article Free and Cheap Things To Do in Burlington

Lowville park

6207 Lowville Park Rd, Burlington

1.8 km trail through the playground and the wooded area provides you with packed gravel and mulch trails through a wooded area and alongside Bronte Creek. Access is free, but reservations are required for summer 2021. Free parking and washrooms available. 

Hidden Valley Park

1137 Hidden Valley Rd, Burlington

5.5 km of packed gravel trails through woods and beside the creek. Free parking, free to access and washrooms available. See our in-depth article on Hidden Valley Park here.

Wagon and Stroller-Friendly Trails in Oakville

Crosstown Pipeline Trail

At Mowat Avenue and River Oaks Blvd W, Oakville, or access from Neyagawa Blvd near the baseball diamond at Neyagawa Park. 

2 km of paved trails are perfect for a wagon or stroller walk. Free access to the trails, with paid street parking or at Neyagawa Park parking lot. No washrooms.

West Oaks Trail Community park

2860 Westoak Trails Blvd, Oakville

2 km of trails consisting of paved and packed gravel. Free to access, with free parking. Washroom facilities are open May to October 

stroller-friendly trails in hamilton
Joe Sam’s Park in Waterdown Hamilton

Lions Valley Park

2417 Fourth Line, Oakville

10 km of stroller-friendly trails in Oakville wind throughout this large park. Made with packed gravel, and consisting of a few steep hills. Free parking, a playground, creek access and free to access. No washrooms. 

Bronte Creek Provincial park

1219 Burloak Drive, Oakville

Bronte Creek is home to 7 easy, stroller-friendly trails in Oakville ranging from 1.6 to 17.1 km, all included in your day-use fee or with your membership. Playgrounds, washrooms and picnicking are also available. See our article on Bronte Creek here.

Crawford lake

3115 Conservation Road, Milton, ON

1 km (Crawford Lake Trail is a beautiful boardwalk. There are other trails ranging from 1.5-3.6 km that are packed gravel. Day Use fees apply or are included in your Conservation Halton Annual Pass with parking included. Washrooms at Visitor Centre and near the parking lot. This is one of our favourite hikes to do with kids. 

Stroller-Friendly Trails in Hamilton

Bayfront park Loop

200 Harbour Front Dr, Hamilton

2.4 km of paved trails along the Hamilton waterfront. Free access and free parking, plus washrooms, a playground and green space. 

Chedoke Radial Trail

Beddoe Drive, behind Chedoke Golf Course

9.5 km and one of our absolute favourite hikes to do with kids. Packed gravel makes it a favourite for cyclists as well. Shaded and some of the best views of the city. Free parking at Chedoke Golf Cours. No washrooms.

Cootes Paradise Trails at RBG

You can access a variety of trails around the Cootes Paradise Marsh, and each has something fabulous to offer. We love the area near the Hamilton Aviary (Caleb’s Walk, Ravine Road Trail with its packed gravel trail. Download the Cootes Paradise trail map here and you can expand your walk as long as you’d like! Paid parking is available at various spots around Cootes Paradise.

Princess Point Loop

330 Macklin Street North, Hamilton 

1.9 km of trails on packed dirt. No washrooms, but free access to the trail with paid parking at the trailhead. 

Crawford Lake – courtesy of Burlington Gazette

Main Loop at Dundas Valley Conservation Area

650 Governors Road, Dundas 

2.5 km long and one of our favourite hikes to do with kids. Ample shade, streams and even equestrians to see on this packed dirt stroller-friendly trail in Hamilton. Per vehicle entrance fee of $11, includes parking and is well worth it. Washrooms are available.

Valens Lake Boardwalk Trail

1691 Regional 97 Rd, Cambridge

4.2 km boardwalk and packed dirt trail around Valens Lake. One of our favourite beaches as well! Day use fees apply or are included with your Conservation Hamilton annual pass. Parking is included in fees. Washrooms available 

Joe Sam’s Park

752 Centre Rd, Waterdown

8 km of stroller-friendly trails in Hamilton are accessible in all seasons. Boardwalk, packed gravel, grass. Free access and free parking. No washrooms. 

Rockwood Conservation Area

161 Fall Street South, Rockwood

2.9 km of trails that vary between packed gravel, soil and boardwalk. Day use fees apply or use are included with your Grand River parks membership. Parking is included in fees. Washrooms available 

stroller-friendly trails in hamilton
Dundas Valley Conservation Area trails

More Ideas For Family Fun

We have visited hundreds of places and written about them to help you find the very best destination for your next day trip or outing. We love sharing indoor play places, playgrounds that go above and beyond, and more! Here are a few of our latest blogs to help you have a great weekend.