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Hiking trails & Routes
Canada
Ontario
Oakville

Bayshire Woods & The Parkway loop

Routes
Hiking trails & Routes
Canada
Ontario
Oakville

Bayshire Woods & The Parkway loop

Moderate

3.0

(1)

5

hikers

Bayshire Woods & The Parkway loop

02:19

8.90km

60m

Hiking

Hike the moderate Bayshire Woods & The Parkway loop in Oakville, a 5.5-mile route through shaded woods and past Pinery Pond.

Last updated: February 26, 2026

Waypoints

A

Start point

Parking

Get Directions

1

2.60 km

Pinery Pond

Highlight • Lake

Pinery Pond lies just west of Joshua’s Creek in east Oakville, close to Pinery Park and off Pinery Cres. It’s a calm, natural water basin surrounded by mixed forest and …

Tip by

2

3.52 km

The Parkway

Highlight • Trail

This green corridor winds through the north-east side of Oakville, following wooded slopes, ponds, and the headwaters of Joshua Creek. The walking path is paved in places and soft-surface elsewhere, …

Tip by

3

6.20 km

Bayshire Woods

Highlight • Forest

Located in the Iroquois Ridge North area, Bayshire Woods is a small but scenic forest corridor with a shaded walking path that loops through mature trees and quiet neighbourhood green …

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B

8.90 km

End point

Parking

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Way Types & Surfaces

Way Types

5.48 km

3.13 km

221 m

< 100 m

Surfaces

5.34 km

1.53 km

1.14 km

814 m

< 100 m

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Elevation

Elevation

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Weather

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Wednesday 8 July

29°C

18°C

-- %

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Frequently Asked Questions

Where can I park to access the Bayshire Woods & The Parkway loop?

While specific parking details for the entire loop aren't provided, you can typically find parking near Bayshire Woods Park, which is a primary access point for this trail system. Look for designated parking areas within or adjacent to the park.

Is this loop trail dog-friendly?

Yes, the trails within Bayshire Woods Park, which form part of this loop, are generally considered dog-friendly. Please ensure your dog is kept on a leash and that you clean up after them to maintain the natural beauty for everyone.

What is the best time of year to hike this loop?

The Bayshire Woods & The Parkway loop is particularly pleasant in spring and fall. During these seasons, you'll experience mild weather and vibrant foliage, making for a very scenic hike. It's also enjoyable year-round, with steady tree cover providing shade in summer and a different kind of beauty in winter.

Do I need a permit or pay an entrance fee for this trail?

No, there are typically no permits or entrance fees required to hike the Bayshire Woods & The Parkway loop. It's a publicly accessible trail system within Oakville's park network.

What is the terrain like on the Bayshire Woods & The Parkway loop?

The terrain is characterized by shaded walking paths winding through mature trees and quiet neighborhood green spaces. You'll find mixed hardwood stands and gentle ravine terrain, offering steady tree cover and a natural, serene atmosphere. It's generally rated as easy, suitable for leisurely walks.

What wildlife might I see along the route?

While hiking the loop, you might encounter various local wildlife such as squirrels, rabbits, and a variety of birds. The natural setting of Bayshire Woods provides a habitat for these common park animals.

Are there any notable features or points of interest along the way?

Yes, the loop connects several interesting areas. You'll pass by Pinery Pond, experience the tranquil paths of Bayshire Woods, and traverse sections of The Parkway. Bayshire Woods Park also features a leisure playground, making it a family-friendly spot.

Is this trail suitable for families with children?

Absolutely! The Bayshire Woods & The Parkway loop is generally rated as easy and features well-maintained, shaded paths. Bayshire Woods Park itself includes a leisure playground, making it a great destination for family outings and walks with kids.

Does the loop connect to other trails for longer hikes?

Yes, the trail system within Bayshire Woods Park can connect to other nearby routes, such as the Joshua's Creek trail system. This allows for longer and more varied hiking experiences if you wish to extend your walk beyond the immediate loop.

What should I wear or bring for a hike on this loop?

Given the easy terrain and shaded paths, comfortable walking shoes are sufficient. Dress in layers, especially in spring and fall, to adapt to changing temperatures. Bring water, and if you're hiking with a dog, remember essentials for them too. Sunscreen and insect repellent are also good ideas, particularly in warmer months.

How long does it typically take to complete the Bayshire Woods & The Parkway loop?

The full loop is approximately 8.9 kilometers (5.5 miles) and typically takes around 2 hours and 20 minutes to complete at a moderate hiking pace. This duration can vary based on your speed and how often you stop to enjoy the scenery.

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