4.8
(13)
435
riders
28
rides
Road cycling around East Gwillimbury offers an extensive network of routes through diverse natural landscapes. The region features a mix of paved and unpaved paths winding through scenic countryside, along waterways like the East Holland River, and into forested areas. Cyclists can expect varied terrain, including rolling hills and flat sections, suitable for different fitness levels. The Nokiidaa Trail system is a central highlight, connecting communities and offering well-maintained routes.
Last updated: May 17, 2026
5.0
(1)
34
riders
84.1km
03:26
470m
470m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
19
riders
78.4km
03:34
590m
590m
Moderate road ride. Good fitness required. Some segments of this route may be unpaved and difficult to ride.

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21
riders
61.3km
02:30
320m
320m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
10
riders
59.3km
02:32
340m
340m
Moderate road ride. Good fitness required. Some segments of this route may be unpaved and difficult to ride.
6
riders
82.0km
03:46
500m
500m
Moderate road ride. Good fitness required. Some segments of this route may be unpaved and difficult to ride.
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This isn't the highest hill you'll ever climb, but you will have a good view over the surrounding area from up here.
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This isn't the highest hill you'll ever climb, but you do have a nice view out to the horizon from here.
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Fairy Lake is a beautiful reservoir along the Holland River, with a lovely paved path that loops around it. There are plenty of benches and picnic areas that look out over the water, making it a perfect spot for a quiet getaway, just a short distance from downtown.
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Tom Taylor Trail is a great multi-use path that follows the Holland River through several parks, wetlands, and quiet neighbourhoods. Part of the larger Nokiidaa Trail system, it connects Newmarket and East Gwillimbury, offering a mostly flat, well-maintained route that is perfect for walking, cycling, and family outings. With boardwalks, bridges, and beautiful views of Fairy Lake, it’s a peaceful way to spend time in nature close to home.
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Getting its name from the Ojibwe term for "walking together" the Naokiidaa Trail links many parks and green spaces around the city of Aurora. The trail is multi-use and the surface type varies from section to section as does the difficulty level, meaning that there is a portion of the Nokiidaa Trail that is just right for you to go walking together with friends and family.
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Interesting. Looks like the property contains an old-school house being refurbished into a house. I ride by here often and I never noticed the bottle tree before lol quite interesting.
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One of the best bakeries around worth the ride Butt expect some climbing
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I don't think this unmaintained trail system is worth riding duing the summer when the weeds are fully grown... 😬🦟🌾🌾🌿
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East Gwillimbury offers a network of nearly 30 road cycling routes. These routes cater to various skill levels, with 9 easy routes and 19 moderate routes, ensuring options for both casual riders and those seeking a greater challenge.
You can expect a diverse range of terrain, from paved and unpaved paths winding through scenic countryside to routes along waterways like the East Holland River and into forested areas. The region features a mix of rolling hills and flatter sections, with the Nokiidaa Trail system being a central highlight for its well-maintained, mostly flat routes.
Yes, East Gwillimbury has several easy road cycling routes perfect for beginners or families. For instance, the "Fox – Tom Taylor Trail loop" is an easy 20.8 km ride, and the "Brown Hill Tract loop" offers another easy 17.7 km option. Many trails feature mostly paved surfaces, accommodating all skill levels.
Road cycling routes in East Gwillimbury often pass by significant natural features. You can enjoy views of the East Holland River and its wetlands, cycle around Fairy Lake, or explore forested areas like the Sheppard's Bush Conservation Area. The Tom Taylor Trail is also a notable highlight.
While many routes are moderate, some can extend over 80 km with significant elevation gains, providing a challenge for experienced road cyclists. The region's terrain, including areas like the Hills of Headwaters, offers opportunities for rides with varying grades and climbs. An example of a moderate route is the Fork in the Trail – Tom Taylor Trail loop from Newmarket, which covers 78.4 km with substantial elevation.
The road cycling experience in East Gwillimbury is highly rated by the komoot community, with an average score of 4.8 stars from over 10 reviews. Cyclists often praise the extensive trail network, the scenic beauty of the East Holland River, and the rolling countryside, which offers a variety of routes for different ability levels.
Yes, many of the road cycling routes in East Gwillimbury are designed as loops, allowing you to start and end at the same point. Examples include the Red Bulb Coffee Bar – Annina's Bakeshop & Café loop from Newmarket and the Ice Cream Stop – Annina's Bakeshop & Café loop from Newmarket, both offering circular journeys through the region's landscapes.
The best time for road cycling in East Gwillimbury is typically during the warmer months, from spring through fall, when the weather is mild and the natural landscapes are at their most vibrant. This allows for comfortable riding conditions and full enjoyment of the scenic routes.
Absolutely. The region is rich with scenic spots. You can find picturesque views along the East Holland River, around Fairy Lake, and within forested areas like the Brown Hill Tract. The Horse Pasture View is also a notable highlight offering scenic vistas.
Yes, several routes are designed to include stops at local establishments. For example, the Red Bulb Coffee Bar – Annina's Bakeshop & Café loop from Newmarket and the Ice Cream Stop – Annina's Bakeshop & Café loop from Newmarket both incorporate cafes, providing convenient spots for a break and refreshments during your ride.
One of the longer road cycling routes is the Red Bulb Coffee Bar – Annina's Bakeshop & Café loop from Newmarket, which spans 84.1 km and typically takes around 3 hours and 26 minutes to complete. This route offers a moderate challenge through diverse scenery.
Yes, Fairy Lake is a beautiful feature often included in cycling loops. The "Fairy Lake – All Our Kids Play Park loop" is a moderate 45.3 km ride, and the View of Newmarket – Fairy Lake loop from Newmarket is another option, covering 59.3 km and offering serene waterside views.


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