Forget the ABC’s and skip right to the five C’s for a ride experience and combination of activities that will set your wheels spinning. In the areas surrounding the Greater Toronto Area (GTA), York Region, Durham Region and the Headwaters, also known as Central Counties, there are a number of ride suggestions that can be fuelled by coffee, stops at local cafes, and include a trip back in time visiting unique heritage sites and museums along the way.
Durham Region
-East of the GTA, check out the following two suggestions and start locations-
Beaverton
Located on the shores of Lake Simcoe and the northern end of Durham Region there are two looped cycling routes departing from the town centre, one going north – the 31km Beaverton Harbour Pro Loop – another south – the 32km Beaverton Eastern Shore Loop. Both routes have recently had wayfinding signs added to make navigation easier from start to finish, plus the routes can be found online, with free navigation from Ride With GPS.
Add a stop at the bicycle friendly Beaver River Museum in charming Beaverton and see the four heritage buildings including an 1850’s log house, a turn of the century brick house, and a mid 19th century stone jail. Open May thru September, enjoy the buildings from the parklike setting on the Beaver River, not far from the Beaverton Harbour and Harbour Park route start, or step inside to view more than 10,000 artifacts and archives that preserve the history and heritage of the area. When in Beaverton, be sure to stop at Shortiss Cafe Bar for a caffeine fix and sweet treat. Extend your stay with an overnight stop as the cafe now operates as a hotel, with three boutique style, well appointed rooms.

Tyrone Mills
Start the 28km Apple Capital Loop in Tyrone. Follow the new directional signs and route that starts and ends near Tyrone Mills, a beautiful historical attraction and award winning bicycle friendly stop. Enjoy their tasty treats including the famed warm apple cinnamon donuts, fresh apple cider or pizza from the outdoor oven and take a rest on the outdoor patio or benches near the dam with views onto this traditional water-powered grist mill, built in 1846.

Just a kilometre along this looped route stop at the interesting and most unassuming glassed in display of old carriages in a shed. This spot marks where Robert McLaughlin, widely regarded as the founder of the Canadian automotive industry and GM Motors, began his businesses with carriages made near this site.

York Region
-On the north end of the GTA, check out the following ride suggestions-
York Region has a huge number of interesting smaller museums and historic sites that are helping preserve the area’s heritage. Pair any one of these museums with the growing cycling infrastructure, bike lanes and trails across the region by making use of the York Region Cycling Map, available in print, PDF online or interactive. Visit the following, and find a variety of comfy coffee shops and stops nearby:
- Aurora – Hillary House National Historic Site
- King City – King Heritage and Cultural Centre
- Markham – Markham Museum
- Newmarket – Elman W. Campbell Museum
- Richmond Hill – Richmond Hill Heritage Centre
- Stouffville – The Whitchurch-Stouffville Museum
- Woodbridge – Historic Wallace House
If you are keen on trails and can handle a few roads in between you might be interested in the following:
- Sharon Museum and Gardens – An open-air museum dedicated to telling the story of the Children of Peace, the Sharon Temple, and the history of the local community through their historic buildings, gardens, educational programs, and events. Pair this with: A ride on the nearby Nokiidaa Trail through Newmarket and Aurora. Consider a stop in historic Downtown Newmarket for a butter tart or more at The Maid’s Cottage.

- Kleinburg – Ride by the Doctor’s House that was the home to a local doctor for 50 years, dating back to 1867 and the year of confederation. There is also the Klein House to visit which was built in 1858 and is now open as a small museum. When in the village of Kleinburg be sure to stop at Balzac’s Coffee, as well as The McMichael Canadian Art Collection, whose grounds have trails that lead to the William Granger Greenway, a part of the Humber Trail in Vaughan.

Caledon/Headwaters Area
-To the north west of the GTA, head to this area to enjoy a ride in rural countryside-
Caledon Trailway
This 35km trail that stretches from Terra Cotta in the west to Palgrave in the east is a real delight. Originally a rail line built in 1877 as part of the Hamilton & Northwestern Railway it became a part of the Grand Trunk Railway in 1888. When the GTR went bankrupt in 1923, the line became part of the Canadian National Railway. Then in the 1980s when the Georgetown to Barrie route was abandoned, the section from Terra Cotta to Palgrave was sold to the Town of Caledon and turned into a rail trail. Find many interpretive plaques alongside the trail as well as memorabilia and old machinery at some crossings. With trail side coffee shops like those in Palgrave, Caledon East and a favourite in Inglewood, Coywolf Coffee.

Alton
Make this small hamlet a destination to visit that will check all the boxes. Stop at the Alton Mill Arts Centre, winner of our 2026 best bicycle friendly business in the area and destination unto itself. Cyclists can arrive for the scenery and stay for the art, heritage architecture, cafe, and relaxed atmosphere all located with easy access to scenic rural cycling routes in the Hills of Headwaters. Also nearby is the Gather Cafe, a central community hive, serving more than coffee. You might also want to stop in the local bike shop if open when you are there – Lynx and Hare Cycles. Nearby is the Belfontain Estate with lavender fields, vineyard, orchards and kitchen gardens that could easily push the day out into two. With the Millcroft Inn and the Liberty Inn nearby turn this into a getaway you won’t forget.

Plan your 5 C’s Getaway Today
- York Durham Headwaters – Central Counties – Visitor information
- Ontario By Bike – Great Places to Cycle – Find routes, trail information, maps, and bicycle friendly businesses in
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Sponsored Content Partner: York, Durham, Headwaters
Article by Ontario By Bike. Photo Credits: 1, 3, 5 – Destination Ontario; 6, 7 – Ontario By Bike; 8 – Alton Mills Art Centre
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