The Top 20 Attractions around Caledon
There are plenty of places to see and visit around Caledon. Whether you love hiking or cycling, Caledon is a region where 20
hidden gems are waiting to be explored and visited. Check the top places to visit in the region and plan your next adventure today.
hidden gems are waiting to be explored and visited. Check the top places to visit in the region and plan your next adventure today.
Last updated: November 13, 2025
Island Lake Conservation Area
Highlight • Lake
Right in the Orangeville, small city in south Ontario, you can enjoy this beautiful park. It is man made lake created by the dam on the Credit River. Whole area …
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South Simcoe Railway – Tottenham Station
Highlight • Historical Site
South Simcoe Railway is the grate place to experience the past of the once big railway system. Board the train and you will be transferred to the 1900.
First passenger …
First passenger …
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Caledon Trailway Mile 0
Highlight • Trail
Caledon Trailway starts from here and ends 40 km north in Tottenham .
It is well maintained with compact gravel that rides easy. Inclines are mild and gradual so everyone …
It is well maintained with compact gravel that rides easy. Inclines are mild and gradual so everyone …
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Hockley Valley Lookout
Highlight • Viewpoint
Hiking this trail during the summer would be more plesent but views are much better during the winter. On 6 km loop there are many ups and downs that will make your blood running.
Enjoy and respect
Enjoy and respect
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Trans Canada Trail Segment
Highlight (Segment) • Trail
It is an easy ride all way through round trip. There are no hills. We made this 20km route with my son 8 years of age no problem and were proud of ourselves.
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The Great Trail Commemorative Site
Highlight • Monument
This is commemorative place to celebrate the Great Trail, Trans Canada Trail, the longest hiking trail in the World, 24000km.
Besides the history of the trail, there is a list …
Besides the history of the trail, there is a list …
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Gazebo on the Bruce Trail
Highlight • Structure
Part of Bruce trail with extended number of side trails. In winter this area is transformed in to the Nordic skiing haven. Interesting to observe is maple syrup production operation.
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Maple Syrup Production Site
Highlight • Structure
You can observe advanced setup for collection of the maple syrup and hut for cooking. Interesting to see process behind the production of the favourite Canadian breakfast condiment.
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Cheltenham Badlands
Highlight • Natural Monument
Unique geological site showcasing rare phenomena of shale bedrock created 450 million years ago and still preserved and exposed for our enjoyment.
Hiking trail is available to explore more of …
Hiking trail is available to explore more of …
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McMichael Canadian Art Collection & Sculpture Garden
Highlight (Segment) • Monument
This is highlight of the area. Plan to take a lunch break here on one of many shaded benches.
Outdoor sculpture exhibition is extraordinary.
Cemetery of famous Group of seven …
Outdoor sculpture exhibition is extraordinary.
Cemetery of famous Group of seven …
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Heart Lake Conservation Area
Highlight • Lake
Heart Lake Conservation Area covers 169 hectares of forests, wetlands, and trails around its namesake kettle lake. There are plenty of options for outdoor activities here, with several picnic spots, …
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Still not found the Highlight you’re looking for? See guides of the top attractions in other regions:
TorontoLake OntarioOttawaAlgonquin Provincial ParkUnorganized South NipissingAlgonquin HighlandsMarkhamNiagara-On-The-LakeNiagara FallsVaughanMississaugaThoroldHamiltonPickeringBurlingtonAjaxMunicipality of Northern Bruce PeninsulaRichmond HillMiltonBruce Peninsula National ParkOakvilleFort ErieHalton HillsUxbridgeBramptonWhitbyHuntsvilleLake Of BaysWhitchurch-StouffvilleMeafordGeorgian BluffsRouge National ParkMonoScugogPuslinchAdjala-TosorontioWindsorLake Saint ClairLake HuronThunder Bay, UnorganizedChatsworthOshawaLasalleClaringtonMcnab/BraesideGreater MadawaskaTecumsehGuelph/EramosaKingKingstonKincardineSaugeen ShoresAuroraMulmurErinNewmarketGrey HighlandsCabot Head Provincial ParkThe Blue MountainsMadawaska ValleyWoolwichClearviewFrontenac IslandsMississippi MillsAdmaston/BromleyUxbridge WoodlandsKillarneyWellandInglis Falls Conservation AreaLakeshoreGreenbeltAlfred And PlantagenetSt. CatharinesLeeds And The Thousand IslandsNorth FrontenacHortonAmaranthBillings TownshipLe nord-est de Manitoulin et les îlesWaterlooMelancthonMacgregor Point Provincial ParkKawartha LakesKitchenerWellesleyBrantKillarney Provincial ParkWilmotArran-ElderslieLanark HighlandsSouth Bruce PeninsulaCentre WellingtonCentral FrontenacNew TecumsethFront Of YongeSelwynUnorganized North SudburyElizabethtown-KitleySouth FrontenacTay ValleyLincoln
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