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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Still not found the Highlight you’re looking for? See guides of the top attractions in other regions:
TorontoLake OntarioOttawaUnorganized South NipissingAlgonquin Provincial ParkAlgonquin 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/EramosaKingKitchenerKingstonClearviewKincardineSaugeen ShoresThe Blue MountainsAuroraMulmurErinNewmarketWilmotGrey HighlandsCabot Head Provincial ParkMadawaska ValleyWoolwichFrontenac IslandsMississippi MillsAdmaston/BromleyBrantUxbridge WoodlandsKillarneyWellandInglis Falls Conservation AreaLakeshoreGreenbeltAlfred And PlantagenetSt. CatharinesLeeds And The Thousand IslandsNorth FrontenacHortonAmaranthBillings TownshipLe nord-est de Manitoulin et les îlesWaterlooMelancthonKawartha LakesWellesleyKillarney Provincial ParkArran-ElderslieLanark HighlandsMacgregor Point Provincial ParkSouth Bruce PeninsulaCentre WellingtonCentral FrontenacNew TecumsethFront Of YongeSelwynUnorganized North SudburyElizabethtown-KitleySouth FrontenacTay ValleyLincoln
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