Cycling the Winchester hills

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20.3 mi
1,033 ft
02h10
Medium

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Route information

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Last verified: 27 May 2025

Description by the author

Enjoy this beautiful cycle route through the hills around Winchester. Along the first part of the route you pass St. Catherin's Hill and Morestead, among others. Returning is flatter and happens through the valley of the river Itchen. The route starts and ends in Winchester.

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Route origin

Route description

Region

Statistics

Difficulty level: Medium (73/100)

Length: 20.3 mi

Duration: 02h10


Total ascent: 1,033 ft

Maximal slope: 9.5 %

Net ascent: 0 ft

Total descent: 1,033 ft

Roads and subsoil

Scenery


Characteristics

    Themes

      Groups

        Start and end of the route

        Closest address to start: Station Road, Winchester, United Kingdom
        Closest address to end: Station Road, B3420, Winchester, United Kingdom

        Navigate to starting point

        Places of interest

        1. Winchester railway station

          0 · Trainstation
          Winchester railway station is a railway station in Winchester in the county of Hampshire, England. …
          Wikipedia
        2. Hyde Abbey

          0 · Abbey
          Hyde Abbey was a medieval Benedictine monastery just outside the walls of Winchester, Hampshire, …
          Wikipedia
        3. Winchester Castle

          0 · Castle
          Winchester Castle is a medieval building in Winchester, Hampshire, England. It was founded in …
          Wikipedia
        4. Winchester Cathedral

          0 · cathedral
          The Cathedral Church of the Holy Trinity, Saint Peter, Saint Paul and Saint Swithun, commonly …
          Wikipedia
        5. Winchester College

          0 · School
          Winchester College is a public school in Winchester, Hampshire. It was founded by William of …
          Wikipedia
        6. Wolvesey Castle

          0 · Castle
          Wolvesey Castle, also known as the "Old Bishop's Palace", is a ruined building in Winchester, …
          Wikipedia
        7. Cheesefoot Head

          0 · POI
          Cheesefoot Head () is a large natural amphitheatre and beauty spot just outside Winchester, …
          Wikipedia
        8. Tichborne

          0 · Municipality
          In archaeology in the south of the parish within the South Downs National Park is a bell barrow, …
          Wikipedia
        9. Capital South Coast

          0 · Radio tower
          Capital South Coast was a regional radio station owned by operated by Global Radio as part of the …
          Wikipedia
        10. Itchen Valley

          0 · Municipality
          Itchen Valley is largely rural in character. The parish is crossed by designated walking paths and …
          Dromos
        11. Cattle Grid

          0 · POI
          SLOW - Cattle Grid - Been through here several times, take it slow no problems on skinny wheels. …
          Chrissy T
        12. Winchester

          0 · City

          In the novel The Pillars of the Earth, by Ken Follett, which traces English historical events from …

          Dromos
        13. St Mary's Abbey

          0 · Abbey
          St. Mary's Abbey, also known as the Nunnaminster, was a Benedictine nunnery in Winchester, …
          Wikipedia
        14. Old Minster

          0 · POI
          The Old Minster was the Anglo-Saxon cathedral for the diocese of Wessex and then Winchester from …
          Wikipedia
        15. Winchester

          0 · Municipality
          Winchester is a cathedral city in Hampshire, England. The city lies at the heart of the wider City …
          Wikipedia
        16. Westgate

          0 · Shelter for the night
          The Westgate is one of two surviving fortified gateways in Winchester, England formerly part of …
          Wikipedia

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        Activities

        Nearby

        Routes nearby

        Lodging nearby

        Services nearby

        Winchester railway station
        Hyde Abbey
        Winchester Castle
        Winchester Cathedral
        Winchester College
        Wolvesey Castle
        Cheesefoot Head
        Tichborne
        Capital South Coast
        Itchen Valley
        Cattle Grid
        Winchester
        St Mary's Abbey
        Old Minster
        Winchester
        Westgate
        0 mi1 mi1 mi2 mi2 mi3 mi4 mi4 mi5 mi6 mi6 mi7 mi7 mi8 mi9 mi9 mi10 mi11 mi11 mi12 mi12 mi13 mi14 mi14 mi15 mi16 mi16 mi17 mi17 mi18 mi19 mi19 mi20 mi20 mi112 ft531 ft
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        2,000 ft

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