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Weymouth And Portland

Weymouth

Chesil Beach & The Fleet – Abbotsbury Abbey Ruins loop from Upwey

Routes

Bike touring routes & trails

Weymouth And Portland

Weymouth

Chesil Beach & The Fleet – Abbotsbury Abbey Ruins loop from Upwey

Hard

5.0

(1)

274

riders

Chesil Beach & The Fleet – Abbotsbury Abbey Ruins loop from Upwey

02:57

43.3km

630m

Cycling

Hard bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels. The starting point of the route is accessible with public transport.

Last updated: May 6, 2026

Tips

Includes a segment in which cycling is not permitted

After 10.7 km for 330 m

Waypoints

Start point

Bus stop

Get Directions

4.03 km

Track Past Maiden Castle

Highlight (Segment) • Trail

Across field and onto track skirting Maiden Castle. Generally easy going and manageable on a gravel bike. Up and then down.Used as part of a road to Hardy's monument.

Tip by

13.5 km

View from Crow Hill

Highlight • Natural Monument

The short steep road down from the junction here is known locally as Crow Hill.

Tip by

15.1 km

St. Michael and All Angels Church, Littlebredy

Highlight • Historical Site

Parish Church. C13 chancel and C14 south tower.

Tip by

28.0 km

Viewpoint

30.1 km

Author John Fowles described Chesil Beach as “an elemental place, made of sea, shingle and sky”. Backed by The Fleet, the largest tidal lagoon in Britain, this natural pebble beach extends some 17 miles (27 km) along the coast and is thought to be 4,000-7,000 years old.

Whilst it’s a great place to visit, you are strongly advised not to swim here — or even get too close to the shoreline. Even in calm conditions large waves can suddenly appear. The shoreline of the beach is very steep and this can result in a very strong undertow, which makes swimming dangerous.

Tip by

30.8 km

Abbotsbury Subtropical Gardens

Highlight • Viewpoint

Abbotsbury Subtropical Gardens are lush gardens where exotic and unusual plants are reminiscent of the tropics. The gardens were laid out in the 18th century, later expanded and restored after being destroyed by a storm in 1990. The facility covers an area of 12 hectares. It is advisable to take a map with you or use the route markings to avoid getting lost in the "jungle". Bronze sculptures from “Alice in Wonderland” can be found everywhere in the garden.

Translated by Google •

Tip by

32.1 km

Snack Stop in the Centre of Abbotsbury

Highlight • Cafe

32.5 km

Abbotsbury Abbey Ruins

Highlight • Religious Site

Abbotsbury Abbey, dedicated to Saint Peter, was a Benedictine monastery in the village of Abbotsbury in Dorset, England. The abbey was founded in the 11th century by King Cnut's thegn Orc and his wife Tola, who handsomely endowed the monastery with lands in the area. The abbey prospered and became a local centre of power, controlling eight manor houses and villages. During the later Middle Ages, the abbey suffered much misfortune. In the time of the dissolution of the monasteries, the last abbot surrendered the abbey and the site became the property of Sir Giles Strangways.
Today, a small part of the former Abbey estate, including the abbey's remains, and those of the nearby St Catherine's Chapel, are in the guardianship of English Heritage

Tip by

32.7 km

St Catherine's Chapel, Abbotsbury

Highlight • Viewpoint

The classic Abbotsbury view is of Chesil Beach. It's a quaint village with a swannery, but the roads are so nice you'll probably be going too fast to look at the birds.

Tip by

43.3 km

End point

Bus stop

Way Types & Surfaces

Way Types

39.2 km

1.85 km

1.40 km

823 m

< 100 m

Surfaces

32.5 km

7.33 km

2.11 km

235 m

< 100 m

Elevation

Nothing selected – click and drag below to see the stats for a specific part of the route.

Highest point (230 m)

Lowest point (0 m)

Weather

Friday 15 May

14°C

4°C

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Our route recommendations are based on thousands of hikes, rides, and runs completed by other people on komoot.

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Chesil Beach & The Fleet – Abbotsbury Abbey Ruins loop from Upwey

Track Past Maiden Castle

View from Crow Hill

St. Michael and All Angels Church, Littlebredy