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Routes
Hiking trails & Routes
United Kingdom
England
South West England
Dorset
Weymouth And Portland
Portland

A loop of Portland from Chesil Beach

Hard

4.7

(158)

937

hikers

A loop of Portland from Chesil Beach

05:36

20.3km

330m

Hiking

This difficult 12.6-mile (20.3 km) hike loops around the Isle of Portland, offering a challenging experience with 1079 feet (329 metres) of elevation gain. You can expect to complete it in about 5 hours and 36 minutes. The trail features varied terrain, from long uphills on open quarry paths to…

Last updated: April 23, 2026

Tips

Your route passes through protected areas

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Jurassic Coast

Waypoints

A

Start point

Parking

Get Directions

1

141 m

Chesil Beach

Highlight • Beach

The 18-mile (30 km) Chesil Beach is a dramatic shingle strip which connects Abbotsbury to Portland. Thanks to the shingle ridge, a large, brackish lagoon lies immediately behind, protected from …

Tip by

2

4.47 km

West Cliff, Jurassic Coast

Highlight • Natural Monument

A beautiful idyllic coastal path with wonderful views 🤩

Translated by Google •

Tip by

3

7.48 km

Old Higher Lighthouse

Highlight • Viewpoint

The Higher Lighthouse on the western edge of Portland. It was built in the 18th century and used until 1906. Today there are three holiday cottages on the site using …

Tip by

4

8.53 km

Portland Bill Lighthouse

Highlight • Monument

Portland Bill Lighthouse reopened in 2015 as a visitor centre. You can now climb to the top of the lighthouse and experience breathtaking views over the Dorset coastline. The former …

Tip by

5

13.1 km

The Cuttings Bouldering Field

Highlight • Natural

Maze-like boulder field that leads down to the sea. Lots of little paths, bouldering problems and bumblebees!

Tip by

B

20.3 km

End point

Parking

Loading

Way Types & Surfaces

Way Types

14.4 km

2.98 km

1.67 km

739 m

466 m

Surfaces

12.3 km

3.53 km

1.89 km

1.88 km

551 m

146 m

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Elevation

Elevation

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

Highest point (130 m)

Lowest point (0 m)

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Weather

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Tuesday 5 May

14°C

9°C

0 %

Additional weather tips

Max wind speed: 16.0 km/h

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This route was planned by komoot.

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Nearby routes

Hard

4.7

937

A loop of Portland from Chesil Beach

05:36h

20.3km

330m

Trail Reviews

David
October 18, 2021, Isle Of Portland

Isle of Portland 10 miles - 1000ft - 3-4 hours Navigating the 10 mile coastal path loop around the Isle Of Portland requires a good level of fitness. It’s fully way marked and follows the South West Coast Path National Trail. The terrain is arduous and steep but worth the effort as you’ll experience breathtaking cliff tops, secluded coves and unearth local folklore mysteries surrounding the island. I recommend taking water and snacks as the cafe at Portland Bill (roughly halfway) is seasonal and not a guaranteed open. The tour starts and finishes at Portland Castle which is located on the picturesque marina. There’s plenty of parking spaces and a choice of cafes for that all important post hike refreshment! The first climb is the hardest on the tour and sees you ascending an old railway line around and onto the top of the island. Follow the path towards the abandoned prison and soak up the views as they are amongst the best in Dorset. Once on top you’ll follow a quarry path for a mile until you reach the infamous zig zag goat path which is a steep technical downhill section. Be cautious descending. Up next is the first real highlight, the beautifully secluded Church Ope Cove. This section is arduous and tricky to navigate so take extra care to stay on route. You’ll follow more large open quarry paths until you reach Portland Bill lighthouse which marks the halfway point and perfect spot for refreshments. It’s all uphill from here. Portlands West cliff is arguably the best section on the tour and cliff top hiking at its absolute finest. Tread with caution as there’s been a high case of cliff erosion in recent years so please stay on the path and follow the marked diversions at all times! Notice the eerie Sculpture Park you pass through towards the end of the hike before you descend a steep grass hill back down onto the bottom of Portland and onto the start/finish location. For this particular hike I recommend using a quality hiking shoe due to the nature of the terrain. I used the Keen Ridge Flex Waterproof Walking Boots which Keen describe as - Designed with multiple technologies to keep you in complete control - no matter how technical the trail becomes - the versatile Keen Ridge Flex Waterproof Walking Boots will provide outstanding protection from the rough of the trails to the harshness of the elements. I found them very supportive, grippy in the wet conditions and definitely fit for purpose. Link below. https://www.sportsshoes.com/product/kee1021/keen-ridge-flex-waterproof-walking-boots-~-ss21/

Doug
June 28, 2025, Activity

Long straight uphill to start. East facing cliffs have some scrambling required.. easy terrain close to the lighthouse. Return along west facing cliffs much higher with portions closed off for safety. Interesting scuplture park with works by famous artists and a final steep decent over roughish terrain to get back to Chesil Beach

bolero
May 3, 2023, Tour

Fantastic tour around Portland Isle Great partly challenging paths. A bit of physical condition and, above all, good sturdy shoes are required. Some paths are only 30-40cm wide, steeply descending to the right and left

Translated by Google

Even though it was cloudy most of the day, unfortunately preventing me from taking any sunny seaside photos, I can still say that today's hike was the most beautiful coastal hike I've done so far. It never got boring, so I walked the entire section. Since I like the area so much, I'm not moving on until tomorrow.

Translated by Google
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