
activities
Cycling
Activities – Cycling
Cycling on the Isle of Portland offers a unique experience with its rugged coastal terrain, panoramic sea views, and intriguing historical landmarks, providing a range of cycling opportunities for different skill levels.

Portland Loop / Road Circuit
- Type: On-road loop
- Distance: ~13 miles (21 km)
- Difficulty: Moderate (some steep climbs and descents)
- Highlights:
- A full circuit of the island, often following parts of the South West Coast Path by road.
- Panoramic views from the top of New Ground over Chesil Beach and Weymouth.
- Passes Portland Bill, Tout Quarry, and The Verne.
- Tip: Be prepared for steep gradients, especially near Fortuneswell and the climb up from Chesil Beach.
Portland to Weymouth (via Rodwell Trail)
- Type: Off-road & family-friendly
- Distance: ~6 miles (10 km) one way
- Difficulty: Easy to moderate
- Highlights:
- Starts from Ferry Bridge at the base of Portland.
- Connects to the Rodwell Trail, a converted railway line into Weymouth.
- Flat and tarmacked – ideal for hybrid or leisure bikes.
- Scenic views of Portland Harbour, and good for birdwatching along The Fleet Lagoon.
- Good for: Families, casual cyclists, or anyone looking for a gentle coastal ride.


Quarry & Coastline Trails
- Type: Mixed terrain (off-road, gravel, coastal tracks)
- Difficulty: Moderate to hard
- Highlights:
- Tout Quarry and Kingbarrow Quarry offer fun, challenging trails for MTB/gravel riders.
- Explore inland paths through Portland’s rocky interior and along the cliffside above Church Ope Cove.
- Some paths are rough and require good handling skills.
Cycle-Friendly Cafés & Stops
- The Lobster Pot Café (Portland Bill): Great for a refuel with sea views.
- Quiddles Café (Chiswell): Popular with cyclists and walkers.
- Billy Winters (Ferrybridge): Funky beach bar vibe with bike racks and seaside dining.
- Heights Hotel (top of the hill): A classic stop with panoramic views and refreshments.
🛠️ Tips & Practical Info
- Terrain: Be ready for steep climbs and some narrow or winding roads. A bike with decent gears is essential.
- Bike Hire: While there’s no dedicated hire shop on Portland, nearby Weymouth has several options.
- Safety: Main roads are narrow in places, so wear high-vis and be cautious.
- Weather: The island is very exposed – wind can be a big factor!
🗺️ Useful Maps & Routes
- Visit Dorset – Cycling Routes
- Ordnance Survey Maps – for detailed trail and road navigation.