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United Kingdom
England
South West England
Dorset

Weymouth And Portland

The best walks and hikes around Weymouth And Portland

4.6

(1410)

11,871

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229

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Hiking around Weymouth And Portland offers diverse landscapes, characterized by the dramatic cliffs and coves of the Jurassic Coast, a UNESCO World Heritage Site. The region includes the rugged Isle of Portland, connected by the distinctive Chesil Beach, an 18-mile-long shingle bank. Inland areas feature former quarries, now nature reserves, and rolling hills. This varied terrain provides a range of hiking experiences from coastal paths to more sheltered routes.

Best hiking trails around Weymouth And Portland

  • The most popular hiking…

Last updated: April 24, 2026

4.7

(158)

937

hikers

#1.

A loop of Portland from Chesil Beach

20.3km

05:36

330m

330m

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…

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Hard

4.7

(18)

112

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Embark on an easy hike along the South West Coast Path: Portland Bill Loop, a route that offers wild, windswept, and ruggedly scenic views. This trail spans 3.5 miles (5.6…

Easy
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Moderate hike. Good fitness required. Easily-accessible paths. Suitable for all skill levels.

Moderate

Hard hike. Very good fitness required. Easily-accessible paths. Suitable for all skill levels.

Hard

This easy 4.3-mile (6.9 km) loop in Weymouth combines the lively Sea Front with the tranquil urban wetlands of Lodmoor Country Park and Radi

Easy

Moderate hike. Good fitness required. Easily-accessible paths. Suitable for all skill levels.

Moderate

4.3

(3)

6

hikers

Moderate hike. Good fitness required. Easily-accessible paths. Suitable for all skill levels.

Moderate

Moderate hike. Good fitness required. Easily-accessible paths. Suitable for all skill levels.

Moderate

Moderate hike. Good fitness required. Easily-accessible paths. Suitable for all skill levels.

Moderate

Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.

Easy
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Popular around Weymouth And Portland

Hiking around Weymouth

Hiking around Portland

Jurassic Coast – Long Distance Walking in the South of England

South West Coast Path — Part 4 — Conquer Britain's longest trail

South West Coast Path — Explore Britain's longest trail

The county’s finest road rides — Dorset style

Running Trails around Weymouth And Portland

Road Cycling Routes around Weymouth And Portland

Cycling around Weymouth And Portland

MTB Trails around Weymouth And Portland

Other adventures around Weymouth And Portland

Jurassic Coast – Long Distance Walking in the South of England

Hiking Collection by

Fräulein Draußen

Tips from the Community

Chris
May 5, 2026, Stone Archway on the Jurassic Coast

One of the remaining tipping bridges at Bowers Quarry

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Stone Tipping bridge - to dispose of spoil

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Standing tall like a vibrant, four-sided stick of rock, the Jubilee Clock is Weymouth’s ultimate "meet you there" landmark. Built in 1888 to celebrate Queen Victoria’s Golden Jubilee, this red, gold, and white Victorian masterpiece looks like it was plucked straight from a giant’s toy box. It used to sit on a stone base right in the sand, but the Esplanade grew around it! Today, it survives every coastal gale with royal dignity. It’s the perfect backdrop for a selfie—just don't blame the clock if you're late for your fish and chips!

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The Oasis Café is your ultimate beachfront "pit stop" at Preston Beach. Forget fancy—think hearty breakfasts, fresh crab sandwiches, and epic views of the Jurassic Coast. It’s the perfect place to watch the waves crash while you tackle a massive slice of cake. Sandy paws and salty hair are definitely welcome!

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MCW73
March 22, 2026, Greenhill Gardens

f Weymouth’s main beach is the loud, fun party, Greenhill Gardens is the sophisticated VIP lounge just up the road. This award-winning floral wonderland is famous for its massive Floral Clock (which actually keeps time!) and its vibrant "wish you were here" flowerbeds. It’s the ultimate spot to escape the "sand-in-your-sandwiches" chaos. You can challenge your friends to a round of putting, grab a classic 99 flake at the beach café, or just snag a bench and watch the sailboats drift across the bay. It’s pure, colorful, old-school seaside magic without the seagulls stealing your chips!

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Jay
November 15, 2025, Upwey Wishing Well

Great place to stop for coffee and cake, opens at 10am

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Check out the floral clock in Greenhill gardens. You can see the restored clockwork mechanism, one of very few still working. It "cuckoos" on the hour, quarter and half.

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Weymouth seafront is the epitome of a classic British seaside resort, featuring a magnificent, long crescent of golden sandy beach backed by a graceful, sweeping Georgian esplanade. This sheltered bay, known for its gently sloping, safe, and clean waters, makes it an ideal spot for swimming and traditional family holidays, complete with Punch and Judy shows and donkey rides on the sands. The esplanade itself is lined with elegant Georgian terraces now converted into hotels and guesthouses, providing a beautiful, historic backdrop to the lively scene, which leads eastward toward the attractions of the Weymouth Pavilion and the historic Old Harbour.

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More Information

The splendour of Portland

Some of the best hiking trails in the Weymouth and Portland area are surely those that enjoy views along Chesil Beach’s incredible 18-mile (29 km) length. Stretching from West Bay to Portland, this exquisite barrier beach provides protection for numerous villages and Weymouth. Shingle is tough-going underfoot but you can certainly explore as much of Chesil Beach as you like. 

Portland itself is a small island making perimeter walks possible over a weekend. There are plenty of traffic-free trails and footpaths criss-crossing it, so you can explore for as long as you like. Hikes along Portland’s west side offer sweeping views across Lyme Bay, whilst the east side offers views to the Isle of Purbeck and, in exceptionally clear weather, the Isle of Wight. The lighthouse on Portland Bill is particularly spectacular. 

Exploring the mainland

Walks in Weymouth will fascinate any maritime historian as well as lovers of boats in general. With major breakwaters, Nothe Fort and pretty marinas on the River Wey in the heart of the town, there’s plenty to see on your explorations. Hiking west, seek out the Osmington White Horse, one of southern England’s numerous chalk hill figures; it features King George III astride his horse. 

You can ramble further, adventuring across the downs and reaching Durdle Door and Lulworth Cove, both exceptional natural wonders. North of Weymouth, a vast chalk ridge runs east–west and makes for a brilliant place to hike, providing soaring views across the town and over Portland. You can walk to Bincombe Hill, Chalbury hillfort, Friar Waddon Hill amongst others, all with footpaths and viewpoints. To the north west of Weymouth lies the gorgeous village of Abbotsbury, looking like it’s wandered out of a photograph. An Iron Age hillfort, a swannery, two pretty churches and a subtropical garden all call this their home. 

No matter what time of year you explore, there are fantastic hiking routes waiting in the Weymouth and Portland Area. You’ll never be too far from a pub or a cafe and in the summer, you can always cool off with a dip in the sea: it’s almost everywhere you look.


Frequently Asked Questions

How many hiking trails are available in Weymouth And Portland?

There are over 230 hiking routes available in Weymouth And Portland, catering to various skill levels. This includes 148 easy routes, 76 moderate routes, and 10 difficult routes, ensuring options for everyone from casual strollers to experienced trekkers.

What kind of terrain can I expect on hikes around Weymouth And Portland?

The terrain is incredibly diverse. You'll find dramatic coastal paths along the UNESCO World Heritage Jurassic Coast, rugged landscapes on the Isle of Portland, and the unique shingle bank of Chesil Beach. Inland, routes may take you through former quarries, now nature reserves, and rolling hills. Expect a mix of paved paths, gravel tracks, and natural earth trails, often with some elevation changes, especially on coastal sections.

What do other hikers say about the trails in Weymouth And Portland?

The routes in Weymouth And Portland are highly rated by the komoot community, with an average score of 4.6 stars from over 630 reviews. Hikers frequently praise the stunning coastal views, the unique geological features, and the variety of trails available for different abilities.

Are there any notable landmarks or attractions to see while hiking in Weymouth And Portland?

Absolutely. Many trails offer access to significant landmarks. On the Isle of Portland, you can visit the iconic Portland Bill Lighthouse and the striking natural monument Pulpit Rock. Near Weymouth, the Jubilee Clock Tower is a prominent feature. The region also boasts geological wonders like Chesil Beach and historical sites such as Sandsfoot Castle and Gardens.

Are there family-friendly hiking options in Weymouth And Portland?

Yes, there are many family-friendly options. Easy routes like the South West Coast Path: Portland Bill Loop (5.6 km) offer manageable distances with rewarding views. The Weymouth Sea Front, Lodmoor Country Park & Radipole Lake Nature Reserve loop (6.9 km) is another excellent choice, combining coastal promenades with nature exploration, suitable for all ages.

Are dogs allowed on the hiking trails in Weymouth And Portland?

Many trails in Weymouth And Portland are dog-friendly, especially coastal paths and countryside routes. It's always best to keep dogs on a lead, particularly near livestock, cliffs, or nature reserves, and to check local signage for any specific restrictions. The Rodwell Trail, for instance, is a popular choice for dog walkers.

Is parking available for hikers in Weymouth And Portland?

Yes, parking is generally available at various trailheads and popular starting points, especially around Weymouth town centre and on the Isle of Portland. Specific car parks can be found near attractions like Portland Bill and along the coast. Some may require payment, so it's advisable to carry change or check for app-based payment options.

How can I reach the trailheads in Weymouth And Portland using public transport?

Weymouth is well-served by public transport, including a train station and bus services that connect to various parts of the town and the Isle of Portland. Local bus routes can take you close to many trailheads, particularly for routes starting in Weymouth or on Portland. For detailed schedules and routes, it's best to consult local transport providers or visit the Dorset Council website for walking information: dorsetcouncil.gov.uk.

Are there many circular walks available in Weymouth And Portland?

Yes, the region offers a good selection of circular walks. Many routes are designed as loops, allowing you to start and finish in the same location. Examples include the challenging A loop of Portland from Chesil Beach and the easier Weymouth Sea Front, Lodmoor Country Park & Radipole Lake Nature Reserve loop.

What is the best time of year for hiking in Weymouth And Portland?

Spring and autumn are often considered ideal for hiking, with milder temperatures and fewer crowds. Spring brings wildflowers, while autumn offers beautiful colours. Summer is popular but can be busy, especially on coastal paths. Winter walks are also possible, particularly on the Isle of Portland, but be prepared for potentially strong winds and wet conditions, and always check weather forecasts.

Can I find pubs or cafes along the hiking routes?

Yes, you'll find various pubs and cafes, especially in Weymouth town centre and in villages on the Isle of Portland. Many coastal routes pass through or near settlements where you can stop for refreshments. For example, the Portland Bill Loop has facilities near the lighthouse.

Are there any hidden gem walks in the Weymouth And Portland area?

Beyond the well-known coastal paths, consider exploring the unique landscapes shaped by quarrying history. The Tout Quarry Sculpture Park on Portland, for instance, offers a blend of geological interest, art, and nature trails. The Legacy Trail, connecting important wildlife sites, also provides a deeper dive into the area's heritage and natural beauty away from the busiest spots.

Most popular routes around Weymouth And Portland

Family-friendly hikes around Weymouth And Portland

Most popular attractions around Weymouth And Portland

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