Dorset Explored
  • Areas To Visit
  • Things To Do
    • How In-Play Action Works on Non GamStop Betting Sites
    • Non UK Casino Sites Accepting UK Players in 2026 
    • A Complete Guide to Games Not on GamStop
    • How Non GamStop PayPal Casinos Work for UK Players
    • Does Change for Non GamStop Casino Sites’ Licensing Mean Anything Today?
    • What the Welcome Bonus at Non GamStop Casinos Actually Gets You
  • Eat & Drink
  • Places To Stay
  • Subscribe
Things To Do

You’ll Get Countryside, Beach, And Stunning Views All On This Beautiful Dorset Walk

by Harriet Young Updated: February 2, 2026
written by Harriet Young Updated: February 2, 2026
1.8K

If you’re looking for a hike near Weymouth that has brilliant views of the countryside and the beach, then this could be the one for you.

Weymouth is a beautiful part of Dorset that boasts lots in the way of places to eat, drink and stay, with lots of countryside and open spaces to enjoy.

Starting in Preston, this is a circular route that is 8.4 km.

This is a moderate to challenging hike, and appropriate footwear is recommended as the terrain varies throughout.

Here are some of the sights you’ll see on this Preston to Osmington Circular trail.

Alltrails / AllTrails User

What makes this hike special is it offers great views of the Osmington White Horse, a figure cut into the limestone dating back as far as 1808.

The figure represents King George III riding his horse and is a popular and famous attraction in Dorset.

💡 Note: If you want a fully mapped-out route of this walk, you can view it on AllTrails here.

Alltrails / Ariana O’Neill

During the hike, you’ll come across various campsites, including a caravan park.

Pay attention to the map when walking through, and stay on the right path at the beginning (or the end, depending on which way you start.)

The route gets easier to follow after the caravan site.

Alltrails / David David

There are a number of steep inclines and declines. Once at the top, the views are beautiful and, on a clear day, go on for miles.

Alltrails / Scott H

Osmington Bay is a breathtaking cove with a sandy beach.

Depending on when you’re hiking this trail, on quieter days, the beach will feel peaceful and secluded. It’s a small haven on the Jurassic Coast.

Alltrails / katie parton

Views of the horse can be seen standing proudly throughout the hike, offering great photo opportunities and pretty landscapes to admire.

Alltrails / Ariana O’Neill

St Osmund’s Church on the route was rebuilt in the mid-19th century however, some of the original features date back to c. 1200.

Alltrails / Nigel Pigden

The graveyard, ruins and church are an interesting sight when walking by. It’s the perfect spot to sit, have a break and enjoy the peaceful surroundings.

Alltrails / Rachael Smith

There are lots of different pathways to take on this trail, some may be overgrown.

You’ll come across grass, dirt, pavements and sand.

This hike is in a Dorset Area of Outstanding Natural Beauty; everywhere you go, you’ll encounter beautiful views, flora and fauna.

Alltrails / Lisa Woodfield

Be aware that some of the paths may be muddy, and the chance of slipping may be higher depending on the weather.

Alltrails / Ariana O’Neill

The hike is challenging due to the steep ups and downs you’ll encounter.

Make sure you are physically able to deal with the conditions and harder parts of the trail, as the area is secluded.

Alltrails / Mark Best

Despite the challenging side, the feeling of completing the hike and the views that are on offer will make you forget all the hard stuff.

The hills are a perfect spot to enjoy a picnic or a short break.

Alltrails / Fabian Louis

If walking with a dog, please be aware that you may encounter some livestock along the way. It’s recommended to keep dogs on their lead to prevent any danger to the animals.

Alltrails / Fleur Morgan

Picturesque Dorset villages with pretty thatched cottages and droopy willow trees will be part of the walk.

Instagram / adriangregg

A few local pubs are dotted along the trail, giving you the perfect place to enjoy lunch or a refreshing drink.

Instagram / timothytaylorsbrewery

This trail is a brilliant hike for any seasoned hiker looking for a challenging route that offers large open spaces, gorgeous views and a place to grab some lunch.

To find out more about this trail and the route, visit the Alltrails website here.

Have fun, and thank you for reading.

💡 If you want more like this, check out these stunning walks in Dorset for your next adventure.

0 comments FacebookTwitterPinterestEmail
Harriet Young

I am a mother of two beautiful boys and wife to Alan, with whom I started Dorset Explored. My passion for Dorset runs deep, as it's an incredible place that I love to explore and experience anew. Every day brings a new discovery about Dorset, deepening my love for my home county.

previous post
Forget The Usual Tourist Spots, Dive Into These 12 Unusual Things To Do In Dorchester
next post
This Dorset Restaurant Is A Foodies Paradise With Its Delicious Artisan Foods

You may also like

Casino Games and Mental Discipline: Lessons from Endurance...

Updated: April 6, 2026

Heat, Cold, and Gambling Psychology: Training Emotional Control

Published: March 5, 2026

Why Sauna Use Reduces Impulsive Gambling Behaviour

Updated: April 2, 2026

The Dopamine Trap of Gambling and Nature’s Reset...

Updated: April 6, 2026

How Gambling Hijacks Dopamine: How Hiking Fixes It

Updated: April 9, 2026

Casino Entertainment vs Outdoor Challenge: Two Differences of...

Updated: April 6, 2026

Casinos, Dopamine and the Illusion of Reward

Updated: April 6, 2026

Why Casinos and Nature Trigger Opposite Dopamine Systems

Updated: March 1, 2026

Why Casino Play Feels Different After a Physically...

Updated: April 6, 2026

The Psychology of Risk: Hiking vs Gambling

Updated: April 2, 2026

Leave a Comment Cancel Reply

Save my name, email, and website in this browser for the next time I comment.

ROGA Adults Only Gamble Aware
Footer Logo
  • Advertise with With Us
  • About Us
  • Privacy Policy
  • Terms And Conditions 
  • Affiliate Disclaimer
  • Contact

Back To Top
Dorset Explored
  • Areas To Visit
  • Things To Do
    • How In-Play Action Works on Non GamStop Betting Sites
    • Non UK Casino Sites Accepting UK Players in 2026 
    • A Complete Guide to Games Not on GamStop
    • How Non GamStop PayPal Casinos Work for UK Players
    • Does Change for Non GamStop Casino Sites’ Licensing Mean Anything Today?
    • What the Welcome Bonus at Non GamStop Casinos Actually Gets You
  • Eat & Drink
  • Places To Stay
  • Subscribe