Tailor-Made Adventures

Every group is different, so every Dorset Bike Adventure should be too. Whether you're planning a memorable escape with friends, an annual cycling club weekend or a bespoke holiday for couples, we'll create an adventure designed around your group, your riding style and your budget. From carefully planned routes and hand-picked accommodation to guiding, luggage transfers and logistics, we'll take care of the details so you can simply relax and enjoy the ride.

Why Choose a Tailor-Made Adventure?

Hugh has been organising mountain bike weekends, tours and annual gatherings for more than 30 years and is a qualified MIAS Level 2 Mountain Bike Leader. His combination of professional leadership, local knowledge and decades of experience means every ride is carefully planned to be enjoyable, safe and memorable.

Together with Prue's hospitality experience, we create cycling holidays that combine exceptional riding with genuine Dorset welcome.

Your Adventure, Your way

Every group is different, so every adventure can be tailored to suit your preferences. Here are just some of the ways we can create a Dorset cycling holiday that's perfect for you.

🏡 Stay in One Place

Base yourselves at our historic home in Iwerne Minster and enjoy great company and homely hospitality.

Enjoy a different ride each day without the need to repack. It's the perfect option if you'd like to combine outstanding riding with relaxed evenings, comfortable accommodation and great food while exploring the very best of Dorset.

🚴 Ride Across Dorset

Experience the satisfaction of travelling across the county under your own steam, from Dorset's rolling chalk downs to the dramatic Jurassic Coast and the Purbeck Hills. We'll help create a memorable point-to-point adventure with carefully chosen overnight stops along the way.

🧭 Guided or Self-Guided

Choose the style of adventure that suits your group. Join Hugh for a fully guided experience, benefiting from his local knowledge, support and the flexibility to adapt the route as you ride. Or, if you prefer to explore independently, we'll provide professionally planned routes delivered digitally through Komoot (or your preferred navigation platform), together with route notes, recommendations and local tips, so you can ride with confidence at your own pace.

🧳 Luggage Transfers


Travel light (unless you would like to carry your luggage!) and enjoy the ride while we take care of the practicalities. From luggage transfers and accommodation bookings to transport back to your starting point, we'll organise as much—or as little—as you need.

🍽️ Accommodation & Catering

Whether you stay with us here at Rose House, a traditional Dorset inn or a boutique country hotel, we'll recommend accommodation to suit your style and budget. Catering can be arranged to complement your adventure, from hearty breakfasts and packed lunches to relaxed evening meals.

E-Mountain Bikes & Mountain Bikes

Our holidays are designed for both e-mountain bikes and conventional mountain bikes. We'll recommend routes and daily distances to suit your group's experience, ensuring everyone enjoys the adventure at a comfortable and rewarding pace.

How It Works

💬 We Listen
We get to know your group, your riding style and what you'd like from your Dorset adventure.

🗺️ We Design
We'll create a personalised itinerary with routes, accommodation and options tailored to your group.

⚙️ We Organise
From bookings and logistics to guiding and luggage transfers, we'll take care of every detail.

🚴 You Ride
Relax and enjoy your adventure, knowing everything has been carefully planned.

That's it.

Just one of the many superb routes from our doorstep

Why Ride With Us?

✔ MIAS Level 2 Qualified Mountain Bike Leader

✔ Over 30 years' group ride experience

✔ Expert local route knowledge

✔ Small, personally hosted groups

✔ E-mountain bikes and mountain bikes welcome

✔ No obligation discussion

✔ Tailored to your group and budget

✔ Guided or self-guided options available

Example Group Adventures

Here are three possible adventures which can be tailored to your group. There are many other possible combinations that we can propose when we know more about your needs and preferences

3-day weekend based in Iwerne Minster

A special weekend exploring North East Dorset and staying in the village of Iwerne Minster.

Friday: travel to venue, and enjoy an afternoon ride on the local hills

Saturday: full day’s ride to the South and West of IM, with packed lunch provided, hills and descents galore, bridleways and single track, stunning views. Home to drinks and home-cooked dinner at Rose House

Sunday: morning ride up to Shaftesbury (Gold Hill fame)for coffee stop, then on to Cranborne Chase, Tollard Royal and Ashmore (Dorset’s highest village); home for a light lunch then farewells and time to travel home.

Indicative price per person from £450:

including 2 nights accommodation, 2 breakfasts, 2 lunches and one packed lunch, 2 evening meals

Suggested group number 8-10

4-day tour of Dorset - self-guided

An exciting linear route around the county of Dorset…

Four overnight stays, starting at our home in Iwerne Minster, then at 3 carefully chosen venues along the route, one near Beaminster, and two along the coast (Near Bridport and Lulworth).

The route from Iwerne Minster follows a ridge of hills down to Beaminster, and then on to the coast at Lyme Regis right at the West of Dorset.

From there it turns East and runs close to the cliffs along the Jurassic coast, past West Bay, Chesil Beach, Osmington and Lulworth and then traversing the Purbeck hills to Swanage and Old Harry’s Rocks. It then passes through Studland village before the final climb up Nine Barrow Down ending with a spectacular ride down to Corfe Castle.

From there you will be collected and brought back to your transport at Iwerne Minster.

Indicative price per person from £750:

including 4 nights accommodation, first evening meal, 4 breakfasts, 3 packed lunches and transfer back to your cars.

No Minimum; maximum depends on accommodation availability (8-10 is a good target number)

4-day tour with guide & logistics service

The same route as described in the previous 4-day tour, but in addition…

Hugh will lead and support you throughout the whole ride;

Your luggage will be collected each day and transferred to the next stop-over, so you are not constrained by how much you can carry on your bike.

Breakfast and packed lunches are included, as is the evening meal on the first night in Iwerne Minster.

Indicative price per person from £950:

including 4 nights accommodation, first evening meal, 4 breakfasts, 3 packed lunches, luggage transfers and guiding/leadership, and transfer back to cars.

Group numbers: minimum 4; maximum 8

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