Hosted Dorset Escapes
Escape to Dorset for a hosted cycling weekend that combines exceptional riding, genuine hospitality and the comfort of staying at Rose House in the beautiful village of Iwerne Minster.
Ride through some of Dorset's most spectacular landscapes, enjoy delicious home-cooked meals and relax each evening knowing everything has been taken care of.
✔ What's Included
Two nights' accommodation at Rose House
Three guided rides led by Hugh
Small, friendly groups
Home-cooked breakfasts and evening meals
Welcome lunch on Friday
Saturday picnic lunch and ride snacks
Coffee stop in Shaftesbury
Ride up the iconic Gold Hill
Hambledon Hill & Hod Hill
Bulbarrow Hill and Cranborne Chase
Bike wash before departure
Depart around 3pm on Sunday
Limited numbers (6 - 8)
Your Weekend
Friday
Welcome to Dorset
Arrive around lunchtime and settle into Rose House before enjoying a relaxed welcome lunch together.
During the afternoon we'll head out on an easy two to three-hour ride, giving everyone the opportunity to get comfortable on their bikes while Hugh gets to know each rider's style and confidence level.
Back at Rose House, unwind with drinks in the garden before enjoying a home-cooked evening meal together.
Saturday
Discover the Heart of Dorset
Today is our big adventure.
We'll spend the day exploring some of Dorset's finest riding through a wonderful mixture of quiet lanes, woodland trails and rolling chalk downs.
The route includes many of Dorset's highlights including:
Hambledon Hill
Hod Hill
Blandford Forest
Bulbarrow Hill
Milton Abbas
Okeford Fitzpaine
Child Okeford
Iwerne Courtney
Expect breathtaking views, hidden valleys, flowing trails and plenty of opportunities to stop for photographs.
A freshly prepared picnic lunch and snacks are included before returning to Rose House for drinks and another relaxed evening meal.
Sunday
A Memorable Finale
Our final ride heads towards the historic hilltop town of Shaftesbury, where we'll take on the famous Gold Hill before stopping for a well-earned coffee.
From there, we'll continue through the beautiful landscapes of Cranborne Chase and Win Green, before returning cross-country via Ashmore, Dorset's highest village, back to Iwerne Minster.
After a final bike wash, we'll gather for a light lunch at Rose House before saying our goodbyes and departing at around 3.00 pm—taking home wonderful memories of a weekend spent exploring some of Dorset's finest countryside.
We run a limited number of Hosted Dorset Escapes each year to ensure every group enjoys a relaxed, personal experience.
PRICES:
From £550 per person (incl 2 nights, and all meals)…
Accommodation is either in our home in Iwerne Minster or at the nearby Talbot Inn in the village
Luxurious double room with super king bed and ensuite bathroom £550 (based on two people sharing) 2 available
Luxurious double room with king size bed and en-suite shower-room £550 (based on two people sharing) 1 available
Large Double with ensuite (The Talbot Inn) £500 (based on two people sharing) 4 available
Single occupancy available - please ask for details
Date Availability
14 - 16 August 2026 ⚫ Fully Booked
11 - 13 June 2027 🟢 Available
23 -25 July 2027 🟢 Available
20 - 22 August 2027 🟢 Available