top of page

The Best of Dorset

Length
Price from
Deposit
6 nights
£150 pp
£150 pp

We know Dorset inside out and are looking forward to introducing you to the big landmarks as well as some less well-known spots. This week-long holiday includes the iconic Jurassic Coast, the atmospheric island of Portland (not quite an island but nearly) and some peaceful inland villages and towns. During the summer there is nearly always a local festival on, whether it be food, music (folk, indie or classical) or an agricultural show and we would be happy to adjust your itinerary include one of these so we can to give you a taste of local Dorset life. There will be ample opportunity for swimming and beach-combing, walking or just taking in the view. Your own private car and driver ensure that your day always goes at your pace.

Highlights
ChatGPT Image Sep 22, 2025, 03_28_15 PM.png

The Jurassic Coast - the only natural UNESCO world-heritage site in Britain

Meeting some local artisanal food-producers and visiting Dorset's vineyards and cider orchards

Quintessential Dorset villages with thatched cottages, historic churches and cosy pubs

What's Included
ChatGPT Image Sep 22, 2025, 03_28_15 PM.png

Accommodation at a comfortable inn or hotel
Choose from a quiet village or bustling Dorchester

Breakfast every day

5 private day tours with your own driver and knowledgeable guide

Transfers on arrival and departure to and from local stations

Itinerary
DAY ONE Arrive at your accommodation and settle in with time to explore the local area. DAY TWO Take a tour of Dorset's Jurassic Coast, including the iconic rock arch at Durdle Door. DAY THREE A relaxed day exploring the historic village of Cerne Abbas and Sherborne with its beautiful abbey and independent shops. DAY FOUR Explore the ruins of Corfe Castle and the picturesque village which bears its name, then take the heritage steam railway to the seaside town of Swanage. DAY FIVE Another day by the sea, visiting the atmospheric island of Portland and then the seaside town of Weymouth with its beautiful Georgian esplanade and historic harbour. DAY SIX Sneak across the border to Wiltshire to visit magnificent Stourhead with its paladian mansion and acres of landscaped gardens, including temples and a subterranean grotto. Not in Dorset we know but when you are this close it would be a shame to miss it. DAY SEVEN Return home after a leisurely breakfast at your hotel.
Why Choose Henderson's Dorset?
Untitled design (3)_edited.jpg

Local Experts

Untitled design (1)_edited.jpg

Private Transfers

Untitled design (2)_edited.jpg

Money Protection

Find out more about .....

Travel
Accommodation

Walking in

Dorset

Our

accommodation

Our picnic

menu

Our travel

partners

Views from the Purbeck Ridge in Dorset.jpg

WHAT OUR CUSTOMERS SAY

This was easily the best organised walking holiday I have experienced over many years. Dorset is delightful and the coast walk is stunning with so many points of interest. I cannot recommend this experience enough... amazing walks, great food and accommodation, brilliant organisation. Well done indeed!

John Butcher

UK

bottom of page