5-Day Self-Guided Thames Path Highlights
Overview
Follow one of the Thames Path’s most enchanting stretches on the 5-Day Self-Guided Thames Path Highlights walking holiday from Henley-on-Thames to Windsor. Beginning in the elegant Georgian riverside town of Henley—famed for the Royal Regatta—you’ll spend your days strolling gentle towpaths past green meadows, wooded banks, traditional locks and storybook villages. Along the way, you’ll discover the literary and artistic soul of the Thames, from Marlow, where Mary Shelley once lived, to Cookham, forever linked with painter Stanley Spencer.
With modest daily distances and mostly level terrain, this itinerary is ideal for walkers seeking a short break rich in scenery, heritage and classic English charm. Each evening, unwind in cozy bed and breakfasts and small, characterful hotels, perfectly placed for a riverside dinner or a quiet pint. The journey ends in spectacular style beneath the towers of Windsor Castle, with time to explore Eton, Windsor Great Park and the iconic Long Walk before this magical 5-day country escape concludes.
5-Day Self-Guided Thames Path Highlights Overview
Follow one of the Thames Path’s most enchanting stretches on the 5-Day Self-Guided Thames Path Highlights walking holiday from Henley-on-Thames to Windsor. Beginning in the elegant Georgian riverside town of Henley—famed for the Royal Regatta—you’ll spend your days strolling gentle towpaths past green meadows, wooded banks, traditional locks and storybook villages. Along the way, you’ll discover the literary and artistic soul of the Thames, from Marlow, where Mary Shelley once lived, to Cookham, forever linked with painter Stanley Spencer.
With modest daily distances and mostly level terrain, this itinerary is ideal for walkers seeking a short break rich in scenery, heritage and classic English charm. Each evening, unwind in cozy bed and breakfasts and small, characterful hotels, perfectly placed for a riverside dinner or a quiet pint. The journey ends in spectacular style beneath the towers of Windsor Castle, with time to explore Eton, Windsor Great Park and the iconic Long Walk before this magical 5-day country escape concludes.
Walk a classic Thames Path stretch from elegant Henley-on-Thames to majestic Windsor Castle.
Enjoy gentle riverside trails past historic locks, leafy meadows, and timeless English villages.
Discover literary and artistic connections in Marlow and Cookham, rich with local heritage.
Unwind each night in cozy B&Bs and charming small hotels, perfectly placed for riverside evenings.
Trip map for 5-Day Self-Guided Thames Path Highlights
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Itinerary for 5-Day Self-Guided Thames Path Highlights
Arrive in Henley-on-Thames
Arrive in Henley-on-Thames, less than an hour by train from London Paddington. This elegant Georgian riverside town is famed for the Royal Regatta, its rich rowing heritage, and a beautiful promenade along the Thames.
Walk Henley-on-Thames to Marlow
This gentle stage invites you to savour the Thames at an easy, unhurried pace. Cross into Buckinghamshire and pass the historic locks at Hurley and Temple, where boats drift quietly through timeless river scenery. Your day ends in the lively riverside town of Marlow, long a haven for writers and artists. Mary Shelley penned Frankenstein while living here, and T.S. Eliot was a frequent visitor. With its elegant suspension bridge and leafy riverside parks, Marlow is a charming spot to relax and settle in for the evening.
Walk Marlow to Cookham with option to Cliveden House
A wonderfully gentle stretch follows peaceful towpaths and through a chain of characterful riverside towns and villages. Walk beneath Brunel’s impressive railway bridge at Maidenhead, continue past Bourne End—once home to beloved children’s author Enid Blyton—and arrive in Cookham, where artist Stanley Spencer lived and found inspiration. If you wish, extend your day by 5 km to visit the National Trust’s Cliveden House, the magnificent Astor estate, and enjoy sweeping views over the Thames valley below.
Walk Cookham to Eton/Windsor
As you follow the Thames toward Windsor, the towers of Windsor Castle rise ahead, a fitting finale to your journey. Across the river lies Eton, renowned for its historic college and tranquil charm. Windsor itself is crowned by the oldest and largest inhabited castle in the world. Save some energy to stroll the iconic Long Walk in Windsor Great Park — a magnificent 2.6-mile tree-lined avenue leading to the Copper Horse statue — and, of course, to explore the Castle. You may wish to allow extra time here, either on departure day or with an additional night in Windsor.
End of Tour
Your tour concludes after breakfast. Windsor has excellent onward travel options via train to London Paddington or London Waterloo.
Dates and prices for 5-Day Self-Guided Thames Path Highlights
This self-guided walking tour is always run as a private tour for your group only. This tour can be customized for you, and prices depend on group size, room types, trip customizations, and date of travel.
2026 Pricing for 5-Day Thames Path Highlights Walk
The departures are available starting daily from April 1 to September 30, 2026.
The starting price for two people sharing a double or twin room is $975USD per person.
What’s included for 5-Day Self-Guided Thames Path Highlights
Meals
4 breakfasts are included.
Accommodations
Accommodations for 4 nights are included. Accommodations before or after the tour are not included but can be added during the booking process.
Transportation during the Tour
This tour includes luggage transfers (1 bag, max 20 KG per person).
Also Included
- GPS app for navigation
- Custom PDF roadbook
- Phone support
Not Included
- Flights
- Insurance
- Visas if required
- Airport transfers
- Any meals not noted as included
Optional Extras
- Additional nights before or after the tour
- Picnic lunches prepared by the accommodations
- Single occupancy upgrades
Accommodation for 5-Day Self-Guided Thames Path Highlights
There is a variety of accommodation along the route ranging from bed and breakfasts, lodges and small hotels. Further facilities such as washing and drying facilities, packed lunches and packed lunches are available in some accommodations.
In some cases, the accommodation listed below may need to be substituted for other comparable accommodations.
Single Rooms and Solo Travelers
Rooms are double occupancy. You can pay a supplement to have a private room for the duration of the tour.
Reviews
These reviews reflect all trips offered by this local tour partner on 10Adventures, not just the tour you’re viewing.
Frequently asked questions for 5-Day Self-Guided Thames Path Highlights
How hard is the 5-Day Self-Guided Thames Path Highlights?
We rate this tour as a 3 out of 5 in terms of difficulty. You should be comfortable covering up to 15 km of walking on a given stage.
Do I need a visa to travel to England?
Check with your local country about visa requirements. You could also try this website, though you should verify with your government.
Are meals included on the 5-Day Self-Guided Thames Path Highlights?
4 breakfasts are included on this tour.
Do I need insurance?
Yes, it is mandatory to have health and medical insurance to join this trip, and your insurance should cover walking. Get your Travel Insurance.
How do I get to Henley-on-Thames to start this tour?
Most guests will arrive by train to Henley-on-Thames which is just 1 hour from London Paddington.
Is the 5-Day Self-Guided Thames Path Highlights in English?
Yes, the tour guide is English-speaking.
Where does the 5-Day Self-Guided Thames Path Highlights end?
The tour ends in Eton/Windsor, both with good train connections to London Paddington and London Waterloo.
Do I need special vaccines to travel to England?
Check with your family doctor.
Are there any travel restrictions for England?
Please check with your local government about travel restrictions before you book your tour. This map from the US Department of State provides an overview of the current status in countries around the globe. The UK‘s Foreign Office and Government of Canada also provide advice on foreign travel. Note that the travel advice may change depending on your nationality.
Why book 5-Day Self-Guided Thames Path Highlights with 10 Adventures?
Self-guided Specialists
Combine the freedom of travelling on your own with the confidence that all of the logistics are taken care of.
Packed with Inclusions
Accommodations, luggage transfers, gear rentals, and more - all taken care of so you can focus on making memories.
World Class Support
Have peace of mind for when travel plans change with our hassle-free booking process and unbeatable support.
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