Thames Path Short Break: Henley to Windsor
- Follow the Thames Path, a National Trail, from Henley-on-Thames to Windsor
- Begin in Henley-on-Thames, famous for its world-renowned regatta
- Reach Marlow, the town where Mary Shelley penned Frankenstein
- The royal palace of Windsor, a residence of the late Queen Elizabeth II
- The Thames River, a constant source of inspiration for writers and artists
Gallery
Itinerary
Day 1 Arrive Henley-on-Thames & overnightHenley-on-Thames is easily accessible from central London by train (1H15) from London Paddington. You will have to change trains in Twyford.
Henley, an historic market town is a delight and you will be warmly welcomed here by your B&B hosts. The town’s bridge over the river, built in 1786, is its most eye-catching feature and it’s world-renowned yearly Royal Regatta has definitely put it on the map. Try to arrive early so you can explore this charming town.

Leander Club, located on the River Thames and by the bridge at Henley is world renowned as a rowing club. However, it also provides boutique bed and breakfast in the heart of Henley-on-Thames. Its well-appointed en-suite bedrooms, many of which have stunning views of the famous Henley Royal Regatta course, offer a very unique experience and a most comfortable stay. The rooms have Hypnos beds, TVs, mineral water, tea and coffee facilities and the accommodation also benefits from fast reliable WiFi.

Our 4* B&B accommodation will delight you whilst you relax in our beautiful surroundings and soak up the historic town on Henley.
We are delighted to offer eight individually designed bedrooms on a bed and breakfast basis. Our accommodation is set within its own beautiful, private walled garden right in the middle of the parkland, but just 100 yards from The Coach House – which offers breakfast, lunch and tea, plus a bar.
On the banks of the River Thames in the town centre, this upscale hotel in a 1530s coaching inn is a 7-minute walk from Henley-on-Thames train station and 5 miles from Stonor Park country house.
As you leave Henley the river sweeps around and you cross into the county of Buckinghamshire and pass Hurley and Temple Locks before arriving in Marlow, a town with literary associations. Mary Shelley’s Frankenstein was penned here. Marlow is a really splendid riverside town and as this is your overngiht stop for the day, you will have plenty of time to explore it.

You are assured a most comfortable night at The Chequers. The rooms are contemporary, stylish and cosy and are also perfect for resting and rejuvenating for the next stage of the Thames Path! The building itself dates back to the 16th century and while the décor honours the rich history the modern touches and facilities ensure that you are provided with everything required for an enjoyable stay. The Churchill Tap, next door to The Chequers main bar, is Marlow’s only Craft Beer Haven with constantly updated beer menus. This bar dates back to the 16th century where the original beams still remain.

Glade End Guesthouse provides a stylish haven for walkers on the Thames Path. The accommodation has many distinctive touches which mark it out from the ordinary. With 8 luxury en suite bedroom, they all include the facilities to provide you with a most comfortable stay. All bedrooms have as standard; Flat screen digital TV's, tea and coffee making facilities, complimentary water and wireless internet access. Bathrooms are tiled throughout and have a clean modern feel. A large bath and/or quality power shower offers perfect relaxation.
CIM Moor Hall is the ideal location to refresh and start the day exploring the local villages and scenery. We aim to make every visit as memorable and comfortable as possible.
The next stage has you walking on peaceful river paths and passing some places of historic significance, such as Bourne End, where Enid Blyton lived and Cookham, where the artist Stanley Spencer lived. The Thames River was a constant course of inspiration for artists and many lived by it and continue to do so. You also pass by Maidenhead, a significantly sized town.
As you walk the impressive outline of Windsor Castle gets ever closer. The royal palace of Windsor makes for a very interesting visit and its open all year. Founded by William the Conqueror in the 11th century, it has since been the home of 39 monarchs. Also pass Eton, famed for its public school and a quieter option to stay in than Windsor.

In the heart of Eton High Street, opposite the world famous and architecturally stunning Eton School, and a short walk from the river Thames and Windsor Castle. All rooms are equiped with flat screen TV, free superfast WIFI internet access, tea/coffee making facilities, hairdryer, and toiletries.

The Crown and Cushion has been an inn since 1753! is a delightful pub with 8 en-suite rooms and situated in Eton High Street, which is a stone’s throw from Windsor. Full English Breakfast is included. The building is full of character and is very quirky in places. Allegedly built from old ships timbers some of the floors are wonky and lots of the floorboards are creaky – but that is what makes it charming!
After breakfast your walking holiday will come to an end. See the Travel Info section for some useful details for your onward travel.
This trip has a carbon score of 6kg per person per night, meaning it’s one of our best trips! For comparison, a carbon count of 6kg is equivalent to 4.5 ham and cheese sandwiches from the store. Here at Macs, we pride ourselves on being a responsible travel company and continue to adopt, develop and innovate ways to positively impact the environment. Find out more information about how we've carbon counted our trips.
Other Information
Is it for me?This short break tour on the Thames Path, from Henley to Windsor offers easy to moderate, walking. Stroll by the Thames, England’s iconic river, contemplating life and viewing some of this country’s rich historic treasures, such as Windsor Castle. .
Classic Routes | If you’re the active, outdoorsy type, who’s interested in taking on the great routes of the world or looking for a challenge, then our Classic Routes are for you. We’re talking the West Highland Way in Scotland, the world renown Tour Du Mont Blanc and Germany's Moselle Cycle Path, to name but a few!
Inn to Inn Walking | Walk from place-to-place changing accommodations each night. Generally staying in B&Bs, inns, and guesthouses.
Solo Travellers, Families with Teens
The minimum age for this tour is: 12 Years
The Thames Path is a walk of contrasting terrain, from countryside trails and small country roads to towpaths, riverside paths, plus some city streets, the further into London you get. Due to the flat nature of the area, it sometimes can be prone to waterlogged and boggy paths after any prolonged rainfall.
Please note that depending on where you spend the night, the distances may be at times more or less than listed every day. So please be prepared for longer or shorter walks than listed when necessary. Also, the distances listed may not be exactly the same as in the notes as different gps units do not measure the distances the same (its not an exact science).
Generally, this is easy walking as you are, for the most part, walking alongside the Thames and therefore the elevation gains and losses are minimal. This itinerary is most suitable for those walkers who have a good level of fitness.
You will experience a variety of accommodations on this tour from small B&B's and guesthouses, to inns, hotels and comfortable pubs with rooms. Some will be quite simple depending on where they are located and what is available. However, they all offer warm welcomes and traditional hospitality. In the heart of London, we will be using chain-style hotels. If you request a booking when there is an event on in London, or it is particularly busy, you may be asked to pay a supplement.
On the Thames Path, accommodation choices can be limited along the trail, so if we cannot secure a reservation for you in a particular place you may have to spend 2 nights in one place and we will include a transfer to or from the beginning/end of the walk, whatever is appropriate.
Single Rooms & Solo Walkers
If you require single rooms we would be happy to accommodate you although there is a single room supplement payable. We also welcome solo walkers on the Thames Path, although you should, of course, take extra care in the outdoors when walking alone.
Meals
A hearty breakfast is included each morning. Lunch and dinner are not included so you are free to choose from the available options. Most of your accommodations will more than happy to provide a packed lunch on request and this can be booked on arrival. Dinner is available either at your accommodation or nearby pubs or restaurants.
Additional Nights
If you wish to add additional nights along the trail or at the beginning and end of your itinerary please contact us. You may choose to add some rest days, or extra days where there is plenty of opportunity for sightseeing.
The Thames Path is relatively well-waymarked and navigation is straightforward using the Macs Adventure App which has maps, GPS tracks and daily route information. Simply download the GPS tracks for offline use and follow the route on your phone with the assurance that navigation on this tour will be made simple. You will find more information on downloading the app in your Macs Adventure Account.
Recommended Reading
If you would like more information on the route please see our recommendation below:
- Guidebook: Thames Path Trailblazer
- Overnights in B&B’s, guesthouses, inns, hotels & pubs with rooms
- Breakfasts
- Luggage transfers
- Detailed Information Pack
- Access to the GPX tracks via the Macs Smartphone App
- 24/7 telephone support from our UK office
- Travel to Henley-on-Thames
- Travel from Windsor
- Lunches, dinners, snacks and drinks
- Taxi transfers or public transport should you wish to skip a stage
- Travel Insurance
- Personal Equipment
- Extra nights
You can start your Thames Path Short Break: Henley-on-Thames to Windsor tour anytime between April and October. You cannot walk the Thames Path too early in the year as there is always a risk of flooding on some of the paths as they are next to the river.
By nature, the South East of England is prone to varying types of weather throughout the year. Always be prepared for changeable conditions when walking in England. Waterproofs are essential all year round. In the summer months, be prepared for hot weather also - with a lack of shade on the paths (ensure you have sunscreen) and in the shoulder seasons of March or October expect colder temperatures (it’s not a bad idea to pack some gloves or a woolly hat).
Before you set off each day, it is also important that you pay attention to any weather warnings in place. We recommend visiting https://www.metoffice.gov.uk/ (the UK’s official source for weather warnings). Do not attempt to walk any sections if any serious weather warnings are in place.
The closest airport to the start of the walk is any of the London Airports. You can easily make your way from any of the London Airports (Heathrow, Gatwick, Stansted) into the centre of London. From London Paddington Station there is a train to Henley-on-Thames (with a change in Twyford or Reading) which takes approximately 1H15. For further information on train travel please visit either the Trainline or National Rail websites.
From Windsor you can take a train (1H) into London’s centre and specifically London Waterloo Station. From here you can make your onward journeys to any of the London Airports. See the weblinks above to look up schedules and prices.
Your bags will be transferred from your accommodation as per your itinerary and moved onto your next overnight accommodation. We ask you to limit your luggage to one bag of up to 20kg per person.
At Macs Adventure, we work in partnership with many luggage transfer providers who set a limit on how many bags/suitcases they will transfer per person, and also the weight of the bag/suitcase. Your booking includes transfer of 1 bag per person. It is very important that you read the luggage information specific to your tour before departure. If you do not adhere to these limits, there is a great possibility that you will be charged locally both for extra bags or if they are too heavy. This limitation can be a challenge, especially as airlines generally have limits that are higher. However, our luggage providers have reasons for these limits (usually due to the Health and Safety of their employees), which we must respect.
Flooding and Diversions on the Thames path
The Thames Path is set in a relatively flat location of South east England therefore can be prone to flooding in early spring, during prolonged rainfall or bad weather – this may mean sections of the Thames path (in particular the west section) can become waterlogged or boggy, making progress significantly slower – in extreme cases it may make the path’s impassable. If any section is particularly bad over time, the local authorities will close it off and create a diversion. No matter what year you are due to walk the Thames Path you are likely to find some minor diversions in place (normally this will be a logical path that skirts around the effected section). If there are any major diversions in place, the Macs Adventure team will reach out to you to let you know.
We recommend checking the interactive map on the official trail website that shows the up-to-date trail diversions: https://www.nationaltrail.co.uk/en_GB/trails/thames-path/trail-information/
Please be prepared by packing all necessary items, for example, proper rain gear (jacket and pants), sun hat, sunscreen. Your information pack has a detailed equipment list which includes standard walking gear such as good walking boots or shoes, warm and waterproof clothes for the cooler months and lightweight clothing for summer, and a daypack.
It is a requirement of booking this tour with Macs Adventure that you have suitable travel insurance which covers you for the activity and emergency evacuation and hospital care.
These areas are very popular so it is best to book as far in advance as possible.
Generally this is easy walking as you are, for the most part, walking alongside the Thames and therefore the elevation gains and losses are minimal. These itineraries are most suitable for those walkers with previous long distance experience and a good level of physical fitness.
You will need good walking shoes/boots (ideally waterproof), comfortable walking clothes, waterproof jacket and trousers, a daypack and hats/gloves etc.
Spring, summer and autumn/fall are good times to walk this National Trail. However spring and autumn/fall will be less busy that in July and August.
Unfortunately we are unable to accommodate walkers with dogs as many of the accommodation providers we use do not accept pets.
You can use public transport, bus or local taxis to continue to your next overnight stop.
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