RoutesPlannerFeaturesUpdates
App
Login or Signup
Get the App
Login or Signup
Routes
Places to see
Castles
United Kingdom
England
South East England

Windsor and Maidenhead

Top 6 Castles in Windsor and Maidenhead

Castles in Windsor and Maidenhead are situated in a region known for its historical significance and expansive green spaces. The area features the River Thames and Windsor Great Park, offering a blend of natural landscapes and cultural landmarks. This region is home to 6 castles, providing insights into centuries of history and architecture.

Best castles in Windsor and Maidenhead

  • The most popular castles is Windsor Castle, a historical site known for its ties to the royal family and architecture. Built in the 11th century, it has served as a royal palace since its construction and is the world's oldest and largest occupied castle.
  • Another must-see spot is Windsor Castle Back Gates and Start of the Long Walk, a historical site and viewpoint. From here, the Long Walk stretches south into Windsor Great Park, offering views of the 4,992-acre grounds.
  • Visitors also love St George's Chapel, Windsor Castle, a religious building and historical site. This chapel, designed in the high-medieval Gothic style, is located within the castle grounds and is a Royal Peculiar.
  • Windsor and Maidenhead is known for royal residences, historical sites, and Victorian Gothic country houses. Visitors can explore a variety of architectural styles and historical periods.
  • The castles in Windsor and Maidenhead are appreciated by the komoot community, with more than 600 upvotes and over 130 photos shared by visitors.

Last updated: September 28, 2026

Windsor Castle

Highlight • Historical Site

Perhaps the most famous castle in the UK, Windsor Castle is known for its ties to the royal family and its stunning architecture.

Built in the 11th century, the castle has been used as a royal palace since its construction. It is often said to be the Queen's favourite royal residence.

The castle is open from 10am - 5pm (last admission is 4pm). Tickets cost £23.50. More information: rct.uk/visit/windsor-castle

Tip by

See rides hereSend to Phone
Save

Windsor Castle

Highlight • Viewpoint

Windsor Castle is the oldest and largest occupied castle in the world - it's home to The King and over 900 years of royal history.
Founded by William the Conqueror in the 11th century, it has since been the home of 39 monarchs.

The Castle itself is at the top of a steep hill, but it's visible from the road so you can get a sneaky peak as you roll past on the bike!

Tip by

Save

Sign up now to discover places like this

Get recommendations on the best single tracks, peaks, & plenty of other exciting outdoor places.

Sign up for free

St George's Chapel, Windsor Castle

Highlight • Religious Site

Kollegiatstiftskirche

Tip by

Save
A royal residence, Windsor Castle is a world famous, iconic building. Whilst the castle itself is extraordinary and well worth visiting, the view from the back gates is truly phenomenal. Windsor Great Park begins here and encompasses 4,992 acres (2,020 ha) of exquisite grounds.

From the castle's back gates, the Long Walk begins, stretching south into the Great Park. Gazing down its 3-mile span (4.8 km) is quite an experience.

Tip by

Save
State Apartments and Queen Mary's Dolls' House

Showing Translation

Tip by

Save

Round Tower, Middle Ward

Highlight • Castle

forms the historic centerpiece as well as the most distinctive landmark of the entire castle complex

Showing Translation

Tip by

Save
König Heny VIII Gateway ist einer der Eingänge in Windsor Castle

Tip by

Save

Oakley Court

Highlight • Castle

Oakley Court is a Victorian Gothic country house set in 35 acres (140,000 m2) overlooking the River Thames at Water Oakley in the civil parish of Bray in the English county of Berkshire. It was built in 1859 and is currently a luxury hotel. It is a Grade II* listed building that has been often used as a film location.
Film set
Recent view
In August 1949 Oakley Court became home to the famous British film production company Hammer Films. Hammer shot five films there, including "The Man in Black" and "The Lady Craved Excitement", before moving to the adjacent Down Place - what subsequently became Bray Studios - the following year.

While the bulk of Hammer's most famous horror movies were filmed at Bray in the late 50's and early 60's, the studio continued to make occasional use of Oakley Court as an exterior location, for example in The Brides of Dracula (1962), The Reptile (1966), and The Plague of the Zombies (1966).

Other films shot there over the years include "Witchcraft" (1964); And Now the Screaming Starts! (1973); the William Castle horror-comedy The Old Dark House (1963) (a remake of the original The Old Dark House, directed by James Whale and starring Boris Karloff); the cult independent horror film Vampyres (1974); the classic 1976 mystery farce Murder by Death; and the 1978 Peter Cook and Dudley Moore comedy, The Hound of the Baskervilles. Freddie Frances was inspired by Oakley Court's exteriors and long wished to set a film there; his 1970 Mumsy, Nanny, Sonny, and Girly was written specially to take advantage of the unique landscaping and architecture.

It is perhaps best known as Dr. Frank N Furter's castle (called The Frankenstein Place) in The Rocky Horror Picture Show (1975).

In 1995, it featured as the 'Laxton Grange Hotel' in the British television series Pie in the Sky starring Richard Griffiths.

On many web resources, it is erroneously credited as being St Trinian's School in the original St Trinian's film series, but a comparison between the films and the actual building show a quite different architecture and overall design.[citation needed] Historical notes available from the hotel, however, indicate that some parts of the St Trinian films were filmed in the grounds.
en.wikipedia.org/wiki/Oakley_Court

Tip by

Save

View of Windsor Castle

Highlight • Castle

Es dient als offizieller Palast der britischen Königsfamilie.

Tip by

Save

Start today with a free account

Your next adventure awaits.

Login or Signup

Popular around Windsor and Maidenhead

National Cycle Network Route 4 — Greenwich to Fishguard

Hiking the Orange Way — Southern England in the footsteps of a king

Thames Valley Cycle Route – Where red deer roam & history comes alive

Ride six counties and the M25 – London Revolution loop

Hiking in Windsor and Maidenhead

Road Cycling Routes in Windsor and Maidenhead

Running Trails in Windsor and Maidenhead

Cycling in Windsor and Maidenhead

MTB Trails in Windsor and Maidenhead

Gravel biking in Windsor and Maidenhead

Other adventures in Windsor and Maidenhead

National Cycle Network Route 4 — Greenwich to Fishguard

Cycling Collection by

Alice Baddeley

Tips from the Community

K🌍nny
October 3, 2026, The Round Tower in the Middle Ward

forms the historic centerpiece as well as the most distinctive landmark of the entire castle complex

Translated by Google•

3

0

State Apartments and Queen Mary's Dolls' House

Translated by Google•

3

0

Es dient als offizieller Palast der britischen Königsfamilie.

4

0

Kollegiatstiftskirche

3

0

König Heny VIII Gateway ist einer der Eingänge in Windsor Castle

3

0

K🌍nny
October 3, 2026, Windsor Castle

Windsor SL4 1NJ, Vereinigtes Königreich

3

0

The Round Tower stands at the heart of Windsor Castle. Dating back to the reign of Henry II in the 12th century, it played a crucial role in the castle's defense and administration. Thanks to its hilltop location, the tower offers panoramic views of the surrounding countryside and provides the British monarchy with a strategic vantage point for monitoring potential threats. When the Union Jack is flying, the King is not in the castle.

Translated by Google•

0

0

The main entrance to the castle once led through the King Henry VIII Gate, built in 1511. The carved panel above the arch depicts the coat of arms of King Henry VIII and the pomegranate belonging to his first wife, Queen Catherine of Aragon. For visitors to the castle, this gate is the exit.

Translated by Google•

0

0

Frequently Asked Questions

What are the most historically significant castles in Windsor and Maidenhead?

The most prominent and historically significant castle in the region is Windsor Castle. Founded by William the Conqueror in the 11th century, it has served as a royal residence for 40 monarchs over 1,000 years, making it the world's oldest and largest occupied castle. It remains an official residence of the monarch.

What are the key features to see inside Windsor Castle?

Inside Windsor Castle, you can explore the lavish State Apartments, adorned with luxurious decorations and art from the Royal Collection. Don't miss St. George's Chapel, a stunning example of Gothic architecture and the burial place of 11 monarchs. The miniature masterpiece, Queen Mary's Dolls' House, is also a popular attraction.

Are there family-friendly castles to visit in Windsor and Maidenhead?

Yes, Windsor Castle is considered family-friendly, offering a journey through history that can engage all ages. The Windsor Castle Back Gates and Start of the Long Walk also provides a great outdoor space for families to enjoy the views and the expansive Windsor Great Park.

What is the best time of year to visit castles in the region?

While castles like Windsor Castle are open year-round, spring and summer offer pleasant weather for exploring the grounds and nearby outdoor areas like the Long Walk. However, visiting during the off-peak seasons (autumn and winter) can mean fewer crowds, though it's always advisable to check specific opening hours, especially around holidays.

How can I get to Windsor Castle by public transport?

Windsor Castle is well-connected by public transport. You can reach Windsor by train from London Paddington (via Slough) or London Waterloo. Once in Windsor, the castle is a short walk from both stations. For detailed travel information, you can check local transport websites.

Is booking required for Windsor Castle?

It is highly recommended to book tickets for Windsor Castle in advance, especially during peak season, to secure your entry and avoid queues. You can find more information and book tickets on the official Royal Collection Trust website: rct.uk/visit/windsor-castle.

Are there outdoor activities or trails near the castles?

Yes, the area around the castles offers various outdoor activities. Near Windsor Castle, you can enjoy the Long Walk, which stretches into Windsor Great Park. For more structured routes, you can find options for hiking, cycling, and gravel biking in the wider Windsor and Maidenhead region.

Are there any less crowded or unique castles to visit besides Windsor Castle?

While Windsor Castle is the main attraction, Oakley Court offers a different experience. This Victorian Gothic country house, now a luxury hotel, is set on the River Thames and is famous for being a film location, notably for 'The Rocky Horror Picture Show'. It provides a unique architectural and historical interest away from the larger crowds.

Are there cafes or pubs near Windsor Castle?

Yes, the town of Windsor, immediately surrounding the castle, has numerous cafes and pubs. You'll find options for refreshments and meals directly opposite Windsor Castle, allowing you to easily take a break and recharge during your visit.

Is Windsor Castle accessible for visitors with mobility issues?

Windsor Castle aims to be as accessible as possible. While some areas within the historic site may have limitations due to their age, significant efforts have been made to accommodate visitors with mobility issues. It's recommended to check the official website for detailed accessibility information and any specific provisions available.

What is the significance of St. George's Chapel within Windsor Castle?

St. George's Chapel is a Royal Peculiar, meaning it's under the direct jurisdiction of the monarch, and the Chapel of the Order of the Garter. It has been the site of many royal ceremonies, weddings, and is the burial place for 11 monarchs, including Henry VIII and Queen Elizabeth II. Its high-medieval Gothic architecture is also a significant draw.

Can I walk around Windsor Castle without entering the paid attractions?

Yes, you can enjoy the exterior views and surrounding areas of Windsor Castle without purchasing an entry ticket. The Windsor Castle Back Gates and Start of the Long Walk offers phenomenal views of the castle and the beginning of the 2.65-mile avenue into Windsor Great Park, which is free to access and popular for walks.

Most popular routes in Windsor and Maidenhead

Family-friendly hikes in Windsor and Maidenhead

Most popular attractions in Windsor and Maidenhead

Places to see

Store rating

Get inspired with the komoot mobile app

With a free komoot account, you can easily find, customize, and navigate endless outdoor adventures.

or

Join komoot Now
Store rating

Didn’t find what you were looking for?

Explore Windsor and Maidenhead’s best castles region by region:

DatchetEtonCox GreenHortonWhite WalthamWraysburySunningdaleSunninghill And AscotOld WindsorCookhamBray

Nearby adventure guides

Things to Do around Bray

background

Get ready to conquer new peaks

Sign up for Free
Explore
RoutesRoute plannerFeaturesRedeem a voucherHikesMTB TrailsRoad cycling routesBikepackingSitemap
Download the app
Follow Us on Socials

© komoot GmbH

Privacy Policy