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Windsor and Maidenhead

Cycling in Windsor and Maidenhead

Bike touring

Photo: Dob

Cycling in Windsor and Maidenhead is one of the most enjoyable ways to explore more of this part of South East England. So you can find your perfect Windsor and Maidenhead bike ride, we’ve reviewed our full collection of cycling routes in the region to deliver the top 20. Just click on each route to see a full breakdown of detailed information including elevation profiles and surface analyses, and browse real tips and photos uploaded by other members of the komoot community.

A weir on the Jubilee River – Eton College Chapel loop from Maidenhead
Easy
01:43
15.9 mi
Queen Elizabeth II Statue – Guards polo sprinklers loop from Spital
Intermediate
01:28
14.7 mi
So pretty 2.0 – Windsor Bridge loop from Sunningdale
Intermediate
01:50
19.2 mi
Marlow Suspension Bridge – Hambleden loop from Maidenhead
Intermediate
02:59
30.6 mi
Windsor Castle – A weir on the Jubilee River loop from Furze Platt
Easy
01:56
18.9 mi
The end of the trail – A weir on the Jubilee River loop from Dedworth
Easy
01:38
16.0 mi
Windsor Bridge – Boulters Lock at Maidenhead loop from Sunnymeads
Intermediate
02:35
27.8 mi
Windsor Castle – Windsor Bridge loop from Ascot
Intermediate
02:36
27.3 mi
Windsor Bridge – A weir on the Jubilee River loop from Windsor and Eton Central
Intermediate
02:04
20.8 mi
Henley on Thames riverside – Marlow Suspension Bridge loop from Maidenhead
Intermediate
02:56
31.4 mi
Windsor Bridge – Picturesque meandering pathway loop from Maidenhead
Easy
01:32
14.5 mi
Windsor Castle – Penton Hook Lock loop from Windsor and Eton Central
Intermediate
02:41
28.4 mi
Boulters Lock at Maidenhead – Marlow Suspension Bridge loop from Marlow
Easy
01:47
19.7 mi
Varied trail – Velolife Cafe, Warren Row loop from Ascot
Intermediate
03:22
33.8 mi
Windsor Castle – Windsor promenade loop from Clewer Green
Intermediate
02:13
23.5 mi
The Great Park Village – Windsor Park loop from Spital
Easy
00:57
9.06 mi
Marlow Bridge – Marlow Suspension Bridge loop from Bisham
Intermediate
02:40
26.7 mi
Windsor promenade – Windsor Castle loop from Windsor and Eton Central
Intermediate
02:47
29.4 mi
Boulters Lock at Maidenhead – Taplow riverside loop from Furze Platt
Easy
01:18
14.0 mi
Henley on Thames riverside – Velolife Cafe, Warren Row loop from Ascot
Expert
05:45
58.6 mi

Top 20 cycling routes in Windsor and Maidenhead

  1. Map data © OpenStreetMap contributors
    1
    1

    A weir on the Jubilee River – Eton College Chapel loop from Maidenhead

    01:43
    15.9 mi
    9.3 mph
    150 ft
    150 ft
    Easy

    4.6

    (23)

    246

    Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.
    View
  2. Map data © OpenStreetMap contributors
    2
    2

    Queen Elizabeth II Statue – Guards polo sprinklers loop from Spital

    01:28
    14.7 mi
    10.0 mph
    500 ft
    500 ft
    Intermediate

    4.7

    (7)

    234

    Intermediate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
    View

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  4. Map data © OpenStreetMap contributors
    3
    3

    So pretty 2.0 – Windsor Bridge loop from Sunningdale

    01:50
    19.2 mi
    10.4 mph
    525 ft
    525 ft
    Intermediate

    5.0

    (10)

    100

    Intermediate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
    View
  5. Map data © OpenStreetMap contributors
    4
    4

    Marlow Suspension Bridge – Hambleden loop from Maidenhead

    02:59
    30.6 mi
    10.3 mph
    1,200 ft
    1,200 ft
    Intermediate

    5.0

    (1)

    96

    Intermediate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
    View
  6. Map data © OpenStreetMap contributors
    5
    5

    Windsor Castle – A weir on the Jubilee River loop from Furze Platt

    01:56
    18.9 mi
    9.8 mph
    300 ft
    300 ft
    Easy

    5.0

    (1)

    107

    Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.
    View
  7. Map data © OpenStreetMap contributors
    6
    6

    The end of the trail – A weir on the Jubilee River loop from Dedworth

    01:38
    16.0 mi
    9.8 mph
    175 ft
    175 ft
    Easy

    4.3

    (3)

    87

    Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.
    View
  8. Map data © OpenStreetMap contributors
    7
    7

    Windsor Bridge – Boulters Lock at Maidenhead loop from Sunnymeads

    02:35
    27.8 mi
    10.8 mph
    500 ft
    500 ft
    Intermediate

    5.0

    (15)

    82

    Intermediate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
    View
  9. Map data © OpenStreetMap contributors
    8
    8

    Windsor Castle – Windsor Bridge loop from Ascot

    02:36
    27.3 mi
    10.5 mph
    825 ft
    825 ft
    Intermediate

    71

    Intermediate bike ride. Good fitness required. Some portions of the Tour may be unpaved and difficult to ride.
    View
  10. Map data © OpenStreetMap contributors
    9
    9

    Windsor Bridge – A weir on the Jubilee River loop from Windsor and Eton Central

    02:04
    20.8 mi
    10.1 mph
    200 ft
    200 ft
    Intermediate

    5.0

    (3)

    61

    Intermediate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
    View
  11. Map data © OpenStreetMap contributors
    10
    10

    Henley on Thames riverside – Marlow Suspension Bridge loop from Maidenhead

    02:56
    31.4 mi
    10.7 mph
    625 ft
    625 ft
    Intermediate

    46

    Intermediate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
    View
  12. Map data © OpenStreetMap contributors
    11
    11

    Windsor Bridge – Picturesque meandering pathway loop from Maidenhead

    01:32
    14.5 mi
    9.5 mph
    125 ft
    125 ft
    Easy

    5.0

    (4)

    53

    Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.
    View
  13. Map data © OpenStreetMap contributors
    12
    12

    Windsor Castle – Penton Hook Lock loop from Windsor and Eton Central

    02:41
    28.4 mi
    10.6 mph
    400 ft
    400 ft
    Intermediate

    52

    Intermediate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
    View
  14. Map data © OpenStreetMap contributors
    13
    13

    Boulters Lock at Maidenhead – Marlow Suspension Bridge loop from Marlow

    01:47
    19.7 mi
    11.0 mph
    275 ft
    275 ft
    Easy

    38

    Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.
    View
  15. Map data © OpenStreetMap contributors
    14
    14

    Varied trail – Velolife Cafe, Warren Row loop from Ascot

    03:22
    33.8 mi
    10.1 mph
    1,000 ft
    1,000 ft
    Intermediate

    47

    Intermediate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
    View
  16. Map data © OpenStreetMap contributors
    15
    15

    Windsor Castle – Windsor promenade loop from Clewer Green

    02:13
    23.5 mi
    10.6 mph
    650 ft
    650 ft
    Intermediate

    50

    Intermediate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
    View
  17. Map data © OpenStreetMap contributors
    16
    16

    The Great Park Village – Windsor Park loop from Spital

    00:57
    9.06 mi
    9.5 mph
    300 ft
    300 ft
    Easy

    48

    Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.
    View
  18. Map data © OpenStreetMap contributors
    17
    17

    Marlow Bridge – Marlow Suspension Bridge loop from Bisham

    02:40
    26.7 mi
    10.0 mph
    1,025 ft
    1,025 ft
    Intermediate

    44

    Intermediate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
    View
  19. Map data © OpenStreetMap contributors
    18
    18

    Windsor promenade – Windsor Castle loop from Windsor and Eton Central

    02:47
    29.4 mi
    10.6 mph
    650 ft
    675 ft
    Intermediate

    41

    Intermediate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
    View
  20. Map data © OpenStreetMap contributors
    19
    19

    Boulters Lock at Maidenhead – Taplow riverside loop from Furze Platt

    01:18
    14.0 mi
    10.8 mph
    175 ft
    175 ft
    Easy

    5.0

    (1)

    34

    Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.
    View
  21. Map data © OpenStreetMap contributors
    20
    20

    Henley on Thames riverside – Velolife Cafe, Warren Row loop from Ascot

    05:45
    58.6 mi
    10.2 mph
    2,250 ft
    2,250 ft
    Expert

    41

    Expert bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.
    View

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Windsor and Maidenhead's best cycling routes on the map

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Last updated:
December 10, 2023

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