Cycling in Windsor and Maidenhead

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Our Tour recommendations are based on thousands of activities completed by other people on komoot.

Cycling in Windsor and Maidenhead is one of the most enjoyable ways to explore more of this part of 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.

Easy
01:55
15.4 mi
Intermediate
02:40
24.5 mi
Easy
01:17
10.7 mi
Difficult
04:47
47.8 mi
Intermediate
02:07
17.7 mi
Intermediate
02:19
23.0 mi
Easy
01:22
14.4 mi
Intermediate
04:13
44.8 mi
Intermediate
02:43
27.9 mi
Intermediate
03:10
32.8 mi
Difficult
04:54
49.5 mi
Intermediate
02:27
25.7 mi
Intermediate
02:36
27.1 mi
Intermediate
03:17
34.1 mi
Easy
00:52
9.07 mi
Easy
01:28
9.51 mi
Intermediate
04:04
42.7 mi
Easy
00:35
6.25 mi
Intermediate
02:24
21.0 mi
Intermediate
01:23
14.1 mi

Top 20 cycling routes in Windsor and Maidenhead

    1
    Easy
    01:55
    15.4 mi
    8.1 mph
    150 ft
    150 ft
    Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.
    2
    Intermediate
    02:40
    24.5 mi
    9.2 mph
    275 ft
    275 ft
    Intermediate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
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  • 3
    Easy
    01:17
    10.7 mi
    8.4 mph
    125 ft
    125 ft
    Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.
    4
    Difficult
    04:47
    47.8 mi
    10.0 mph
    1,650 ft
    1,675 ft
    Expert bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.
    5
    Intermediate
    02:07
    17.7 mi
    8.3 mph
    150 ft
    150 ft
    Intermediate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
    6
    Intermediate
    02:19
    23.0 mi
    10.0 mph
    875 ft
    875 ft
    Intermediate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
    7
    Easy
    01:22
    14.4 mi
    10.5 mph
    400 ft
    400 ft
    Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.
    8
    Intermediate
    04:13
    44.8 mi
    10.6 mph
    850 ft
    850 ft
    Intermediate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
    9
    Intermediate
    02:43
    27.9 mi
    10.3 mph
    850 ft
    850 ft
    Intermediate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
    10
    Intermediate
    03:10
    32.8 mi
    10.4 mph
    1,025 ft
    1,025 ft
    Intermediate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
    11
    Difficult
    04:54
    49.5 mi
    10.1 mph
    1,675 ft
    1,675 ft
    Expert bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.
    12
    Intermediate
    02:27
    25.7 mi
    10.5 mph
    525 ft
    525 ft
    Intermediate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
    13
    Intermediate
    02:36
    27.1 mi
    10.5 mph
    575 ft
    575 ft
    Intermediate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
    14
    Intermediate
    03:17
    34.1 mi
    10.3 mph
    950 ft
    950 ft
    Intermediate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
    15
    Easy
    00:52
    9.07 mi
    10.4 mph
    150 ft
    150 ft
    Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.
    16
    Easy
    01:28
    9.51 mi
    6.5 mph
    100 ft
    100 ft
    Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.
    17
    Intermediate
    04:04
    42.7 mi
    10.5 mph
    1,075 ft
    1,075 ft
    Intermediate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
    18
    Easy
    00:35
    6.25 mi
    10.7 mph
    100 ft
    100 ft
    Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.
    19
    Intermediate
    02:24
    21.0 mi
    8.8 mph
    550 ft
    550 ft
    Intermediate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
    20
    Intermediate
    01:23
    14.1 mi
    10.2 mph
    550 ft
    550 ft
    Intermediate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

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