Road Cycling Routes in Windsor and Maidenhead

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

In this guide, we’ve reviewed our full collection of road biking routes in Windsor and Maidenhead to bring you the 20 best rides in the region. To find the one which is right for you, click on any of the Tours to see a full breakdown of its details including elevation profiles and surface analyses, and browse real tips and photos shared by other members of the Komoot community.

Intermediate
02:29
35.6 mi
Intermediate
03:30
49.5 mi
Intermediate
02:40
39.3 mi
Intermediate
02:43
37.1 mi
Easy
00:58
13.9 mi
Intermediate
03:52
56.8 mi
Easy
01:26
21.2 mi
Easy
01:46
25.5 mi
Easy
01:55
30.2 mi
Easy
01:38
23.4 mi
Easy
01:33
22.5 mi
Intermediate
02:42
40.4 mi
Intermediate
03:55
53.4 mi
Easy
01:13
18.2 mi
Intermediate
02:21
29.7 mi
Easy
01:23
20.3 mi
Easy
01:41
25.6 mi
Easy
01:25
21.9 mi
Intermediate
02:48
37.9 mi
Easy
01:48
25.8 mi

The 20 top rides in Windsor and Maidenhead

    1
    Intermediate
    02:29
    35.6 mi
    14.3 mph
    1,100 ft
    1,100 ft
    Intermediate road ride. Good fitness required. Some portions of the Tour may be unpaved and difficult to ride.
    2
    Intermediate
    03:30
    49.5 mi
    14.1 mph
    1,800 ft
    1,800 ft
    Intermediate road ride. Good fitness required. Some portions of the Tour may be unpaved and difficult to ride.
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  • 3
    Intermediate
    02:40
    39.3 mi
    14.8 mph
    975 ft
    975 ft
    Intermediate road ride. Good fitness required. Some portions of the Tour may be unpaved and difficult to ride.
    4
    Intermediate
    02:43
    37.1 mi
    13.7 mph
    1,725 ft
    1,725 ft
    Intermediate road ride. Good fitness required. Some portions of the Tour may be unpaved and difficult to ride.
    5
    Easy
    00:58
    13.9 mi
    14.3 mph
    400 ft
    400 ft
    Easy road ride. Great for any fitness level. Some portions of the Tour may be unpaved and difficult to ride.
    6
    Intermediate
    03:52
    56.8 mi
    14.7 mph
    1,675 ft
    1,675 ft
    Intermediate road ride. Good fitness required. Some portions of the Tour may be unpaved and difficult to ride.
    7
    Easy
    01:26
    21.2 mi
    14.7 mph
    550 ft
    550 ft
    Easy road ride. Great for any fitness level. Some portions of the Tour may be unpaved and difficult to ride.
    8
    Easy
    01:46
    25.5 mi
    14.5 mph
    475 ft
    475 ft
    Easy road ride. Great for any fitness level. Some portions of the Tour may be unpaved and difficult to ride.
    9
    Easy
    01:55
    30.2 mi
    15.7 mph
    650 ft
    650 ft
    Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.
    10
    Easy
    01:38
    23.4 mi
    14.4 mph
    650 ft
    650 ft
    Easy road ride. Great for any fitness level. Some portions of the Tour may be unpaved and difficult to ride.
    11
    Easy
    01:33
    22.5 mi
    14.5 mph
    675 ft
    675 ft
    Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.
    12
    Intermediate
    02:42
    40.4 mi
    14.9 mph
    975 ft
    975 ft
    Intermediate road ride. Good fitness required. Some portions of the Tour may be unpaved and difficult to ride.
    13
    Intermediate
    03:55
    53.4 mi
    13.6 mph
    1,875 ft
    1,875 ft
    Intermediate road ride. Good fitness required. Some portions of the Tour may be unpaved and difficult to ride.
    14
    Easy
    01:13
    18.2 mi
    15.0 mph
    400 ft
    400 ft
    Easy road ride. Great for any fitness level. Some portions of the Tour may be unpaved and difficult to ride.
    15
    Intermediate
    02:21
    29.7 mi
    12.6 mph
    1,175 ft
    1,175 ft
    Intermediate road ride. Good fitness required. Some portions of the Tour may be unpaved and difficult to ride.
    16
    Easy
    01:23
    20.3 mi
    14.7 mph
    450 ft
    450 ft
    Easy road ride. Great for any fitness level. Some portions of the Tour may be unpaved and difficult to ride.
    17
    Easy
    01:41
    25.6 mi
    15.3 mph
    700 ft
    700 ft
    Easy road ride. Great for any fitness level. Some portions of the Tour may be unpaved and difficult to ride.
    18
    Easy
    01:25
    21.9 mi
    15.5 mph
    375 ft
    375 ft
    Easy road ride. Great for any fitness level. Some portions of the Tour may be unpaved and difficult to ride.
    19
    Intermediate
    02:48
    37.9 mi
    13.5 mph
    1,750 ft
    1,750 ft
    Intermediate road ride. Good fitness required. Some portions of the Tour may be unpaved and difficult to ride.
    20
    Easy
    01:48
    25.8 mi
    14.4 mph
    925 ft
    925 ft
    Easy road ride. Great for any fitness level. Some portions of the Tour may be unpaved and difficult to ride.

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