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Hiking in Siena

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

Want to go hiking in Siena to explore more of this corner of Tuscany? In this guide, we’ve reviewed our full collection of hikes and walking routes in Siena to bring you the top 20 hiking routes in the region. To see which of our walks in Siena is the right one for you, browse real tips and photos uploaded by other hikers—and see what they had to say about each walk.

Piazza del duomo – Vista di San Gimignano Loop from Strada San Gimignano
Intermediate
02:38
9.25 km
Vista di San Gimignano – Piazza del duomo Loop from Piazzale Martiri di Montemaggio
Intermediate
02:35
9.06 km
Piazza del Campo – Basilica di San Domenico Loop from San Prospero
Easy
01:40
6.01 km
Blick auf San Gimignano – Blick auf Montauto Loop from San Gimignano
Intermediate
03:38
12.3 km
Blick auf San Gimignano – Blick auf Montauto Loop from Bibbiano
Intermediate
03:24
11.4 km
Blick auf San Gimignano – Perfect view Loop from Bibbiano
Difficult
05:14
18.0 km
Castello di Meleto – Belvedere Loop from Via Antonio Casabianca
Intermediate
03:43
12.7 km
Fluss – Blick auf Rocca d'Orcia Loop from Vignoni Alto
Intermediate
03:09
10.2 km
Piazza del Campo – Dom und Baptisterium zu Siena Loop from San Prospero
Easy
01:07
4.17 km
Piazza del duomo – San Gimignano Loop from Castel San Gimignano
Easy
01:03
3.68 km
Piazza del Campo – Dom und Baptisterium zu Siena Loop from Siena
Easy
01:39
6.02 km
Borro degli Imbotroni – Perfect view Loop from Strada Comunale di Santa Lucia
Easy
01:50
6.21 km
Chiusure – Abazzia Monte Oliveto Maggiore Loop from Chiusure
Intermediate
01:30
4.82 km
Die Kanalschleuse der Mönche – Mulino Ricausa Loop from Brenna
Intermediate
02:33
8.93 km
Piazza del Campo – Dom und Baptisterium zu Siena Loop from Ravacciano
Easy
01:56
6.91 km
Madonna del fossato – Castelvecchi Loop from Via del Castello
Intermediate
02:03
6.73 km
Abbadia Isola – Monteriggioni Loop from Castellina Scalo
Intermediate
02:16
8.35 km
Monteriggioni – Il Mandorlo Loop from Via 1 Maggio
Easy
01:20
4.69 km
Madonna del fossato – GIRO DE CASTELVECHIO Loop from Via del Castello
Intermediate
02:43
8.97 km
Castello di Meleto – Belvedere Loop from Strada Traversa del Chianti
Difficult
05:42
19.5 km

Top 20 best walks and hikes in Siena

    Map data © OpenStreetMap contributors
    1

    Piazza del duomo – Vista di San Gimignano Loop from Strada San Gimignano

    Intermediate
    02:38
    9.25 km
    3.5 km/h
    210 m
    220 m
    Intermediate Hiking Tour. Good fitness required. Easily-accessible paths. Suitable for all skill levels.
    View
    Map data © OpenStreetMap contributors
    2

    Vista di San Gimignano – Piazza del duomo Loop from Piazzale Martiri di Montemaggio

    Intermediate
    02:35
    9.06 km
    3.5 km/h
    210 m
    210 m
    Intermediate Hiking Tour. Good fitness required. Easily-accessible paths. Suitable for all skill levels.
    View

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    • Map data © OpenStreetMap contributors
    3

    Piazza del Campo – Basilica di San Domenico Loop from San Prospero

    Easy
    01:40
    6.01 km
    3.6 km/h
    110 m
    110 m
    Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.
    View
    Map data © OpenStreetMap contributors
    4

    Blick auf San Gimignano – Blick auf Montauto Loop from San Gimignano

    Intermediate
    03:38
    12.3 km
    3.4 km/h
    370 m
    370 m
    Intermediate Hiking Tour. Good fitness required. Easily-accessible paths. Suitable for all skill levels.
    View
    Map data © OpenStreetMap contributors
    5

    Blick auf San Gimignano – Blick auf Montauto Loop from Bibbiano

    Intermediate
    03:24
    11.4 km
    3.3 km/h
    360 m
    370 m
    Intermediate Hiking Tour. Good fitness required. Easily-accessible paths. Suitable for all skill levels.
    View
    Map data © OpenStreetMap contributors
    6

    Blick auf San Gimignano – Perfect view Loop from Bibbiano

    Difficult
    05:14
    18.0 km
    3.4 km/h
    480 m
    480 m
    Expert Hiking Tour. Very good fitness required. Easily-accessible paths. Suitable for all skill levels.
    View
    Map data © OpenStreetMap contributors
    7

    Castello di Meleto – Belvedere Loop from Via Antonio Casabianca

    Intermediate
    03:43
    12.7 km
    3.4 km/h
    360 m
    360 m
    Intermediate Hiking Tour. Good fitness required. Easily-accessible paths. Suitable for all skill levels.
    View
    Map data © OpenStreetMap contributors
    8

    Fluss – Blick auf Rocca d'Orcia Loop from Vignoni Alto

    Intermediate
    03:09
    10.2 km
    3.2 km/h
    310 m
    320 m
    Intermediate Hiking Tour. Good fitness required. Mostly accessible paths. Sure-footedness required.
    View
    Map data © OpenStreetMap contributors
    9

    Piazza del Campo – Dom und Baptisterium zu Siena Loop from San Prospero

    Easy
    01:07
    4.17 km
    3.7 km/h
    50 m
    50 m
    Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.
    View
    Map data © OpenStreetMap contributors
    10

    Piazza del duomo – San Gimignano Loop from Castel San Gimignano

    Easy
    01:03
    3.68 km
    3.5 km/h
    80 m
    80 m
    Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.
    View
    Map data © OpenStreetMap contributors
    11

    Piazza del Campo – Dom und Baptisterium zu Siena Loop from Siena

    Easy
    01:39
    6.02 km
    3.6 km/h
    90 m
    90 m
    Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.
    View
    Map data © OpenStreetMap contributors
    12

    Borro degli Imbotroni – Perfect view Loop from Strada Comunale di Santa Lucia

    Easy
    01:50
    6.21 km
    3.4 km/h
    180 m
    180 m
    Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.
    View
    Map data © OpenStreetMap contributors
    13

    Chiusure – Abazzia Monte Oliveto Maggiore Loop from Chiusure

    Intermediate
    01:30
    4.82 km
    3.2 km/h
    180 m
    180 m
    Intermediate Hiking Tour. Great for any fitness level. Mostly accessible paths. Sure-footedness required.
    View
    Map data © OpenStreetMap contributors
    14

    Die Kanalschleuse der Mönche – Mulino Ricausa Loop from Brenna

    Intermediate
    02:33
    8.93 km
    3.5 km/h
    200 m
    200 m
    Intermediate Hiking Tour. Good fitness required. Easily-accessible paths. Suitable for all skill levels.
    View
    Map data © OpenStreetMap contributors
    15

    Piazza del Campo – Dom und Baptisterium zu Siena Loop from Ravacciano

    Easy
    01:56
    6.91 km
    3.6 km/h
    130 m
    130 m
    Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.
    View
    Map data © OpenStreetMap contributors
    16

    Madonna del fossato – Castelvecchi Loop from Via del Castello

    Intermediate
    02:03
    6.73 km
    3.3 km/h
    220 m
    230 m
    Intermediate Hiking Tour. Good fitness required. Mostly accessible paths. Sure-footedness required.
    View
    Map data © OpenStreetMap contributors
    17

    Abbadia Isola – Monteriggioni Loop from Castellina Scalo

    Intermediate
    02:16
    8.35 km
    3.7 km/h
    120 m
    120 m
    Intermediate Hiking Tour. Good fitness required. Easily-accessible paths. Suitable for all skill levels.
    View
    Map data © OpenStreetMap contributors
    18

    Monteriggioni – Il Mandorlo Loop from Via 1 Maggio

    Easy
    01:20
    4.69 km
    3.5 km/h
    100 m
    100 m
    Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.
    View
    Map data © OpenStreetMap contributors
    19

    Madonna del fossato – GIRO DE CASTELVECHIO Loop from Via del Castello

    Intermediate
    02:43
    8.97 km
    3.3 km/h
    290 m
    300 m
    Intermediate Hiking Tour. Good fitness required. Mostly accessible paths. Sure-footedness required.
    View
    Map data © OpenStreetMap contributors
    20

    Castello di Meleto – Belvedere Loop from Strada Traversa del Chianti

    Difficult
    05:42
    19.5 km
    3.4 km/h
    550 m
    550 m
    Expert Hiking Tour. Very good fitness required. Mostly accessible paths. Sure-footedness required.
    View

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