Routes

Planner

Features

Updates

App

Login or Signup

Get the App

Login or Signup

Routes
Mountain biking trails
Italy
Tuscany
Siena
Castelnuovo Berardenga

Brolio Castle – Cypress Avenue at Montechiaro loop from Monti

Routes
Mountain biking trails
Italy
Tuscany
Siena
Castelnuovo Berardenga

Brolio Castle – Cypress Avenue at Montechiaro loop from Monti

Expert

4.4

(10)

83

riders

Brolio Castle – Cypress Avenue at Montechiaro loop from Monti

05:17

62.4km

1,270m

Expert mountain bike ride. Very good fitness required. Advanced riding skills necessary. The starting point of the route is right next to a parking lot.

Last updated: September 24, 2025

Download GPX

Save

Move start point

Edit route

Navigate

Send to Phone

Tips

Includes a very steep uphill segment

You may need to push your bike.

372 m in total

Waypoints

A

Start point

Parking

Get Directions

1

317 m

L'Eroica Signpost

2

22.1 km

Castello di Brolio

3

22.6 km

Castello di Brolio

The castle of Brolio, surrounded by the vines that produce the most famous wines in the world. For bicycle lovers it is located on the permanent route of the Eroica, for wine lovers its cellar cannot miss a visit.

Translated by Google •

Tip by

4

36.8 km

Cypress Avenue at Montechiaro

Beautiful stretch of asphalt

Translated by Google •

Tip by

5

40.9 km

6

45.5 km

Palazzo Bianchi

Castle

7

46.4 km

Palazzo Sansedoni

Castle

8

50.9 km

Salita delle Tolfe (Strade Bianche Climb)

Legendary climb. Very short but steep last bump before the finish line of the classic "white roads"

Translated by Google •

Tip by

9

54.9 km

10

60.5 km

Colors of Chianti Vineyards

Exceptional colors that change completely throughout the year...every season an emotion.

Translated by Google •

Tip by

B

62.4 km

End point

Parking

Way Types & Surfaces

Way Types

20.5 km

18.7 km

11.2 km

10.8 km

1.21 km

Surfaces

32.5 km

14.4 km

9.10 km

2.42 km

2.12 km

1.60 km

259 m

Sign up to see more specific route details

Sign up for free

Elevation

Elevation

Highest point (510 m)

Lowest point (200 m)

Sign up to see more specific route details

Sign up for free

Weather

Powered by AerisWeather

Today

Tuesday 21 October

18°C

14°C

100 %

If you start your activity now...

Max wind speed: 9.0 km/h

to get more detailed weather forecasts along your route

Our route recommendations are based on thousands of hikes, rides, and runs completed by other people on komoot.

Loading

Nearby routes

How to understand each route’s difficulty level

Hiking

Bike

Mountain Bike

Road Bike

Running

Easy
Up to 2 hours and 1,000 ft. of elevation gain. Great for any fitness level.Easily-accessible paths. Suitable for all skill levels.
Corresponds approx.to SAC 1.
Intermediate
Up to 5 hours and 3,000 ft. of elevation gain. Requires good fitness.Mostly accessible paths. Sure-footedness required.
Corresponds approx. to SAC 2-3.
Expert
More than 5 hours long or 3000 ft. of elevation gain. Requires very good fitness.Sure-footedness, sturdy shoes and alpine experience required.
Corresponds approx. to SAC 4–6.
Technical difficulty rating based on the Swiss Alpine Club (SAC) Hiking Scale.
Intermediate

4.8

90

Abbazia di San Galgano ed Eremo di Montesiepi — Giro ad anello

03:22h

40.1km

690m

How to understand each route’s difficulty level

Hiking

Bike

Mountain Bike

Road Bike

Running

Easy
Up to 2 hours and 1,000 ft. of elevation gain. Great for any fitness level.Easily-accessible paths. Suitable for all skill levels.
Corresponds approx.to SAC 1.
Intermediate
Up to 5 hours and 3,000 ft. of elevation gain. Requires good fitness.Mostly accessible paths. Sure-footedness required.
Corresponds approx. to SAC 2-3.
Expert
More than 5 hours long or 3000 ft. of elevation gain. Requires very good fitness.Sure-footedness, sturdy shoes and alpine experience required.
Corresponds approx. to SAC 4–6.
Technical difficulty rating based on the Swiss Alpine Club (SAC) Hiking Scale.
Intermediate

4.6

78

Crete senesi da Taverne d'Arbia — Giro ad anello

02:17h

26.4km

420m

How to understand each route’s difficulty level

Hiking

Bike

Mountain Bike

Road Bike

Running

Easy
Up to 2 hours and 1,000 ft. of elevation gain. Great for any fitness level.Easily-accessible paths. Suitable for all skill levels.
Corresponds approx.to SAC 1.
Intermediate
Up to 5 hours and 3,000 ft. of elevation gain. Requires good fitness.Mostly accessible paths. Sure-footedness required.
Corresponds approx. to SAC 2-3.
Expert
More than 5 hours long or 3000 ft. of elevation gain. Requires very good fitness.Sure-footedness, sturdy shoes and alpine experience required.
Corresponds approx. to SAC 4–6.
Technical difficulty rating based on the Swiss Alpine Club (SAC) Hiking Scale.
Intermediate

4.6

71

Sui sentieri della Gran Fondo Monteriggioni

03:21h

34.7km

870m

How to understand each route’s difficulty level

Hiking

Bike

Mountain Bike

Road Bike

Running

Easy
Up to 2 hours and 1,000 ft. of elevation gain. Great for any fitness level.Easily-accessible paths. Suitable for all skill levels.
Corresponds approx.to SAC 1.
Intermediate
Up to 5 hours and 3,000 ft. of elevation gain. Requires good fitness.Mostly accessible paths. Sure-footedness required.
Corresponds approx. to SAC 2-3.
Expert
More than 5 hours long or 3000 ft. of elevation gain. Requires very good fitness.Sure-footedness, sturdy shoes and alpine experience required.
Corresponds approx. to SAC 4–6.
Technical difficulty rating based on the Swiss Alpine Club (SAC) Hiking Scale.
Intermediate

4.5

65

Parco fluviale sull'Elsa da Poggibonsi — Giro ad anello

02:27h

31.9km

270m

How to understand each route’s difficulty level

Hiking

Bike

Mountain Bike

Road Bike

Running

Easy
Up to 2 hours and 1,000 ft. of elevation gain. Great for any fitness level.Easily-accessible paths. Suitable for all skill levels.
Corresponds approx.to SAC 1.
Intermediate
Up to 5 hours and 3,000 ft. of elevation gain. Requires good fitness.Mostly accessible paths. Sure-footedness required.
Corresponds approx. to SAC 2-3.
Expert
More than 5 hours long or 3000 ft. of elevation gain. Requires very good fitness.Sure-footedness, sturdy shoes and alpine experience required.
Corresponds approx. to SAC 4–6.
Technical difficulty rating based on the Swiss Alpine Club (SAC) Hiking Scale.
Expert

100

La campagna senese – giro ad anello da Siena

06:15h

80.5km

1,360m

How to understand each route’s difficulty level

Hiking

Bike

Mountain Bike

Road Bike

Running

Easy
Up to 2 hours and 1,000 ft. of elevation gain. Great for any fitness level.Easily-accessible paths. Suitable for all skill levels.
Corresponds approx.to SAC 1.
Intermediate
Up to 5 hours and 3,000 ft. of elevation gain. Requires good fitness.Mostly accessible paths. Sure-footedness required.
Corresponds approx. to SAC 2-3.
Expert
More than 5 hours long or 3000 ft. of elevation gain. Requires very good fitness.Sure-footedness, sturdy shoes and alpine experience required.
Corresponds approx. to SAC 4–6.
Technical difficulty rating based on the Swiss Alpine Club (SAC) Hiking Scale.
Intermediate

4.8

67

Da San Rocco a Pilli verso la Val di Merse – giro ad anello

04:22h

49.8km

760m

How to understand each route’s difficulty level

Hiking

Bike

Mountain Bike

Road Bike

Running

Easy
Up to 2 hours and 1,000 ft. of elevation gain. Great for any fitness level.Easily-accessible paths. Suitable for all skill levels.
Corresponds approx.to SAC 1.
Intermediate
Up to 5 hours and 3,000 ft. of elevation gain. Requires good fitness.Mostly accessible paths. Sure-footedness required.
Corresponds approx. to SAC 2-3.
Expert
More than 5 hours long or 3000 ft. of elevation gain. Requires very good fitness.Sure-footedness, sturdy shoes and alpine experience required.
Corresponds approx. to SAC 4–6.
Technical difficulty rating based on the Swiss Alpine Club (SAC) Hiking Scale.
Intermediate

5.0

27

Giro panoramico intorno a San Gimignano — Giro ad anello

01:34h

17.5km

420m

How to understand each route’s difficulty level

Hiking

Bike

Mountain Bike

Road Bike

Running

Easy
Up to 2 hours and 1,000 ft. of elevation gain. Great for any fitness level.Easily-accessible paths. Suitable for all skill levels.
Corresponds approx.to SAC 1.
Intermediate
Up to 5 hours and 3,000 ft. of elevation gain. Requires good fitness.Mostly accessible paths. Sure-footedness required.
Corresponds approx. to SAC 2-3.
Expert
More than 5 hours long or 3000 ft. of elevation gain. Requires very good fitness.Sure-footedness, sturdy shoes and alpine experience required.
Corresponds approx. to SAC 4–6.
Technical difficulty rating based on the Swiss Alpine Club (SAC) Hiking Scale.
Intermediate

4.8

39

Da Siena verso Colle Pinzuto e Geggiano Trail Park – giro ad anello

02:04h

26.4km

480m

How to understand each route’s difficulty level

Hiking

Bike

Mountain Bike

Road Bike

Running

Easy
Up to 2 hours and 1,000 ft. of elevation gain. Great for any fitness level.Easily-accessible paths. Suitable for all skill levels.
Corresponds approx.to SAC 1.
Intermediate
Up to 5 hours and 3,000 ft. of elevation gain. Requires good fitness.Mostly accessible paths. Sure-footedness required.
Corresponds approx. to SAC 2-3.
Expert
More than 5 hours long or 3000 ft. of elevation gain. Requires very good fitness.Sure-footedness, sturdy shoes and alpine experience required.
Corresponds approx. to SAC 4–6.
Technical difficulty rating based on the Swiss Alpine Club (SAC) Hiking Scale.
Expert

3.0

33

Da Siena al Castello di Celsa – giro ad anello

04:09h

49.8km

940m

How to understand each route’s difficulty level

Hiking

Bike

Mountain Bike

Road Bike

Running

Easy
Up to 2 hours and 1,000 ft. of elevation gain. Great for any fitness level.Easily-accessible paths. Suitable for all skill levels.
Corresponds approx.to SAC 1.
Intermediate
Up to 5 hours and 3,000 ft. of elevation gain. Requires good fitness.Mostly accessible paths. Sure-footedness required.
Corresponds approx. to SAC 2-3.
Expert
More than 5 hours long or 3000 ft. of elevation gain. Requires very good fitness.Sure-footedness, sturdy shoes and alpine experience required.
Corresponds approx. to SAC 4–6.
Technical difficulty rating based on the Swiss Alpine Club (SAC) Hiking Scale.
Intermediate

3.0

19

Da Arbia sulle Strade Bianche verso le Crete senesi – giro ad anello

01:53h

24.6km

200m

How to understand each route’s difficulty level

Hiking

Bike

Mountain Bike

Road Bike

Running

Easy
Up to 2 hours and 1,000 ft. of elevation gain. Great for any fitness level.Easily-accessible paths. Suitable for all skill levels.
Corresponds approx.to SAC 1.
Intermediate
Up to 5 hours and 3,000 ft. of elevation gain. Requires good fitness.Mostly accessible paths. Sure-footedness required.
Corresponds approx. to SAC 2-3.
Expert
More than 5 hours long or 3000 ft. of elevation gain. Requires very good fitness.Sure-footedness, sturdy shoes and alpine experience required.
Corresponds approx. to SAC 4–6.
Technical difficulty rating based on the Swiss Alpine Club (SAC) Hiking Scale.
Intermediate

4.0

10

Cave di Travertino e le crete senesi — Giro ad anello

02:22h

31.9km

350m

How to understand each route’s difficulty level

Hiking

Bike

Mountain Bike

Road Bike

Running

Easy
Up to 2 hours and 1,000 ft. of elevation gain. Great for any fitness level.Easily-accessible paths. Suitable for all skill levels.
Corresponds approx.to SAC 1.
Intermediate
Up to 5 hours and 3,000 ft. of elevation gain. Requires good fitness.Mostly accessible paths. Sure-footedness required.
Corresponds approx. to SAC 2-3.
Expert
More than 5 hours long or 3000 ft. of elevation gain. Requires very good fitness.Sure-footedness, sturdy shoes and alpine experience required.
Corresponds approx. to SAC 4–6.
Technical difficulty rating based on the Swiss Alpine Club (SAC) Hiking Scale.
Intermediate

4.0

4

Monte S. Michele e Radda in Chianti — Giro ad anello

02:38h

26.6km

750m

Explore
RoutesRoute plannerFeaturesHikesMTB TrailsRoad cycling routesBikepacking
B2B
PartnersConnectEmbed routes
Company
PressWhat's NewPioneersProduct UpdatesAmbassadorsAdventure Hub
Community
Help GuidesSupportKomoot Treasure Hunt
Download the app
Follow Us on Socials

© komoot GmbH

Privacy Policy
Terms of Service
Community guidelines
Vulnerability disclosure program
Imprint
Information for law enforcement