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San Gimignano: Tuscan Castle City and Countryside Walk

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San Gimignano, Tuscany, Italy

San Gimignano: Tuscan Castle City and Countryside Walk is a 5.8 mile moderately trafficked loop trail located near San Gimignano, Tuscany, Italy that features beautiful wild flowers and is rated as moderate. The trail offers a number of activity options and is best used from February until October. Dogs are also able to use this trail but must be kept on leash.

Distance: 5.8 miles Elevation Gain: 994 feet Route Type: Loop

dogs on leash

hiking

mountain biking

walking

bird watching

running

views

wild flowers

city walk

historic site

San Gimignano is small Italian town located in the province of Siena in Tuscany. For the characteristic medieval architecture of its historic center was declared a UNESCO World Heritage Site. The town of San Gimignano is mostly intact in it's old appearance and is one of the best examples of urban organization in Europe of the communal age.

hiking
muddy
4 months ago

Came here for a day trip and was stunned by the town. Did all of the historical things and then decided to hike this trail. Only complaint was the main stretches of road with no sidewalks and heavy traffic. Gravel roads were very quiet with stunning views. Waypoint I marked was confusing part of the trail that went through somebody’s yard. Just avoid if you see it and pay attention. Also last quarter of the trail is straight uphill so good conditioning is necessary. Pretty solid hike and beautiful town.

hiking
muddy
no shade
off trail
5 months ago

hiking
8 months ago

very nice hike. Just a litle bit dangerous on the road with the cars at the beginning and in the middle of the walk.

hiking
8 months ago

Beautiful views of vineyards and the old town. My only complaint is that it can be dusty when cars pass you on the gravel road.

hiking
Wed Apr 17 2019

Easy long walk with stunning views of San Gimigniano and Tuscany. It is an absolute must to stop at Fattoria Poggio Alloro for lunch (prebook on weekends only in the winter)

Tue Jul 31 2018

Very nice walk on gravel road most of the way. Only near San Gimignano is there traffic.

hiking
Thu Mar 15 2018

Walked up to the walled city from our air bnb and headed through the historic downtown from south to north then took a country road outside of town to the hilly countryside gravel road walking alongside farms, wineries, and agriturismos with amazing views of the San Gimignano city and towers in the distance. Took the loop around meeting up right back at the south end of the historic area. Classic ancient Italian town with open squares and narrow alleyways among the towers and churches surrounded by bucolic Tuscan countryside all around. Wubba lubba dub dub!!

hiking
4 months ago

hiking
7 months ago

hiking
9 months ago

hiking
Thu Jun 27 2019

hiking
Sun Jun 02 2019

hiking
Mon Apr 29 2019

hiking
Sat May 26 2018