What to do in Castiglione del Bosco

Activities, attractions and tours

Beautiful view of the hotel pool (a number of the villas have their own pools) from a terrace above, with the Tuscan hillside in the background.
Beautiful view of the hotel pool (a number of the villas have their own pools) from a terrace above, with the Tuscan hillside in the background.
Main pedestrian walkway through the property (was originally a small hill-town). This place is so beautiful.
Probably among the top 3 vacation properties I've seen/stayed. There is over the top, and then there is over that top! I'm not being facetious, this place is stunningly beautiful, and this (picture) is among the nicest golf courses (on the property) in Italy.  Beautiful grounds, stand alone villas, tennis, golf, Brunello vineyards/winery, golf, and all ridiculously, stunningly beautiful.  If you want to go big, and really treat yourself, go here!
Rosewood Castiglion del Bosco, Villa Stabbi on this pic. The most amazing hotel resort in Tuscany or perhaps the whole of Italy...

Castiglione del Bosco Tourist Attractions & Activities

If you’re searching for an exciting holiday, count on Expedia.com.au to help you find interesting attractions, enlightening experiences, and tons of other fun things to do in Castiglione del Bosco AU$43. From first-rate tours to incredible deals on sightseeing trips – our extensive selection of local things to do and places to visit is just a few clicks away.

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What to do in Castiglione del Bosco


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Frequently asked questions

Is Castiglione del Bosco worth visiting?
From shopping to history and outdoor adventures, there are plenty of great things to do in Castiglione del Bosco. Don't forget to discover the area's mix of cool sights, culture and local charm.
How do I spend a day in Castiglione del Bosco?
Fortress of Montalcino and Civic and Diocesan Museum of Sacred Art of Montalcino are two excellent places to kick-start your sightseeing adventures. Be sure to explore the shopping and dining options in Castiglione del Bosco while you're in town too.
What is the top tourist attraction in Castiglione del Bosco?
The top tourist attraction in Castiglione del Bosco is Tenuta Greppo Franco Biondi Santi, so don't forget to add it to your sightseeing list.
Is three days enough to stay in Castiglione del Bosco?
You can easily tour leading sights like Tenuta Greppo Franco Biondi Santi, Civic and Diocesan Museum of Sacred Art of Montalcino and Poggio Antico with a three-day escape to Castiglione del Bosco. On average, many travellers book three days here. There's plenty to discover nearby too, so stay a while longer and venture to Siena.
What are some activities to do in Castiglione del Bosco with kids?
Whether you're travelling with tiny adventurers or hard-to-please teens, a schedule filled with fun activities makes all the difference. Browse our recommendations for what to do in Castiglione del Bosco with kids.

What to do in Castiglione del Bosco for adults?
Tenuta Greppo Franco Biondi Santi and Poggio Antico are just a couple of the things to do in Castiglione del Bosco. With loads of activities available, there's something here for everyone to explore.
Are there free things to do in Castiglione del Bosco?
With lots of cheap things to do in Castiglione del Bosco, you can enjoy the area without opening your wallet. Catch free shows and events or roam the local neighbourhoods.