Things to do in Castiglione del Bosco

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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 Attractions

If you're ready to hit the streets of Castiglione del Bosco, join a few of the top tours & day trips on offer, and let a friendly local show you some of the most popular attractions. Offering free cancellations and no added fees, our top {43 fun activities in Castiglione del Bosco fun activities in Castiglione del Bosco} are also worth checking out.

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What to do in Castiglione del Bosco

Things to Do in Castiglione del Bosco with Kids

Few things beat spending time together with the family. Castiglione del Bosco offers a wonderful selection of family friendly experiences that the whole gang will love:

 

Looking for sports, concerts, or theater events in Castiglione del Bosco? Search event tickets to see what's happening today, or to plan what to do this weekend!

 

 

Discover the most popular places to visit in Castiglione del Bosco

Castello Banfi

You can enjoy a tasting or tour at Castello Banfi during your travels to Poggio alle Mura. Visit the area's spas, or simply enjoy its wineries.

Castello Banfi

Tenuta Greppo Franco Biondi Santi

You can enjoy a tasting or tour at Tenuta Greppo Franco Biondi Santi during your travels to Montalcino. Discover the area's countryside and spas.

Tenuta Greppo Franco Biondi Santi

Fortress of Montalcino

Find out about the history of Montalcino with a stop at Fortress of Montalcino. Visit the area's spas, or simply enjoy its wineries.

Fortress of Montalcino

Castiglion del Bosco Winery

You can enjoy a tasting or tour at Castiglion del Bosco Winery during your travels to Castiglione del Bosco.

Castiglion del Bosco Winery

Abbazia di Sant'Antimo

You can learn about the history of Montalcino when you stop by Abbazia di Sant'Antimo. Visit the area's spas, or simply enjoy its wineries.

Abbazia di Sant'Antimo

Torrenieri Montalcino Station

You can take time to visit Torrenieri Montalcino Station during your travels to Torrenieri. Visit the area's spas, or simply enjoy its wineries.

Torrenieri Montalcino Station

Poggio Antico

You can enjoy a tasting or tour at Poggio Antico during your travels to Montalcino. Discover the area's countryside and wineries.

Poggio Antico

Cantina di Montalcino

You can enjoy a tasting or tour at Cantina di Montalcino during your travels to Montalcino. Discover the area's countryside and wineries.

Cantina di Montalcino

Capanna of Cencioni

You can enjoy a tasting or tour at Capanna of Cencioni during your travels to Montalcino. Discover the area's countryside and wineries.

Capanna of Cencioni

 

Looking for fun things to do nearby? Check things to do near me to find and book the best things to do, fun activities, and top attractions wherever you happen to be.

 

 

Popular day trips from Castiglione del Bosco

Montalcino showing a sunset and heritage architecture

Montalcino

Frequently asked questions

Is Castiglione del Bosco worth visiting?
From retail therapy to outdoor adventures and history, there are plenty of great things to do in Castiglione del Bosco. Be sure to enjoy the area's blend of unmissable sights, culture and local charm.
How do I spend a day in Castiglione del Bosco?
Kick-start your day with a visit to Fortress of Montalcino and Civic and Diocesan Museum of Sacred Art of Montalcino. Then, check out other parts of Castiglione del Bosco for a quick bite and some retail therapy.
What is the top tourist attraction in Castiglione del Bosco?
Tenuta Greppo Franco Biondi Santi is one of the top tourist attractions in Castiglione del Bosco and should be high on every sightseeing list of the area.
Is three days enough to stay in Castiglione del Bosco?
You can easily tick off top sights like Tenuta Greppo Franco Biondi Santi, Capanna of Cencioni and Poggio Antico with a three-day trip to Castiglione del Bosco. On average, most travelers book three days here. There's plenty to discover nearby too, so linger longer and check out Siena.
What are some activities to do in Castiglione del Bosco with kids?
Whether you're traveling with young explorers or adventure-seeking teens, an itinerary filled with cool activities takes your trip to the next level. 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 Capanna of Cencioni 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 plenty of cheap things to do in Castiglione del Bosco, you can enjoy the area without breaking the bank. Catch free shows and events or stroll through the local markets.

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