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 Attractions

Let Expedia help you to experience the best that Castiglione del Bosco has to offer! If you’re planning a trip to Castiglione del Bosco, we can provide you with a list of the top sightseeing attractions, as well as helping you to find unmissable activities. Whether you’re travelling to Castiglione del Bosco with your family, planning a romantic trip with your loved one, or visiting on business, we’ll make it easy to plan an unforgettable holiday that checks all the boxes.

Places of interest in Castiglione del Bosco

Castiglione del Bosco is crammed with must-see places to visit and things to do. We can help you decide where to stay in Castiglione del Bosco, and make it a breeze to explore Castiglione del Bosco and the surrounding areas with our guides on where to go, what to see and when to see it. No matter how long your stay, it’s easy to find places of interest in Castiglione del Bosco to make sure that you enjoy your holiday to the fullest and don’t miss a thing. Leave the local knowledge to us and leave the hassle behind.

If you’re planning a visit to Castiglione del Bosco, why not check out our handy guides to places of interest in the area? You can browse lists of things to do, learn about the most popular attractions, and get help with planning the details of your trip. Expedia makes it easy for you to check out all the top sights in Castiglione del Bosco.

Castiglione del Bosco attractions

Castiglione del Bosco has something for everyone, so whether you’re planning to get active on a summer holiday, put a spring in your step with a romantic rendezvous, or pamper yourself with a leisurely winter trip, you’ll find plenty of attractions in Castiglione del Bosco to keep you entertained. Expedia makes it easy to book your flight, hotel and rental car in advance, making for hassle-free travel and freeing you up to explore the sights of Castiglione del Bosco.

Looking for things to do in Castiglione del Bosco can be time-consuming, but we can take the hassle out of planning your holiday. Whether you’re looking to get active in the great outdoors, sample the cuisine of Castiglione del Bosco or catch up with the vibrant local culture, our guides to Castiglione del Bosco attractions ensure that you’ll have a successful trip, whatever the season. Happy trails!

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Recommended things to do in Castiglione del Bosco

Number of things to do
48
Cheapest thing to do on Expedia
Seggiano: Guided Tour of the Olive Grove and Food Tasting: £22
Top 5 things to do
Half-day tours
With kids

What to do in Castiglione del Bosco

Popular places to visit

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 when you take a trip to 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 with a visit to Abbazia di Sant'Antimo. Visit the area's spas or simply enjoy its wineries.

Abbazia di Sant'Antimo

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

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

Museum of Brunello

You can spend time studying the exhibits at Museum of Brunello in Montalcino. Discover the area's countryside and spas.

Museum of Brunello

Civic and Diocesan Museum of Sacred Art of Montalcino

You can spend time browsing the exhibits at Civic and Diocesan Museum of Sacred Art of Montalcino during your travels in Montalcino. Discover the area's countryside and wineries.

Civic and Diocesan Museum of Sacred Art of Montalcino

 

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.

 

 

Day trip destinations from Castiglione del Bosco

Montalcino featuring a sunset and heritage architecture

Montalcino

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.

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