Title: 10 TOP Things to Do in Castiglione del Bosco September 2025 | Expedia.co.uk [Hotels in Castiglione del Bosco](https://expedia.co.uk/Castiglione-Del-Bosco-Hotels.d3000028417.Travel-Guide-Hotels)[Castiglione del Bosco Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Castiglione-Del-Bosco.d3000028417.Car-Hire-Guide)[Castiglione del Bosco Holidays](https://expedia.co.uk/Castiglione-Del-Bosco.d3000028417.Holidays-City-Breaks) # What to do in Castiglione del Bosco ## Activities, attractions and tours ## Visit Castiglione del Bosco Types of activities [Castiglione del Bosco travel guide](https://expedia.co.uk/Castiglione-del-Bosco.dx3000028417) ![Photo by Mario Mürner](https://mediaim.expedia.com/destination/2/22ace05f04ccfae1e8e12759ce9a0848.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) [Photo by Mario Mürner](https://mediaim.expedia.com/destination/2/22ace05f04ccfae1e8e12759ce9a0848.jpg) ![Photo by tom owens](https://mediaim.expedia.com/destination/2/d1be9ff867f36890d1d7f2fad17a48a4.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) [Photo by tom owens](https://mediaim.expedia.com/destination/2/d1be9ff867f36890d1d7f2fad17a48a4.jpg) ![Photo by tom owens](https://mediaim.expedia.com/destination/2/a8e8dae323395527f1ad18bdd742ab15.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) [Photo by tom owens](https://mediaim.expedia.com/destination/2/a8e8dae323395527f1ad18bdd742ab15.jpg) ![Photo by tom owens](https://mediaim.expedia.com/destination/2/ec55225a8f9175a727b713588ecea14f.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) [Photo by tom owens](https://mediaim.expedia.com/destination/2/ec55225a8f9175a727b713588ecea14f.jpg) ## 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! * * * Explore thousands of activities with **free cancellation and no added fees**. Design your experience with airport transfers, excursions, day tours & more. Get an insider's look in what to book before you travel. * * * ### Most fun & popular experiences in Castiglione del Bosco ### Tours & day trips [See all 49 activities](https://expedia.co.uk/things-to-do/search?&rid=3000028417&location=Castiglione+del+Bosco&filter.categories=ToursDayTrips) ![Montalcino, Montepulciano & Pienza day tour from Florence](https://mediaim.expedia.com/localexpert/561642/ccd43a05-6f5c-4c50-bcf9-5c0c7f7f432e.jpg?impolicy=resizecrop&rw=500&rh=280) ### Montalcino, Montepulciano & Pienza day tour from Florence 10h+ 8.6/10 32 reviews Free cancellation available £80 includes taxes & fees per adult [](https://www.expedia.co.uk/things-to-do/montalcino-montepulciano-pienza-day-tour-from-florence.a561642.activity-details?&rid=3000028417&location=Castiglione+del+Bosco&swp=off) ![Small-Group Brunello di Montalcino Wine-Tasting Trip from Siena](https://mediaim.expedia.com/localexpert/1139506/ff1c8e1f-f674-45b9-b7da-daf2120ea7de.jpg?impolicy=resizecrop&rw=500&rh=280) ### Small-Group Brunello di Montalcino Wine-Tasting Trip from Siena 9h 10/10 3 reviews Free cancellation available £157 includes taxes & fees per adult [](https://www.expedia.co.uk/things-to-do/small-group-brunello-di-montalcino-wine-tasting-trip-from-siena.a1139506.activity-details?&rid=3000028417&location=Castiglione+del+Bosco&swp=off) ![Val d'Orcia Brunello Wine Tour with Montalcino and Montepulciano](https://mediaim.expedia.com/localexpert/4091385/32b3664b-3b3d-4550-91f5-cf3c254d462b.jpg?impolicy=resizecrop&rw=500&rh=280) ### Val d'Orcia Brunello Wine Tour with Montalcino and Montepulciano 10h 30m 10/10 8 reviews Free cancellation available £200 includes taxes & fees per adult [](https://www.expedia.co.uk/things-to-do/val-dorcia-brunello-wine-tour-with-montalcino-and-montepulciano.a4091385.activity-details?&rid=3000028417&location=Castiglione+del+Bosco&swp=off) ![Montalcino: Guided Winery Tour and Wine Tasting](https://mediaim.expedia.com/localexpert/44628122/e1c18867-816c-4ff5-aaae-8b2f08187f9c.jpg?impolicy=resizecrop&rw=500&rh=280) ### Montalcino: Guided Winery Tour and Wine Tasting 1h 45m Free cancellation available £39 includes taxes & fees per adult [](https://www.expedia.co.uk/things-to-do/montalcino-guided-winery-tour-and-wine-tasting-with-lunch.a44628122.activity-details?&rid=3000028417&location=Castiglione+del+Bosco&swp=off) ![Brunello di Montalcino Small Group Wine Tour from Siena](https://mediaim.expedia.com/localexpert/229841/1f0a3f10-62d8-4e63-9fa6-83ebfa336088.jpg?impolicy=resizecrop&rw=500&rh=280) ### Brunello di Montalcino Small Group Wine Tour from Siena 9h 9.8/10 10 reviews Free cancellation available £140 includes taxes & fees per adult [](https://www.expedia.co.uk/things-to-do/brunello-di-montalcino-small-group-wine-tour-from-siena.a229841.activity-details?&rid=3000028417&location=Castiglione+del+Bosco&swp=off) ![Small-Group Montepulciano and Pienza Day Trip from Siena](https://mediaim.expedia.com/localexpert/1139514/3915f078-847c-43ea-a33f-27285f549bd4.jpg?impolicy=resizecrop&rw=500&rh=280) ### Small-Group Montepulciano and Pienza Day Trip from Siena 8h 10/10 1 review Free cancellation available £157 includes taxes & fees per adult [](https://www.expedia.co.uk/things-to-do/small-group-montepulciano-and-pienza-day-trip-from-siena.a1139514.activity-details?&rid=3000028417&location=Castiglione+del+Bosco&swp=off) ![Fly Brunello - Heli Wine Tour](https://mediaim.expedia.com/localexpert/3235812/419426ad-65c9-4203-9f28-3f28581f5d31.jpg?impolicy=resizecrop&rw=500&rh=280) ### Fly Brunello - Heli Wine Tour 5h £7,568 includes taxes & fees per traveller\* \*Get lower prices by selecting more than 2 adults [](https://www.expedia.co.uk/things-to-do/brunello-heli-wine-tour.a3235812.activity-details?&rid=3000028417&location=Castiglione+del+Bosco&swp=off) ![Chianti, Montalcino & Montepulciano Small Group Minivan Tour](https://mediaim.expedia.com/localexpert/430590/4d8211c3-5ace-48bd-aa58-37c242aca9c6.jpg?impolicy=resizecrop&rw=500&rh=280) ### Chianti, Montalcino & Montepulciano Small Group Minivan Tour 10h 10/10 1 review Free cancellation available £253 includes taxes & fees per adult [](https://www.expedia.co.uk/things-to-do/chianti-montalcino-montepulciano-small-group-minivan-tour.a430590.activity-details?&rid=3000028417&location=Castiglione+del+Bosco&swp=off) ![Val D’Orcia Tour From Siena Montalcino Pienza and Montepulciano](https://mediaim.expedia.com/localexpert/50396502/34fd47d7-f1d0-4fbb-a25e-5a5c32ae36d2.jpg?impolicy=resizecrop&rw=500&rh=280) ### Val D’Orcia Tour From Siena Montalcino Pienza and Montepulciano 11h Free cancellation available £200 includes taxes & fees per adult [](https://www.expedia.co.uk/things-to-do/val-dorcia-tour-from-siena-montalcino-pienza-and-montepulciano.a50396502.activity-details?&rid=3000028417&location=Castiglione+del+Bosco&swp=off) ![Seggiano: Guided Tour of the Olive Grove and Food Tasting](https://mediaim.expedia.com/localexpert/48314154/3c3e6332-4460-423d-8ee4-7953fc5d8637.jpg?impolicy=resizecrop&rw=500&rh=280) ### Seggiano: Guided Tour of the Olive Grove and Food Tasting 2h+ Free cancellation available £22 includes taxes & fees per adult [](https://www.expedia.co.uk/things-to-do/seggiano-guided-tour-of-the-olive-grove-and-food-tasting.a48314154.activity-details?&rid=3000028417&location=Castiglione+del+Bosco&swp=off) ### Private & custom tours [See all 11 activities](https://expedia.co.uk/things-to-do/search?&rid=3000028417&location=Castiglione+del+Bosco&filter.categories=Privatecustomtours) ![Fly Brunello - Heli Wine Tour](https://mediaim.expedia.com/localexpert/3235812/419426ad-65c9-4203-9f28-3f28581f5d31.jpg?impolicy=resizecrop&rw=500&rh=280) ### Fly Brunello - Heli Wine Tour 5h £7,568 includes taxes & fees per traveller\* \*Get lower prices by selecting more than 2 adults [](https://www.expedia.co.uk/things-to-do/brunello-heli-wine-tour.a3235812.activity-details?&rid=3000028417&location=Castiglione+del+Bosco&swp=off) ![Private Taste of Tuscany Tour](https://mediaim.expedia.com/localexpert/49838127/2c8767a9-ec78-45f3-b3ce-7a8ff49db236.jpg?impolicy=resizecrop&rw=500&rh=280) ### Private Taste of Tuscany Tour 9h Free cancellation available £253 includes taxes & fees per adult [](https://www.expedia.co.uk/things-to-do/private-taste-of-tuscany-tour.a49838127.activity-details?&rid=3000028417&location=Castiglione+del+Bosco&swp=off) ![Private Plus Wine Tasting Tour](https://mediaim.expedia.com/localexpert/47668060/9a42a3b0-1889-401c-8067-ee14247135f1.jpg?impolicy=resizecrop&rw=500&rh=280) ### Private Plus Wine Tasting Tour 3h Free cancellation available £139 includes taxes & fees per adult [](https://www.expedia.co.uk/things-to-do/vip-private-montalcino-wine-tasting-in-paradiso-with-dinner.a47668060.activity-details?&rid=3000028417&location=Castiglione+del+Bosco&swp=off) ![Montalcino and Pienza Tuscany Wine&Cheese ShoreExcursion from Civitavecchia...](https://mediaim.expedia.com/localexpert/1671510/b62bafa3-d00a-4078-985b-1479875c9a1d.jpg?impolicy=resizecrop&rw=500&rh=280) ### Montalcino and Pienza Tuscany Wine&Cheese ShoreExcursion from Civitavecchia... 9h Free cancellation available £1,214 includes taxes & fees per adult\* \*Get lower prices by selecting more than 2 adults [](https://www.expedia.co.uk/things-to-do/montalcino-and-pienza-tuscany-wine-cheese-shoreexcursion-from-civitavecchia-port.a1671510.activity-details?&rid=3000028417&location=Castiglione+del+Bosco&swp=off) ![Luxury Brunello Tour](https://mediaim.expedia.com/localexpert/3815073/ab6804b8-bfa3-4cb6-a748-8675e45fe589.jpg?impolicy=resizecrop&rw=500&rh=280) ### Luxury Brunello Tour 8h Free cancellation available £480 includes taxes & fees per adult\* \*Get lower prices by selecting more than 2 adults [](https://www.expedia.co.uk/things-to-do/exclusive-brunello-tour-with-3-luxury-wineries-and-lunch.a3815073.activity-details?&rid=3000028417&location=Castiglione+del+Bosco&swp=off) ![Montalcino: Vinyard Tour with Vertical Brunello Tasting](https://mediaim.expedia.com/localexpert/48360446/cf9bdf71-bd9b-4ba0-80d9-ab52ef8247f3.jpg?impolicy=resizecrop&rw=500&rh=280) ### Montalcino: Vinyard Tour with Vertical Brunello Tasting 1h Free cancellation available £43 includes taxes & fees per adult [](https://www.expedia.co.uk/things-to-do/montalcino-walk-of-wine-tour-with-vertical-brunello-tasting.a48360446.activity-details?&rid=3000028417&location=Castiglione+del+Bosco&swp=off) ![Montalcino: Private Cellar Tour, Wine Tasting & Starters](https://mediaim.expedia.com/localexpert/48301970/1c03b178-b14c-433b-bea8-022d7488cbbe.jpg?impolicy=resizecrop&rw=500&rh=280) ### Montalcino: Private Cellar Tour, Wine Tasting & Starters 1h 30m Free cancellation available £60 includes taxes & fees per adult [](https://www.expedia.co.uk/things-to-do/montalcino-private-cellar-tour-wine-tasting-starters.a48301970.activity-details?&rid=3000028417&location=Castiglione+del+Bosco&swp=off) ![Montalcino: Premium Wine Tasting with light-lunch and Tour](https://mediaim.expedia.com/localexpert/48331387/9e86f719-14fd-49b6-9335-43ca597b5677.jpg?impolicy=resizecrop&rw=500&rh=280) ### Montalcino: Premium Wine Tasting with light-lunch and Tour 2h 10/10 1 review Free cancellation available £78 includes taxes & fees per adult [](https://www.expedia.co.uk/things-to-do/montalcino-premium-wine-tasting-with-light-lunch-and-tour.a48331387.activity-details?&rid=3000028417&location=Castiglione+del+Bosco&swp=off) ![Montalcino, trekking in the vineyard, Enomusicale tasting and Cacio di Pien...](https://mediaim.expedia.com/localexpert/3301556/7e67728c-cc39-44d3-9a03-af84da8f5ce4.jpg?impolicy=resizecrop&rw=500&rh=280) ### Montalcino, trekking in the vineyard, Enomusicale tasting and Cacio di Pien... 8h Free cancellation available £172 includes taxes & fees per adult\* \*Get lower prices by selecting more than 2 adults [](https://www.expedia.co.uk/things-to-do/montalcino-trekking-in-the-vineyard-enomusicale-tasting-and-cacio-di-pienza.a3301556.activity-details?&rid=3000028417&location=Castiglione+del+Bosco&swp=off) ![Private Tour Bacchus Tobacco and Venus](https://mediaim.expedia.com/localexpert/49899567/c93f436b-fe50-4be3-9557-ec018dd355c8.jpg?impolicy=resizecrop&rw=500&rh=280) ### Private Tour Bacchus Tobacco and Venus 10h Free cancellation available £105 includes taxes & fees per adult [](https://www.expedia.co.uk/things-to-do/tobacco-and-venus-private-tour.a49899567.activity-details?&rid=3000028417&location=Castiglione+del+Bosco&swp=off) ### Classes & workshops [See all 6 activities](https://expedia.co.uk/things-to-do/search?&rid=3000028417&location=Castiglione+del+Bosco&filter.categories=ClassesWorkshops) ![Cooking Tuscan Pasta Class and Brunello Tasting with Lunch](https://mediaim.expedia.com/localexpert/49096174/0d155615-05e5-4fab-ba47-5067dc2e8835.jpg?impolicy=resizecrop&rw=500&rh=280) ### Cooking Tuscan Pasta Class and Brunello Tasting with Lunch 3h 30m Free cancellation available £148 includes taxes & fees per adult [](https://www.expedia.co.uk/things-to-do/cooking-tuscan-pasta-class-and-brunello-tasting-with-lunch.a49096174.activity-details?&rid=3000028417&location=Castiglione+del+Bosco&swp=off) ![A Brunello Cooking Class with Vineyards View Winery](https://mediaim.expedia.com/localexpert/1159915/0a14aea4-986e-4f54-bcdd-2f8f3d1e60f4.jpg?impolicy=resizecrop&rw=500&rh=280) ### A Brunello Cooking Class with Vineyards View Winery 4h 10/10 1 review Free cancellation available £226 includes taxes & fees per adult\* \*Get lower prices by selecting more than 2 adults [](https://www.expedia.co.uk/things-to-do/brunello-cooking-class-lunch-and-cooking-with-a-view-in-a-brunello-winery.a1159915.activity-details?&rid=3000028417&location=Castiglione+del+Bosco&swp=off) ![Montalcino: Private Cellar Tour, Wine Tasting & Starters](https://mediaim.expedia.com/localexpert/48301970/1c03b178-b14c-433b-bea8-022d7488cbbe.jpg?impolicy=resizecrop&rw=500&rh=280) ### Montalcino: Private Cellar Tour, Wine Tasting & Starters 1h 30m Free cancellation available £60 includes taxes & fees per adult [](https://www.expedia.co.uk/things-to-do/montalcino-private-cellar-tour-wine-tasting-starters.a48301970.activity-details?&rid=3000028417&location=Castiglione+del+Bosco&swp=off) ![From Siena Pasta Class with Brunello Tasting and Lunch](https://mediaim.expedia.com/localexpert/50051314/6b815216-3167-4507-8f67-53fb834ca9f1.jpg?impolicy=resizecrop&rw=500&rh=280) ### From Siena Pasta Class with Brunello Tasting and Lunch 2h 30m Free cancellation available £222 includes taxes & fees per adult [](https://www.expedia.co.uk/things-to-do/from-siena-pasta-class-with-brunello-tasting-and-lunch.a50051314.activity-details?&rid=3000028417&location=Castiglione+del+Bosco&swp=off) ![Countryhouse Cooking Class](https://mediaim.expedia.com/localexpert/49746160/89b39da2-cf1a-4ee1-98f3-5afbd5df97c4.jpg?impolicy=resizecrop&rw=500&rh=280) ### Countryhouse Cooking Class 4h Free cancellation available £209 includes taxes & fees per adult [](https://www.expedia.co.uk/things-to-do/countryhouse-cooking-class.a49746160.activity-details?&rid=3000028417&location=Castiglione+del+Bosco&swp=off) ![Montalcino Cooking Class and lunch with the local lady](https://mediaim.expedia.com/localexpert/3073005/d61810f5-f9a8-44f6-9236-b09d3d586d04.jpg?impolicy=resizecrop&rw=500&rh=280) ### Montalcino Cooking Class and lunch with the local lady 4h £166 includes taxes & fees per adult\* \*Get lower prices by selecting more than 2 adults [](https://www.expedia.co.uk/things-to-do/montalcino-cooking-class-and-lunch-with-the-local-lady.a3073005.activity-details?&rid=3000028417&location=Castiglione+del+Bosco&swp=off) ## Recommended things to do in Castiglione del Bosco | Number of things to do | 56 | | --- | --- | | Cheapest thing to do on Expedia | [Seggiano: Guided Tour of the Olive Grove and Food Tasting](https://expedia.co.uk/things-to-do/seggiano-guided-tour-of-the-olive-grove-and-food-tasting.a48314154.activity-details): £22 | | Top 5 things to do | - [Seggiano: Guided Tour of the Olive Grove and Food Tasting](https://expedia.co.uk/things-to-do/seggiano-guided-tour-of-the-olive-grove-and-food-tasting.a48314154.activity-details) - [Montalcino: Guided Winery Tour and Wine Tasting](https://expedia.co.uk/things-to-do/montalcino-guided-winery-tour-and-wine-tasting-with-lunch.a44628122.activity-details) - [Montalcino, Montepulciano & Pienza day tour from Florence](https://expedia.co.uk/things-to-do/montalcino-montepulciano-pienza-day-tour-from-florence.a561642.activity-details) - [Olive Oil Tours and Tasting at Frantoio di Montalcino](https://expedia.co.uk/things-to-do/olive-oil-tours-and-tasting-at-frantoio-di-montalcino.a48786710.activity-details) - [Small-Group Brunello di Montalcino Wine-Tasting Trip from Siena](https://expedia.co.uk/things-to-do/small-group-brunello-di-montalcino-wine-tasting-trip-from-siena.a1139506.activity-details) | | Half-day tours | - [Seggiano: Guided Tour of the Olive Grove and Food Tasting](https://expedia.co.uk/things-to-do/seggiano-guided-tour-of-the-olive-grove-and-food-tasting.a48314154.activity-details) - [Montalcino: Guided Winery Tour and Wine Tasting](https://expedia.co.uk/things-to-do/montalcino-guided-winery-tour-and-wine-tasting-with-lunch.a44628122.activity-details) - [Olive Oil Tours and Tasting at Frantoio di Montalcino](https://expedia.co.uk/things-to-do/olive-oil-tours-and-tasting-at-frantoio-di-montalcino.a48786710.activity-details) - [Winery tour & wine tasting in Montalcino](https://expedia.co.uk/things-to-do/guided-winery-tour-with-a-tasting-and-a-bite-to-eat-in-montalcino.a4298579.activity-details) - [Welcome to Casale del Bosco](https://expedia.co.uk/things-to-do/welcome-to-casale-del-bosco.a49075566.activity-details) | | With kids | - [Montalcino: Guided Winery Tour and Wine Tasting](https://expedia.co.uk/things-to-do/montalcino-guided-winery-tour-and-wine-tasting-with-lunch.a44628122.activity-details) - [Montalcino, Montepulciano & Pienza day tour from Florence](https://expedia.co.uk/things-to-do/montalcino-montepulciano-pienza-day-tour-from-florence.a561642.activity-details) - [Olive Oil Tours and Tasting at Frantoio di Montalcino](https://expedia.co.uk/things-to-do/olive-oil-tours-and-tasting-at-frantoio-di-montalcino.a48786710.activity-details) - [Winery tour & wine tasting in Montalcino](https://expedia.co.uk/things-to-do/guided-winery-tour-with-a-tasting-and-a-bite-to-eat-in-montalcino.a4298579.activity-details) - [Classic Wine Tasting in Montalcino](https://expedia.co.uk/things-to-do/montalcino-maremma-tasting-with-a-bite-to-eat.a4298674.activity-details) | ## What to do in Castiglione del Bosco * * * ### Popular places to visit ![Castello Banfi](https://mediaim.expedia.com/destination/2/dabfa8b1253dbe9ea99eafc0b883e7d7.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Castello Banfi 5/5(1 review) 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. [](https://expedia.co.uk/Castello-Banfi-Montalcino.d6103264.Attraction) ![Fortress of Montalcino](https://mediaim.expedia.com/destination/2/b5ccd5baef96cf0e1be2bd8bc16e0d1e.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Fortress of Montalcino 3/5(1 review) 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. [](https://expedia.co.uk/Fortress-Of-Montalcino-Montalcino.d553248621533000896.Attraction) #### 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. [](https://expedia.co.uk/Tenuta-Greppo-Franco-Biondi-Santi-Montalcino.d6103260.Attraction) #### Castiglion del Bosco Winery You can enjoy a tasting or tour at Castiglion del Bosco Winery during your travels to Castiglione del Bosco. [](https://expedia.co.uk/Castiglion-Del-Bosco-Winery-Montalcino.d828039750155694080.Attraction) #### Abbazia di Sant'Antimo 5/5(1 review) You can learn about the history of Castelnuovo dell'Abate with a visit to Abbazia di Sant'Antimo. Visit the area's spas or simply enjoy its wineries. [](https://expedia.co.uk/Abbazia-Di-SantAntimo-Montalcino.d6077912.Attraction) #### Museum of Brunello 4/5(1 review) You can spend time studying the exhibits at Museum of Brunello in Montalcino. Discover the area's countryside and spas. [](https://expedia.co.uk/Museum-Of-Brunello-Montalcino.d553248621533000897.Attraction) #### 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. [](https://expedia.co.uk/Torrenieri-Montalcino-Station-Montalcino.d553248635929331705.Attraction) #### 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. [](https://expedia.co.uk/Civic-And-Diocesan-Museum-Of-Sacred-Art-Of-Montalcino-Montalcino.d553248621533000900.Attraction) #### Poggio Antico You can enjoy a tasting or tour at Poggio Antico during your travels to Montalcino. Discover the area's countryside and wineries. [](https://expedia.co.uk/Poggio-Antico-Montalcino.d553248621533000901.Attraction) * * * Looking for fun things to do nearby? Check [things to do near me](https://www.expedia.co.uk/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](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/157000/157252-Tuscany.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Montalcino [](https://expedia.co.uk/Montalcino.dx6025631) ## 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. > > > > - [Montalcino: Guided Winery Tour and Wine Tasting](https://expedia.co.uk/things-to-do/montalcino-guided-winery-tour-and-wine-tasting-with-lunch.a44628122.activity-details) > - [Montalcino, Montepulciano & Pienza day tour from Florence](https://expedia.co.uk/things-to-do/montalcino-montepulciano-pienza-day-tour-from-florence.a561642.activity-details) > - [Olive Oil Tours and Tasting at Frantoio di Montalcino](https://expedia.co.uk/things-to-do/olive-oil-tours-and-tasting-at-frantoio-di-montalcino.a48786710.activity-details) > - [Winery tour & wine tasting in Montalcino](https://expedia.co.uk/things-to-do/guided-winery-tour-with-a-tasting-and-a-bite-to-eat-in-montalcino.a4298579.activity-details) > - [Classic Wine Tasting in Montalcino](https://expedia.co.uk/things-to-do/montalcino-maremma-tasting-with-a-bite-to-eat.a4298674.activity-details) ### 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. ## Explore a world of travel with Expedia - Accommodation - Flights - Packages - Cars - Other - [5 Star Hotels in Brunello di Montalcino Wine Area](https://www.expedia.co.uk/5Star-Brunello-Di-Montalcino-Wine-Area-Hotels.s50-0-d6342620.Travel-Guide-Filter-Hotels) - [5 Star Hotels in Montalcino](https://www.expedia.co.uk/5Star-Montalcino-Hotels.s50-0-d6025631.Travel-Guide-Filter-Hotels) - [Bagni di Petriolo Hotels](https://www.expedia.co.uk/Bagni-Di-Petriolo-Hotels.d6285692.Travel-Guide-Hotels) - [Bibbiano Hotels](https://www.expedia.co.uk/Bibbiano-Hotels.d553248635975867587.Travel-Guide-Hotels) - [Farmstay in Brunello di Montalcino Wine Area](https://www.expedia.co.uk/Brunello-Di-Montalcino-Wine-Area-Agritourism.d6342620-aaAgritourism.Travel-Guide-Accommodation) - [Serviced Apartments in Brunello di Montalcino Wine Area](https://www.expedia.co.uk/Brunello-Di-Montalcino-Wine-Area-Apart-Hotels.d6342620-aaApartHotels.Travel-Guide-Accommodation) - 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