Title: Castiglione del Bosco Vacation Packages 2026 from $1,111 | Expedia.com

[Castiglione del Bosco Travel Guide](https://expedia.com/Castiglione-Del-Bosco.dx3000028417)[Hotels in Castiglione del Bosco](https://expedia.com/Castiglione-Del-Bosco-Hotels.d3000028417.Travel-Guide-Hotels)[Vacation Rentals in Castiglione del Bosco](https://expedia.com/Castiglione-Del-Bosco-Vacation-Rentals.d3000028417.Travel-Guide-VacationRentals)[Flights to Castiglione del Bosco](https://expedia.com/Cheap-Flights-To-Castiglione-Del-Bosco.d3000028417.Travel-Guide-Flights)[Things to do in Castiglione del Bosco](https://expedia.com/Things-To-Do-In-Castiglione-Del-Bosco.d3000028417.Travel-Guide-Activities)[Car Rentals in Castiglione del Bosco](https://expedia.com/Car-Rentals-In-Castiglione-Del-Bosco.d3000028417.Car-Rental-Guide)

![](https://images.trvl-media.com/place/6025631/4982164e-5dfb-4949-8519-f2f14021eed9.jpg?impolicy=fcrop&w=1200&h=300&q=medium)

# Castiglione del Bosco Vacations from $1,111

## Book a Hotel + Flight or Car together to unlock savings

Photo by tom owens

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## Your Castiglione del Bosco Vacation

Take the guesswork out of travel planning with a Castiglione del Bosco vacation package. A great neighborhood to stay in this vibrant city is Poggioferro, which is great for views and much more. Like to start exploring your surroundings? [Tenuta Greppo Franco Biondi Santi](https://www.expedia.com/Tenuta-Greppo-Franco-Biondi-Santi-Montalcino.d6103260.Vacation-Attraction), [Fortress of Montalcino](https://www.expedia.com/Fortress-Of-Montalcino-Montalcino.d553248621533000896.Vacation-Attraction) and [Museum of Brunello](https://www.expedia.com/Museum-Of-Brunello-Montalcino.d553248621533000897.Vacation-Attraction) are among the top places to visit during your trip to Castiglione del Bosco. That dream Castiglione del Bosco vacation is just clicks away. Search flights, accommodations and more on Expedia for an adventure that's tailored just for you.

## The Latest Castiglione del Bosco vacation packages

Price found within the past 48 hours. Click for updated prices.

![Aurum Firenze](https://images.trvl-media.com/lodging/29000000/28970000/28962000/28961941/26fd50f1_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Aurum Firenze

Historic Centre of Florence

$1,111

per person

May 4 - May 9

found 1 day ago

Roundtrip non-stop flight included

Atlanta (ATL) to Florence (FLR)

7.6/10 Good! (1,002 reviews)

I was there for three nights and had no issues. Staff were very polite, the rooms/bathrooms were clean and the hotel itself is in a good location. I would say, however, that I was by myself and the room could be slightly cramped if two people (even though double bed was comfortable). Would recommend if you’re looking for mid-budget hotels.

Reviewed on Feb 18, 2026

![Aurum Uffizi](https://images.trvl-media.com/lodging/3000000/2550000/2541700/2541615/862ad26c_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Aurum Uffizi

Historic Centre of Florence

Save 100% on your flight

$1,184

per person

May 4 - May 9

found 1 day ago

Roundtrip non-stop flight included

Atlanta (ATL) to Florence (FLR)

7.8/10 Good! (1,000 reviews)

Smaller room then expected and shower did flood the floor so not the best of showers. Bed very comfortable Nice friendly & helpful staff and perfect location to explore the city.

Reviewed on Feb 22, 2026

![Eurostars Florence Boutique](https://images.trvl-media.com/lodging/2000000/1170000/1167000/1166901/10f2f159_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Eurostars Florence Boutique

Historic Centre of Florence

Save 100% on your flight

$1,271

per person

May 4 - May 9

found 1 day ago

Roundtrip non-stop flight included

Atlanta (ATL) to Florence (FLR)

8.6/10 Excellent! (476 reviews)

The room was clean and the staff very accommodating. The breakfast was quite sufficient and had a good variety. The location is great. It's a short walk from the square, shopping and from restaurants.

Reviewed on Dec 13, 2025

![Residenza Florentia](https://images.trvl-media.com/lodging/2000000/1140000/1133600/1133528/4a95c46d_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Residenza Florentia

Historic Centre of Florence

$1,296

per person

May 4 - May 9

found 1 day ago

Roundtrip non-stop flight included

Atlanta (ATL) to Florence (FLR)

8.4/10 Very Good! (46 reviews)

Location, accommodations, and communication. Simple but comfortable. A basic facilities, and nice AC, elevator, and luggage storage.

Reviewed on Jun 12, 2025

![The Moon Boutique Hotel & Spa](https://images.trvl-media.com/lodging/23000000/22260000/22255000/22254976/205f9600_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Moon Boutique Hotel & Spa

Historic Centre of Florence

$1,371

per person

Apr 23 - Apr 28

found 24 hours ago

Roundtrip non-stop flight included

Atlanta (ATL) to Florence (FLR)

9.6/10 Exceptional! (495 reviews)

Outstanding Boutique Hotel. Friendly Multilingual Staff, Great Breakfast, beautiful and spacious room. Absolutely amazing Wellness Spa! Centrally located for easy access to all of Firenze via public transportation. 30 mins from airport. I highly recommend The Moon Hotel And Spa!

Reviewed on Feb 23, 2026

Don't see what you're looking for?

See all available trips from Columbus to Castiglione del Bosco

[View all trips](https://expedia.com/go/package/search/FlightHotel/2026-03-26/2026-04-02/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=GRS&NumRoom=1&NumAdult=2&NumChild=0&paandie=true)

![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh)

## 

The Annual Vacation Sale

Members save up to 40% on hotels and homes. Plan this year’s big trip and save.

[Book now](https://expedia.com/deals?rfrr=PKG_SPRING_PROMO_3000028417)

### 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. 

[](https://expedia.com/Castello-Banfi-Montalcino.d6103264.Vacation-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.com/Tenuta-Greppo-Franco-Biondi-Santi-Montalcino.d6103260.Vacation-Attraction)

#### 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. 

[](https://expedia.com/Fortress-Of-Montalcino-Montalcino.d553248621533000896.Vacation-Attraction)

### What to do in Castiglione del Bosco

![3 Regions in 1 Day from Rome with Tuscany Wine Tasting & Lunch](https://mediaim.expedia.com/localexpert/47282553/e14b5a73-0ff4-428f-a567-234540a94e59.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### From Rome: Bagnoregio & Orvieto Day Trip with Tuscany Wine Tasting & Lunch

$84

per adult

**100%** of travellers recommend

[](https://expedia.com/things-to-do/from-rome-bagnoregio-orvieto-day-trip-with-tuscany-wine-tasting-lunch.a47282553.activity-details)

![Montalcino: Guided Winery Tour and Wine Tasting](https://mediaim.expedia.com/localexpert/44628122/e1c18867-816c-4ff5-aaae-8b2f08187f9c.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Montalcino: Guided Winery Tour and Wine Tasting

$53

per adult

[](https://expedia.com/things-to-do/montalcino-guided-winery-tour-and-wine-tasting.a44628122.activity-details)

![Montepulciano Wine Tasting in the Tuscan Countryside](https://mediaim.expedia.com/localexpert/50286653/77c79a76-70f1-4375-9739-0f0f71d7da02.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Montepulciano Wine Tasting in the Tuscan Countryside

$30

per adult

[](https://expedia.com/things-to-do/montepulciano-wine-tasting-in-the-tuscan-countryside.a50286653.activity-details)

[See all activities in Castiglione del Bosco](https://expedia.com/things-to-do/search?rid=3000028417)

## Castiglione del Bosco Hotel Deals

![Rosewood Castiglion del Bosco](https://images.trvl-media.com/lodging/3000000/2180000/2173600/2173539/9ace3d4a_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Rosewood Castiglion del Bosco

Localita Castiglion del Bosco Montalcino SI

$1,315 nightly

$1,458 total

Mar 21 - Mar 22

Total with taxes and fees

[](https://expedia.com/Hotel-Search?startDate=3%2F21%2F2026&endDate=3%2F22%2F2026&selected=2173539&PinnedHotelID=2173539&HadPinnedHotel=true&regionId=3000028417)

![Hotel Athena](https://images.trvl-media.com/lodging/1000000/870000/866600/866580/ab5ee3fb_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Hotel Athena

P Mascagni 55 Siena SI

Fully refundableReserve now, pay when you stay

$110 nightly

$126 total

Mar 16 - Mar 17

Total with taxes and fees

9.2/10 Wonderful! (1,003 reviews)

Estupenda estadia, el cuarto estaba muy comodo y limpio, nos proporcionaron agua y cafe, el staff muuuy amable, el hotel tiene unas vistas espectaculares y el desayuno buffet, delicioso, ademas de estar en una muy buena ubicacion para recorrer siena sin preocupacion, definitivamente volveria a hospedarme ...

Reviewed on Feb 15, 2026

[](https://expedia.com/Hotel-Search?startDate=3%2F16%2F2026&endDate=3%2F17%2F2026&selected=866580&PinnedHotelID=866580&HadPinnedHotel=true&regionId=3000028417)

![Hotel Chiusarelli](https://images.trvl-media.com/lodging/2000000/1120000/1110900/1110843/a501ded1_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Hotel Chiusarelli

Viale Curtatone 15 Siena SI

Fully refundableReserve now, pay when you stay

$92 nightly

$105 total

Feb 27 - Feb 28

Total with taxes and fees

8.8/10 Excellent! (1,001 reviews)

Perfect location … great quality/value … nice staff

Reviewed on Feb 2, 2026

[](https://expedia.com/Hotel-Search?startDate=2%2F27%2F2026&endDate=2%2F28%2F2026&selected=1110843&PinnedHotelID=1110843&HadPinnedHotel=true&regionId=3000028417)

[See all 3,285 properties in Castiglione del Bosco](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=2%2F27%2F2026&endDate=2%2F28%2F2026&regionId=3000028417)

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

## Find the Best Castiglione del Bosco Vacation Packages

## Castiglione del Bosco Essential Information

| Language        | Italian                                                                                                                                                                                                                                                                                                                                                            |
| --------------- | ------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------ |
| Currency        | Euros                                                                                                                                                                                                                                                                                                                                                              |
| Local Welcome   | Ciao                                                                                                                                                                                                                                                                                                                                                               |
| Local Goodbye   | Ciao                                                                                                                                                                                                                                                                                                                                                               |
| Max Temp Winter | 50ºF                                                                                                                                                                                                                                                                                                                                                               |
| Max Temp Summer | 85ºF                                                                                                                                                                                                                                                                                                                                                               |
| Top Sights      | [Castello Banfi](https://www.expedia.com/Castello-Banfi-Montalcino.d6103264.Vacation-Attraction), [Tenuta Greppo Franco Biondi Santi](https://www.expedia.com/Tenuta-Greppo-Franco-Biondi-Santi-Montalcino.d6103260.Vacation-Attraction) and [Capanna of Cencioni](https://www.expedia.com/Capanna-Of-Cencioni-Montalcino.d553248635976265059.Vacation-Attraction) |

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## Frequently asked questions

### How much does a Castiglione del Bosco vacation package cost?

### What are the cheapest months to go to Castiglione del Bosco?

### How many days is enough for Castiglione del Bosco?

### How to find the best Castiglione del Bosco package deals?

### Is it cheaper to book a Castiglione del Bosco vacation as a package?

### When to book a vacation package to Castiglione del Bosco?

### How to plan a trip to Castiglione del Bosco?

> 1. Choose when to go: Check your calendar and pack your bags. Your preferred season and the type of activities available will also help you decide when to escape to Castiglione del Bosco.
> 2. Plan your budget wisely: In addition to the cost of your stay, you'll need to consider other expenses. These include flights, transportation and food. Also, set aside some extra funds for unexpected costs that could arise during your trip to Castiglione del Bosco.
> 3. Organize your Castiglione del Bosco getaway with Expedia's [trip planning tool](https://www.expedia.com/why/trip-planning): Look for and book accommodations and things to do all in one place. You can also collaborate with friends and family to plan an unforgettable trip to Castiglione del Bosco together.
> 4. Decide how long to go away for: Now that you know more about Castiglione del Bosco, you can work out the right length of your break. Pull together a draft itinerary and allocate enough time to get through everything on your must-do list.
> 5. Bundle your bookings: With your travel dates in order, you can combine your hotels, flights, car rental and more into a personalized Castiglione del Bosco vacation package.
> 6. Book activities and experiences in advance: Whether it's a ticket to a big attraction or a day trip, you won't have to worry about missing out on Castiglione del Bosco's highlights. Find all the fun [things to do in Castiglione del Bosco](https://www.expedia.com/Things-To-Do-In-Castiglione-Del-Bosco.d3000028417.Travel-Guide-Activities) with our dedicated activity guide.

### Does Expedia offer Book Now, Pay Later Castiglione del Bosco vacation packages?

\* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.

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