Castellina in Chianti Holidays from AU$11,165

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Your Castellina in Chianti Holiday

Get ready to experience Castellina in Chianti your way with a custom Castellina in Chianti holiday package! Uncovering the treasures of this lively city is easier with a base in a neighbourhood such as Badesse, which is great for history, among plenty of other things. A trip to Castellina in Chianti is a terrific opportunity to go sightseeing. Make sure you visit renowned attractions like Castello di Radda Winery, Borgo di Vescine - Tenute di Castelvecchi and Buondonno Winery. Expedia can help you escape the everyday. Tailor your holiday to Castellina in Chianti to suit your travel style, whatever that may be.

The Latest Castellina in Chianti Holiday Deals

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

Bernini Palace

5 out of 5
Historic Centre of Florence
per person
2 Oct - 8 Oct
found 18 hours ago
Return flight included
Sydney (SYD) to Florence (FLR)
9.6/10 Exceptional! (1,000 reviews)
The condition of the hotel and the rooms is very good and the level of service and courtesy of the staff is great.

Reviewed on 13 Jul. 2025

Castellina in Chianti Holiday

Castellina in Chianti Essential Information

Language
Italian
Currency
Euros
Local Welcome
Ciao
Local Goodbye
Ciao
Closest Airport
Peretola Airport (FLR)
Population
1,350
Max Temp Winter
10ºC
Max Temp Summer
29ºC
Top Sights
Siena Cathedral, Antinori nel Chianti Classico and Tenuta Torciano Winery

Our pick of the best Castellina in Chianti Hotel Deals

The Social Hub Florence Lavagnini
The Social Hub Florence Lavagnini
4 out of 5
Viale Spartaco Lavagnini 70 72, Florence, FI
Fully refundableReserve now, pay when you stay
The price is AU$153 per night from 3 Aug to 4 Aug
AU$153
3 Aug - 4 Aug
includes taxes & fees
8.8/10 Excellent! (1,037 reviews)
"Excellent service and place"

Reviewed on 11 Jul. 2025

The Social Hub Florence Lavagnini
c-hotels Ambasciatori
c-hotels Ambasciatori
4 out of 5
Via Luigi Alamanni 3, Florence, FI
Fully refundableReserve now, pay when you stay
The price is AU$222 per night from 20 July to 21 July
AU$222
20 July - 21 July
includes taxes & fees
8.2/10 Very Good! (1,006 reviews)
"Great staff, easy check in and close to train and major Florence attractions. Clean and modern and spacious!"

Reviewed on 11 Jul. 2025

c-hotels Ambasciatori
The Social Hub Florence Belfiore
The Social Hub Florence Belfiore
4 out of 5
Viale Belfiore, 55, Florence, FI
Fully refundableReserve now, pay when you stay
The price is AU$199 per night from 3 Aug to 4 Aug
AU$199
3 Aug - 4 Aug
includes taxes & fees
9.2/10 Wonderful! (200 reviews)
"Fix the system to use elevators. Is a pain need to go down 3 floors to change elevator to go 5th… then go back and do the same to reach your room…"

Reviewed on 10 Jul. 2025

The Social Hub Florence Belfiore
See all 15,489 properties in Castellina in Chianti
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.
All Inclusive Holidays

All Inclusive Holidays

All Inclusive Holidays
Cheap Holidays

Cheap Holidays

Cheap Holidays
beach holidays

Beach Holidays

Beach Holidays

What to do in Castellina in Chianti

Vintage Fiat 500 Tuscany Drive with Winery Lunch

Vintage Fiat 500 Tuscany Drive with Winery Lunch

AU$268
per adult
90% of travellers recommend
Vintage Fiat 500 Tuscany Drive with Winery Lunch
Chianti Wine Tour with Tuscan Lunch Open Top Van

Chianti Wine Tour with Tuscan Lunch Open Top Van

AU$356
per adult
100% of travellers recommend
Chianti Wine Tour with Tuscan Lunch Open Top Van
Chianti Wine Tour with Tuscan lunch. Open top van

Chianti Wine Tour with Tuscan lunch. Open top van

AU$349
per traveller
100% of travellers recommend
Chianti Wine Tour with Tuscan lunch. Open top van
See all activities in Castellina in Chianti

Frequently asked questions

How much does a Castellina in Chianti holiday package cost?
You can grab a holiday package to this top destination from AU$11,165 on Expedia. But how much your holiday to Castellina in Chianti costs will depend on your hotel choice, season and length of stay.
What are the cheapest months to go to Castellina in Chianti?
The off-season is the best time to travel to Castellina in Chianti if you're trying to save. Another tip for finding cheap Castellina in Chianti holiday packages? Try to avoid visiting during public holidays and any major events.
How many days is enough for Castellina in Chianti?
Dedicate around 3 days for your Castellina in Chianti holiday if you want to enjoy all that makes this place special. Wander around popular areas, including San Leonino and Villa. Then head to the top sights like Castellina Fortress and Archaeological Museum of Chianti. With a good itinerary, you can keep busy with room for some downtime too. Want to go beyond Castellina in Chianti? Consider squeezing in a day trip or two.
Is it worth booking a holiday package to Castellina in Chianti?
Castellina in Chianti has everything you need for the perfect trip --- hiking, views and walking trails are just the start. Whether you'd like to visit sights such as Walls of Monteriggioni and Castellina Fortress, or take the road less traveled, you'll find plenty to see and do on your Castellina in Chianti holiday.
How to find the best Castellina in Chianti package deals?
Start your search for a Castellina in Chianti package deal by entering your preferred trip dates and destination under our "Packages" tab. Then select a few filters, like "Popular locations" and "Property type," to tailor the results to your exact style. You can also sort by "Package discount" and browse offers that come with unbeatable savings. If you don't find the ideal Castellina in Chianti package deal straight away, simply change your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Castellina in Chianti escape underway.
Is it cheaper to book a Castellina in Chianti holiday as a package?
Expedia holiday packages are designed to give you more bang for your buck. Bundle your car rental, flight and hotel into one great-value price and enjoy significant savings. You'll usually get a better deal than booking each component individually. And you'll still enjoy the freedom to create a personalised Castellina in Chianti holiday by choosing your favourite type of stay, airline and car class.
When to book a holiday package to Castellina in Chianti?
If you're planning a spontaneous Castellina in Chianti holiday, browse our last-minute deals that can be booked up to one week before you go. Don't want to leave things to the last minute? You can score amazing deals on your flights and hotels by booking ahead.
How to plan a trip to Castellina in Chianti?

  1. Choose your travel dates: The things you'd like to do in Castellina in Chianti and your favourite season will help you decide when to get away.
  2. Budget wisely: On top of the cost of your accommodation, you should consider other expenses too. These include food, flights and transportation. Also, put aside some extra funds for unexpected costs that may arise during your trip to Castellina in Chianti.
  3. Decide how long to go for: Now that you know more about Castellina in Chianti, you can figure out the right length of your break. Pull together a rough itinerary and allocate enough time to cover everything you want to see.
  4. Bundle your bookings: With your travel dates in order, you can combine your car rental, flights, hotels and more into a customised Castellina in Chianti holiday package.

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