Cavallari Holidays from £328
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Your Cavallari Holiday
From its highlights to its hidden gems, this city is best experienced with a Cavallari holiday package. Book a hotel in Badia Coltibuono, which is great for families, nature and walking. If your trip to Cavallari includes some sightseeing, take in famous attractions like Buondonno Winery, Casa Vinicola Luigi Cecchi and City Hall Castellina In Chianti. Don't put off your visit to this destination any longer. The perfect Cavallari holiday is only a few clicks away with Expedia.
Top Cavallari Flight + Hotel Deals
Price found within the past 48 hours. Click for updated prices.
Hotel Certosa Di Maggiano
£328
per person
29 Nov - 2 Dec
found 23 hours ago
Return flight included
London (STN) to Florence (FLR)
10/10 Exceptional! (217 reviews)
Our stay for our honeymoon was amazing. We loved our room and we were upgraded to a suite because they had it available. All the staff were kind and helpful. They carried our luggage up two flights of stairs to our room, helped make reservations, called taxis for us, etc.
The property was beautiful, maintained nicely, and was very quiet.
Really have no complaints. To note it is outside of city Centre of Siena so you will need taxis back and forth to the city for meals etc. which can get quite pricey so just plan ahead. Our room could’ve been cleaned a little better in between each day but overall it was still very clean. We would definitely stay there again!!
Reviewed on 28 Sept 2026
Hotel Villa Liana
Historic Centre of Florence
£387
per person
29 Dec - 2 Jan
found 1 day ago
Return flight included
London (LON) to Florence (FLR)
8.8/10 Excellent! (369 reviews)
My first day/night was not good. I was in a room that faced the traffic. Even with the shutters closed, it did nothing to alleviate the noise. The traffic didn't stop until midnight.
The next morning I asked if I could be moved. Thankfully a room facing the quiet courtyard was found.
Breakfast was very good, with many choices in a charming historic room.
Reviewed on 14 Oct 2026
The Moon Boutique Hotel & Spa
Historic Centre of Florence
£569
per person
29 Dec - 2 Jan
found 1 day ago
Return flight included
London (LON) to Florence (FLR)
9.6/10 Exceptional! (605 reviews)
Even having arrived very early our room was immediately available. All staff were very helpful.
Our room was immaculately clean. The breakfast staff were outstanding very friendly and very hospitable.
The highlight though was the spa facility - out of this world.
Highly recommend The Moon Boutique.
Reviewed on 16 Oct 2026
Monastero di Cortona Hotel & Spa
Cortona Old Town
£879
per person
28 Dec - 3 Jan
found 1 day ago
Return flight included
London (LON) to Florence (FLR)
10/10 Exceptional! (337 reviews)
Frederico went above and beyond to transfer us to our villa and Giulio was a fantastic bartender
Reviewed on 13 Oct 2026
Cavallari Essential Information
Language | Italian |
|---|---|
Currency | Euros |
Local Welcome | Ciao |
Local Goodbye | Ciao |
Closest Airport | Peretola Airport (FLR) |
Max Temp Winter | 10ºC |
Max Temp Summer | 29ºC |
Top Sights | Buondonno Winery, Casa Vinicola Luigi Cecchi and Archaeological Museum of Chianti |
Top hotels in Cavallari
Radisson Blu Hotel, Florence
Via Giovanni Agnelli 33 Florence FI
£90
6 Nov - 7 Nov
includes taxes & fees
Hotel Athena
P Mascagni 55 Siena SI
Fully refundableReserve now, pay when you stay
£101
13 Nov - 14 Nov
includes taxes & fees
Grand Hotel Continental Siena – Starhotels Collezione
Banchi Di Sopra 85 Siena SI
Fully refundableReserve now, pay when you stay
£262
15 Nov - 16 Nov
includes taxes & fees
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.
What to do in Cavallari
Siena: Cathedral Complex Pass with Audio Guide (OPA SI PASS)
£16
per adult
Siena, San Gimignano, Monteriggioni & Chianti from Florence
£56
per adult
88% of travellers recommend
Tuscany in 1 day from Florence: Pisa, San Gimignano & Siena with Lunch
£42
per adult
78% of travellers recommend
Frequently asked questions
How much does a Cavallari travel package cost?
The cheapest Cavallari package is £328, so your dream holiday can become a reality — without it costing a fortune. Bundle flights, hotels, car rentals and more to custom build a package that fits you.
If I'm not able to travel, can I cancel my Cavallari travel package?
Because we understand life can throw you a few curveballs, the answer is yes. For further information, visit our Customer Service Portal. But generally speaking, if you've booked your package in the last 24 hours, you may be able to cancel or change it for no charge. Your hotel, airline or car rental company may charge a fee if you made your booking a while ago.
How do I get a cheap travel package to Cavallari?
Combine your bookings with Expedia to save big on your next adventure. With more than 550 air carriers and 1,000,000 hotel options around the globe, your Cavallari travel package can be customized exactly to suit your travel style. With all those extra dollars, why not add one or more awesome experiences and tours? It's an easy way to unlock even more bargains. Your dream getaway to Cavallari is much closer than you thought!
Does Expedia offer Book Now, Pay Later Cavallari holidays?
We sure do. Expedia has joined forces with online lender Klarna to help you easily pay for your holiday in instalments. Simply click on the payment plan that works for you during the checkout process and take the stress out of budgeting for your trip. Be sure to bundle your flights, car hire and hotel with Expedia to get the biggest bang for your buck. Take a look at our flexible payment options below:
- Pay monthly holidays: Klarna has easy monthly payment plans that work for all budget sizes, so you can escape on that well-earned holiday now.
- Pay in instalments holidays: Like the idea of paying off your holiday in multiple transactions? Then select this Book Now, Pay Later option with Klarna.
- Low deposit holidays: Hitting the "book now" button is easier with this option. Just put down a small deposit on your escape and then start packing your bags.
Where should I stay in Cavallari?
You'll want to stay where the action is. Many people book hotels around popular sights, like Casa Vinicola Luigi Cecchi, Montecalvario and City Hall Castellina In Chianti.
What are the top hotels in Cavallari?
If this will be your first visit to Cavallari, book a room at Castello Di Fonterutoli or Locanda le Piazze. Both will make you feel at home and are favourites among lots of travellers.
How far in advance should I book my Cavallari holiday?
It's tricky picking the perfect time for airfares, but we generally suggest the earlier, the better. Plenty of international flights on Expedia become available to compare up to 12 months in advance. If you can't book ahead, don't stress. Budget prices occasionally appear just weeks before departure dates.
What does an Expedia Cavallari travel package include?
Car rentals, hotels and flights — we connect you to the very best bargains. All you'll have to do is figure out your preferred combination. Once you've made your booking, you can add on the exciting stuff like experiences and tours. Our travel packages make it easy to create an amazing Cavallari holiday.
What should I know before booking a Cavallari travel package?
Booking all the parts of your holiday together is one of the easiest ways to save. Bundle car rentals, airfares and hotels into one little package. But you're not restricted to hotels. Expedia offers all sorts of properties, including holiday rentals such as beachfront villas and city residences. The list is almost endless!
Can I choose my airline with a Cavallari Expedia travel package?
Expedia offers access to more than 550 airline partners worldwide, so you definitely can. Just pick your preferred carrier and put together your ideal Cavallari escape.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.
