Castiglioni Holidays from £387
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Your Castiglioni Holiday
Lock in a Castiglioni holiday package and prepare to experience all this city has to offer. Consider staying in the neighbourhood of Lastra a Signa, which is great for walking, nature and bars and pubs. Ready to venture out and explore? Montegufoni Castle, Castello Sonnino and Piazza del Popolo are some of the top-rated places to visit during your trip to Castiglioni. Whoever you're travelling with and whatever you want to spend, your ultimate Castiglioni holiday is just a few clicks away with Expedia.
Top Castiglioni Flight + Hotel Deals
Price found within the past 48 hours. Click for updated prices.
Hotel Villa Liana
Historic Centre of Florence
£387
per person
29 Dec - 2 Jan
found 24 hours 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
Hotel Certosa Di Maggiano
£410
per person
7 Dec - 12 Dec
found 1 day ago
Return flight included
London (LON) 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
Monastero di Cortona Hotel & Spa
Cortona Old Town
£879
per person
28 Dec - 3 Jan
found 23 hours 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
Castiglioni 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 | Montegufoni Castle, Castello Sonnino and Castle of Poppiano |
Top hotels in Castiglioni
Plus Florence - Hostel
Via Santa Caterina D'Alessandria, 15 Florence FI
Fully refundableReserve now, pay when you stay
£51
16 Nov - 17 Nov
includes taxes & fees
8.6/10 Excellent! (1,004 reviews)
"I had a private room was was fine for three nights. Location also not bad. The issue I had is with the noise. The hotel claims quiet hours are 10pm - 7am but there was so much noise in the hotel (loud music and people screaming) up to midnight. Bring earplugs…"
Reviewed on 16 Oct 2026
The Social Hub Florence Belfiore
Viale Belfiore, 55 Florence FI
Fully refundableReserve now, pay when you stay
£66
15 Nov - 16 Nov
includes taxes & fees
9.4/10 Exceptional! (789 reviews)
"The social hub is great what it offers. The staff is super helpful and is very modern and clean compared to other lodging options in Florence."
Reviewed on 16 Oct 2026
Hotel Paris
Via Banchi 2 Florence FI
£115
14 Nov - 15 Nov
includes taxes & fees
9/10 Wonderful! (1,000 reviews)
"Old, unique hotel with a lot of stairs and a small, slow elevator. Our room was huge, but the laminate floor near the bathroom gave when we waled on it, felt like we might fall through. Location is great, between Santa Maria and the Duomo. Very easy to navigate from."
Reviewed on 15 Oct 2026
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 Castiglioni
Florence: Pasta & Tiramisu Cooking Class with Unlimited Wine
£15
per adult
94% of travellers recommend
Florence: Pasta Cooking Class with Unlimited Wine
£15
per adult
94% of travellers recommend
Florence Vespa Tour: Tuscan Hills, Food and Chianti Wine
£111
per adult
98% of travellers recommend
Frequently asked questions
How much does a Castiglioni travel package cost?
Live it up in Castiglioni from just £387. We offer a wonderful selection of rental cars, hotels and flights to suit your travel style. Land even more discounts when you add a few sightseeing activities to your package.
If I'm not able to travel, can I cancel my Castiglioni travel package?
Yes, it's possible to cancel your Castiglioni booking if your travel plans have been upended. Whether you'll incur a penalty or not depends on your hotel, airline or car rental company. It may be possible to cancel or change your booking for free if you booked in the last 24 hours. Head to our Customer Service Portal for more information.
How do I get a cheap travel package to Castiglioni?
Bundle your flight and hotel bookings, toss in extras such as tours, and save with a Castiglioni holiday package. You won't just enjoy impressive discounts on your adventure — you'll have lots of choice too. When you book with Expedia, you can choose from more than 550 air carriers and 1,000,000 hotels throughout the world. Your unforgettable holiday begins right here, right now!
Does Expedia offer Book Now, Pay Later Castiglioni holidays?
Expedia has teamed up with online lender Klarna to make booking your next getaway easier on your wallet. Paying in instalments means you can spread the costs of your next big adventure, leaving you with more money to spend while you're away. Klarna has several payment plans to choose from, so you're sure to find one that fits your budget. Consider these flexible payment options:
- Pay monthly holidays: Klarna offers easy monthly payment plans that fit all budgets, so you can have that well-deserved holiday now.
- Pay in instalments holidays: If you want to pay off your escape in multiple transactions, holidays paid in instalments might be the best option for your Book Now, Pay Later holiday through Klarna.
- Low deposit holidays: If paying a small percentage of your trip (rather than the full total upfront) makes it easier to hit that "book now" button, consider a low deposit holiday payment plan from Klarna.
Where should I stay in Castiglioni?
If you plan to visit Montegufoni Castle, forget about commuting and stay nearby. It's one of the top attractions in Castiglioni.
What are the top hotels in Castiglioni?
If this will be your first time in Castiglioni, make a reservation at Podere Dellanselmo or Borgo Divino. Both hotels offer comfy beds and are top options with lots of travellers.
How far in advance should I book my Castiglioni holiday?
It's tricky picking the ideal time for airfares, but we normally say the earlier, the better. Most international journeys on Expedia become available to compare up to a year in advance. If you're booking last minute, don't worry. Discounted prices appear from time to time just weeks before departure dates.
What does an Expedia Castiglioni travel package include?
Hotels, flights and a cool car for all your fun road trip adventures. Simply select your favourite bundle and get access to great discounts. Once you've made your booking, add on a few experiences and tours and watch your savings stack up. When it comes to planning your Castiglioni getaway, the choice is all yours!
What should I know before booking a Castiglioni travel package?
A travel package can be cheaper than separately booking everything you need for your adventure. For example, combine your flights, hotels and rental cars and save a pretty penny. Whatever sort of holiday you're planning, you'll find a package that's perfect for you.
Can I choose my airline with a Castiglioni Expedia travel package?
Yes, and with more than 550 airlines to choose from throughout the world, you've got lots of choice. Scroll through the available options and find out which airline best suits your needs and budget.
* 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.
