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Our top choices for Castiglioni hotels

La Cisterna

La Cisterna
3.0 star property
San Gimignano City Centre
9.0 out of 10, Wonderful, (625 reviews)
"Very nice hotel, clean and comfortable, the dinner we had at the hotel restaurant was delicious and the view from our balcony was amazing. I would absolutely recommend staying there."
United States
Thomas
The price is CA $181
CA $209 total
includes taxes & fees
May 8 - May 9
La Cisterna

Castelfalfi

Castelfalfi
5.0 star property
Montaione
9.6 out of 10, Exceptional, (164 reviews)
"Beautiful property "
United States
steven
The price is CA $1,245
CA $1,386 total
includes taxes & fees
May 15 - May 16
Castelfalfi

Art Hotel Villa Agape

Art Hotel Villa Agape
4.0 star property
Oltrarno
9.8 out of 10, Exceptional, (1,007 reviews)
"The ambiance was fantastic"
United States
Bradley
The price is CA $471
CA $540 total
includes taxes & fees
May 4 - May 5
Art Hotel Villa Agape

Wyndham Garden Florence

Wyndham Garden Florence
4.0 star property
Florence
8.6 out of 10, Excellent, (657 reviews)
"Easy walk to the airport tram! Very clean & nice, helpful staff. Left too early for breakfast so no opinion on that perk for this hotel"
United States
Lisa
The price is CA $202
CA $245 total
includes taxes & fees
May 9 - May 10
Wyndham Garden Florence

Hotel David

Hotel David
3.0 star property
Oltrarno
10.0 out of 10, Exceptional, (925 reviews)
"Fabulous place with very welcoming staff. Lovely view from the balcony of our room and breakfast was superb. "
United States
Robert
The price is CA $267
CA $313 total
includes taxes & fees
May 4 - May 5
Hotel David

Hotel Cosmopolitan

Hotel Cosmopolitan
4.0 star property
Florence
9.0 out of 10, Wonderful, (1,004 reviews)
"Clean rooms, staff was nice and parking was available "
United States
Karla
The price is CA $168
CA $207 total
includes taxes & fees
May 5 - May 6
Hotel Cosmopolitan

Ruby Bea Hotel Florence

Ruby Bea Hotel Florence
4.0 star property
San Lorenzo
9.6 out of 10, Exceptional, (464 reviews)
"Love this hotel!"
United States
Maria
The price is CA $375
CA $435 total
includes taxes & fees
May 5 - May 6
Ruby Bea Hotel Florence

Classic Hotel

Classic Hotel
3.0 star property
Oltrarno
8.2 out of 10, Very good, (641 reviews)
"Nice hotel in great location. Staff was helpful and onsite parking was a godsend. "
Canada
Paul
The price is CA $280
CA $327 total
includes taxes & fees
May 19 - May 20
Classic Hotel

The Hoxton Florence

The Hoxton Florence
4.0 star property
Historic Centre of Florence
9.4 out of 10, Exceptional, (261 reviews)
"Great mix of buffet and cooked breakfast, quiet and relaxing hotel"
United Kingdom
Simon Dyson
The price is CA $500
CA $572 total
includes taxes & fees
May 3 - May 4
The Hoxton Florence

Flom Boutique Hotel

Flom Boutique Hotel
4.0 star property
Historic Centre of Florence
9.8 out of 10, Exceptional, (379 reviews)
"Spacious room, good service at the front desk. Nice breakfast spread. "
United States
Renee
The price is CA $441
CA $508 total
includes taxes & fees
May 3 - May 4
Flom Boutique Hotel

Hotel Sovestro

Hotel Sovestro
3.0 star property
San Gimignano
9.6 out of 10, Exceptional, (296 reviews)
"Great location and beautiful property. "
United States
hugh
The price is CA $311
CA $352 total
includes taxes & fees
May 8 - May 9
Hotel Sovestro

Hotel Mulino di Firenze, WorldHotels Crafted

Hotel Mulino di Firenze, WorldHotels Crafted
4.0 star property
Florence
9.6 out of 10, Exceptional, (671 reviews)
"Amazing staff, beautiful property, quiet and amazing on site restaurant. Absolutely beautiful location."
United States
Jordan Christopher
The price is CA $288
CA $339 total
includes taxes & fees
May 5 - May 6
Hotel Mulino di Firenze, WorldHotels Crafted

Il Malaspina

Il Malaspina
4.0 star property
Historic Centre of Florence
9.8 out of 10, Exceptional, (93 reviews)
"Friendly, beautiful hotel, great breakfast! "
United States
Briana
The price is CA $386
CA $469 total
includes taxes & fees
May 3 - May 4
Il Malaspina

Hotel Cosmos

Hotel Cosmos
3.0 star property
Historic Centre of Florence
9.0 out of 10, Wonderful, (114 reviews)
"The room was impeccably clean, to quote my wife, who owns her own cleaning company and is incredibly fussy. So very high praise indeed. The hotel is very well located within 10 to 20 minutes walk of most major sites in Florence. The staff was very friendly and helpful. The breakfast was good supplying everything except eggs and reasonably priced at €8.00. We have vowed to return to Florence one day and that includes this delightful hotel. "
Canada
Ian
The price is CA $153
CA $188 total
includes taxes & fees
May 3 - May 4
Hotel Cosmos

Starhotels Tuscany

Starhotels Tuscany
4.0 star property
Florence
9.0 out of 10, Wonderful, (1,001 reviews)
"Great hotel across a tram station! Easy trip to Florence center!"
United States
Sergio
The price is CA $188
CA $229 total
includes taxes & fees
May 3 - May 4
Starhotels Tuscany

Hotel Miceli - Civico 50

Hotel Miceli - Civico 50
3.0 star property
Historic Centre of Florence
9.0 out of 10, Wonderful, (249 reviews)
"Great location, great place to stay. "
United States
Angela
The price is CA $211
CA $251 total
includes taxes & fees
May 4 - May 5
Hotel Miceli - Civico 50

Hotel La Scaletta Al Ponte Vecchio

Hotel La Scaletta Al Ponte Vecchio
4.0 star property
Historic Centre of Florence
8.8 out of 10, Excellent, (994 reviews)
"Friendly staff, great location, sky bar has amazing views."
United States
Katie
The price is CA $323
CA $378 total
includes taxes & fees
May 5 - May 6
Hotel La Scaletta Al Ponte Vecchio

Hotel Villa Carlotta

Hotel Villa Carlotta
4.0 star property
Oltrarno
8.2 out of 10, Very good, (644 reviews)
"Great location, room was ground floor very nice "
United States
Mark
The price is CA $235
CA $281 total
includes taxes & fees
Jun 2 - Jun 3
Hotel Villa Carlotta

Hotel Silla

Hotel Silla
3.0 star property
Historic Centre of Florence
9.0 out of 10, Wonderful, (799 reviews)
"Amazing room and amazing breakfast "
United States
Alonso
The price is CA $311
CA $361 total
includes taxes & fees
May 11 - May 12
Hotel Silla

Antica Dimora Sant'Anna

Antica Dimora Sant'Anna
Historic Centre of Florence
8.8 out of 10, Excellent, (487 reviews)
"It was clean, nice place to stay but a little hard to find. "
United States
Ofelia
The price is CA $196
CA $234 total
includes taxes & fees
Jun 2 - Jun 3
Antica Dimora Sant'Anna
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.
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Frequently asked questions

What is the best area to stay in Castiglioni?
The best area to stay in Castiglioni is the historic centre, located within the ancient town walls, offering a truly authentic Tuscan experience.

This area is the heart of Castiglioni, characterised by its narrow, cobblestone streets, mediaeval architecture, and stunning views of the surrounding Val d'Orcia. The main piazza, Piazza della Repubblica, is a central gathering point, with the Collegiata di San Leonardo church and the Palazzo Comunale nearby. It's a compact and walkable area, superb for exploring on foot.

For couples seeking a romantic and picturesque retreat, the historic centre is an excellent choice. You'll find boutique hotels and charming guesthouses tucked away in historic buildings, many with terraces offering breathtaking views of the Tuscan countryside. Evenings can be spent enjoying leisurely dinners at local trattorias, followed by a stroll through the softly lit streets.

Families will also find the historic centre appealing for its pedestrian-friendly environment and proximity to local life. Children can enjoy exploring the small shops and gelato parlours, and the town's compact nature means attractions are always a short walk away.
When is the best time to go to Castiglioni?
The best time to go to Castiglioni is during the spring (April to early June) or autumn (September to October) for pleasant weather and fewer crowds.

Spring in Castiglioni offers mild temperatures, ideal for exploring the rolling hills and vineyards without the intense summer heat. The countryside is particularly beautiful during this time, with wildflowers in bloom. It's a great period for couples who enjoy scenic drives and outdoor activities like gentle walks or cycling along country lanes. The local markets begin to offer fresh seasonal produce, making it a good time to experience the regional cuisine.

Autumn provides a similar experience, with comfortable temperatures and the added beauty of the grape harvest. This is an excellent time for those interested in wine tasting and experiencing the local culinary traditions. Many local festivals celebrating the harvest take place, offering a chance to see more of the local culture. It's also a good time for couples looking for a romantic getaway, with cosy evenings and delicious food and wine.

While summer (July and August) is popular, it can be quite hot and busy, especially with families on holiday.
Can I cancel my hotel reservation on Expedia?
You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Castiglioni.
How can I save on a Castiglioni hotel booking with Expedia?
Members always get our best prices. Find our best Castiglioni hotel deals by joining Expedia's free travel rewards program today. As a member, you can unlock instant savings and member perks when you're logged in to your account. Another tip is to book your hotel and flights together on Expedia, where bundling can result in significant savings.
How much is the nightly rate at a Castiglioni hotel?
Prices for hotels in Castiglioni often vary, but you can find a great deal from CA $162 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.

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