Top 10 Hotels in Cavallari (from $63) 2026 - Competitive Prices

Our top choices for Cavallari hotels

Palace Hotel Due Ponti

Due Ponti

Jack

$84 nightly

Jun 14 - Jun 15

Total with taxes and fees

Agriturismo San Sano

Gaiole in Chianti

Shawn

$107 nightly

Jun 10 - Jun 11

Total with taxes and fees

La Certosa di Pontignano

Castelnuovo Berardenga

Ken

$141 nightly

Jun 29 - Jun 30

Total with taxes and fees

Radisson Blu Hotel, Florence

Florence

Heather

$143 nightly

Jul 3 - Jul 4

Total with taxes and fees

Hotel Executive

Scacciapensieri

Dan

$78 nightly

Jul 5 - Jul 6

Total with taxes and fees

Hotel Tenuta Il Burchio

Figline e Incisa Valdarno

OY

$79 nightly

Jun 19 - Jun 20

Total with taxes and fees

Hotel Colle Etrusco Salivolpi

Castellina in Chianti

Teodora

$103 nightly

Jun 28 - Jun 29

Total with taxes and fees

Breakfast, lunch, dinner and brunch served

Villa San Lucchese

Poggibonsi

Simona

$125 nightly

Jun 11 - Jun 12

Total with taxes and fees

Villa Sabolini

Colle di Val d'Elsa

DEANA

$169 nightly

Jun 21 - Jun 22

Total with taxes and fees

Hotel Pescille by Double Hospitality

San Gimignano

Tania

$133 nightly

Jun 14 - Jun 15

Total with taxes and fees

Villa Castiglione

Impruneta

Lee

$110 nightly

Jun 10 - Jun 11

Total with taxes and fees

Hotel La Vecchia Cartiera

Colle di Val d'Elsa

John

$80 nightly

Jun 14 - Jun 15

Total with taxes and fees

Smart Double Room | Bathroom | Shower, rainfall showerhead, eco-friendly toiletries, hair dryer

Park Hotel Chianti

Barberino Tavarnelle

Laila

$127 nightly

Jun 29 - Jun 30

Total with taxes and fees

Palazzo di Valli

Siena

John

$127 nightly

Jul 6 - Jul 7

Total with taxes and fees

Hotel Villa Ambrosina

Impruneta

Elsie

$104 nightly

Jul 8 - Jul 9

Total with taxes and fees

Castello di Leonina Relais

Asciano

Meghan

$170 nightly

Jun 14 - Jun 15

Total with taxes and fees

Indoor pool, seasonal outdoor pool, sun loungers

Hotel Palazzo San niccolò & Spa

Radda in Chianti

gary

$112 nightly

Jun 21 - Jun 22

Total with taxes and fees

Hotel Bellavista Impruneta

Impruneta

Nancy

$65 nightly

Jun 10 - Jun 11

Total with taxes and fees

Hotel Toscana Ambassador

Poggibonsi

Shalayna

$62 nightly

Jul 8 - Jul 9

Total with taxes and fees

Castello Vicchiomaggio

Greve in Chianti

Tiffany

$207 nightly

Jun 10 - Jun 11

Total with taxes and fees

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Top Cavallari Hotel Reviews

Hotel Chiusarelli

10/10 Excellent

"The hotel is situated in a nice part of the town near to a supermarket and bus station as well as walking distance to the main areas of town. The hotel is well kept and has good common areas. The room was spacious and clean and the breakfast was excellent."

Palazzo Ravizza

10/10 Excellent

"The hotel is beautiful and charming— very ideal for for couples (man & woman— without children along for the ride). The garden and the view from it are spectacular. The breakfast in the garden was a highlight of the trip to Siena. The only downside is the rooms are small and not ideal for a family traveling with a kid. I will definitely say here next time when I travel without kids."

Hotel Executive

8/10 Good

"My mother and sister stayed at this property together after hiking the spiritual pilgrimage Francigena through Italy and stopped in Siena for 2 nights and a day. Overall the property is very stunning appearance wise, clean and fairly updated. Felt very safe for us ladies alone. The restaurant options at the hotel was lovely for breakfast and dinner and convenient! I must highlight something that soured my taste to which I’d never experienced at any hotel before… it was very disappointing they tried to charge us $300 to wash and dry a single load of our clothes combined from hiking. Everything we owned was soiled and as tourists we had nowhere else to go but the hotel and they knew that. We purchased the meal packages and the stay at the hotel ( which wasn’t the cheapest mind you ) to rest and rejuvenate to continue on our trek but instead we had to detour our plans and wear dirty clothes another day and walk into Sienna while lugging everything to a nearby laundromat and wait half the day for it to finish when in all reality the hotel we were staying at should’ve been able to accommodate something simple like that for a FRACTION of $300. Huge inconvenience. To be honest it felt like some sort of tourist scam which we did not appreciate at all and is pretty inconsiderate for all travelers hikers or not period. Some of the staff were absolutely kind and helpful and some were quite snobby unfortunately."

Radisson Blu Hotel, Florence

8/10 Good

"Beautiful modern hotel with an indoor and outdoor pool. Air conditioning and huge room. However, property was 30 minutes out of town requiring transportation. Hotel offered shuttle for 10 euros/person, but only ran at scheduled times ending at 8:45pm. Taxi were $30-40 per trip. Onsite bar also closed early. Recommend paying more to stay in town to avoid transportation costs. If want a shuttle from train station, must book ahead of time. We waited 75 minutes for a shuttle once we arrived at train station since we didn't know we had to reserve ahead of time."

More cheap stays in Cavallari

Villa Norcenni Aparthotel

Via Norcenni 7 Figline e Incisa Valdarno FI

$54 nightly

$63 total

Jun 11 - Jun 12

Total with taxes and fees

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Frequently asked questions

What is the best area to stay in Cavallari?

The best area to stay in Cavallari is the historic center, known for its classic Tuscan architecture and convenient location.

The historic center is characterized by its narrow, winding cobblestone streets, traditional stone buildings, and a central piazza where locals gather. You'll find many family-run restaurants serving regional cuisine and artisan shops here. It's a pedestrian-friendly area, making it easy to explore on foot.

Couples often find this area ideal for a romantic and authentic Tuscan experience. The intimate setting, coupled with opportunities for wine tastings and leisurely strolls, creates a memorable getaway. Many accommodations offer private balconies with views of the surrounding hills.

For those seeking a more secluded and luxurious experience, the villas scattered in the hills surrounding Cavallari offer exceptional privacy and amenities.

When is the best time to go to Cavallari?

The best time to visit Cavallari is during the spring (April to June) and fall (September to October) when the weather is pleasant and the region's natural beauty is at its peak.

Spring in Cavallari brings mild temperatures, blooming wildflowers, and lush green landscapes. It's an ideal time for couples who enjoy exploring the countryside, visiting vineyards, and taking scenic drives without the intense heat or larger crowds of summer. The days are long enough for sightseeing, and evenings are cool and comfortable.

Fall also offers excellent conditions, with comfortable temperatures and the added beauty of the grape harvest season. Many local wineries offer special tours and tastings during this period, making it a superb time for those interested in the culinary and wine experiences Cavallari is known for.

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 Cavallari.

How can I save on a Cavallari hotel booking with Expedia?

With Expedia, you earn OneKeyCash™* on eligible Cavallari hotel bookings for every dollar you spend – just join our One Key™ travel rewards program to get started. It's free to join, and you'll unlock our lowest Member Prices as soon as you're signed in. On top of this, you could also save significantly by bundling your hotel and flights together on Expedia.

*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia, Hotels.com and Vrbo.

How much is the nightly rate at a Cavallari hotel?

Prices for hotels in Cavallari often vary, but you can find a great deal from $63 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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Our top choices for Cavallari hotels

Palace Hotel Due Ponti

Agriturismo San Sano

La Certosa di Pontignano

Radisson Blu Hotel, Florence

Hotel Executive

Hotel Tenuta Il Burchio

Hotel Colle Etrusco Salivolpi

Villa San Lucchese

Villa Sabolini

Hotel Pescille by Double Hospitality

Villa Castiglione

Hotel La Vecchia Cartiera

Park Hotel Chianti

Palazzo di Valli

Hotel Villa Ambrosina

Castello di Leonina Relais

Hotel Palazzo San niccolò & Spa

Hotel Bellavista Impruneta

Hotel Toscana Ambassador

Castello Vicchiomaggio

Top Cavallari Hotel Reviews

Hotel Chiusarelli

More cheap stays in Cavallari

Villa Norcenni Aparthotel

Why book with Expedia?

Frequently asked questions

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