Top 10 Hotels in Cavallari (from $64) 2026 - Competitive Prices

Our top choices for Cavallari hotels

Palace Hotel Due Ponti

Due Ponti

Jack

$82 nightly

Jun 7 - Jun 8

Total with taxes and fees

Agriturismo San Sano

Gaiole in Chianti

Shawn

$127 nightly

Jun 10 - Jun 11

Total with taxes and fees

La Certosa di Pontignano

Castelnuovo Berardenga

Ken

$135 nightly

Jun 7 - Jun 8

Total with taxes and fees

Villa Sabolini

Colle di Val d'Elsa

DEANA

$170 nightly

Jun 21 - Jun 22

Total with taxes and fees

Radisson Blu Hotel, Florence

Florence

Heather

$144 nightly

Jul 3 - Jul 4

Total with taxes and fees

Hotel La Vecchia Cartiera

Colle di Val d'Elsa

John

$81 nightly

Jun 14 - Jun 15

Total with taxes and fees

Hotel Executive

Scacciapensieri

Dan

$83 nightly

Jul 3 - Jul 4

Total with taxes and fees

Breakfast, lunch, dinner and brunch served

Villa San Lucchese

Poggibonsi

Carol

$119 nightly

Jun 21 - Jun 22

Total with taxes and fees

Villa Castiglione

Impruneta

Lee

$107 nightly

Jun 7 - Jun 8

Total with taxes and fees

Hotel Pescille by Double Hospitality

San Gimignano

Tania

$137 nightly

Jun 21 - Jun 22

Total with taxes and fees

Hotel Bellavista Impruneta

Impruneta

Nancy

$84 nightly

Jul 2 - Jul 3

Total with taxes and fees

Hotel Colle Etrusco Salivolpi

Castellina in Chianti

Teodora

$117 nightly

Jun 28 - Jun 29

Total with taxes and fees

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

Park Hotel Chianti

Barberino Tavarnelle

Laila

$128 nightly

Jun 29 - Jun 30

Total with taxes and fees

Palazzo di Valli

Siena

John

$133 nightly

Jul 6 - Jul 7

Total with taxes and fees

Castello di Leonina Relais

Asciano

Meghan

$142 nightly

Jun 14 - Jun 15

Total with taxes and fees

Relais la Costa - Dimora Storica

Monteriggioni

Roberto Javier Sanz

$121 nightly

Jun 7 - Jun 8

Total with taxes and fees

Hotel Tenuta Il Burchio

Figline e Incisa Valdarno

OY

$82 nightly

Jun 19 - Jun 20

Total with taxes and fees

Indoor pool, seasonal outdoor pool, sun loungers

Hotel Palazzo San niccolò & Spa

Radda in Chianti

gary

$113 nightly

Jun 21 - Jun 22

Total with taxes and fees

Hotel Casolare Le Terre Rosse

San Gimignano

Joseph

$155 nightly

Jul 4 - Jul 5

Total with taxes and fees

Hotel Villa Ambrosina

Impruneta

Elsie

$105 nightly

Jul 1 - Jul 2

Total with taxes and fees

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Top Cavallari Hotel Reviews

Castello di Spaltenna- Small Luxury Hotels of the World

10/10 Excellent

"Beautiful setting, gorgeous room, staff exemplary. Will return"

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."

Hotel Italia

10/10 Excellent

"Great place if you want to stay right outside the ZTL zone and the wall (beware of that if you are driving). Such a gem of hotel. The staff was super helpful, very kind and serviceable, i mean really really really nice. The room was a little tight for 4, but the bathroom was huge! All super clean, really impeccable. Our bedroom was in the adjacent building but in the ground floor, which made rolling in the luggage a breeze. The room itself had a queen bed and a day bed with a trundle. They were so nice and had the beds made for 4 when we arrived, i.e. they took out the trundle and made the bed as well as the daybed. I yet have to see that happen in the US... very attentive to detail. A very very minor thing, but the bed covers should be updated to be a bit more modern, looked like my grandma's curtains. Nevertheless, it was perfect for one night and also greatly appreciated the AC. The brick ceilings were also very charming. The breakfast buffet is absolutely amazing! Well worth the stay. They also have parking, but you need to reserve it ahead. We had gotten an email a couple of days before, but bc we were traveling around, I missed their ask if we wanted parking. Nevertheless, we found parking right behind the building so didn't matter at all, but you need to ask ahead for parking as they have limited spots A walk to the center if town is about 20mn and very easy stroll. This place is just perfect!! And Siena is just one of my favorite cities in Italy!!! Perfect combo!"

Dievole Wine Resort

8/10 Good

"While everything was wonderful it was shame that our shower water was leaking out to the bathroom floor. Had to use extra towers to soak up the water. If we were staying more than a night, I would have ask to change the room. Other than that, staffs were wonderful, the dinner was delicious and the olive oil tasting experience was fun. Would highly recommend least two nights stay here. We wanted to extend our one night stay but the weather called for rain next day."

More cheap stays in Cavallari

Villa Norcenni Aparthotel

Via Norcenni 7 Figline e Incisa Valdarno FI

$55 nightly

$64 total

Jun 7 - Jun 8

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 $64 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

Villa Sabolini

Radisson Blu Hotel, Florence

Hotel La Vecchia Cartiera

Hotel Executive

Villa San Lucchese

Villa Castiglione

Hotel Pescille by Double Hospitality

Hotel Bellavista Impruneta

Hotel Colle Etrusco Salivolpi

Park Hotel Chianti

Palazzo di Valli

Castello di Leonina Relais

Relais la Costa - Dimora Storica

Hotel Tenuta Il Burchio

Hotel Palazzo San niccolò & Spa

Hotel Casolare Le Terre Rosse

Hotel Villa Ambrosina

Top Cavallari Hotel Reviews

Castello di Spaltenna- Small Luxury Hotels of the World

More cheap stays in Cavallari

Villa Norcenni Aparthotel

Why book with Expedia?

Frequently asked questions

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