Top 10 Hotels in Cavallari from $53 - Competitive Prices

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Our top choices for Cavallari hotels

A spa area with a stone ceiling, a pool, and two sun loungers.

1. Hotel Palazzo San niccolò & Spa

Radda in Chianti

Afeefa

$73 nightly

Dec 3 - Dec 4

Total with taxes and fees

A narrow street with buildings on either side, a flag, and a bench.

2. Palazzo Leopoldo Dimora Storica & Spa

Radda in Chianti

Elizabeth

$106 nightly

Dec 1 - Dec 2

Total with taxes and fees

A rustic cellar with brick walls, wooden barrels, and a stone ceiling. There is a wooden table with a wine bottle and glasses, and a television mounted on the wall.

3. Belvedere di San Leonino

Castellina in Chianti

Kevork

$106 nightly

Nov 12 - Nov 13

Total with taxes and fees

An aerial view of a villa with a swimming pool, surrounded by lush greenery and a hilly landscape.

4. Hotel Casafrassi

Castellina in Chianti

Stuart

$60 nightly

Nov 18 - Nov 19

Total with taxes and fees

A grand hall with elaborate frescoes and a high ceiling.

5. La Certosa di Pontignano - Place of Charme

Castelnuovo Berardenga

Rodolfo

$64 nightly

Nov 9 - Nov 10

Total with taxes and fees

A covered outdoor seating area with a tiled roof, surrounded by lush greenery and a view of distant hills.

6. Hotel Villa San Giorgio

Poggibonsi

Arik

$60 nightly

Nov 8 - Nov 9

Total with taxes and fees

A modern bedroom with a wooden floor, a bed with a headboard, a window with curtains, and a shower area with a towel rack.

7. Park Hotel Chianti

Tavarnelle Val di Pesa

Manuel

$57 nightly

Nov 24 - Nov 25

Total with taxes and fees

A narrow stone pathway leading to a rustic building with a wooden door and a window.

8. Castello di Fonterutoli Wine Resort

Castellina in Chianti

Micaela

$155 nightly

Nov 9 - Nov 10

Total with taxes and fees

A modern bedroom with a wooden headboard, a large bed with white linens, a bedside table with a lamp, and a sliding glass door leading to an outdoor patio with a table and chairs.

9. Hotel Ristorante La Dama nella Vigna

Monteriggioni

Amanda

$92 nightly

Dec 8 - Dec 9

Total with taxes and fees

An outdoor patio with round tables and chairs, set against a backdrop of mountains and a cloudy sky.

10. Villa San Lucchese

Poggibonsi

James

$103 nightly

Nov 8 - Nov 9

Total with taxes and fees

A covered outdoor area with a variety of potted plants and flowers, including white and pink blooms, under a wooden roof structure.

11. Hotel Toscana Ambassador

Poggibonsi

Marian

$64 nightly

Nov 16 - Nov 17

Total with taxes and fees

A historic stone building with multiple levels, surrounded by lush greenery and yellow flowering plants.

12. Castello La Leccia

Castellina in Chianti

Susan

$150 nightly

Nov 13 - Nov 14

Total with taxes and fees

A building with a stone facade, a central arched doorway, and a window with a decorative frame.

13. Dievole Wine Resort

Castelnuovo Berardenga

Magdalena

$252 nightly

Nov 16 - Nov 17

Total with taxes and fees

A stone building with an arched entrance, a wooden door, and a small balcony with a railing.

14. Albergo Il Colombaio

Castellina in Chianti

Christine

$144 nightly

Nov 8 - Nov 9

Total with taxes and fees

A person sitting by a swimming pool with a stone building in the background.

15. Hotel Borgo di Cortefreda Relais - Place of Charme

Tavarnelle Val di Pesa

Rahul

$86 nightly

Nov 29 - Nov 30

Total with taxes and fees

A dining table set with wine glasses, a candle, and cutlery, with a view of greenery outside.

16. Hotel Executive

Scacciapensieri

Andras

$65 nightly

Nov 22 - Nov 23

Total with taxes and fees

A well-maintained garden with a large urn, neatly trimmed hedges, and a building with warm lighting in the background.

17. Villa Sabolini

Colle di Val d'Elsa

Patricia

$77 nightly

Nov 24 - Nov 25

Total with taxes and fees

A cobblestone street lined with historic stone buildings, some with ivy, and large terracotta pots with flowers.

18. Hotel Borgo San Luigi

Monteriggioni

JOHN

$112 nightly

Nov 11 - Nov 12

Total with taxes and fees

A pathway lined with trees and a large pot in the center.

19. Villa Montarioso

Montarioso

Michael

$81 nightly

Nov 15 - Nov 16

Total with taxes and fees

An outdoor patio with tables and chairs, a pergola structure, and a stone building in the background.

20. Tenuta CorteDomina

Radda in Chianti

piyanut

$213 nightly

Nov 11 - Nov 12

Total with taxes and fees

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Top Cavallari Hotel Reviews

Radisson Blu Hotel, Florence

10/10 Excellent

"Was amazing, only downside was the steam room was out of service when we went to go to it"

Il Chiostro del Carmine

8/10 Good

"The location was excellent, within walking distance to all the sights but far enough that it was quiet. Breakfast was excellent and if you can get window seating, it will make a perfect start of the day. The staff was helpful but remains in the background unless you need something. The room was clean, only caveat is the shower is rather small for such a big bathroom. We will stay here again."

hu Firenze Certosa camping in town

8/10 Good

"Great location, superior tent was really nice with the en-suite and balcony. Easy check in. Staff friendly and helpful. Downsides were no designated parking space for us despite not all tents being occupied. Also bread given out at dinner were not free despite us not asking for them and at €6 a bag it was not great value. The bread was pretty hard and tasteless! Regardless I would recommend a stay here in the heart of Tuscany and within half an hour bus ride into Florence ♥️🇮🇹"

Hotel Borgo San Luigi

10/10 Excellent

"Borgo San Luis is a luxury destination! The four of us were treated as honored guests of great renown. The grounds were wide, varied, and immaculate. The breakfasts were special events for us foodies, and the swimming pool was refreshing even in October!. Parking was free, secure, and accessible. We easily saw why the Borgo was a destination for the weddings, feasts, and meetings that were taking place at the time of our visit -- but they were never intrusive. The staff were multi-lingual and honestly could not do enough for us. Should you ever desire a dream from which that you did not want to awaken, visit Borgo San Luis."

Hotel Italia

10/10 Excellent

"We stayed at this basic but nice 3-star hotel just one night while visiting Siena. We had a room for 3 for my wife and I and our adult daughter. The hotel was easy walking distance from the train/bus station. It's kind of weird because you enter an indoor shopping area across the street from the station and then go up about 6 banks of escalators to get up the hillside. Then the hotel is just a block away. One of the AC units didn't work but friendly staff helped start the other one. All staff were very friendly and spoke English. Easy walk a few blocks into the old city. Wonderful breakfast!!! We were able to leave our bags for most of the day while we explored the city prior to leaving on the bus again. I would definitely stay again."

More cheap stays in Cavallari

Cannon d'Oro

Via Montanini 28 Siena SI

$45 nightly

$53 total

Dec 1 - Dec 2

Total with taxes and fees

7.8/10 Good! (259 reviews)

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 much is the nightly rate at a Cavallari hotel?

Prices for hotels in Cavallari often vary, but you can find a great deal from $53 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

1. Hotel Palazzo San niccolò & Spa

2. Palazzo Leopoldo Dimora Storica & Spa

3. Belvedere di San Leonino

4. Hotel Casafrassi

5. La Certosa di Pontignano - Place of Charme

6. Hotel Villa San Giorgio

7. Park Hotel Chianti

8. Castello di Fonterutoli Wine Resort

9. Hotel Ristorante La Dama nella Vigna

10. Villa San Lucchese

11. Hotel Toscana Ambassador

12. Castello La Leccia

13. Dievole Wine Resort

14. Albergo Il Colombaio

15. Hotel Borgo di Cortefreda Relais - Place of Charme

16. Hotel Executive

17. Villa Sabolini

18. Hotel Borgo San Luigi

19. Villa Montarioso

20. Tenuta CorteDomina

Top Cavallari Hotel Reviews

Radisson Blu Hotel, Florence

More cheap stays in Cavallari

Cannon d'Oro

Frequently asked questions

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