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Check prices for these dates

Tonight
25 Aug - 26 Aug
Tomorrow
26 Aug - 27 Aug
This weekend
28 Aug - 30 Aug
Next weekend
4 Sept - 6 Sept

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Our top choices for Cavallari hotels

Hotel
Breakfast included
Reserve now, pay later
Pet-friendly
Volpaia

1. Hotel Colle Etrusco Salivolpi

Hotel Colle Etrusco Salivolpi
Castellina in Chianti
United States
Scott
NZ$201
includes taxes & fees
20 Sept - 21 Sept
Hotel Colle Etrusco Salivolpi

2. Hotel Villa Campomaggio

Hotel Villa Campomaggio
Radda in Chianti
United States
Stacey
NZ$452
includes taxes & fees
24 Sept - 25 Sept
Hotel Villa Campomaggio

3. Belvedere di San Leonino

Belvedere di San Leonino
Castellina in Chianti
United Kingdom
Jess
NZ$225
includes taxes & fees
21 Sept - 22 Sept
Belvedere di San Leonino

4. Castello La Leccia

Castello La Leccia
Castellina in Chianti
United States
Samuel
NZ$533
includes taxes & fees
30 Aug - 31 Aug
Castello La Leccia

5. Palazzo Leopoldo Dimora Storica & Spa

Palazzo Leopoldo Dimora Storica & Spa
Radda in Chianti
Canada
Elizabeth
NZ$372
includes taxes & fees
27 Aug - 28 Aug
Palazzo Leopoldo Dimora Storica & Spa

6. Villa Le Barone

Villa Le Barone
Greve in Chianti
Canada
Aditi
NZ$393
includes taxes & fees
31 Aug - 1 Sept
Villa Le Barone

7. Borgo Vescine

Borgo Vescine
Radda in Chianti
United States
Gabrielle
NZ$1,285
includes taxes & fees
26 Aug - 27 Aug
Borgo Vescine

8. Relais Vignale & Spa

Relais Vignale & Spa
Radda in Chianti
United States
Maaya
NZ$422
includes taxes & fees
31 Aug - 1 Sept
Relais Vignale & Spa

9. Dievole Wine Resort

Dievole Wine Resort
Castelnuovo Berardenga
United States
Karamjit
NZ$574
includes taxes & fees
26 Aug - 27 Aug
Dievole Wine Resort

10. Hotel Palazzo San niccolò & Spa

Hotel Palazzo San niccolò & Spa
Radda in Chianti
United States
gary
NZ$265
includes taxes & fees
31 Aug - 1 Sept
Hotel Palazzo San niccolò & Spa

11. La Certosa di Pontignano

La Certosa di Pontignano
Castelnuovo Berardenga
United States
Edyta
NZ$167
includes taxes & fees
8 Sept - 9 Sept
La Certosa di Pontignano

12. Agriturismo San Sano

Agriturismo San Sano
Gaiole in Chianti
United States
Paula
NZ$261
includes taxes & fees
24 Sept - 25 Sept
Agriturismo San Sano

13. Fattoria di Vegi

Fattoria di Vegi
Castellina in Chianti
United States
Brian
NZ$700
includes taxes & fees
30 Aug - 31 Aug
Fattoria di Vegi

14. Locanda le Piazze

Locanda le Piazze
Castellina in Chianti
United Kingdom
Oluwafunmilayo
NZ$715
includes taxes & fees
7 Sept - 8 Sept
Locanda le Piazze

15. Castello Vicchiomaggio

Castello Vicchiomaggio
Greve in Chianti
United States
Shane
NZ$418
includes taxes & fees
27 Aug - 28 Aug
Castello Vicchiomaggio

16. Villa San Lucchese

Villa San Lucchese
Poggibonsi
United States
Simona
NZ$289
includes taxes & fees
9 Sept - 10 Sept
Villa San Lucchese

17. Four Points by Sheraton Siena

Four Points by Sheraton Siena
Scacciapensieri
Australia
Raul
NZ$289
includes taxes & fees
27 Aug - 28 Aug
Four Points by Sheraton Siena

18. Pieve Aldina - Relais & Châteaux

Pieve Aldina - Relais & Châteaux
Radda in Chianti
Italy
Matteo
NZ$1,171
includes taxes & fees
2 Sept - 3 Sept
Pieve Aldina - Relais & Châteaux

19. Borgo Del Cabreo

Borgo Del Cabreo
Greve in Chianti
United Kingdom
joseph
NZ$457
includes taxes & fees
27 Aug - 28 Aug
Borgo Del Cabreo

20. Ultimo Mulino Wellness Country Hotel

Ultimo Mulino Wellness Country Hotel
Gaiole in Chianti
United States
Hannah
NZ$294
includes taxes & fees
23 Sept - 24 Sept
Ultimo Mulino Wellness Country Hotel
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Top Cavallari Hotel Reviews

Recent Reviews in Cavallari

Fattoria il Milione Agriturismo

Fattoria il Milione Agriturismo

8/10 Good
"Great location easy access to Firenze"
Donnie 1-night trip
Posted 1 hour ago
Fattoria il Milione Agriturismo
Poderi Arcangelo

Poderi Arcangelo

10/10 Excellent
"This is a beautiful place to stay. The pool is wonderful and the breakfast is delicious. The views are outstanding. The only thing I would suggest for our 4 person room is to put a second mirror in the room, outside of the bathroom. That would have made a big difference to 4 people sharing a bathroom."
Lisa 3-night trip
Posted 9 hours ago
Poderi Arcangelo
Villa Casagrande Resort & SPA

Villa Casagrande Resort & SPA

10/10 Excellent
"Incredible property, steeped in history. The rooms are beautifully traditional and the staff incredibly friendly. A beautiful place to unwind for a few days in Tuscany! We would re-book in a heartbeat."
Natasha 4-night trip
Posted 2 days ago
Villa Casagrande Resort & SPA
Grand Hotel Continental Siena – Starhotels Collezione

Grand Hotel Continental Siena – Starhotels Collezione

10/10 Excellent
"Everything was absolutely perfect, this is our newest favorite hotel in sienna and we will definitely come back"
Tyler 1-night trip
Posted 7 days ago
Grand Hotel Continental Siena – Starhotels Collezione
 "Villa Torre in Chianti"  Vrbo Vacation Rental of the Year 2026- 8 bedrooms A/C

"Villa Torre in Chianti" Vrbo Vacation Rental of the Year 2026- 8 bedrooms A/C

10/10 Excellent
"This was our 50th wedding anniversary celebration, and the it all went very smoothly. Thanks to Beatrice and Jacopo for their help!"
Anonymous traveller 7-night trip
Posted 7 days ago
"Villa Torre in Chianti" Vrbo Vacation Rental of the Year 2026- 8 bedrooms A/C
Hotel Athena

Hotel Athena

10/10 Excellent
"We had a superior room, which was very comfortable. We had dinner in the restaurant several times, and the food and drink was excellent. One evening we just enjoyed the cocktail bar, and the staff were fun! Breakfast buffet has everything one could want, and was always fresh. Free parking! You will have an uphill walk to the town centre, but no matter where you go in Siena it’s either up or down. Highly recommended."
Christopher 7-night trip
Posted 8 days ago
Hotel Athena
Castello di Spaltenna- Small Luxury Hotels of the World

Castello di Spaltenna- Small Luxury Hotels of the World

10/10 Excellent
"Just an amazing overall experience, super welcoming and hospitable staff. Vacationing in an estate that is 1100 years old makes it even more memorable. Thank you Spaltena"
Ashley 2-night trip
Posted 3 weeks ago
Castello di Spaltenna- Small Luxury Hotels of the World
La Certosa di Pontignano

La Certosa di Pontignano

10/10 Excellent
"Great property with unique setting being an old monastery. We thought we had booked a room with A/C but there wasn’t. They moved us to a room with A/C at no additional cost."
Frederic 4-night trip
Posted 3 weeks ago
La Certosa di Pontignano
Hotel Toscana Ambassador

Hotel Toscana Ambassador

10/10 Excellent
"Room was clean, staff was helpful and easy to park."
Jennifer 3-night trip
Posted 2 months ago
Hotel Toscana Ambassador

More cheap accommodation in Cavallari

Cannon d'Oro

Cannon d'Oro

Via Montanini 28 Siena SI
NZ$153
28 Aug - 29 Aug
includes taxes & fees
7.8/10 Good! (258 reviews)
Cannon d'Oro
Piccolo Hotel Etruria

Piccolo Hotel Etruria

Via delle Donzelle, 3 Siena SI
NZ$190
28 Aug - 29 Aug
includes taxes & fees
Piccolo Hotel Etruria
Albergo Centrale

Albergo Centrale

Via Cecco Angiolieri 26 Siena SI
NZ$192
26 Aug - 27 Aug
includes taxes & fees
8.8/10 Excellent! (104 reviews)
Albergo Centrale
Villa Castiglione

Villa Castiglione

Via Colle Ramole 20 Impruneta FI
NZ$216
30 Aug - 31 Aug
includes taxes & fees
8.6/10 Excellent! (276 reviews)
Villa Castiglione
Torre del Fuggisole

Torre del Fuggisole

Via di Fieravecchia 7 Siena SI
NZ$220
30 Aug - 31 Aug
includes taxes & fees
10/10 Exceptional! (48 reviews)
Torre del Fuggisole
Porta Pispini Residence

Porta Pispini Residence

Via Baldassarre Peruzzi 33 Siena SI
Get rates
9.4/10 Exceptional! (23 reviews)
Porta Pispini Residence

Frequently asked questions

What is the best area to stay in Cavallari?
The best area to stay in Cavallari is around the historic centre, particularly near Piazza del Duomo and the surrounding streets.This area is the heart of Cavallari, offering a blend of historic architecture and modern comforts. You'll find a pedestrian-friendly environment with narrow cobbled streets leading to charming squares, boutique shops, and traditional Tuscan eateries. The Piazza del Duomo, with its impressive cathedral, serves as a central landmark and a popular meeting point.Couples looking for a romantic and cultured escape will find this area particularly appealing. You're within easy walking distance of art galleries, renowned restaurants, and wine bars. Strolling through the streets in the evening, hand-in-hand, creates a memorable experience, with many hotels offering intimate settings and beautiful views.For those who appreciate convenience and a touch of luxury, consider the hotels slightly outside the immediate pedestrian-only zone but still within a 5-10 minute walk of Piazza del Duomo. These often provide easier access for vehicles and may offer amenities like private parking or larger grounds, while still keeping you close to all the main attractions.
When is the best time to go to Cavallari?
The best time to visit Cavallari, Tuscany, is during the spring (April to June) and autumn (September to October) months.During spring, the countryside is lush and green, and the weather is pleasantly mild, making it ideal for exploring the rolling hills and vineyards. You'll find fewer crowds compared to the peak summer season, allowing for a more relaxed experience. It's a great time for couples to enjoy scenic drives and outdoor activities like leisurely walks through olive groves.Autumn also offers excellent weather, with comfortable temperatures and the beautiful colours of the harvest season. This period is superb for those interested in food and wine, as many local festivals celebrate the grape and olive harvests.
Can I cancel my hotel reservation on Expedia?
You can cancel your hotel reservation on Expedia, although it depends on the cancellation policy of your booking. Most bookings are refundable if cancelled within 24 to 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 hotel booking in Cavallari with Expedia?
One Key™—Expedia's free travel rewards program—gives you instant access to discounts with Member Prices on Cavallari hotels. Plus, you'll earn OneKeyCash™* on eligible bookings to use on future trips. Booking an Expedia hotel and flight package is another great way to save, where bundling can result in significant savings. *Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.
How much is the nightly rate for a hotel in Cavallari?
Prices for hotels in Cavallari often vary, but you can find a great deal from NZ$129 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 our cheapest rates.

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