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Check prices for these dates

Tonight
15 Oct - 16 Oct
Tomorrow
16 Oct - 17 Oct
This weekend
16 Oct - 18 Oct
Next weekend
23 Oct - 25 Oct

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Our top choices for Montechiaro hotels

1. Sangallo Park Hotel

Sangallo Park Hotel
Vico Alto
United Kingdom
Linda
NZ$166
includes taxes & fees
15 Nov - 16 Nov
Sangallo Park Hotel

2. Palazzo di Valli

Palazzo di Valli
Siena
United States
Luanne
NZ$214
includes taxes & fees
14 Nov - 15 Nov
Palazzo di Valli

3. La Certosa di Pontignano - Place of Charme

La Certosa di Pontignano - Place of Charme
Castelnuovo Berardenga
United States
Leslie
NZ$202
includes taxes & fees
2 Nov - 3 Nov
La Certosa di Pontignano - Place of Charme

4. Four Points by Sheraton Siena

Four Points by Sheraton Siena
Scacciapensieri
United States
Ralph
NZ$270
includes taxes & fees
15 Nov - 16 Nov
Four Points by Sheraton Siena

5. Hotel Executive

Hotel Executive
Scacciapensieri
United Kingdom
Andras
NZ$183
includes taxes & fees
1 Nov - 2 Nov
Hotel Executive

6. Best Western Hotel San Marco

Best Western Hotel San Marco
Siena
United Kingdom
C.K.
NZ$177
includes taxes & fees
18 Oct - 19 Oct
Best Western Hotel San Marco

7. Villa Scacciapensieri Boutique Hotel

Villa Scacciapensieri Boutique Hotel
Scacciapensieri
United States
Benjamin
NZ$326
includes taxes & fees
21 Oct - 22 Oct
Villa Scacciapensieri Boutique Hotel

8. Borgo Grondaie

Borgo Grondaie
Siena
United Kingdom
Simon
NZ$136
includes taxes & fees
15 Nov - 16 Nov
Borgo Grondaie

9. Villa Ermellina Siena, a Tribute Portfolio Hotel

Villa Ermellina Siena, a Tribute Portfolio Hotel
Camollia
Sweden
Sebastian
NZ$305
includes taxes & fees
3 Nov - 4 Nov
Villa Ermellina Siena, a Tribute Portfolio Hotel

10. Villa Curina Resort

Villa Curina Resort
Castelnuovo Berardenga
United States
Deanna
NZ$235
includes taxes & fees
19 Oct - 20 Oct
Villa Curina Resort

11. Castello di Leonina Relais

Castello di Leonina Relais
Asciano
Canada
Meghan
NZ$299
includes taxes & fees
24 Oct - 25 Oct
Castello di Leonina Relais

12. Hotel Santa Caterina

Hotel Santa Caterina
Siena
United States
Carlos
NZ$227
includes taxes & fees
4 Nov - 5 Nov
Hotel Santa Caterina

13. Palace Hotel Due Ponti

Palace Hotel Due Ponti
Due Ponti
United States
Adam
NZ$156
includes taxes & fees
14 Nov - 15 Nov
Palace Hotel Due Ponti

14. Castello di Tornano Wine Resort

Castello di Tornano Wine Resort
Gaiole in Chianti
United States
Lisa
NZ$314
includes taxes & fees
25 Oct - 26 Oct
Castello di Tornano Wine Resort

15. Dievole Wine Resort

Dievole Wine Resort
Castelnuovo Berardenga
Canada
Marissa
NZ$512
includes taxes & fees
10 Nov - 11 Nov
Dievole Wine Resort

16. Hotel I Platani

Hotel I Platani
Monteriggioni
United States
Jorge
NZ$143
includes taxes & fees
13 Nov - 14 Nov
Hotel I Platani

17. Precise House Montaperti Siena

Precise House Montaperti Siena
Asciano
Canada
Dieter
NZ$183
includes taxes & fees
14 Nov - 15 Nov
Precise House Montaperti Siena

18. Hotel Certosa Di Maggiano

Hotel Certosa Di Maggiano
Siena
United States
Tulsi
NZ$540
includes taxes & fees
12 Nov - 13 Nov
Hotel Certosa Di Maggiano

19. Hotel Ristorante Piccolo Chianti

Hotel Ristorante Piccolo Chianti
Acquacalda
United States
Michael
NZ$166
includes taxes & fees
6 Nov - 7 Nov
Hotel Ristorante Piccolo Chianti

20. Villa Montarioso

Villa Montarioso
Montarioso
Canada
Michael
NZ$159
includes taxes & fees
15 Nov - 16 Nov
Villa Montarioso
View all properties

Hotels recommended for families in Montechiaro

Sangallo Park Hotel

Sangallo Park Hotel
Vico Alto
NZ$166
includes taxes & fees
15 Nov - 16 Nov
Sangallo Park Hotel

Palazzo di Valli

Palazzo di Valli
Siena
NZ$214
includes taxes & fees
14 Nov - 15 Nov
Palazzo di Valli

La Certosa di Pontignano - Place of Charme

La Certosa di Pontignano - Place of Charme
Castelnuovo Berardenga
NZ$202
includes taxes & fees
2 Nov - 3 Nov
La Certosa di Pontignano - Place of Charme

Four Points by Sheraton Siena

Four Points by Sheraton Siena
Scacciapensieri
NZ$270
includes taxes & fees
15 Nov - 16 Nov
Four Points by Sheraton Siena

Hotel Executive

Hotel Executive
Scacciapensieri
NZ$183
includes taxes & fees
1 Nov - 2 Nov
Hotel Executive

Best Western Hotel San Marco

Best Western Hotel San Marco
Siena
NZ$177
includes taxes & fees
18 Oct - 19 Oct
Best Western Hotel San Marco

Villa Scacciapensieri Boutique Hotel

Villa Scacciapensieri Boutique Hotel
Scacciapensieri
NZ$326
includes taxes & fees
21 Oct - 22 Oct
Villa Scacciapensieri Boutique Hotel

Borgo Grondaie

Borgo Grondaie
Siena
NZ$136
includes taxes & fees
15 Nov - 16 Nov
Borgo Grondaie
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Top Montechiaro Hotel Reviews

Recent Reviews in Montechiaro

La Certosa di Pontignano

La Certosa di Pontignano

10/10 Excellent
"Absolutely amazing stay! The room was clean, large with a great view. The staff was always willing to help. Could not have asked for more. Highly recommend!"
Virginia 2-night trip
Posted less than an hour ago
La Certosa di Pontignano
 Palazzo Ravizza

Palazzo Ravizza

10/10 Excellent
"Lovely hotel inside the city walls, if you are driving there and want to take advantage of the hotel car park (availability not guaranteed) you have to follow quite specific instructions to get there so as not to get a fine, they are quite easy to follow though. Dogs accepted and they provided dog beds and water for the dogs which was nice, the dogs are also allowed throughout the hotel. The views from the bedroom were amazing, as is the same from the lovely garden & terrace. Breakfast was great, lovely bread and the best marmalade ever, as well as cake, eggs, etc. bar is just open from 5pm but you can get a drink earlier if it takes your fancy"
Chris 2-night trip
Posted 20 hours ago
Palazzo Ravizza
Grand Hotel Continental Siena – Starhotels Collezione

Grand Hotel Continental Siena – Starhotels Collezione

10/10 Excellent
"Gorgeous hotel in the heart of historic Siena."
Steven 1-night trip
Posted 2 days ago
Grand Hotel Continental Siena – Starhotels Collezione
Hotel Italia

Hotel Italia

10/10 Excellent
"Staff and hotel was great."
Suzanne 1-night trip
Posted 3 days ago
Hotel Italia
Castello di Spaltenna- Small Luxury Hotels of the World

Castello di Spaltenna- Small Luxury Hotels of the World

10/10 Excellent
"Beautiful quaint 1000 year old monastery turned into a hotel! The staff was extremely accommodating and we really enjoyed our stay. Very easy to get around all of Tuscany from this hotel."
Michelle 3-night trip
Posted 4 days ago
Castello di Spaltenna- Small Luxury Hotels of the World
Il Chiostro del Carmine

Il Chiostro del Carmine

10/10 Excellent
"Great breakfast, stunning views of the Tuscan countryside and felt like walking into the past. Exactly as per the photos, a wonderful ambience, full of charm and character. Well located on the edge of the old town, less than 10 minutes walk to the centre. The staff were so friendly and helpful. I would not hesitate to recommend this hotel and hope to come back myself."
Katharine 3-night trip
Posted 5 days ago
Il Chiostro del Carmine
Fattoria di Vegi

Fattoria di Vegi

10/10 Excellent
"LOVE LOVE LOVE This was the highlight of our 2.5 week Toscana trip!! You won't regret booking. The space is stunning and newly opened and staff are welcoming and wonderful!"
Lauren 1-night trip
Posted 8 days ago
Fattoria di Vegi
Borgo Scopeto Wine & Country Relais

Borgo Scopeto Wine & Country Relais

10/10 Excellent
"Beautiful Borgo with views over Sienna and wonderful Tuscan countryside. In peak summer there is a family pool and adults only pool. The family pool was quiet and nice area to relax. About 20-30 mins to Siena we explored lots of lovely hill top places for dinner each night. Pool side dining was ok, club sandwiches that type of thing not extensive choice but adequate. Stunning views, good location to explore surrounding area. Would definitely recommend. I stayed with my family two boys age 9 and 13 and they loved it. Accommodation was very comfortable and spacious."
Louise 4-night trip
Posted 8 days ago
Borgo Scopeto Wine & Country Relais
Four Points by Sheraton Siena

Four Points by Sheraton Siena

8/10 Good
"Property seem reasonable, staff helpful, rooms are little small and dated, bathrooms need renovation."
Rajendra 3-night trip
Posted 10 days ago
Four Points by Sheraton Siena

More cheap accommodation in Montechiaro

Cannon d'Oro

Cannon d'Oro

Via Montanini 28 Siena SI
NZ$110
15 Nov - 16 Nov
includes taxes & fees
7.8/10 Good! (259 reviews)
Cannon d'Oro
Torre del Fuggisole

Torre del Fuggisole

Via di Fieravecchia 7 Siena SI
NZ$157
4 Nov - 5 Nov
includes taxes & fees
10/10 Exceptional! (50 reviews)
Torre del Fuggisole
Piccolo Hotel Etruria

Piccolo Hotel Etruria

Via delle Donzelle, 3 Siena SI
NZ$160
14 Nov - 15 Nov
includes taxes & fees
7.8/10 Good! (452 reviews)
Piccolo Hotel Etruria
Albergo Centrale

Albergo Centrale

Via Cecco Angiolieri 26 Siena SI
NZ$177
15 Nov - 16 Nov
includes taxes & fees
8.8/10 Excellent! (113 reviews)
Albergo Centrale
Porta Pispini Residence

Porta Pispini Residence

Via Baldassarre Peruzzi 33 Siena SI
NZ$280
17 Oct - 18 Oct
includes taxes & fees
Porta Pispini Residence
La Locanda di Casalmustia

La Locanda di Casalmustia

Piazza della Pieve 3 Trequanda SI
Get rates
8.6/10 Excellent! (44 reviews)
La Locanda di Casalmustia

Frequently asked questions

What is the best area to stay in Montechiaro?
The best area to stay in Montechiaro for a classic Tuscan experience is within the Montechiaro Estate itself, particularly around the historic Villa and its immediate surroundings.The Montechiaro Estate is a sprawling property that encompasses vineyards, olive groves, and the beautifully restored Villa. Staying here means you're right in the heart of the Chianti Classico region, with stunning views of the rolling hills and easy access to the estate's wine production facilities. The main area around the Villa offers a sense of tranquillity and exclusivity.Couples looking for a romantic escape will find the Montechiaro Estate ideal. You'll be surrounded by picturesque landscapes, superb for leisurely walks among the vines. The estate often hosts wine tastings and culinary experiences, providing a sophisticated and intimate way to explore Tuscan culture and cuisine.
When is the best time to go to Montechiaro?
The best time to go to Montechiaro is during the spring (April to May) and autumn (September to October) months.These periods offer pleasant weather, ideal for exploring the Tuscan countryside without the intense heat of summer or the cooler, sometimes rainy, conditions of winter. You'll find the landscape at its most picturesque, with rolling hills vibrant green in spring and rich with autumnal colours later in the year.For couples looking for a romantic getaway, these shoulder seasons provide a more tranquil experience. You can enjoy wine tastings at local vineyards, leisurely walks through olive groves, and dining al fresco in the evenings, all without the larger crowds often seen in peak summer. The mild temperatures are great for exploring the smaller hilltop towns nearby.Travellers interested in culinary experiences will also find these months rewarding. Spring brings fresh local produce, while autumn is harvest season, offering opportunities to participate in grape harvesting or truffle hunting, followed by delicious, seasonal meals.
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 Montechiaro.
How can I save on a hotel booking in Montechiaro with Expedia?
One Key™—Expedia's free travel rewards program—gives you instant access to discounts with Member Prices on Montechiaro 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 Montechiaro?
Prices for hotels in Montechiaro often vary, but you can find a great deal from NZ$96 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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