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Our top choices for Montechiaro hotels

La Certosa di Pontignano

La Certosa di Pontignano
Castelnuovo Berardenga
9.4 out of 10, Exceptional, (521 reviews)
"Everything is just perfect. And the breakfast buffet is the cherry on the cake !"
Canada
Cédric
The price is £129
includes taxes & fees
19 Apr - 20 Apr
La Certosa di Pontignano

Castello di Tornano Wine Resort

Castello di Tornano Wine Resort
Gaiole in Chianti
9.0 out of 10, Wonderful, (101 reviews)
"Most beautiful stay with lovely staff"
Canada
Matthew
The price is £137
includes taxes & fees
19 Apr - 20 Apr
Castello di Tornano Wine Resort

Villa Montarioso

Villa Montarioso
Montarioso
8.6 out of 10, Excellent, (135 reviews)
"Quiet location not far from Siena. Has free parking and free light breakfast. "
United States
Aileen
The price is £72
includes taxes & fees
14 May - 15 May
Villa Montarioso

Palazzo Ravizza

Palazzo Ravizza
4.0 star property
Siena Historical Center
9.4 out of 10, Exceptional, (778 reviews)
"This is a gem and well worth the stay!!! So so amazing"
Canada
Line
The price is £185
includes taxes & fees
21 Apr - 22 Apr
Palazzo Ravizza

Four Points by Sheraton Siena

Four Points by Sheraton Siena
4.0 star property
Scacciapensieri
8.8 out of 10, Excellent, (588 reviews)
"Comfortable rooms, excellent breakfast, lovely pool, and service!"
United States
Anonymous traveller
The price is £134
includes taxes & fees
19 Apr - 20 Apr
Four Points by Sheraton Siena

Hotel Borgo San Luigi

Hotel Borgo San Luigi
4.0 star property
Monteriggioni
9.2 out of 10, Wonderful, (415 reviews)
"Really nice atmosphere for a tuscan experience "
Mexico
David
The price is £108
includes taxes & fees
19 Apr - 20 Apr
Hotel Borgo San Luigi

Villa Scacciapensieri Boutique Hotel

Villa Scacciapensieri Boutique Hotel
4.0 star property
Scacciapensieri
9.2 out of 10, Wonderful, (425 reviews)
"Fantastic surroundings, very peaceful & relaxing environment "
Canada
Aldo
The price is £167
includes taxes & fees
27 Apr - 28 Apr
Villa Scacciapensieri Boutique Hotel

Villa San Lucchese

Villa San Lucchese
4.0 star property
Poggibonsi
9.4 out of 10, Exceptional, (337 reviews)
"Beautiful place Great service "
United States
patricia
The price is £84
includes taxes & fees
6 May - 7 May
Villa San Lucchese

Hotel Chiusarelli

Hotel Chiusarelli
3.0 star property
Siena City Centre
8.8 out of 10, Excellent, (1,001 reviews)
"Clean and very friendly staff. Colazione was amazing"
United States
Steven
The price is £115
includes taxes & fees
20 Apr - 21 Apr
Hotel Chiusarelli

Villa Sabolini

Villa Sabolini
4.0 star property
Colle di Val d'Elsa
9.2 out of 10, Wonderful, (197 reviews)
"Beautiful Tuscan estate, lovely room, excellent breakfast "
Canada
Ariel
The price is £118
includes taxes & fees
28 Apr - 29 Apr
Villa Sabolini

Locanda le Piazze

Locanda le Piazze
4.0 star property
Castellina in Chianti
9.8 out of 10, Exceptional, (183 reviews)
"Great place to stay!! Plenty of vineyards and towns close by! "
United States
Conor
The price is £258
includes taxes & fees
23 Apr - 24 Apr
Locanda le Piazze

Hotel Palazzo San Lorenzo & SPA

Hotel Palazzo San Lorenzo & SPA
4.0 star property
Colle di Val d'Elsa
9.4 out of 10, Exceptional, (440 reviews)
"Very good place, clean, good service, great food, the rooms were amazing."
United States
lester
The price is £123
includes taxes & fees
4 May - 5 May
Hotel Palazzo San Lorenzo & SPA

Villa Ermellina Siena, a Tribute Portfolio Hotel

Villa Ermellina Siena, a Tribute Portfolio Hotel
4.0 star property
Camollia
8.6 out of 10, Excellent, (12 reviews)
"Unique and cozy prot"
United States
Kristine
The price is £180
includes taxes & fees
21 Apr - 22 Apr
Villa Ermellina Siena, a Tribute Portfolio Hotel

Hotel Il Viandante

Hotel Il Viandante
3.0 star property
Terranuova Bracciolini
9.2 out of 10, Wonderful, (163 reviews)
"Our girls loved having the upstairs to themselves, the staff was friendly and helpful, and the breakfast was *delicious!*"
United States
Michelle
The price is £97
includes taxes & fees
10 May - 11 May
Hotel Il Viandante

Il Verreno

Il Verreno
Ambra
9.8 out of 10, Exceptional, (54 reviews)
"Absolutely loved our stay! Beautiful property, comfortable beds, and the most kind and attentive staff. Recommend to anyone wanting to stay in the area! "
United States
Renee
The price is £183
includes taxes & fees
19 Apr - 20 Apr
Il Verreno

Villa Casalecchi Country Hotel

Villa Casalecchi Country Hotel
4.0 star property
Castellina in Chianti
9.2 out of 10, Wonderful, (117 reviews)
"The property is an expansive old estate with a lot of charm and privacy. Staff were wonderful and friendly. We will definitely stay again on our next trip to Tuscany!"
United States
Brian
The price is £123
includes taxes & fees
27 Apr - 28 Apr
Villa Casalecchi Country Hotel

Hotel Athena

Hotel Athena
4.0 star property
Siena Historical Center
9.2 out of 10, Wonderful, (1,012 reviews)
"We really loved the Hotel Athena. The room was very clean, the staff were lovely and the location was great."
Canada
Erin
The price is £190
includes taxes & fees
22 Apr - 23 Apr
Hotel Athena

Hotel Ristorante La Dama nella Vigna

Hotel Ristorante La Dama nella Vigna
Monteriggioni
9.4 out of 10, Exceptional, (35 reviews)
"Very nice staff and very nice place to stay."
United Kingdom
Ryan
The price is £110
includes taxes & fees
10 May - 11 May
Hotel Ristorante La Dama nella Vigna

Relais Castel Bigozzi

Relais Castel Bigozzi
4.0 star property
Monteriggioni
8.8 out of 10, Excellent, (243 reviews)
"Great location, facility, staff, views and restaurant. Ideal for seclusion. "
United States
Innokentiy
The price is £125
includes taxes & fees
18 Apr - 19 Apr
Relais Castel Bigozzi

Palazzo di Valli

Palazzo di Valli
3.0 star property
Siena
9.6 out of 10, Exceptional, (418 reviews)
"Room was exceptionally clean, and the breakfasts included many delicious options. Proprietors were very helpful about the area. We highly recommend the walking tour of Siena that was booked for us by Lorenzo. "
United States
Jane
The price is £143
includes taxes & fees
28 Apr - 29 Apr
Palazzo di Valli
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Top Montechiaro Hotel Reviews

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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, 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 Montechiaro.
How can I save on a Montechiaro hotel booking with Expedia?
Members always get our best prices. Find our best Montechiaro hotel deals by joining Expedia's free travel rewards program today. As a member, you can unlock instant savings and member perks when you're logged in to your account. Another tip is to book your hotel and flights together on Expedia, where bundling can result in significant savings.
How much is the nightly rate at a Montechiaro hotel?
Prices for hotels in Montechiaro often vary, but you can find a great deal from £56 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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