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Our top choices for Montegonzi hotels

Chapter Chianti a Member of Design Hotels

Chapter Chianti a Member of Design Hotels
5.0 star property
Cavriglia
The price is CA $472
CA $529 total
includes taxes & fees
Jul 13 - Jul 14
Chapter Chianti a Member of Design Hotels

La Certosa di Pontignano

La Certosa di Pontignano
Castelnuovo Berardenga
9.4 out of 10, Exceptional, (546 reviews)
"Amazing property, loved staying there. Huge rooms, AC worked well, beautiful setting. It’s well worth your time to stay there"
United States
Ken
The price is CA $202
CA $235 total
includes taxes & fees
Jul 7 - Jul 8
La Certosa di Pontignano

Hotel Ristorante La Dama nella Vigna

Hotel Ristorante La Dama nella Vigna
Monteriggioni
9.4 out of 10, Exceptional, (45 reviews)
"One of our favorite stays in Italy! Few number of rooms which makes it feel very relaxing and comfortable. Staff was friendly and helpful."
Canada
Yael
The price is CA $166
CA $190 total
includes taxes & fees
Jul 30 - Jul 31
Hotel Ristorante La Dama nella Vigna

Castello di Tornano Wine Resort

Castello di Tornano Wine Resort
Gaiole in Chianti
9.2 out of 10, Wonderful, (111 reviews)
"Great breakfast options, amazing views, peaceful atmosphere, great lunch and dinner, and of course amazing wine."
United States
Austin
The price is CA $326
CA $372 total
includes taxes & fees
Jul 7 - Jul 8
Castello di Tornano Wine Resort

Agriturismo San Sano

Agriturismo San Sano
3.0 star property
Gaiole in Chianti
10.0 out of 10, Exceptional, (97 reviews)
"This place is amazing. Wonderful drive to the hotel and the solitude is so great. The breakfast was amazing. Staff was very friendly for our stay. Definitely go back."
Canada
Shawn
The price is CA $197
CA $223 total
includes taxes & fees
Jul 16 - Jul 17
Agriturismo San Sano

Castello Vicchiomaggio

Castello Vicchiomaggio
Greve in Chianti
9.4 out of 10, Exceptional, (396 reviews)
"The hotel is beautiful."
United States
Ruth
The price is CA $247
CA $271 total
includes taxes & fees
Jul 12 - Jul 13
Castello Vicchiomaggio

Palace Hotel Due Ponti

Palace Hotel Due Ponti
3.0 star property
Due Ponti
8.4 out of 10, Very good, (60 reviews)
"A little far away from Siena, but buses came by regularly and taxi's only cost about 12 Euros to get you to and from Siena."
United States
Jack
The price is CA $117
CA $137 total
includes taxes & fees
Jul 10 - Jul 11
Palace Hotel Due Ponti

Torre a Cona Wine Estate

Torre a Cona Wine Estate
Rignano sull'Arno
9.6 out of 10, Exceptional, (101 reviews)
"Everything from the welcome at the start of our stay, until the moment we checked out was fantastic. The location is breathtaking, the rooms and pool were amazing."
United Kingdom
Tom
The price is CA $395
CA $439 total
includes taxes & fees
Aug 4 - Aug 5
Torre a Cona Wine Estate

Castello di Leonina Relais

Castello di Leonina Relais
4.0 star property
Asciano
9.0 out of 10, Wonderful, (133 reviews)
"Really enjoyed our stay, clean room and property. Very quiet place with a nice pool."
Canada
Meghan
The price is CA $268
CA $305 total
includes taxes & fees
Jul 8 - Jul 9
Castello di Leonina Relais

Castello La Leccia

Castello La Leccia
Castellina in Chianti
10.0 out of 10, Exceptional, (111 reviews)
"Amazing property with great staff."
United States
Samuel
The price is CA $281
CA $316 total
includes taxes & fees
Jul 6 - Jul 7
Castello La Leccia

Dievole Wine Resort

Dievole Wine Resort
Castelnuovo Berardenga
9.6 out of 10, Exceptional, (197 reviews)
"Beautiful property and very friendly helpful staff"
Canada
Pamela
The price is CA $475
CA $535 total
includes taxes & fees
Jul 15 - Jul 16
Dievole Wine Resort

Hotel Casafrassi

Hotel Casafrassi
4.0 star property
Castellina in Chianti
8.2 out of 10, Very good, (222 reviews)
"Incredible place to stay in the Chianti region. Beautiful grounds, amazing food, clean and comfortable rooms, and incredible staff. Location was perfect too! "
United States
Alex
The price is CA $80
CA $114 total
includes taxes & fees
Jul 6 - Jul 7
Hotel Casafrassi

Palagina la cascina

Palagina la cascina
Figline e Incisa Valdarno
9.0 out of 10, Wonderful, (123 reviews)
"Amazing hotel with beautiful territory"
United States
Igor
The price is CA $106
CA $120 total
includes taxes & fees
Jul 8 - Jul 9
Palagina la cascina

Relais la Costa - Dimora Storica

Relais la Costa - Dimora Storica
Monteriggioni
9.6 out of 10, Exceptional, (79 reviews)
"Whole place felt amazing, staff was super! Def recommend!"
United States
Roberto Javier Sanz
The price is CA $289
CA $326 total
includes taxes & fees
Jul 31 - Aug 1
Relais la Costa - Dimora Storica

Palazzo di Valli

Palazzo di Valli
3.0 star property
Siena
9.6 out of 10, Exceptional, (424 reviews)
"We had a blast, and the proprietors were fantastic. They had plenty of local knowledge and seemed to have a real passion for what they do. Plus the venue is wonderful, and they have the best patio with views of the Tuscan hills. Would recommend, and would stay again."
United States
John
The price is CA $154
CA $177 total
includes taxes & fees
Jul 12 - Jul 13
Palazzo di Valli

Belvedere di San Leonino

Belvedere di San Leonino
4.0 star property
Castellina in Chianti
9.6 out of 10, Exceptional, (186 reviews)
"Very clean and amazing staff. And the room is at such a nice and rich location with a beautiful view."
United States
Christopher
The price is CA $191
CA $220 total
includes taxes & fees
Jul 10 - Jul 11
Belvedere di San Leonino

Hotel Palazzo San niccolò & Spa

Hotel Palazzo San niccolò & Spa
4.0 star property
Radda in Chianti
9.2 out of 10, Wonderful, (188 reviews)
"Everything was awesome, the hotel staff was very helpful and friendly."
United States
gary
The price is CA $148
CA $173 total
includes taxes & fees
Jul 13 - Jul 14
Hotel Palazzo San niccolò & Spa

Il Borro - Relais & Châteaux

Il Borro - Relais & Châteaux
Loro Ciuffenna
9.2 out of 10, Wonderful, (106 reviews)
"Best hospitality!!! Amazing property and activities! Loved our stay :)"
United States
Miguel A
The price is CA $949
CA $1,044 total
includes taxes & fees
Aug 1 - Aug 2
Il Borro - Relais & Châteaux

Fattoria di Vegi

Fattoria di Vegi
Castellina in Chianti
9.8 out of 10, Exceptional, (8 reviews)
"This property has been under renovation for the past few years, with about another year of construction still to go. They are transforming an old winery into what will eventually be a 5- or 6-star resort, complete with a spa and other amenities. We stayed for two nights with our 11- and 13-year-olds and booked a family suite. The master bedroom bed was extremely comfortable, and the kids’ fold-out bed was large and surprisingly comfortable as well. The bathroom was brand new and had a door...
United States
Brian
The price is CA $493
CA $552 total
includes taxes & fees
Jul 19 - Jul 20
Fattoria di Vegi

Borgo Del Cabreo

Borgo Del Cabreo
Greve in Chianti
10.0 out of 10, Exceptional, (278 reviews)
"beautiful hotel! staff is so friendly, we had a great time "
United Kingdom
joseph
The price is CA $383
CA $427 total
includes taxes & fees
Jul 11 - Jul 12
Borgo Del Cabreo
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Frequently asked questions

When is the best time to go to Montegonzi?
The best time to go to Montegonzi is during the spring (April to June) or autumn (September to October) months for pleasant weather and fewer crowds.

During these periods, the Tuscan countryside around Montegonzi is particularly beautiful. Spring brings blooming wildflowers and vibrant green hills, while autumn offers stunning colours as the vineyards prepare for harvest. The temperatures are comfortable for exploring the local villages, enjoying outdoor dining, and taking scenic drives through the Chianti hills.

Couples looking for a romantic getaway will find these seasons ideal. You can enjoy long walks through olive groves, wine tastings at nearby vineyards, and leisurely meals on terraces with panoramic views without the peak summer heat or the larger crowds. It's a superb time for a relaxed and picturesque holiday.

Families travelling with children will also appreciate the milder weather, making outdoor activities like cycling or exploring the historic castles more enjoyable.
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 Montegonzi.
How can I save on a Montegonzi hotel booking with Expedia?
Members always get our best prices. Find our best Montegonzi 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 Montegonzi hotel?
Prices for hotels in Montegonzi often vary, but you can find a great deal from CA $110 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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