A lush green landscape with a swimming pool, a tall tree, and a stone building.

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Our top choices for Pianella hotels

Hotel Ristorante La Dama nella Vigna

Hotel Ristorante La Dama nella Vigna
Monteriggioni
9.4 out of 10, Exceptional, (44 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 NZ$237
includes taxes & fees
15 July - 16 July
Hotel Ristorante La Dama nella Vigna

Chapter Chianti

Chapter Chianti
5.0 star property
Cavriglia
The price is NZ$658
includes taxes & fees
13 July - 14 July
Chapter Chianti

Castello di Tornano Wine Resort

Castello di Tornano Wine Resort
Gaiole in Chianti
9.2 out of 10, Wonderful, (110 reviews)
"Great breakfast options, amazing views, peaceful atmosphere, great lunch and dinner, and of course amazing wine."
United States
Austin
The price is NZ$462
includes taxes & fees
11 July - 12 July
Castello di Tornano Wine Resort

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 NZ$298
includes taxes & fees
5 July - 6 July
La Certosa di Pontignano

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 NZ$382
includes taxes & fees
15 July - 16 July
Castello Vicchiomaggio

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 NZ$278
includes taxes & fees
8 July - 9 July
Agriturismo San Sano

Agriturismo SOLE

Agriturismo SOLE
Trequanda
The price is NZ$500
includes taxes & fees
1 July - 2 July
Agriturismo SOLE

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 NZ$170
includes taxes & fees
4 July - 5 July
Palace Hotel Due Ponti

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 NZ$606
includes taxes & fees
27 July - 28 July
Dievole Wine Resort

Villa Sabolini

Villa Sabolini
4.0 star property
Colle di Val d'Elsa
9.2 out of 10, Wonderful, (215 reviews)
"Great Toscana hotel"
United States
Jose
The price is NZ$390
includes taxes & fees
31 July - 1 Aug
Villa Sabolini

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 NZ$245
includes taxes & fees
12 July - 13 July
Palazzo di Valli

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 NZ$513
includes taxes & fees
6 July - 7 July
Castello La Leccia

Hotel Borgo Antico

Hotel Borgo Antico
3.0 star property
Monteroni d'Arbia
8.8 out of 10, Excellent, (99 reviews)
"A hidden gem on the Via Francigena. We loved our stay after a day of walking from Siena. Delicious food too. "
United Kingdom
Charles
The price is NZ$178
includes taxes & fees
5 July - 6 July
Hotel Borgo Antico

Il Verreno

Il Verreno
Ambra
9.8 out of 10, Exceptional, (64 reviews)
"I absolutely love this hotel! This is the second year I've stayed here and it's absolutely beautiful, the food is delicious, and the staff is top notch. I highly recommend for anyone who wants to explore beautiful Tuscany."
United States
Marc
The price is NZ$505
includes taxes & fees
1 July - 2 July
Il Verreno

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 NZ$402
includes taxes & fees
31 July - 1 Aug
Relais la Costa - Dimora Storica

Castello

Castello
3.0 star property
Sovicille
8.6 out of 10, Excellent, (75 reviews)
"This hotel was fantastic! A gem, off the beaten path. Plenty of space and quiet accompanied by crisp fresh air. The restaurant in the hotel lobby was delicious and affordable. I hope to return here."
United States
Martin
The price is NZ$162
includes taxes & fees
5 July - 6 July
Castello

Borgo San Felice Resort

Borgo San Felice Resort
5.0 star property
Castelnuovo Berardenga
9.8 out of 10, Exceptional, (85 reviews)
"Absolutely wonderful!"
Canada
Cynthia
The price is NZ$1,571
includes taxes & fees
27 July - 28 July
Borgo San Felice Resort

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 NZ$417
includes taxes & fees
23 July - 24 July
Castello di Leonina Relais

Fattoria di Vegi

Fattoria di Vegi
Castellina in Chianti
9.8 out of 10, Exceptional, (7 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 NZ$702
includes taxes & fees
17 July - 18 July
Fattoria di Vegi

Hotel Il Viandante

Hotel Il Viandante
3.0 star property
Terranuova Bracciolini
9.2 out of 10, Wonderful, (166 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 NZ$221
includes taxes & fees
5 July - 6 July
Hotel Il Viandante
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Learn more about Pianella

Check out Chianti Sculpture Park and Siena Circuit—just a couple of the sights around Pianella.

A lush green landscape with a swimming pool, a tall tree, and a stone building.
Photo by Michael Pennick
Open Photo by Michael Pennick

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Frequently asked questions

What is the best area to stay in Pianella?
The best area to stay in Pianella is within the village itself for convenience and local experience, or in a secluded villa just outside for a more private retreat.

Pianella is a small, traditional Tuscan village. Staying directly in Pianella means you're within walking distance of the local shop, a couple of restaurants, and the village's central piazza. It's a charming base for experiencing everyday Italian life and offers easy access to the surrounding countryside.

For couples seeking a romantic and quiet escape, a villa or agriturismo just outside Pianella village would be ideal. These properties often feature private pools, expansive gardens, and stunning views of the rolling Tuscan hills, providing a luxurious and peaceful setting. They offer a sense of seclusion while still being a short drive from the village amenities and the wider Chianti region.
When is the best time to go to Pianella?
The best time to go to Pianella is during the spring (April to June) and autumn (September to October) months.

During these periods, the weather is pleasantly warm and sunny, making it ideal for exploring the Tuscan countryside. You'll find the vineyards and olive groves at their most picturesque, either bursting with new growth in spring or rich with harvest colours in autumn. The temperatures are comfortable for outdoor activities like cycling or visiting local wineries without the intense heat of summer.

Couples looking for a romantic escape will particularly appreciate these seasons. The spring brings blooming wildflowers and fewer crowds than the peak summer months, allowing for more intimate experiences at local trattorias and quiet strolls through mediaeval villages. In autumn, the region celebrates the grape and olive harvests, offering unique opportunities to participate in local festivals and taste fresh produce.

For those who prefer a quieter experience and cooler temperatures, late autumn (October) can also be a good option, as the tourist numbers begin to drop significantly.
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 Pianella.
How can I save on a hotel booking in Pianella with Expedia?
One Keyā„¢ – Expedia's free travel rewards programme – gives you instant access to perks and Member Prices on Pianella hotels. Plus, you'll earn OneKeyCashā„¢* 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 Pianella?
Prices for hotels in Pianella often vary, but you can find a great deal from NZ$137 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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