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Our top choices for Piancastagnaio hotels

Convento San Bartolomeo

Convento San Bartolomeo
Piancastagnaio
9.8 out of 10, Exceptional, (48 reviews)
"Very nice historic property. "
United States
Harrison
The price is CA $175
CA $199 total
includes taxes & fees
Mar 22 - Mar 23
Convento San Bartolomeo

Agriturismo Il Sentiero

Agriturismo Il Sentiero
Acquapendente
8.2 out of 10, Very good, (48 reviews)
"Quite vlean place and friendly owners"
United States
Volkan
Agriturismo Il Sentiero

Wine Relais in Montecucco

Wine Relais in Montecucco
Cinigiano
9.8 out of 10, Exceptional, (17 reviews)
"The hotel was really beautiful! My husband and I really loved it. It has amazing views around and it was wonderful overall. The only thing though was that we would’ve like to have more food options but everything in the menu was delicious "
United States
Delma
The price is CA $264
CA $294 total
includes taxes & fees
Apr 1 - Apr 2
Wine Relais in Montecucco

Agriturismo La Sovana

Agriturismo La Sovana
Sarteano
9.6 out of 10, Exceptional, (84 reviews)
"This family owned property was amazing "
United States
Gary
The price is CA $185
CA $210 total
includes taxes & fees
Mar 29 - Mar 30
Agriturismo La Sovana

Locanda In Tuscany

Locanda In Tuscany
Castiglione d'Orcia
9.6 out of 10, Exceptional, (19 reviews)
"Our stay at Locanda in Tuscany was nothing short of spectacular. Nestled in the heart of the Tuscan countryside, the hotel offers breathtaking views that capture the essence of this picturesque region. The staff were exceptional, anticipating our needs and promptly responding to all our requests, from arranging wine tastings to making dining reservations. The rooms were beautifully appointed with luxurious amenities that blended seamlessly with the rustic charm of the surroundings. Our daughter...
India
Shashidhar
The price is CA $406
CA $453 total
includes taxes & fees
Apr 3 - Apr 4
Locanda In Tuscany

Hotel Osteria Dell Orcia

Hotel Osteria Dell Orcia
4.0 star property
Castiglione d'Orcia
9.6 out of 10, Exceptional, (46 reviews)
"Beautiful place in the Tuscan countryside. Excellent food and service. We had a lovely 2 night stay."
Denmark
Nick
The price is CA $321
CA $363 total
includes taxes & fees
Mar 18 - Mar 19
Hotel Osteria Dell Orcia

Castello Di Vicarello

Castello Di Vicarello
Cinigiano
9.6 out of 10, Exceptional, (25 reviews)
"AMAZING PROPERTY!"
United States
Vanessa
Castello Di Vicarello

Hotel Vannucci

Hotel Vannucci
4.0 star property
Citta della Pieve
9.6 out of 10, Exceptional, (170 reviews)
"Great hotel and excellent service. "
Canada
Loredana
The price is CA $272
CA $305 total
includes taxes & fees
Mar 31 - Apr 1
Hotel Vannucci

LOCANDA DELLA PICCA

LOCANDA DELLA PICCA
Citta della Pieve
10.0 out of 10, Exceptional, (13 reviews)
"Am amazing view great food and excellent place to stay."
United States
Sergio E
The price is CA $192
CA $217 total
includes taxes & fees
Mar 15 - Mar 16
LOCANDA DELLA PICCA

The Monteleone

The Monteleone
Monteleone d'Orvieto
9.8 out of 10, Exceptional, (9 reviews)
"What a great find! A beautifully renovated property in a charming area of Umbria. There were many types of rooms to choose from. Our room was spacious and modern yet comfortable. Anna at reception was so friendly and helpful! The buffet breakfast included many choices of pastries, fruit, and hot and cold choices. I highly recommend a stay at the Monteleone!"
United States
Douglas
The price is CA $190
CA $209 total
includes taxes & fees
Mar 24 - Mar 25
The Monteleone

Casale Serena 1912

Casale Serena 1912
Fabro
9.4 out of 10, Exceptional, (32 reviews)
"excellent experience"
United States
wayne
Casale Serena 1912

Monteverdi Tuscany

Monteverdi Tuscany
Sarteano
9.2 out of 10, Wonderful, (12 reviews)
"Everything was absolutely fantastic - the houses, the staff, the room and the food"
Sweden
Carl
The price is CA $1,050
CA $1,162 total
includes taxes & fees
Mar 15 - Mar 16
Monteverdi Tuscany

Terra Antica Resort

Terra Antica Resort
Montepulciano
10.0 out of 10, Exceptional, (21 reviews)
"Great stay in Montepulciano "
United States
Jonathan
The price is CA $286
CA $585 total
includes taxes & fees
Mar 9 - Mar 10
Terra Antica Resort

Locanda del Loggiato

Locanda del Loggiato
3.0 star property
San Quirico d'Orcia
9.2 out of 10, Wonderful, (35 reviews)
"Location, nice staff, clean, beauty of this place: unique. "
Canada
Chucri
The price is CA $231
CA $261 total
includes taxes & fees
Mar 31 - Apr 1
Locanda del Loggiato

Wellness Center Casanova Hotel e SPA

Wellness Center Casanova Hotel e SPA
3.0 star property
San Quirico d'Orcia
8.4 out of 10, Very good, (136 reviews)
"Wonderful. Would love to stay there again. "
Canada
Zvi
Wellness Center Casanova Hotel e SPA

Porsenna Resort

Porsenna Resort
Castiglione del Lago
9.4 out of 10, Exceptional, (46 reviews)
"Fantastic stay!"
United States
Lynn
The price is CA $184
CA $209 total
includes taxes & fees
Apr 1 - Apr 2
Porsenna Resort

Albergo Le Terme

Albergo Le Terme
4.0 star property
San Quirico d'Orcia
9.0 out of 10, Wonderful, (68 reviews)
"Very good hotel. The parking is a little bit far, good breakfast, i will recommend 👌 "
United States
liad
The price is CA $349
CA $392 total
includes taxes & fees
Mar 24 - Mar 25
Albergo Le Terme

Locanda Vesuna

Locanda Vesuna
3.0 star property
Trequanda
9.4 out of 10, Exceptional, (52 reviews)
"Such a quiet and beautiful property, the hosts provided everything that was needed, and the location was great for visiting local Cantinas and Vineyards "
United States
Justin
The price is CA $127
CA $144 total
includes taxes & fees
Mar 11 - Mar 12
Locanda Vesuna

L'Orto delle Terme

L'Orto delle Terme
San Quirico d'Orcia
9.6 out of 10, Exceptional, (33 reviews)
"Amazing stay. Very happy with all aspects "
United States
John
The price is CA $192
CA $217 total
includes taxes & fees
Mar 9 - Mar 10
L'Orto delle Terme

La Posta Hotel & Thermal Spa

La Posta Hotel & Thermal Spa
5.0 star property
San Quirico d'Orcia
9.6 out of 10, Exceptional, (70 reviews)
"Enjoyed our stay to the fullest!"
United States
Anna
The price is CA $537
CA $599 total
includes taxes & fees
Mar 18 - Mar 19
La Posta Hotel & Thermal Spa
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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Learn more about Piancastagnaio

Medieval stone buildings surround Piancastagnaio's central piazza where the annual chestnut festival transforms the town each October. Climb the impressive Rocca Aldobrandesca fortress for panoramic views of Monte Amiata's forested slopes and nearby Tuscan villages.

View of rootops of Piancastagnaio with countryside - Italy

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Frequently asked questions

What is the best area to stay in Piancastagnaio?
The best area to stay in Piancastagnaio is the historic centre, known for its mediaeval charm and convenient access to local life.

This area is characterised by narrow, winding cobblestone streets, stone buildings, and a slower pace of life. You'll find the main square, Piazza Chiappini, at its heart, along with the imposing Aldobrandeschi Fortress nearby. It's a compact and walkable district, superb for those who enjoy exploring on foot.

Couples often find the historic centre ideal for a romantic getaway. The quiet streets and historic setting provide a lovely backdrop for leisurely strolls, and there are several small, family-run restaurants offering authentic Tuscan cuisine. It's also well-placed for day trips to nearby thermal baths or Montalcino's vineyards.

For families, staying slightly outside the immediate historic centre but still within easy reach, perhaps in one of the agriturismo properties just on the outskirts, offers more space and amenities like swimming pools.
When is the best time to go to Piancastagnaio?
The best time to go to Piancastagnaio is during the late spring (May to early June) and early autumn (September to October) for pleasant weather and fewer crowds.

During these shoulder seasons, the weather is typically warm and sunny, ideal for exploring the surrounding Tuscan countryside and the Monte Amiata region without the intense heat of mid-summer. You'll find the vineyards and olive groves at their most picturesque, superb for leisurely drives or walks.

For those who prefer a livelier atmosphere and don't mind warmer temperatures, July and August are also good options. While these months are the busiest, they offer a full schedule of local festivals and events, particularly around the Ferragosto holiday in mid-August.
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 Piancastagnaio.
How can I save on a Piancastagnaio hotel booking with Expedia?
Members always get our best prices. Find our best Piancastagnaio 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 Piancastagnaio hotel?
Prices for hotels in Piancastagnaio often vary, but you can find a great deal from CA $53 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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