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Our top choices for Pentolina hotels

PALAZZO DEL CARDINALE

PALAZZO DEL CARDINALE
Montalcino
$121 nightly
The price is $138
Jul 15 - Jul 16
Total with taxes and fees
PALAZZO DEL CARDINALE

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
$120 nightly
The price is $138
Jul 15 - Jul 16
Total with taxes and fees
Hotel Ristorante La Dama nella Vigna

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
$118 nightly
The price is $139
Jul 16 - Jul 17
Total with taxes and fees
La Certosa di Pontignano

SI Montalcino Hotel

SI Montalcino Hotel
3.0 star property
Montalcino
9.2 out of 10, Wonderful, (396 reviews)
"The hotel was absolutely stunning! Our room was spacious, and the beds were incredibly comfortable. The staff were warm, welcoming, and very informative throughout our stay. Breakfast was delicious, and there was no better way to start the day than with an espresso while enjoying the beautiful view. We had a wonderful experience and would definitely stay here again."
Canada
Jacqueline
$116 nightly
The price is $137
Jul 15 - Jul 16
Total with taxes and fees
SI Montalcino Hotel

Capanna Suites

Capanna Suites
Montalcino
9.8 out of 10, Exceptional, (147 reviews)
"We thoroughly enjoyed our stay at Capanna Suites - the property and room was very well thought out and beautiful, the sunset view was amazing and the staff were extremely helpful (thanks in particular to Giulia). We felt well recharged after our stay, especially after the spa session."
Singapore
Jonathan
$301 nightly
The price is $343
Jul 23 - Jul 24
Total with taxes and fees
Capanna Suites

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
$181 nightly
The price is $205
Jul 31 - Aug 1
Total with taxes and fees
Relais la Costa - Dimora Storica

Locanda Casalta

Locanda Casalta
Strove
8.0 out of 10, Very Good, (1 review)
"Ein einfaches Hotel ohne besondere Komponenten. Eine gute Unterkunft für Erkundungen der Gegend. Das angebotene Frueststueck in einer benachbarten Bar, als kontineltal beschrieben, empfand ich als enttäuschend, da es in keiner Weise den üblichen Anforderungen entsprach, eher einer komfortlosen Nahrungsaufnahme. Das Zimmer selbst sowie das Bad waren sauber, aber schlicht."
Germany
Manfred August
$101 nightly
The price is $111
Jul 19 - Jul 20
Total with taxes and fees
Locanda Casalta

Podere Brizio

Podere Brizio
Montalcino
9.8 out of 10, Exceptional, (162 reviews)
"Beautiful hotel, near to Montalcino and a lot winerys, very calm and charm the property Good breakfast Staff very kindly and attentive I recommend!!!!"
Mexico
Orlando Santini
$241 nightly
The price is $274
Aug 10 - Aug 11
Total with taxes and fees
Podere Brizio

Castello

Castello
3.0 star property
Sovicille
8.6 out of 10, Excellent, (76 reviews)
"Excellent location after visiting Siena, good restaurant, clean room with air conditioning, friendly staff, easy parking."
United Kingdom
Serdar Huseyin
$70 nightly
The price is $82
Jul 17 - Jul 18
Total with taxes and fees
Castello

Villa Sabolini

Villa Sabolini
4.0 star property
Colle di Val d'Elsa
9.2 out of 10, Wonderful, (217 reviews)
"Great Toscana hotel"
United States
Jose
$167 nightly
The price is $188
Aug 6 - Aug 7
Total with taxes and fees
Villa Sabolini

Villa Montarioso

Villa Montarioso
Montarioso
8.8 out of 10, Excellent, (140 reviews)
"One of the best places during our stay in italy"
Canada
Michael
$82 nightly
The price is $95
Jul 29 - Jul 30
Total with taxes and fees
Villa Montarioso

Agriturismo San Sano

Agriturismo San Sano
3.0 star property
Gaiole in Chianti
10.0 out of 10, Exceptional, (98 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
$117 nightly
The price is $133
Jul 16 - Jul 17
Total with taxes and fees
Agriturismo San Sano

Borgo Pignano Volterra Tuscany

Borgo Pignano Volterra Tuscany
5.0 star property
Volterra
10.0 out of 10, Exceptional, (92 reviews)
"A magical step back in time in the heart of beautiful Tuscany. Amazing accommodotation and excellent service."
Canada
Robert
$652 nightly
The price is $723
Aug 9 - Aug 10
Total with taxes and fees
Borgo Pignano Volterra Tuscany

Hotel Casafrassi

Hotel Casafrassi
4.0 star property
Castellina in Chianti
8.2 out of 10, Very Good, (225 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
$72 nightly
The price is $86
Jul 15 - Jul 16
Total with taxes and fees
Hotel Casafrassi

Fattoria Pieve a Salti

Fattoria Pieve a Salti
Montalcino
9.0 out of 10, Wonderful, (42 reviews)
"Super stay !! "
Canada
Patryk
$120 nightly
The price is $136
Jul 19 - Jul 20
Total with taxes and fees
Fattoria Pieve a Salti

Palace Hotel Due Ponti

Palace Hotel Due Ponti
3.0 star property
Due Ponti
8.4 out of 10, Very Good, (60 reviews)
"Exceptional service, good breakfast "
United States
borjan
$82 nightly
The price is $96
Jul 19 - Jul 20
Total with taxes and fees
Palace Hotel Due Ponti

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
$120 nightly
The price is $138
Jul 22 - Jul 23
Total with taxes and fees
Palazzo di Valli

Hotel More Di Cuna

Hotel More Di Cuna
3.0 star property
Monteroni d'Arbia
9.0 out of 10, Wonderful, (32 reviews)
"Wonderful property! Very attractive rooms, common areas and great restaurant! "
United States
Leigh
$112 nightly
The price is $129
Jul 15 - Jul 16
Total with taxes and fees
Hotel More Di Cuna

Mercure Petriolo Siena Terme Spa Hotel

Mercure Petriolo Siena Terme Spa Hotel
5.0 star property
Civitella Paganico
8.6 out of 10, Excellent, (254 reviews)
"We had a great time. I would recommend this hotel when in Tuscany. "
United States
Mike
$101 nightly
The price is $111
Jul 15 - Jul 16
Total with taxes and fees
Mercure Petriolo Siena Terme Spa Hotel

Villa Le Prata - Residenza del Vescovo

Villa Le Prata - Residenza del Vescovo
Montalcino
10.0 out of 10, Exceptional, (86 reviews)
"Great location. Great wine. Great staff. "
United States
Vincenzo
$515 nightly
The price is $578
Jul 19 - Jul 20
Total with taxes and fees
Villa Le Prata - Residenza del Vescovo
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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Top Pentolina Hotel Reviews

More cheap stays in Pentolina

Frequently asked questions

What is the best area to stay in Pentolina?
The best area to stay in Pentolina is within the historic village itself, particularly around the central Piazza della Cisterna.

This area is the heart of Pentolina, characterized by its narrow, winding cobblestone streets, stone buildings, and numerous artisan shops and trattorias. The Piazza della Cisterna, with its ancient well, serves as a natural gathering point and is surrounded by charming cafes and local businesses. From here, you can easily walk to the Collegiata di Santa Maria Assunta, the village's main church, and enjoy panoramic views of the Tuscan countryside.

Couples will find the historic village particularly appealing. The intimate setting, opportunities for romantic strolls through quiet alleyways, and access to local wine bars and fine dining establishments create an ideal backdrop for a relaxed getaway. Many accommodations here are renovated historic homes, offering a unique and authentic experience.

Families will also appreciate the convenience of staying within the village. The pedestrian-friendly streets mean children can explore freely, and the central location makes it easy to access local gelato shops and small parks.
When is the best time to go to Pentolina?
The best times to visit Pentolina are during the shoulder seasons of April to May and September to October, offering pleasant weather and fewer crowds.

During these months, the temperatures are moderate, ranging from the mid-60s to high 70s Fahrenheit (18-26°C), superb for exploring the Tuscan countryside. You'll find the landscapes lush and green in spring with wildflowers blooming, and in autumn, the vineyards are rich with color as the harvest begins. These periods allow for comfortable vineyard tours, scenic drives, and outdoor dining without the intense heat or larger tourist numbers of mid-summer.

For couples seeking a romantic and tranquil escape, these shoulder seasons are particularly ideal. The cooler evenings are superb for enjoying a glass of local wine on a terrace, and the reduced crowds mean a more intimate experience at popular attractions and local eateries.
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 Pentolina.
How can I save on a Pentolina hotel booking with Expedia?
With Expedia, you earn OneKeyCash™* on eligible Pentolina hotel bookings for every dollar you spend – just join our One Key™ travel rewards program to get started. It's free to join, and you'll unlock our lowest Member Prices as soon as you're signed in. On top of this, you could also save significantly by bundling your hotel and flights together on Expedia.

*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia, Hotels.com and Vrbo.
How much is the nightly rate at a Pentolina hotel?
Prices for hotels in Pentolina often vary, but you can find a great deal from $80 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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