Find hotels in Pentolina from $75

Check prices for these dates

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Pentolina hotels

Hotiday Massa Marittima

Hotiday Massa Marittima
Massa Marittima
$52 nightly
The price is $66
Apr 19 - Apr 20
Total with taxes and fees
Hotiday Massa Marittima

Locanda Casalta

Locanda Casalta
Strove
$121 nightly
The price is $133
May 14 - May 15
Total with taxes and fees
Locanda Casalta

SI Montalcino Hotel

SI Montalcino Hotel
3.0 star property
Montalcino
9.2 out of 10, Wonderful, (378 reviews)
"The staff were friendly and very helpful & accommodating. The beds were comfortable and the breakfast was abundant and good options. A great place to stay."
United States
Mark
$135 nightly
The price is $158
Apr 19 - Apr 20
Total with taxes and fees
SI Montalcino Hotel

Podere Brizio

Podere Brizio
Montalcino
9.8 out of 10, Exceptional, (154 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
$213 nightly
The price is $244
Apr 19 - Apr 20
Total with taxes and fees
Podere Brizio

Hotel Ghibellino

Hotel Ghibellino
3.0 star property
Buonconvento
8.4 out of 10, Very Good, (44 reviews)
"Fabulous helpful staff"
Australia
Sue
Hotel Ghibellino

Villa Sabolini

Villa Sabolini
4.0 star property
Colle di Val d'Elsa
9.2 out of 10, Wonderful, (196 reviews)
"Beautiful Tuscan estate, lovely room, excellent breakfast "
Canada
Ariel
$123 nightly
The price is $140
Apr 23 - Apr 24
Total with taxes and fees
Villa Sabolini

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
$125 nightly
The price is $144
May 10 - May 11
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, (520 reviews)
"Everything is just perfect. And the breakfast buffet is the cherry on the cake !"
Canada
Cédric
$145 nightly
The price is $164
May 4 - May 5
Total with taxes and fees
La Certosa di Pontignano

One Belvedere Tuscany

One Belvedere Tuscany
Poggibonsi
$445 nightly
The price is $494
May 14 - May 15
Total with taxes and fees
One Belvedere Tuscany

L'Aia di Argia

L'Aia di Argia
Monteroni d'Arbia
9.2 out of 10, Wonderful, (17 reviews)
"Beautiful place to stay. Had some difficulties finding the place , but it's very cozy"
United States
mario
$71 nightly
The price is $83
Apr 29 - Apr 30
Total with taxes and fees
L'Aia di Argia

Villa Le Prata - Residenza del Vescovo

Villa Le Prata - Residenza del Vescovo
Montalcino
10.0 out of 10, Exceptional, (78 reviews)
"Great location. Great wine. Great staff. "
United States
Vincenzo
$378 nightly
The price is $427
Apr 16 - Apr 17
Total with taxes and fees
Villa Le Prata - Residenza del Vescovo

Hotel Borgo Antico

Hotel Borgo Antico
3.0 star property
Monteroni d'Arbia
8.8 out of 10, Excellent, (97 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
$87 nightly
The price is $102
Apr 16 - Apr 17
Total with taxes and fees
Hotel Borgo Antico

Capanna Suites

Capanna Suites
Montalcino
9.8 out of 10, Exceptional, (134 reviews)
"Absolutely amazing resort with amazing staff and service. Great food and beautiful spa experience. Highly reccommend anyone going to Tuscany to book here - you will not be disappointed ! "
Canada
Megan
$361 nightly
The price is $409
Apr 23 - Apr 24
Total with taxes and fees
Capanna Suites

Fattoria Pieve a Salti

Fattoria Pieve a Salti
Montalcino
9.0 out of 10, Wonderful, (40 reviews)
"Super stay !! "
Canada
Patryk
$106 nightly
The price is $122
Apr 19 - Apr 20
Total with taxes and fees
Fattoria Pieve a Salti

Fattoria di Vegi

Fattoria di Vegi
Castellina in Chianti
$311 nightly
The price is $349
May 3 - May 4
Total with taxes and fees
Fattoria di Vegi

Agriturismo San Sano

Agriturismo San Sano
3.0 star property
Gaiole in Chianti
10.0 out of 10, Exceptional, (84 reviews)
"The breakfast and rooms were perfect. The staff were very helpful. We loved the stay and will really visit again. "
Canada
Marinda
$87 nightly
The price is $101
Apr 22 - Apr 23
Total with taxes and fees
Agriturismo San Sano

Drogheria & Locanda Franci

Drogheria & Locanda Franci
Montalcino
10.0 out of 10, Exceptional, (22 reviews)
"Would stay here again."
United States
Martin
$299 nightly
The price is $340
May 6 - May 7
Total with taxes and fees
Drogheria & Locanda Franci

Hotel Vecchia Oliviera

Hotel Vecchia Oliviera
3.0 star property
Montalcino
9.6 out of 10, Exceptional, (63 reviews)
"Perfect location and wonderful staff!"
United States
Laura
$153 nightly
The price is $178
Apr 16 - Apr 17
Total with taxes and fees
Hotel Vecchia Oliviera

Castello

Castello
3.0 star property
Sovicille
8.6 out of 10, Excellent, (72 reviews)
"Great little place to stay overnight. "
United States
Ivona
$75 nightly
The price is $87
Apr 22 - Apr 23
Total with taxes and fees
Castello

Relais la Costa - Dimora Storica

Relais la Costa - Dimora Storica
Monteriggioni
9.6 out of 10, Exceptional, (73 reviews)
"Amazing spot with great views. All the staff were extremely friendly and helpful. Food onsite was great. "
Canada
Benjamin
$166 nightly
The price is $189
May 10 - May 11
Total with taxes and fees
Relais la Costa - Dimora Storica
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.
Save an average of 15% on thousands of hotels when you're signed in

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 $75 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.

Explore a world of travel with Expedia