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Tonight
Aug 28 - Aug 29
Tomorrow
Aug 29 - Aug 30
This weekend
Aug 28 - Aug 30
Next weekend
Sep 4 - Sep 6

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Our top choices for Pentolina hotels

1. Relais Le Macine di Stigliano

Relais Le Macine di Stigliano
Sovicille
United States
Trevor
$227 nightly
$255 total
Aug 30 - Aug 31
Total with taxes and fees
Relais Le Macine di Stigliano

2. Villa Montarioso

Villa Montarioso
Montarioso
Canada
Michael
$82 nightly
$96 total
Sep 28 - Sep 29
Total with taxes and fees
Villa Montarioso

3. La Certosa di Pontignano

La Certosa di Pontignano
Castelnuovo Berardenga
United States
Edyta
$89 nightly
$107 total
Sep 8 - Sep 9
Total with taxes and fees
La Certosa di Pontignano

4. Mercure Petriolo Siena Terme Spa Hotel

Mercure Petriolo Siena Terme Spa Hotel
Civitella Paganico
United States
Mike
$87 nightly
$96 total
Aug 29 - Aug 30
Total with taxes and fees
Mercure Petriolo Siena Terme Spa Hotel

5. Palace Hotel Due Ponti

Palace Hotel Due Ponti
Due Ponti
United States
borjan
$87 nightly
$102 total
Sep 13 - Sep 14
Total with taxes and fees
Palace Hotel Due Ponti

6. Relais la Costa - Dimora Storica

Relais la Costa - Dimora Storica
Monteriggioni
United States
Roberto Javier Sanz
$177 nightly
$201 total
Aug 30 - Aug 31
Total with taxes and fees
Relais la Costa - Dimora Storica

7. Hotel Ristorante La Dama nella Vigna

Hotel Ristorante La Dama nella Vigna
Monteriggioni
Norway
Allan
$127 nightly
$145 total
Aug 30 - Aug 31
Total with taxes and fees
Hotel Ristorante La Dama nella Vigna

8. Borgo Santo Pietro

Borgo Santo Pietro
Chiusdino
United States
Rachel
$1,054 nightly
$1,171 total
Aug 30 - Aug 31
Total with taxes and fees
Borgo Santo Pietro

9. Hotel Palazzo dei Priori

Hotel Palazzo dei Priori
Siena
Australia
Kerry
$79 nightly
$93 total
Aug 30 - Aug 31
Total with taxes and fees
Hotel Palazzo dei Priori

10. Palazzo di Valli

Palazzo di Valli
Siena
United States
Payton
$139 nightly
$159 total
Aug 30 - Aug 31
Total with taxes and fees
Palazzo di Valli

11. Villa Sabolini

Villa Sabolini
Colle di Val d'Elsa
United States
Jose
$196 nightly
$220 total
Sep 28 - Sep 29
Total with taxes and fees
Villa Sabolini

12. Il Chiostro del Carmine

Il Chiostro del Carmine
Siena Historical Center
United Kingdom
Isabelle
$102 nightly
$116 total
Aug 29 - Aug 30
Total with taxes and fees
Il Chiostro del Carmine

13. Hotel Borgo Antico

Hotel Borgo Antico
Monteroni d'Arbia
United Kingdom
Charles
$88 nightly
$103 total
Aug 30 - Aug 31
Total with taxes and fees
Hotel Borgo Antico

14. Hotel Chiusarelli

Hotel Chiusarelli
Siena City Centre
Canada
sharon
$106 nightly
$122 total
Sep 1 - Sep 2
Total with taxes and fees
Hotel Chiusarelli

15. Four Points by Sheraton Siena

Four Points by Sheraton Siena
Scacciapensieri
Australia
Raul
$152 nightly
$173 total
Aug 31 - Sep 1
Total with taxes and fees
Four Points by Sheraton Siena

16. Hotel Ristorante Piccolo Chianti

Hotel Ristorante Piccolo Chianti
Acquacalda
United States
Michael
$90 nightly
$104 total
Aug 31 - Sep 1
Total with taxes and fees
Hotel Ristorante Piccolo Chianti

17. Hotel Executive

Hotel Executive
Scacciapensieri
United Kingdom
Susan
$80 nightly
$93 total
Sep 27 - Sep 28
Total with taxes and fees
Hotel Executive

18. Hotel Borgo San Luigi

Hotel Borgo San Luigi
Monteriggioni
Canada
Sara
$203 nightly
$232 total
Aug 30 - Aug 31
Total with taxes and fees
Hotel Borgo San Luigi

19. Relais Castel Bigozzi

Relais Castel Bigozzi
Monteriggioni
United States
Paul
$138 nightly
$160 total
Aug 30 - Aug 31
Total with taxes and fees
Relais Castel Bigozzi

20. PALAZZO DEL CARDINALE

PALAZZO DEL CARDINALE
Montalcino
$117 nightly
$133 total
Sep 27 - Sep 28
Total with taxes and fees
PALAZZO DEL CARDINALE
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Top Pentolina Hotel Reviews

Castello di Leonina Relais

Castello di Leonina Relais

10/10 Excellent
"We stayed 4 days and are so glad we stayed here. The area has a restaurant right outside with the best view where they serve lunch and dinner. They also have a bar and a pool. It’s an old castle and yet they keep it clean and pretty restored. Breakfast buffet in the morning was included for us. The bathroom comment from others might be from not understanding how to use it as you have to pump the button several times to flush. The staff was wonderful and helpful. They spoke English and some Spanish."
Mariela 4-night trip
Posted 4 hours ago
Castello di Leonina Relais
Grand Hotel Continental Siena – Starhotels Collezione

Grand Hotel Continental Siena – Starhotels Collezione

10/10 Excellent
"Great location, beautiful rooms, wonderful staff!"
Lisa 1-night trip
Posted 10 hours ago
Grand Hotel Continental Siena – Starhotels Collezione
Hotel Chiusarelli

Hotel Chiusarelli

10/10 Excellent
"Perfectly clean, not the biggest room but worked for our one night stay. The staff were lovely and the location was perfect. Would stay again."
Aileen 1-night trip
Posted 2 days ago
Hotel Chiusarelli
 Palazzo Ravizza

Palazzo Ravizza

10/10 Excellent
"quiet place for stay"
XUESHENG 1-night trip
Posted 2 days ago
Palazzo Ravizza
Borgo Scopeto Wine & Country Relais

Borgo Scopeto Wine & Country Relais

10/10 Excellent
"This is a very special Tuscan style hotel in the beautiful countryside surrounded by vineyards and olive groves. The staff were excellent, special mention goes to Elisa ,and the food was amazing. My only feedback, if you pay for a treatment the other spa facilities should be included. Also, the gym is very small but let's I wasn't there to train."
Matthew 5-night trip
Posted 2 days ago
Borgo Scopeto Wine & Country Relais
La Certosa di Pontignano

La Certosa di Pontignano

10/10 Excellent
"Great property with unique setting being an old monastery. We thought we had booked a room with A/C but there wasn’t. They moved us to a room with A/C at no additional cost."
Frederic 4-night trip
Posted 3 weeks ago
La Certosa di Pontignano
Mercure Petriolo Siena Terme Spa Hotel

Mercure Petriolo Siena Terme Spa Hotel

10/10 Excellent
"Las habitaciones son super lindas y espaciosas. El desayuno es completo y variado. Estuve con mi familia muy a gusto. Fue una estancia placentera. Lo recomiendo."
patricia 3-night trip
Posted 1 month ago
Mercure Petriolo Siena Terme Spa Hotel
Castiglion del Bosco, A Rosewood Hotel

Castiglion del Bosco, A Rosewood Hotel

10/10 Excellent
"Best hotel ever."
Ray 2-night trip
Posted 1 month ago
Castiglion del Bosco, A Rosewood Hotel
Four Points by Sheraton Siena

Four Points by Sheraton Siena

10/10 Excellent
"Easy parking too!"
Robert 2-night trip
Posted 4 months ago
Four Points by Sheraton Siena

More cheap stays in Pentolina

Cannon d'Oro

Cannon d'Oro

Via Montanini 28 Siena SI
$83 nightly
$97 total
Aug 29 - Aug 30
Total with taxes and fees
7.8/10 Good! (258 reviews)
Cannon d'Oro
Albergo Centrale

Albergo Centrale

Via Cecco Angiolieri 26 Siena SI
$97 nightly
$113 total
Aug 31 - Sep 1
Total with taxes and fees
8.8/10 Excellent! (104 reviews)
Albergo Centrale
Piccolo Hotel Etruria

Piccolo Hotel Etruria

Via delle Donzelle, 3 Siena SI
$98 nightly
$114 total
Aug 29 - Aug 30
Total with taxes and fees
Piccolo Hotel Etruria
Torre del Fuggisole

Torre del Fuggisole

Via di Fieravecchia 7 Siena SI
$117 nightly
$134 total
Aug 30 - Aug 31
Total with taxes and fees
10/10 Exceptional! (48 reviews)
Torre del Fuggisole
Porta Pispini Residence

Porta Pispini Residence

Via Baldassarre Peruzzi 33 Siena SI
Get rates
9.4/10 Exceptional! (23 reviews)
Porta Pispini Residence
Hotel Massa Vecchia

Hotel Massa Vecchia

Massa Vecchia, 23 Massa Marittima GR
Get rates
8.6/10 Excellent! (11 reviews)
Hotel Massa Vecchia

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 much is the nightly rate at a Pentolina hotel?
Prices for hotels in Pentolina often vary, but you can find a great deal from $93 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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