Pentolina Vacations from $1,186

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Your Pentolina Vacation

Come and discover this vibrant city for yourself with a Pentolina vacation package. Consider spending some time in the neighborhood of Frosini, which is great for history and culture, and your time here is bound to be unforgettable. Abbazia di San Galgano and Eremo di Montesiepi are a couple of the major attractions to visit during your trip to Pentolina. Whatever your travel plans or budget, organizing your ultimate tailored Pentolina vacation is a breeze with Expedia.

The Latest Pentolina vacation packages

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Discover the most popular places to visit in Pentolina

What to do in Pentolina

Pentolina Hotel Deals

Hotel Athena

Hotel Athena

4 out of 5
P Mascagni 55 Siena SI
Fully refundableReserve now, pay when you stay
$101 nightly
The price is $117 total per night from Mar 9 to Mar 10
$117 total
Mar 9 - Mar 10
Total with taxes and fees
9.2/10 Wonderful! (1,001 reviews)
Estupenda estadia, el cuarto estaba muy comodo y limpio, nos proporcionaron agua y cafe, el staff muuuy amable, el hotel tiene unas vistas espectaculares y el desayuno buffet, delicioso, ademas de estar en una muy buena ubicacion para recorrer siena sin preocupacion, definitivamente volveria a hospedarme ...

Reviewed on Feb 15, 2026

Hotel Athena
Hotel Chiusarelli

Hotel Chiusarelli

3 out of 5
Viale Curtatone 15 Siena SI
Fully refundableReserve now, pay when you stay
$92 nightly
The price is $105 total per night from Feb 22 to Feb 23
$105 total
Feb 22 - Feb 23
Total with taxes and fees
8.8/10 Excellent! (987 reviews)
Perfect location … great quality/value … nice staff

Reviewed on Feb 2, 2026

Hotel Chiusarelli
Grand Hotel Continental Siena – Starhotels Collezione

Grand Hotel Continental Siena – Starhotels Collezione

5 out of 5
Banchi Di Sopra 85 Siena SI
Fully refundableReserve now, pay when you stay
$307 nightly
The price is $349 total per night from Mar 22 to Mar 23
$349 total
Mar 22 - Mar 23
Total with taxes and fees
9.2/10 Wonderful! (580 reviews)
Exceptional hospitality.

Reviewed on Feb 14, 2026

Grand Hotel Continental Siena – Starhotels Collezione
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.

Find the Best Pentolina Vacation Packages

Things to do near Pentolina

Pentolina, located in Chiusdino, Tuscany, is perfect for family vacations with a mix of outdoor activities and cultural experiences. Visitors can enjoy leisure amenities, explore beautiful villas, and indulge in wine tastings. Additionally, guided tours are available for an extra charge, allowing you to fully immerse yourself in the local culture and scenery.

Shopping

In Pentolina, you can visit local shops for unique souvenirs. If you're up for a drive, check out Rossi Alabastri Volterra, 22 miles away, and Ra-Ma snc, 20 miles away. Closer to home, Enoteca Italiana is just 12 miles away, offering exquisite Italian wines.

Recreation

Siena Stadium, located 12 miles from Pentolina, offers an energetic atmosphere perfect for sports enthusiasts. Enjoy the vibrant culture at Teatro dei Rinnovati, also 12 miles away, featuring captivating performances ideal for families. For another sports vibe, visit Stadio Artemio Franchi, just 12 miles from Pentolina.

Adventure

Experience the geothermal wonders at Biolago Geotermico Acqua Harda, located 16 miles from Pentolina. Enjoy scenic hiking with Hedonistic Hiking, 10 miles away, surrounded by stunning landscapes. Cool off at Acquacalda Swimming Pool, located 11 miles from Pentolina, perfect for relaxation and fun in the sun.

Nightlife

Pentolina offers a charming nightlife scene with cozy bars and rustic eateries. Enjoy a glass of local wine at Trattoria da Gigi, or unwind at the nearby Osteria del Borgo for a laid-back vibe and delicious Tuscan dishes. It's a perfect way to savor the local culture after sunset.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Find the best attractions near Pentolina

Pentolina, nestled in Chiusdino, Tuscany, is perfect for outdoor and culture-themed family vacations. Explore the captivating churches, historic palaces, and charming piazzas that define the area. With a focus on culture, romance, and city experiences, the local attractions cater to travelers seeking a rich and immersive experience. Make sure to include these points of interest in your itinerary for an unforgettable visit.

  • Abbazia di San Galgano: This stunning monastery, located 3 miles from Pentolina, offers a serene atmosphere steeped in history. The roofless structure and beautiful surrounding landscape create a unique blend of nature and spirituality, making it a captivating spot for reflection and exploration.
  • Piazza del Campo: Situated 12 miles away, this iconic square is the heart of Siena. Known for its vibrant atmosphere and historical significance, it's the perfect place to enjoy local cuisine, watch the bustling life, and admire the stunning medieval architecture.
  • Siena Cathedral: Just 11 miles from Pentolina, this magnificent cathedral is a masterpiece of Gothic architecture. Its intricate façade and breathtaking interiors, filled with art and history, promise a memorable cultural experience.

Best time to go to Pentolina

The best time to visit Pentolina can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Pentolina falls in July, when visitor numbers are moderately high and weather is sunny with no rain. The coolest average temperature in Pentolina falls in January, visitor numbers are average and weather is mostly sunny with light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January40.8°F (4.9°C)Light RainMostly SunnyAverageSlightly Low
February42.8°F (6.0°C)Light RainMostly SunnyModerately LowSlightly Low
March47.5°F (8.6°C)Light RainMostly SunnyAverageAverage
April54.0°F (12.2°C)Light RainMostly SunnyModerately HighAverage
May60.4°F (15.8°C)Light RainMostly SunnyAverageAverage
June69.8°F (21.0°C)Light RainSunnyAverageSlightly High
July75.9°F (24.4°C)No RainSunnyModerately HighSlightly High
August75.6°F (24.2°C)No RainSunnyModerately HighSlightly High
September67.1°F (19.5°C)Light RainMostly SunnyAverageAverage
October58.5°F (14.7°C)Light RainMostly SunnyAverageAverage
November50.0°F (10.0°C)Light RainMostly SunnyModerately LowAverage
December43.3°F (6.3°C)Light RainMostly SunnyModerately LowSlightly Low

Tips to save on your trip to Pentolina

  • Take advantage of package deals on Expedia and combine flights, hotels, or car rentals for a convenient and cost-effective trip to Pentolina.
  • Consider traveling to Pentolina during the low season (December to February) for more affordable options.
  • Use the Price per traveler filter on Expedia to find a package deal that suits your budget.
  • Check the VIP Access properties filter to discover outstanding hotels with added member perks at select properties.

Pentolina Essential Information

Language
Italian
Currency
Euros
Local Welcome
Ciao
Local Goodbye
Ciao
Max Temp Winter
50ºF
Max Temp Summer
85ºF
Top Sights
Abbazia di San Galgano and Eremo di Montesiepi

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Frequently asked questions

How much does a Pentolina vacation package cost?
You'll find cheap prices from $1,186 on Expedia for your Pentolina getaway. However, factors like the length of stay, the season and your choice of hotel will influence how much your vacation to Pentolina costs.
What are the cheapest months to go to Pentolina?
February, April and July are the best times to search for cheap Pentolina vacation packages. Choosing to travel in less busy months means you'll typically find better prices on hotels and flights.
How many days is enough for Pentolina?
Usually, a handful of days is enough to go to the top sights during your Pentolina vacation. But if you prefer to have time to unwind or go on day tours, consider extending your itinerary.
How to find the best Pentolina package deals?
Use Expedia's handy filters to help you find some of the best Pentolina package deals. When you begin your search, just set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your adventure for midweek, or search for Pentolina package deals in the off-peak season. Switch up your travel dates and you may land even better discounts. As a rule of thumb, it's usually best to book your vacation package as early as possible.
Is it cheaper to book a Pentolina vacation as a package?
An Expedia vacation package could land you significant savings when compared to arranging stays and flights separately. Better still, you can personalize your Pentolina escape to fit your exact style. Choose your preferred flight time, select the hotel type and add a rental car. Check out our great deals to see how much you can save.
When to book a vacation package to Pentolina?
Secure incredible bargains by booking your flights early with Expedia. If being spontaneous is more your style, take advantage of our last-minute deals for a spur-of-the-moment Pentolina trip.
Does Expedia offer Book Now, Pay Later Pentolina vacation packages?
If you're like us, you love jet-setting around the world but are not a fan of the price tag that can come with it. That's why we offer Book Now, Pay Later vacations. With help from online lender Affirm, you can break down the cost of your Pentolina vacation across 3, 6 or 12 months. There are also no hidden costs or late payment fees, so you can snap up great vacation packages with payment plans as soon as you see them.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.