Pentolina Vacations from $897

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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

Price found within the past 48 hours. Click for updated prices.
Eurostars Florence Boutique
Hotel Hermitage
Hotel Alessandra
Grotta Giusti Thermal Spa Resort Tuscany, Autograph Collection
Aurum Uffizi
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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
$82 nightly
The price is $94 total per night from Jan 27 to Jan 28
$94 total
Jan 27 - Jan 28
Total with taxes and fees
9.2/10 Wonderful! (1,007 reviews)
Excellent stay!

Reviewed on Jan 2, 2026

Hotel Athena
Borgo Grondaie

Borgo Grondaie

3 out of 5
Strada delle Grondaie, 15 Siena SI
Fully refundableReserve now, pay when you stay
$72 nightly
The price is $83 total per night from Feb 4 to Feb 5
$83 total
Feb 4 - Feb 5
Total with taxes and fees
9.6/10 Exceptional! (439 reviews)
The sta

Reviewed on Nov 17, 2025

Borgo Grondaie
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
$259 nightly
The price is $292 total per night from Feb 5 to Feb 6
$292 total
Feb 5 - Feb 6
Total with taxes and fees
9.2/10 Wonderful! (574 reviews)
Excellent service

Reviewed on Dec 29, 2025

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, nestled in the charming Chiusdino region of Tuscany, is perfect for culture lovers and romantic getaways. Visitors can enjoy leisure amenities, explore stunning villas, and indulge in wine tastings. Engaging tours are also available for an additional charge, making it easy to immerse yourself in the local culture and landscape. Whether you're seeking education or entertainment, Pentolina offers a delightful mix of activities to enhance your vacation experience.

Shopping

For souvenirs in Pentolina, visit Enoteca Italiana, located 12 miles away. If you're up for a drive, check out Ra-Ma snc, 20 miles away, or Rossi Alabastri Volterra, 22 miles away, both offering unique local crafts and gifts.

Recreation

Experience the vibrant energy at Siena Stadium, where you can catch a thrilling sporting event. For a cultural escape, Teatro dei Rinnovati offers captivating performances in a romantic setting. Alternatively, cheer on your favorite team at Stadio Artemio Franchi for an exhilarating sports experience.

Adventure

Experience the natural wonders at Biolago Geotermico Acqua Harda, where you can enjoy geothermal waters 16 miles from Pentolina. For stunning views and invigorating trails, embark on a hike with Hedonistic Hiking, located 10 miles away. Don't miss the refreshing Acquacalda Swimming Pool, 11 miles from your base.

Nightlife

Pentolina offers a charming nightlife with rustic taverns and cozy wine bars. Enjoy local wines at La Cantina in Chiusdino, just a short drive away. For a more vibrant atmosphere, visit Il Ritorno for live music and a taste of authentic Tuscan cuisine, creating unforgettable memories.

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

Find the best attractions near Pentolina

Located in the heart of Tuscany, Pentolina is an idyllic destination for culture enthusiasts, couples, and those seeking entertainment. Visitors can explore charming churches, historic palaces, and picturesque piazzas that highlight the area's rich heritage. Whether you're looking for a romantic getaway or a cultural experience, Pentolina offers a delightful blend of attractions that cater to all types of travelers.

  • Abbazia di San Galgano: Located 3 miles from Pentolina, this stunning monastery offers a serene atmosphere and captivating ruins, including its famous roofless church. Surrounded by beautiful countryside, it evokes a sense of history and spirituality, making it a unique spot for reflection.
  • Piazza del Campo: Situated 12 miles away, this iconic square is known for its distinctive shell shape and vibrant atmosphere. It's a cultural hub where you can enjoy local events, indulge in traditional cuisine, and immerse yourself in the lively ambiance of Siena.
  • Siena Cathedral: Just 11 miles from Pentolina, this magnificent cathedral showcases stunning Gothic architecture and intricate art. The interior is adorned with beautiful frescoes, making it a must-visit for art lovers and history enthusiasts alike.

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 $897 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.