Pentolina

Travel Guide

Hotel Athena

Hotel Athena

4 out of 5
P Mascagni 55 Siena SI
$91 nightly
The price is $103 total per night from Nov 29 to Nov 30
$103 total
Nov 29 - Nov 30
Total with taxes and fees
Book a stay at this business-friendly hotel in Siena. Enjoy free WiFi, free parking, and a rooftop terrace. Our guests praise the breakfast and the helpful staff ...
Hotel Athena
Grand Hotel Continental Siena – Starhotels Collezione

Grand Hotel Continental Siena – Starhotels Collezione

5 out of 5
Banchi Di Sopra 85 Siena SI
$247 nightly
The price is $278 total per night from Dec 6 to Dec 7
$278 total
Dec 6 - Dec 7
Total with taxes and fees
Book a stay at this luxury hotel in Siena. Enjoy free WiFi, 2 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular ...
Grand Hotel Continental Siena – Starhotels Collezione
Hotel Chiusarelli

Hotel Chiusarelli

3 out of 5
Viale Curtatone 15 Siena SI
$81 nightly
The price is $92 total per night from Dec 1 to Dec 2
$92 total
Dec 1 - Dec 2
Total with taxes and fees
Book a stay at this business-friendly hotel in Siena. Enjoy free breakfast, free WiFi, and room service. Our guests praise the breakfast and the helpful staff ...
9/10 Wonderful! (1,001 reviews)
"Perfect in location, cleanliness,staff, amenities.... Wonderful 👍"

Reviewed on Oct 24, 2026

Hotel Chiusarelli
See all 3,516 properties in Pentolina
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.
ApartHotel Anghel

ApartHotel Anghel

via Paolo Frajese 71 Siena SI
Book a stay at this business-friendly apartment in Siena. Enjoy free WiFi, free parking, and laundry facilities. Popular attractions Piazza del Campo and National ...
8.4/10 Very Good! (356 reviews)
"The staff were very friendly and helpful. I would recommend this hotel to any traveler"

Reviewed on Nov 1, 2026

ApartHotel Anghel
Palazzo Saloni

Palazzo Saloni

Via Soccorso Saloni 31 Montalcino SI
Book a stay at this luxury aparthotel in Montalcino. Enjoy free breakfast, free parking, and an attached winery. Popular attractions Fortress of Montalcino and ...
10/10 Exceptional! (14 reviews)
"All Team members @ this Hotel were welcoming, professional & friendly. The Hotel has a restaurant on-site that provides you with a wonderful dining experience. We got upgraded on our arrival which was such a wonderful perk. Thank you to Palazzo Saloni & Montalcino for the wonderful memories!"

Reviewed on Oct 24, 2026

Palazzo Saloni
Villa with large garden in the Chianti hills

Villa with large garden in the Chianti hills

Siena Tuscany
Book a stay at this family-friendly vacation home in Castellina in Chianti. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Lilliano Estate ...
9.6/10 Exceptional! (83 reviews)
"Wir waren als Familie mit 2 Teenager-Kindern eine gute Woche hier und fanden es super! Das Haus und vorallem der Garten sind traumhaft. Der Pool ist ein paar Schritte entfernt und wird mit anderen geteilt, was völlig okay war. Zum Haus gehört eine Katze, die jeden Morgen an der Terrassentür wartet, ..."

Reviewed on Aug 31, 2026

Villa with large garden in the Chianti hills
See all properties in Pentolina
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.

Things to do

Siena: Cathedral Complex Pass with Audio Guide

Siena: Cathedral Complex Pass with Audio Guide (OPA SI PASS)

$22
per adult
Siena: Cathedral Complex Pass with Audio Guide (OPA SI PASS)
Pasta-making class at a Cesarina's home with tasting - Siena

Pasta-making class at a Cesarina's home with tasting - Siena

$201
per adult
Pasta-making class at a Cesarina's home with tasting - Siena
Siena, San Gimignano, Monteriggioni & Chianti from Florence

Siena, San Gimignano, Monteriggioni & Chianti from Florence

$62
per adult
88% of travellers recommend
Siena, San Gimignano, Monteriggioni & Chianti from Florence
From Florence: Siena & San Gimignano Day Trip with Lunch & Wine Tasting

Tuscany Day Trip to Siena & San Gimignano with Optional Wine Tasting

$52
per adult
88% of travellers recommend
Tuscany Day Trip to Siena & San Gimignano with Optional Wine Tasting
Siena: Taste Tuscany on a Full Meal Food Tour with a Local

Siena: Guided Walking Food Tour with Full Meal

$100
per adult
Siena: Guided Walking Food Tour with Full Meal
Wine tasting tour in the historic center of Siena

Wine tasting tour in the historic center of Siena

$45
per adult
Wine tasting tour in the historic center of Siena
See all activities in Pentolina

Frequently asked questions

When is the best time to visit Pentolina?
The best time to visit Pentolina is from May through September, when the climate is most favorable for exploring. For fewer crowds and better value, the quieter months of November through February are a good bet. This period offers a different experience with cooler weather, ideal for travelers seeking a more relaxed visit.
Can I book a refundable hotel in Pentolina?
Yes, Expedia offers many flexible booking options, and you can look for refundable hotels in Pentolina by entering your dates and using the refundable or fully refundable filter. Always check the hotel's cancellation policy before you book, since terms can vary by hotel, and visit Expedia help center for further details.
Why book a trip to Pentolina with Expedia?
Expedia makes it easier to plan your Pentolina trip with travel tools, flexible search options, and bookable trip components all in one place. You can organize your plans in one account and use Expedia to help build a trip that fits your budget and travel style. Find out more about how by visiting Expedia's Trip Planner page.
Should I stay in a hotel or vacation rental in Pentolina?
The best choice depends on your travel style. Hotels in Pentolina can be a good fit for convenience, on-site amenities, and shorter stays, while vacation rentals may offer more space, privacy, and home-style amenities for longer trips, families, or groups. With Expedia, you can compare both options side by side, read traveler reviews, and filter by amenities to find the right fit for your trip.
How can I manage my Pentolina trip on Expedia?
Once you've booked your Pentolina trip, you can manage it through your Expedia account or the Expedia app. You can view your itinerary, access booking details, make eligible changes, and check for updates in My Trips. The Expedia app can also help you stay organized while you travel.
What if I need help during my Pentolina trip?
Expedia offers customer support before, during, and after your Pentolina trip. If your plans change or something unexpected happens, you can review your booking in My Trips and use Expedia help center channels for help with eligible changes, cancellations, or travel issues.
How can Expedia help me plan my first trip to Pentolina?
If it's your first trip to Pentolina, Expedia can help you plan by bringing together stays, flights, activities, traveler reviews, and trip-planning tools in one place. With Expedia's Trip Planner you can compare options, read reviews from other travelers, and build an itinerary that matches your interests and budget.
How can I save on my Pentolina hotel booking with Expedia?
Join One Key™ for free to unlock instant discounts with Member Prices on select hotels. You can also earn and use OneKeyCash™* on eligible bookings on Expedia. Booking in advance is usually another great way to save on your Pentolina hotel.

*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.

Cities near Pentolina

An ancient stone church surrounded by fields and forest.

Chiusdino

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