Poggibonsi Holidays from AU$3,569

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Your Poggibonsi Holiday

Put together a custom holiday package to Poggibonsi and prepare to experience this city how you want. Consider spending some time in the neighbourhood of Mensanello, which is great for history and tons more. Any trip to Poggibonsi needs a well-crafted itinerary. Fill yours with famous sights like Collegiate Church of Santa Maria Assunta, Tenuta Torciano Winery and Medieval Criminal and Torture Museum. Expedia can help you escape your routine. Tailor your holiday to Poggibonsi to suit your travel style, whatever that may look like.

The Latest Poggibonsi Holiday Deals

Price found within the past 48 hours. Click for updated prices.
Hotel La Scaletta Al Ponte Vecchio

Hotel La Scaletta Al Ponte Vecchio

Historic Centre of Florence
AU$3,569
per person
16 Dec - 23 Dec
found 24 hours ago
Return flight included
Brisbane (BNE) to Florence (FLR)
9/10 Wonderful! (1,002 reviews)
Hotel La Scaletta exceeded our expectations! Everything about the property - location, amenities, breakfast, room, and helpful staff - was excellent. I had stayed in the hotel (and loved it) decades before but it has ascended from a pensione to a true hotel. I hope to return one day!

Reviewed on 2 Oct 2026

The Hoxton, Florence

The Hoxton, Florence

Historic Centre of Florence
AU$3,769
per person
16 Dec - 23 Dec
found 24 hours ago
Return flight included
Brisbane (BNE) to Florence (FLR)
9.4/10 Exceptional! (358 reviews)
Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa

Cortona Old Town
AU$4,098
per person
16 Dec - 23 Dec
found 24 hours ago
Return flight included
Brisbane (BNE) to Florence (FLR)
10/10 Exceptional! (337 reviews)
Beautiful experience. Would recommend again and again.

Reviewed on 6 Oct 2026

Grand Hotel Cavour

Grand Hotel Cavour

Historic Centre of Florence
AU$3,929
per person
16 Dec - 23 Dec
found 24 hours ago
Return flight included
Brisbane (BNE) to Florence (FLR)
9.4/10 Exceptional! (1,000 reviews)
Staff was friendly and accommodating! Rooms were very clean and SPACIOUS! Would definitely return!

Reviewed on 5 Oct 2026

Hotel Santa Maria Novella

Hotel Santa Maria Novella

Historic Centre of Florence
AU$3,806
per person
16 Dec - 23 Dec
found 24 hours ago
Return flight included
Brisbane (BNE) to Florence (FLR)
9.6/10 Exceptional! (1,014 reviews)

Poggibonsi Holiday

Poggibonsi Essential Information

Language
Italian
Currency
Euros
Local Welcome
Ciao
Local Goodbye
Ciao
Closest Airport
Peretola Airport (FLR)
Population
21,700
Max Temp Winter
10ºC
Max Temp Summer
29ºC
Top Sights
Tenuta Torciano Winery, Monteriggioni Castle and Castello di Radda Winery

Our pick of the best Poggibonsi Hotel Deals

Hotel Toscana Ambassador

Hotel Toscana Ambassador

Via Salceto, 11 Poggibonsi SI
Fully refundableReserve now, pay when you stay
AU$119
11 Oct - 12 Oct
includes taxes & fees
8/10 Very good! (370 reviews)
"Close to train station"

Reviewed on 1 Oct 2026

Hotel Toscana Ambassador
Villa San Lucchese

Villa San Lucchese

Località San Lucchese, 5 Poggibonsi SI
AU$174
30 Oct - 31 Oct
includes taxes & fees
9.4/10 Exceptional! (356 reviews)
"Very nice"

Reviewed on 24 Sept 2026

Villa San Lucchese
B&B Poggiobonizio

B&B Poggiobonizio

Via Montenero 37 Poggibonsi SI
AU$115
12 Oct - 13 Oct
includes taxes & fees
9.2/10 Wonderful! (76 reviews)
"Don't be fooled by outside entrance, it was.very nice inside.was very attentive and helpful. Room had everything and great shower room. Lovely breakfast and kitchen that allowed you to cook should you desire. Great stay Bob"

Reviewed on 17 Aug 2026

B&B Poggiobonizio
See all 750 properties in Poggibonsi
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.

Stay near popular Poggibonsi attractions

Archeodromo di Poggibonsi

7.4/10 (3 reviews)
Step back in time at this full-scale reconstruction of a 9th-century Carolingian village. Watch costumed interpreters demonstrate medieval crafts and daily life in an authentic historical setting.
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Church of San Lorenzo

9.0/10 (9 reviews)
This modest Romanesque church houses a remarkable 15th-century fresco by Pier Francesco Fiorentino. Combine your visit with a walk along the ancient Via Francigena pilgrimage route.
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Poggio Imperiale Fortress

7.6/10 (4 reviews)
This Renaissance military fortress, designed by Giuliano da Sangallo, offers panoramic views across Chianti and Val d'Elsa. Explore the archaeological park with its reconstructed Frankish village.
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The Rock of Staggia

7.6/10 (5 reviews)
This medieval stronghold once guarded the strategic Via Francigena trade route between Florence and Siena. Explore its cylindrical towers and double walls on a guided tour through Tuscan history.
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Magione Castle

8.0/10 (5 reviews)
This medieval complex once served as a hospital for pilgrims on the Via Francigena route. Explore its Romanesque church and discover the fascinating legacy of the Knights Templar through guided tours.
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San Lucchese Convent

8.6/10 (4 reviews)
This 13th-century Franciscan Gothic convent honours Saint Lucchese with remarkable medieval frescoes and serene architecture. Explore the tranquil cloister while enjoying views of the Tuscan countryside.
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Fountain of Fate

7.0/10 (8 reviews)
This 13th-century travertine fountain showcases medieval engineering with six double arches and pilasters. Explore its serene archaeological park setting, enhanced by Mimmo Paladino's contemporary art installations.
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Collegiata di Santa Maria Assunta Museum

You can spend an afternoon studying the exhibits at Collegiata di Santa Maria Assunta Museum in Poggibonsi. Discover the countryside while you're in the area.
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What to do in Poggibonsi

Siena: Cathedral Complex Pass with Audio Guide

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

AU$30
per adult
Siena: Cathedral Complex Pass with Audio Guide (OPA SI PASS)
Tuscany in 1 day: Pisa, San Gimignano and Siena with Lunch

Tuscany in 1 day from Florence: Pisa, San Gimignano & Siena with Lunch

AU$79
per adult
78% of travellers recommend
Tuscany in 1 day from Florence: Pisa, San Gimignano & Siena with Lunch
Chianti Half Day Wine Tour from Florence

Chianti Half Day Wine Tour from Florence

AU$40
per adult
88% of travellers recommend
Chianti Half Day Wine Tour from Florence
See all activities in Poggibonsi

Frequently asked questions

How much does a Poggibonsi holiday package cost?
You can snap up a holiday package to this top destination from AU$3,569 on Expedia. However, how much your holiday to Poggibonsi costs will depend on factors like the season, length of stay and hotel choice.
What are the cheapest months to go to Poggibonsi?
If you're hoping to book a cheap Poggibonsi holiday package, consider travelling in December, January and February. You'll usually find better rates on hotels and flights during these months — perfect for travellers wishing to save money.
How many days is enough for Poggibonsi?
We recommend planning a Poggibonsi holiday for a minimum of 3 days. This will allow you plenty of time to visit major attractions such as Poggio Imperiale Fortress and Church of San Lorenzo, and check out neighbourhoods like San Gimignano City Centre and Casone. You could even slot in one or two day trips outside of Poggibonsi.
Is it worth booking a holiday package to Poggibonsi?
Whether you'd like to explore major attractions like Poggio Imperiale Fortress and Fountain of Fate on your Poggibonsi holiday, or coming for its great views, dining and walking trails, there's something for everyone here. With so much to do, you'll soon discover why so many travellers think Poggibonsi is a good holiday destination.
How to find the best Poggibonsi package deals?
Start your search for a Poggibonsi package deal by entering your preferred trip dates and destination under our "Packages" tab. Then apply a few filters, like "Popular locations" and "Amenities," to fine-tune the results to your exact style. You can also sort by "Package discount" and discover offers that come with unbeatable savings. If you don't find the perfect Poggibonsi package deal right away, just change your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Poggibonsi adventure underway.
Is it cheaper to book a Poggibonsi holiday as a package?
Expedia holiday packages are designed to help you keep more money in your pocket. Bundle your hotel, flight and car rental into one great-value price and enjoy significant savings. You'll usually land a better deal than booking each component separately. And you'll still have the freedom to create a tailored Poggibonsi holiday by choosing your favourite airline, accommodation type and car class.
When to book a holiday package to Poggibonsi?
If you've got your Poggibonsi travel dates locked in, book as soon as you can to score some awesome deals. With Expedia, you can often reserve some flights up to a year in advance. Prefer spur-of-the-moment trips? Our last-minute deals are great for impromptu escapes.
How to plan a trip to Poggibonsi?
  1. Choose the perfect time to travel: Your schedule, preferred season and the type of weather you enjoy can all influence your decision on when to go to Poggibonsi.
  2. Figure out your budget: Make sure you have enough money to cover everything from transportation and food to airfares and activities. Your hotel will probably be the largest expense during your trip to Poggibonsi.
  3. Determine how many days away: Start by listing all the sights and activities you want to get to in Poggibonsi. Then, estimate how long you'll need for each, along with any travel time.
  4. Combine your flights and hotel: Epic destination, check. Length of stay, check. All that's left now is to pick a Poggibonsi holiday package that brings all your bookings together.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.