Poggibonsi Vacations from $605

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Your Poggibonsi Vacation

When you book a vacation package to Poggibonsi, you can relax and enjoy your break knowing your travel plans have been made in advance. Uncover the wonders of this city from your base in a neighborhood like Mensanello, which is great for history. If your trip to Poggibonsi includes some sightseeing, don't miss well-known attractions like Collegiate Church of Santa Maria Assunta, Tenuta Torciano Winery and Piazza Duomo. Don't delay your visit to this city any longer. Your dream Poggibonsi vacation is only a few clicks away with Expedia.

The Latest Poggibonsi vacation packages

Price found within the past 48 hours. Click for updated prices.
Aurum Uffizi

Aurum Uffizi

4 out of 5
Historic Centre of Florence
Price was $944, price is now $605 per person
$605
per person
Nov 13 - Nov 18
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
7.8/10 Good! (1,008 reviews)
Very convenient place. It was a bit noisy at night due to being close to a popular street. Not a deal breaker for us though. Staff was super friendly. Breakfast was not so great.

Reviewed on Oct 7, 2025

The Moon Boutique Hotel & Spa

The Moon Boutique Hotel & Spa

4 out of 5
Historic Centre of Florence
Price was $1,344, price is now $905 per person
$905
per person
Nov 11 - Nov 16
found 1 day ago
Roundtrip flight included
Boston (BOS) to Florence (FLR)
9.6/10 Exceptional! (477 reviews)
The front desk speaks multiple languages, and is very informative about the area around the hotel. The hotel is bright & clean, and they are the first hotel I stayed at in my time in Europe that didn't lock me out of the air conditioning setting. The spa was nice and relaxing and they make sure not too many people are there at the same time which is super nice. It was great after walking 20,000 steps in a day to sit in the turkish bath. They packed me a box breakfast the day I had to leave early to go on an excursion, and they offered one the day I went to the airport. Overall, amazing value for the price. The only complaint which isn't on them is that there are not many restaurant options immediately next to the hotel - just one. However, I spent most of my time in the city center so that was fine.

Reviewed on Oct 4, 2025

Hotel Duomo Firenze

Hotel Duomo Firenze

3 out of 5
Historic Centre of Florence
Save 100% on your flight
Price was $1,567, price is now $1,082 per person
$1,082
per person
Nov 27 - Dec 2
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
9/10 Wonderful! (1,005 reviews)
The location and great staff

Reviewed on Oct 5, 2025

Aurum Firenze

Aurum Firenze

4 out of 5
Historic Centre of Florence
Price was $970, price is now $683 per person
$683
per person
Dec 16 - Dec 21
found 1 day ago
Roundtrip flight included
Boston (BOS) to Florence (FLR)
7.8/10 Good! (1,007 reviews)
Breakfast was excellent

Reviewed on Sep 29, 2025

Bernini Palace

Bernini Palace

5 out of 5
Historic Centre of Florence
Save 100% on your flight
Price was $1,989, price is now $1,432 per person
$1,432
per person
Nov 11 - Nov 16
found 1 day ago
Roundtrip flight included
Boston (BOS) to Florence (FLR)
9.6/10 Exceptional! (1,010 reviews)
Perfect location and beautiful hotel. The staff was helpful and attentive from the moment they greeted my taxis both coming and going. The breakfast offered a good variety of food choices although eggs, pancakes and coffee were never warm enough. It is pricey but a good choice .

Reviewed on Sep 28, 2025

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Discover the most popular places to visit in Poggibonsi

Archeodromo di Poggibonsi

You can study the exhibits at Archeodromo di Poggibonsi, a museum with a story of its own, during your travels to Poggibonsi. Discover the beautiful countryside in this quaint area, or enjoy its local tours.

Archeodromo di Poggibonsi

San Lucchese Convent

You can learn about the history of Poggibonsi with a stop at San Lucchese Convent. Discover the beautiful countryside and wineries in this quaint area.

San Lucchese Convent

Poggio Imperiale Fortress

Learn about the local history of Poggibonsi when you take a trip to Poggio Imperiale Fortress. Discover the beautiful countryside and wineries in this relaxing area.

Poggio Imperiale Fortress

What to do in Poggibonsi

Medieval Centre

Skip the Line: Siena Duomo and City Walking Tour

$47
per adult
100% of travellers recommend
Skip the Line: Siena Duomo and City Walking Tour
Full-Day Tour of San Gimignano, Siena & Chianti

San Gimignano, Siena and Chianti - Small Group Tour

$141
per adult
86% of travellers recommend
San Gimignano, Siena and Chianti - Small Group Tour
Monteriggioni fortress

Tuscany Hiking Tour from Siena Including Wine Tasting

$65
per adult
Tuscany Hiking Tour from Siena Including Wine Tasting
See all activities in Poggibonsi

Poggibonsi Hotel Deals

Hotel Ristorante Alcide

Hotel Ristorante Alcide

4 out of 5
Viale Marconi, 67/A, Poggibonsi, SI
Fully refundableReserve now, pay when you stay
$59 nightly
The price is $72 total per night from Oct 12 to Oct 13
$72 total
Oct 12 - Oct 13
Total with taxes and fees
8/10 Very Good! (454 reviews)
Good Value for the cost !
"The hotel was good value for the price. The room was clean. The hotel is in a good, safe area. The A/C was able to keep up with the 98F temps outside. Check in was easy. The breakfast was very good. Parking is a little tricky but not to bad. The only issues we had with our room was the safe wouldnt ..."

Reviewed on Jul 7, 2025

Hotel Ristorante Alcide
Hotel Toscana Ambassador

Hotel Toscana Ambassador

4 out of 5
Via Salceto, 11, Poggibonsi, SI
Fully refundableReserve now, pay when you stay
$69 nightly
The price is $83 total per night from Oct 27 to Oct 28
$83 total
Oct 27 - Oct 28
Total with taxes and fees
8/10 Very Good! (294 reviews)
"The staff took great care of us. Found us a late night taxi to take us to and from wedding at wine villa. Served Beers after bar was closed (fyi— the bar was never open). Made up the room even with do not disturb on door. Easy, close parking!"

Reviewed on Oct 6, 2025

Hotel Toscana Ambassador
Hotel Albergo Italia

Hotel Albergo Italia

2 out of 5
Via Trento, 36, Poggibonsi, SI
Fully refundableReserve now, pay when you stay
8.4/10 Very Good! (43 reviews)
"Staff were great! They allowed me to park my motorcycle in their garage. The breakfast was appropriate and staff friendly. My concerns were that the hotel room was very old and dated. The bathroom was not that clean and there was no air conditioning (it was very hot). The staff alone are worth staying ..."

Reviewed on Jun 29, 2025

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Hotel Albergo Italia
See all 739 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.

Poggibonsi Essential Information

Language
Italian
Currency
Euros
Local Welcome
Ciao
Local Goodbye
Ciao
Closest Airport
Peretola Airport (FLR)
Population
21,700
Max Temp Winter
50ºF
Max Temp Summer
85ºF
Top Sights
Tenuta Torciano Winery, Monteriggioni Castle and Castello di Radda Winery

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Frequently asked questions

How much does a Poggibonsi vacation package cost?
You can snap up a vacation package to this top destination from $605 on Expedia. However, how much your vacation 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?
February, November and December are great times to search for cheap Poggibonsi vacation packages. Choosing to travel in quieter periods means you'll typically find lower prices on flights and hotels.
How many days is enough for Poggibonsi?
With around 3 days, you'll have plenty of time to experience popular neighborhoods such as San Gimignano City Centre and Casone during your Poggibonsi vacation. Make sure to also add Church of San Lorenzo and Poggio Imperiale Fortress to your must-see list. In the mood for more adventures? Consider exploring outside of Poggibonsi on day trips and tours.
Is it worth booking a vacation package to Poggibonsi?
Well known for its views, family-friendly attractions and history, a Poggibonsi vacation has something for everyone. Be sure to check out key sights like Church of San Lorenzo and Poggio Imperiale Fortress, and consider renting some wheels for day trips to experience even more.
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 vacation as a package?
Expedia vacation 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 vacation by choosing your favorite airline, accommodation type and car class.
When to book a vacation 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 your travel dates: The things you want to do in Poggibonsi and your preferred season will help you decide when to travel.
  2. Calculate your budget: Ensure you have enough money to pay for everything from dining out and transportation to flights and activities. Your hotel will likely be the biggest expense during your trip to Poggibonsi.
  3. Use Expedia's trip planning tool to discover Poggibonsi: Research every aspect of your trip to Poggibonsi with this handy planner. Invite family or friends to collaborate on a group trip, search for stays or things to do and make bookings.
  4. Decide how long to go away for: Now that you're up to speed on Poggibonsi, you can work out the ideal length of your vacation. Put together a draft plan and give yourself enough time to get through everything on your must-do list.
  5. Combine your accommodations and airfare: After you've settled on your travel dates and duration, book the perfect Poggibonsi vacation package for you.
  6. Book any excursions or activities: Now to the fun part — organizing everything you want to see and do. Browse some of the incredible things to do in Poggibonsi and book your tickets in advance to save time (and maybe some money too!).

Does Expedia offer Book Now, Pay Later Poggibonsi vacation packages?
Your Poggibonsi getaway should be an escape from your busy life, not a source of money-related stress. So to give you a bit more flexibility, we've joined up with online lender Affirm to offer our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and break down the cost over 3, 6 or 12 months. Plus, there aren't any hidden or late payment fees to worry about.

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Explore a world of travel with Expedia

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