Poggibonsi Vacations from $702

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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
Save 100% on your flight
Price was $1,153, price is now $702 per person
$702
per person
Oct 31 - Nov 4
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
7.8/10 Good! (1,000 reviews)
In my particular case, I tink is a good hotel , I would like the breakfast has more options. Probably I comeback next time.

Reviewed on Aug 18, 2025

The Sense Experience Resort

The Sense Experience Resort

5 out of 5
Price was $2,008, price is now $1,481 per person
$1,481
per person
Sep 21 - Sep 27
found 1 day ago
Roundtrip flight included
New York (JFK) to Florence (FLR)
9.2/10 Wonderful! (186 reviews)
Great rooms and great beach

Reviewed on Aug 3, 2025

Palazzo Firenze by Baglioni Hotels & Resorts

Palazzo Firenze by Baglioni Hotels & Resorts

5 out of 5
Historic Centre of Florence
Price was $19,005, price is now $9,312 per person
$9,312
per person
Oct 6 - Oct 12
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
9.4/10 Exceptional! (230 reviews)
I VERY MUCH ENJOYED THE STAY

Reviewed on Jul 18, 2025

The Moon Boutique Hotel & Spa

The Moon Boutique Hotel & Spa

4 out of 5
Historic Centre of Florence
Save 100% on your flight
Price was $1,343, price is now $723 per person
$723
per person
Oct 30 - Nov 4
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
9.6/10 Exceptional! (462 reviews)
The hotel is located a 25 min walk away from the heart of Florence so very easy to access the main attractions within the city. The hotel itself is immaculate and the staff are extremely helpful with dealing with any questions you may have. Being able to access the spa everyday for 1 and 30 minutes is an excellent perk as the facilities are well worth a visit, you are also able to book massages for an extra fee. The breakfast also gives a variety of options to start each day and the room itself is spacious, with the shower particularly being very comfortable.

Reviewed on Aug 13, 2025

Hotel La Scaletta Al Ponte Vecchio

Hotel La Scaletta Al Ponte Vecchio

4 out of 5
Historic Centre of Florence
Save 100% on your flight
Price was $1,416, price is now $956 per person
$956
per person
Oct 30 - Nov 4
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
8.8/10 Excellent! (893 reviews)
The room was excellent however the only thing at times didnt work out was the walls are thin so you can hear your neighbors - additionally the wifi was super slow only recommendation I would have is to have better internet service

Reviewed on Aug 5, 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 relaxing 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

woman riding a horse through grassy field in Siena

Tuscany Horseback Riding Tour from Siena

$87
per traveler
76% of travellers recommend
Tuscany Horseback Riding Tour from Siena
Meat Sauce

Wine Tasting & Tuscan Lunch - Food and Drinks included

$58
per adult
Wine Tasting & Tuscan Lunch - Food and Drinks included
Light Lunch in Bottega Torciano

Private Wine Tasting & Tuscan Light Lunch - Food and Drinks included

$52
per adult
Private Wine Tasting & Tuscan Light Lunch - Food and Drinks included
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
$51 nightly
The price is $63 total per night from Aug 31 to Sep 1
$63 total
Aug 31 - Sep 1
Total includes taxes and fees
8/10 Very Good! (450 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 Aug 27 to Aug 28
$83 total
Aug 27 - Aug 28
Total includes taxes and fees
8/10 Very Good! (287 reviews)
"Quiet and bed was very comfortable. Breakfast was delicious"

Reviewed on Jun 10, 2025

Hotel Toscana Ambassador
Villa San Lucchese

Villa San Lucchese

4 out of 5
Località San Lucchese, 5, Poggibonsi, SI
Fully refundableReserve now, pay when you stay
9.4/10 Exceptional! (326 reviews)
"The staff was so kind and helpful. The food and setting of Villa San Lucchese are wonderful."

Reviewed on Jul 16, 2025

Get rates
Villa San Lucchese
See all 754 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.

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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 $702 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.