Poggibonsi Vacations from $703

Book a Hotel + Flight or Car together to unlock savings

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 $1,246, price is now $703 per person
$703
per person
Nov 12 - Nov 18
found 6 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
7.8/10 Good! (1,005 reviews)
Our stay was lovely, very comfortable, small but good choice of breakfast. Beds were comfy and room was clean when we arrived and cleaned everyday. I would only suggest maybe for a shower curtains as when we had a shower the bathroom floor would be all wet, but easily to clean. And just a note on how to use the phone if we need to call reception but overall the hotel facilities and the staff were brilliant if i could give more then 5 stars i would.

Reviewed on Aug 19, 2025

Villa di Piazzano - Small Luxury Hotel of the World

Villa di Piazzano - Small Luxury Hotel of the World

5 out of 5
Price was $1,782, price is now $1,335 per person
$1,335
per person
Oct 5 - Oct 8
found 1 day ago
Roundtrip flight included
New York (NYC) to Florence (FLR)
9.8/10 Exceptional! (219 reviews)
Este hotel es excepcionalmente bello, unico y perfecto para unas vacaciones en la Toscana. La propiedad esta impecable al igual que las habitaciones, super limpias, cómodas y A/C super fuerte (no muy comunes en Europa) Staff fue muy amable y la cena espectacular. Es un deleite caminar la propiedad. Literalmente en cada metro puede tomarte una foto de ensueños. Recomendamos este hotel 200%. Esta a solo minutos de Cortona una linda ciudad para visitar. Villa de Piazzano te dejara en shock con su belleza desde que vienes por la carretera entre una hilera interminable de pinos cipreses. Simplemente Stunning.

Reviewed on Aug 20, 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 $1,503, price is now $783 per person
$783
per person
Oct 30 - Nov 4
found 18 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
9.6/10 Exceptional! (469 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

Aurum Firenze

Aurum Firenze

4 out of 5
Historic Centre of Florence
Save 100% on your flight
Price was $1,674, price is now $926 per person
$926
per person
Oct 2 - Oct 7
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
7.8/10 Good! (1,005 reviews)
Great location. Few minutes away from train station. Not so quiet. You could hear people from outside even the windows closed. If you are staying for a few days, it’s a great location.

Reviewed on Aug 14, 2025

Collegio alla Querce - Auberge Resorts

Collegio alla Querce - Auberge Resorts

5 out of 5
Le Cure
Save 100% on your flight
Price was $7,200, price is now $4,368 per person
$4,368
per person
Oct 25 - Oct 31
found 3 hours ago
Roundtrip non-stop flight included
New York (JFK) to Florence (FLR)
10/10 Exceptional! (2 reviews)
Don't see what you're looking for?
See all available trips from Columbus to Poggibonsi
View all trips

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
$50 nightly
The price is $62 total per night from Aug 31 to Sep 1
$62 total
Aug 31 - Sep 1
Total with taxes and fees
8/10 Very Good! (452 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
8/10 Very Good! (288 reviews)
"Quiet and bed was very comfortable. Breakfast was delicious"

Reviewed on Jun 10, 2025

Get rates
Hotel Toscana Ambassador
Villa Lecchi Hotel Wellness

Villa Lecchi Hotel Wellness

4 out of 5
Località Lecchi snc, Staggia Senese, Poggibonsi, SI
$258 nightly
The price is $291 total per night from Sep 16 to Sep 17
$291 total
Sep 16 - Sep 17
Total with taxes and fees
9.4/10 Exceptional! (79 reviews)
Our Recent Stay
"Check-in was smooth. Woman was very helpful and friendly. Location is perfect and safe. Highly recommend this place if you stay in Parma."

Reviewed on Jul 24, 2025

Villa Lecchi Hotel Wellness
See all 752 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.

More vacations you might like

All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Frequently asked questions

How much does a Poggibonsi vacation package cost?
You can snap up a vacation package to this top destination from $703 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.