Poggibonsi Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to CA $1,096 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    Rest easy

    Plan, book, and manage your trip all in one place

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.

Top Poggibonsi Vacation Deals

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

Aurum Firenze

4 out of 5
Historic Centre of Florence
Save 100% on your flight
per person
Sep 12 - Sep 17
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Florence (FLR)
7.6/10 Good! (1,012 reviews)
The staff is very friendly.

Reviewed on Jul. 11, 2025

Palazzo Firenze by Baglioni Hotels & Resorts

Palazzo Firenze by Baglioni Hotels & Resorts

5 out of 5
Historic Centre of Florence
per person
Sep 12 - Sep 17
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Florence (FLR)
9.4/10 Exceptional! (228 reviews)
Great service esp Fillippo and Daniel at the breakfast service

Reviewed on Jul. 6, 2025

Grand Hotel Cavour

Grand Hotel Cavour

4 out of 5
Historic Centre of Florence
Save 100% on your flight
per person
Sep 12 - Sep 17
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Florence (FLR)
9.2/10 Wonderful! (1,002 reviews)
Excellent location right in the middle of everything. If thinking about using public transportation The hotel is on the C bus line these are small electric buses very difficult to get luggage on had to get a taxi

Reviewed on Jul. 15, 2025

L'Andana

L'Andana

5 out of 5
Save 100% on your flight
per person
Aug 22 - Aug 28
found 2 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Florence (FLR)
9.4/10 Exceptional! (76 reviews)
What an amazing place I hope to get back here next year again everybody was super nice. Property was super nice. It is quite relaxing. Great food apparently a great wine as well but I don’t drink. I highly recommend anybody to go.

Reviewed on Jul. 5, 2025

Residenza Florentia

Residenza Florentia

1 out of 5
Historic Centre of Florence
per person
Sep 12 - Sep 17
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Florence (FLR)
8.6/10 Excellent! (42 reviews)
Location, accommodations, and communication. Simple but comfortable. A basic facilities, and nice AC, elevator, and luggage storage.

Reviewed on Jun. 12, 2025

Ready to book your vacation to Poggibonsi?

 

Choose your dates

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
The price is CA $84 per night from Jul 27 to Jul 28
CA $84
CA $103 total
Jul 27 - Jul 28
includes taxes & fees
8/10 Very Good! (449 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
The price is CA $100 per night from Jul 27 to Jul 28
CA $100
CA $119 total
Jul 27 - Jul 28
includes taxes & fees
8/10 Very Good! (282 reviews)
"Quiet and bed was very comfortable. Breakfast was delicious"

Reviewed on Jun. 10, 2025

Hotel Toscana Ambassador
Villa Lecchi Hotel Wellness

Villa Lecchi Hotel Wellness

4 out of 5
Località Lecchi snc, Staggia Senese, Poggibonsi, SI
The price is CA $405 per night from Jul 28 to Jul 29
CA $405
CA $455 total
Jul 28 - Jul 29
includes taxes & fees
9.2/10 Wonderful! (73 reviews)
Amazing hospitality, stunning views, incredible fo
"Villa Lecchi is a beautiful property with some of the best service and hospitality we’ve experienced in our 2 week trip in Italy. The staff were warm and attentive, the views were breathtaking, and the food was exceptional. We had breakfast, lunch, and dinner multiple times and every meal was delicious. ..."

Reviewed on Jun. 24, 2025

Villa Lecchi Hotel Wellness
See all 756 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.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

What to do in Poggibonsi

woman riding a horse through grassy field in Siena

Tuscany Horseback Riding Tour from Siena

CA $120
per traveller
76% of travellers recommend
Tuscany Horseback Riding Tour from Siena
Meat Sauce

Wine Tasting & Tuscan Lunch - Food and Drinks included

CA $80
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

CA $72
per adult
Private Wine Tasting & Tuscan Light Lunch - Food and Drinks included
See all activities in Poggibonsi

Frequently asked questions

How much does a Poggibonsi vacation package cost?
Offering great value package deals from CA $1,431 on Expedia, you'll be thrilled with how little a vacation to Poggibonsi costs! Our packages make travel planning easier and save you more.
What are the cheapest months to go to Poggibonsi?
You can typically find reduced prices and greater availability in December, January and February. Browse our cheap Poggibonsi vacation packages and you could land some great off-season deals.
How many days is enough for Poggibonsi?
Poggibonsi vacations can be short or long, but to get a true feel for this destination, we'd say 3 days is about right. With this timeframe, you can visit top attractions like Sovestro in Poggio Winery and Casa Sola - Chianti Winery and seek out some underrated spots. Don't miss out on cool areas such as San Gimignano City Centre and Casone either. If you plan wisely, you may even be able to take a day trip from Poggibonsi too.
Is it worth booking a vacation package to Poggibonsi?
Whether you'd like to check out major attractions such as Poggio Imperiale Fortress and Fountain of Fate on your Poggibonsi vacation, or coming for its excellent views, dining and walking trails, there's something for everyone here. With so much to see and do, you'll soon discover why so many visitors think Poggibonsi is a good vacation destination.
How to find the best Poggibonsi package deals?
Use Expedia's handy filters to find some tempting Poggibonsi package deals. When you start your search, just set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your adventure for midweek, or search for Poggibonsi package deals in the off-peak season. Play around with your travel dates and you may score even bigger discounts. As a rule of thumb, it's typically best to lock in your vacation package as early as possible.
Is it cheaper to book a Poggibonsi vacation as a package?
An Expedia vacation package could land you significant savings when compared to booking flights and accommodations separately. Better still, you can personalize your Poggibonsi getaway to fit your exact style. Pick your preferred flight time, select the hotel type and add a car rental. Browse our great deals to see how much you can save.
When to book a vacation package to Poggibonsi?
Enjoy fantastic discounts by booking your flights in advance with Expedia. If being spontaneous is more your style, grab one of our last-minute deals for an impromptu Poggibonsi vacation.
How to plan a trip to Poggibonsi?

  1. Choose when to travel: Check your calendar and get packing. Your favourite time of year and the type of activities on offer will also help you decide when to visit Poggibonsi.
  2. Work out your budget: Ensure you have enough money to pay for everything from food and transportation to activities and flights. Your hotel will likely be the largest expense during your trip to Poggibonsi.
  3. Work out your trip length: Consider how much time you want to spend discovering Poggibonsi. Plan your itinerary so you can get to all the experiences and attractions you're interested in at a comfortable pace.
  4. Combine your flights and hotel: Awesome destination, check. Length of stay, check. Now all that's left is to find a Poggibonsi vacation package that brings all your bookings together.