Bobolino Vacations from $906
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to $2,000 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Your Bobolino Vacation
Say farewell to the worries of planning and hello to a Bobolino vacation package. With everything organized before you take off, you can focus on discovering every inch of this city, starting with Lastra a Signa, which is great for walking, nature and bars and pubs. A trip to Bobolino is a superb opportunity to take in the sights. Check out big-name attractions such as Stadio Carlo Castellani, Montegufoni Castle and Tenuta San Vito. Whoever you're traveling with and whatever your bank balance, your ultimate Bobolino vacation is just a few clicks away with Expedia.
The Latest Bobolino vacation packages
Price found within the past 48 hours. Click for updated prices.
Aurum Uffizi
Historic Centre of Florence
$995
per person
Dec 3 - Dec 10
found 17 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Florence (FLR)
7.6/10 Good! (1,009 reviews)
The location was perfect and the hotel has been updated , we had everything we needed .
Although the space was small for the included breakfast they were very efficient and friendly.
Reviewed on Sep 29, 2026
Hotel Caravaggio
Historic Centre of Florence
$962
per person
Dec 3 - Dec 10
found 17 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Florence (FLR)
9/10 Wonderful! (1,008 reviews)
Super staff and lovely outside garden area. Great location for accessing the old town (note the HopOnHopOff bus has a stop right outside as well). Rooms are small for the cost and it's less premium than the price would indicate.
Reviewed on Sep 28, 2026
Hotel Certosa Di Maggiano
$1,418
per person
Nov 2 - Nov 7
found 7 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
10/10 Exceptional! (216 reviews)
Our stay for our honeymoon was amazing. We loved our room and we were upgraded to a suite because they had it available. All the staff were kind and helpful. They carried our luggage up two flights of stairs to our room, helped make reservations, called taxis for us, etc.
The property was beautiful, maintained nicely, and was very quiet.
Really have no complaints. To note it is outside of city Centre of Siena so you will need taxis back and forth to the city for meals etc. which can get quite pricey so just plan ahead. Our room could’ve been cleaned a little better in between each day but overall it was still very clean. We would definitely stay there again!!
Reviewed on Sep 28, 2026
What to do in Bobolino
From Venice: 1-Way Bus Ticket to Florence or Vice Versa
$11
per adult
Tuscany Wines & Lunch: Montepulciano & Montalcino Experience
$127
per adult
Bobolino Hotel Deals
Plus Florence - Hostel
Via Santa Caterina D'Alessandria, 15 Florence FI
Fully refundableReserve now, pay when you stay
$119 nightly
$140 total
Oct 26 - Oct 27
Total with taxes and fees
The Social Hub Florence Belfiore
Viale Belfiore, 55 Florence FI
Fully refundableReserve now, pay when you stay
$136 nightly
$166 total
Oct 25 - Oct 26
Total with taxes and fees
Hotel Paris
Via Banchi 2 Florence FI
Fully refundableReserve now, pay when you stay
$199 nightly
$233 total
Oct 31 - Nov 1
Total with taxes and fees
9/10 Wonderful! (1,027 reviews)
"The staff was exceptional!! we absolutely loved our room as well, it was perfect for my husband, and I and our two kids!"
Reviewed on Sep 29, 2026
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.
Find the Best Bobolino Vacation Packages
Bobolino Essential Information
Language | Italian |
|---|---|
Currency | Euros |
Local Welcome | Ciao |
Local Goodbye | Ciao |
Closest Airport | Peretola Airport (FLR) |
Top Sights | La Galleria, Archaeological and Ceramics Museum of Montelupo and Tenuta San Vito |
More vacations you might like
Frequently asked questions
How much does a Bobolino vacation package cost?
Offering excellent value package deals from $906 on Expedia, you'll be thrilled with how little a vacation to Bobolino costs! Our packages make travel planning easier and save you more.
What are the cheapest months to go to Bobolino?
November, December and January are great times to look for cheap Bobolino vacation packages. Opting to travel in less busy periods means you can typically find reduced prices on flights and hotels.
How many days is enough for Bobolino?
With a well-organized itinerary, you can easily hit the main Bobolino attractions in a handful of days. But if you prefer to discover lesser-known spots or take day trips, consider booking your Bobolino vacation for longer.
How to find the best Bobolino package deals?
Finding a cheap Bobolino package deal is a breeze with Expedia. Once you've entered your trip dates and destination under our "Packages" tab, set your maximum budget, add a couple of filters and browse what's available. You can customize your search by "Amenities," "Property type," "Traveler experience" and more. Order the results by "Price: low to high" to view the most economical Bobolino package deals. Want a simple trick to score the biggest savings? Be flexible with your departure dates and consider going away on a weekday, when prices are typically lower.
Is it cheaper to book a Bobolino vacation as a package?
Expedia vacation packages are designed to help you keep more cash in your pocket. Bundle your hotel, flight and car rental into one great-value price and you could save hundreds of dollars. You'll typically score a better deal than booking each component separately. And you'll still have the flexibility to create a tailored Bobolino vacation by choosing your preferred accommodation type, airline and car class.
When to book a vacation package to Bobolino?
If you're considering a spontaneous Bobolino trip, browse our last-minute deals that can be booked up to a week before you go. Don't want to leave things to the last minute? You can find sensational deals on your hotels and flights by booking ahead.
Does Expedia offer Book Now, Pay Later Bobolino vacation packages?
Secure your ideal getaway to Bobolino with Expedia's Book Now, Pay Later vacations. There's no need to save like crazy or wait until payday — we've teamed up with online lender Affirm to give you flexibility and choice. Our vacation packages with payment plans allow you to spread the cost across 3, 6 or 12 months. With no hidden charges or late payment fees, it's a breeze to budget for your trip and snag great deals while they last.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
