Montespertoli Vacations from $1,062

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Your Montespertoli Vacation

Say goodbye to planning worries and hello to a Montespertoli vacation package. With the finer details organized before you take off, you can focus on discovering the best of this city, starting with Lastra a Signa, which is good for walking, nature and bars and pubs. Any trip to Montespertoli needs a well-planned itinerary. Fill yours with major attractions like Montegufoni Castle, Castello Sonnino and Teatro del Popolo. Check out Expedia's wide range of travel options and book your perfect vacation to Montespertoli today.

The Latest Montespertoli vacation packages

Price found within the past 48 hours. Click for updated prices.
Hotel Certosa Di Maggiano

Hotel Certosa Di Maggiano

$1,062
per person
Dec 9 - Dec 15
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Florence (FLR)
10/10 Exceptional! (217 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

Aurum Firenze

Aurum Firenze

Historic Centre of Florence
$1,456
per person
Dec 25 - Dec 31
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Florence (FLR)
7.4/10 Good! (1,015 reviews)
Aurum Uffizi

Aurum Uffizi

Historic Centre of Florence
$1,493
per person
Dec 26 - Dec 31
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Florence (FLR)
7.6/10 Good! (1,003 reviews)
Breakfast and air conditioning

Reviewed on Oct 16, 2026

Grand Hotel Cavour

Grand Hotel Cavour

Historic Centre of Florence
$1,212
per person
Dec 10 - Dec 16
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
9.4/10 Exceptional! (1,000 reviews)
The Moon Boutique Hotel & Spa

The Moon Boutique Hotel & Spa

Historic Centre of Florence
$1,119
per person
Dec 10 - Dec 16
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
9.6/10 Exceptional! (605 reviews)
Even having arrived very early our room was immediately available. All staff were very helpful. Our room was immaculately clean. The breakfast staff were outstanding very friendly and very hospitable. The highlight though was the spa facility - out of this world. Highly recommend The Moon Boutique.

Reviewed on Oct 16, 2026

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Stay near popular Montespertoli attractions

Montegufoni Castle

8.0/10 (4 reviews)
Find out about the history of Montegufoni with a stop at Montegufoni Castle. Visit the churches and notable monuments in this walkable area.
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Castle of Poppiano

10.0/10 (2 reviews)
You can learn about the history of Poppiano with a visit to Castle of Poppiano. Discover the acclaimed art scene and notable monuments in this walkable area.
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Castello Sonnino

5.4/10 (3 reviews)
You can enjoy a tasting or tour at Castello Sonnino during your travels to Montespertoli. Check out the churches and wineries in this walkable area.
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Piazza Machiavelli

10.0/10 (1 review)
You can find out about the history of Montespertoli when you stop by Piazza Machiavelli. Discover the beautiful countryside and local cheese shops in this walkable area.
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Vine and Wine Museum

10.0/10 (1 review)
You can spend an afternoon browsing the exhibits at Vine and Wine Museum during your travels in Montespertoli. Check out the stunning cathedral and wineries in this walkable area.
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Piazza del Popolo

You can find out about the history of Montespertoli with a stop at Piazza del Popolo. Discover the beautiful countryside in this walkable area, or enjoy its local tours.
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Il Fiaschetto

Enjoy an outing to Il Fiaschetto during your stay in Montespertoli. Discover the beautiful countryside in this walkable area, or enjoy its local tours.
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Pieve di San Pietro in Mercato

You can learn about the history of Montespertoli with a stop at Pieve di San Pietro in Mercato. Discover the countryside in this relaxing area, or seek out the biking trails.
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What to do in Montespertoli

Florence: Pasta & Tiramisu Cooking Class with Unlimited Wine

Florence: Pasta & Tiramisu Cooking Class with Unlimited Wine

$21
per adult
94% of travellers recommend
Florence: Pasta & Tiramisu Cooking Class with Unlimited Wine
Florence: Pasta Cooking Class with Unlimited Wine

Florence: Pasta Cooking Class with Unlimited Wine

$21
per adult
94% of travellers recommend
Florence: Pasta Cooking Class with Unlimited Wine
People riding scooters in Tuscany

Florence Vespa Tour: Tuscan Hills, Food and Chianti Wine

$149
per adult
98% of travellers recommend
Florence Vespa Tour: Tuscan Hills, Food and Chianti Wine
See all activities in Montespertoli

Montespertoli Hotel Deals

Plus Florence - Hostel

Plus Florence - Hostel

Via Santa Caterina D'Alessandria, 15 Florence FI
Fully refundableReserve now, pay when you stay
$54 nightly
$68 total
Nov 10 - Nov 11
Total with taxes and fees
8.6/10 Excellent! (1,003 reviews)
"The place is clean and the city centre is walkable."

Reviewed on Oct 15, 2026

Plus Florence - Hostel
The Social Hub Florence Belfiore

The Social Hub Florence Belfiore

Viale Belfiore, 55 Florence FI
Fully refundableReserve now, pay when you stay
$65 nightly
$87 total
Nov 15 - Nov 16
Total with taxes and fees
The Social Hub Florence Belfiore
Hotel Paris

Hotel Paris

Via Banchi 2 Florence FI
$129 nightly
$155 total
Nov 15 - Nov 16
Total with taxes and fees
9/10 Wonderful! (1,000 reviews)
"Old, unique hotel with a lot of stairs and a small, slow elevator. Our room was huge, but the laminate floor near the bathroom gave when we waled on it, felt like we might fall through. Location is great, between Santa Maria and the Duomo. Very easy to navigate from."

Reviewed on Oct 15, 2026

Hotel Paris
See all 15,580 properties in Montespertoli
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 Montespertoli Vacation Packages

Montespertoli Essential Information

Language
Italian
Currency
Euros
Local Welcome
Ciao
Local Goodbye
Ciao
Closest Airport
Peretola Airport (FLR)
Population
4,200
Max Temp Winter
50ºF
Max Temp Summer
85ºF
Top Sights
Pitti Palace, Cantina Antinori and Montegufoni Castle

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Frequently asked questions

How much does a Montespertoli vacation package cost?
You can snap up a vacation package to this top destination from $1,062 on Expedia. However, how much your vacation to Montespertoli costs will depend on the length of stay, hotel choice and season.
What are the cheapest months to go to Montespertoli?
You're likely to find lower prices and greater availability in November, December and January. Take a look at our cheap Montespertoli vacation packages and you could land some excellent off-season deals.
How many days is enough for Montespertoli?
Dedicate around 3 days for your Montespertoli vacation to really immerse yourself in all that makes this destination unique. Stroll around key areas, including Montegufoni and Molino del Ponte. Then head to the top attractions such as Castle of Poppiano and Tenuta Barbadoro. With a good itinerary, you can keep busy with room for some rest time too. Want to travel beyond Montespertoli? Consider squeezing in an excursion or two.
Is it worth booking a vacation package to Montespertoli?
Whether you want to check out key attractions such as Montegufoni Castle and Castello Sonnino on your Montespertoli vacation, or coming for its great bars and pubs, walking trails and dining, there's something for everyone here. With so many things to see and do, you'll soon discover why so many people think Montespertoli is a good vacation destination.
How to find the best Montespertoli package deals?
Use Expedia's filter tool to help you find some tempting Montespertoli package deals. When you begin your search, just set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your escape for midweek, or browse for Montespertoli package deals in the off-peak season. Switch up your travel dates and you may land even better discounts. As a rule of thumb, it's usually best to lock in your vacation package as early as possible.
Is it cheaper to book a Montespertoli vacation as a package?
You can enjoy significant savings on your next Montespertoli escape by booking a tailored vacation package. Check the "Package" heading, then enter your destination and travel dates to view the best hotel prices and airfares. Bundling can save travelers hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a vacation package to Montespertoli?
Land incredible bargains by booking your flights in advance with Expedia. If spontaneity is more your style, snap up one of our last-minute deals for an impromptu Montespertoli break.
How to plan a trip to Montespertoli?
  1. Pick your travel dates: What you'd like to do in Montespertoli and your favorite season can help you decide when to get away.
  2. Set a budget: Consider costs like transportation, flights and meals when calculating how much to put aside for your trip to Montespertoli. Then, choose a hotel that fits your budget, whether that's an affordable stay or a swankier getaway.
  3. Organize your Montespertoli escape with our trip planning tool: Search for and book accommodations and activities all in one place. You can also collaborate with your group to plan an unforgettable trip to Montespertoli together.
  4. Decide how long to go away for: Now that you're up to speed on Montespertoli, you can figure out the ideal length of your break. Create a rough plan and give yourself enough time for all the things you want to do.
  5. Bundle your flights and hotel: Awesome destination, check. Length of stay, check. Now all that's left is to choose a Montespertoli vacation package that brings all your bookings together.
  6. Book any activities or excursions: Now to the fun part — locking in everything you want to see and do. Check out some of the exciting things to do in Montespertoli and reserve your tickets early to save time (and maybe some spending money too!).
Does Expedia offer Book Now, Pay Later Montespertoli vacation packages?
Your Montespertoli break is meant to be a relaxing escape from your daily routine, not a reason for money-related stress. So to give you more flexibility, we've partnered with online lender Affirm to offer you our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and split up the total cost over 3, 6 or 12 months. Plus, there aren't any hidden or late payment fees to worry about.

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