Montepulciano Vacations from ¥233,703

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The Latest Montepulciano Vacation Packages

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

Aurum Firenze

Historic Centre of Florence
¥233,703
per person
Dec 2 - Dec 8
found 12 hours ago
Roundtrip flight included
Tokyo (NRT) to Florence (FLR)
7.4/10 Good! (1,015 reviews)
Very helpful and friendly staff Well recommend place

Reviewed on Oct 18, 2026

Aurum Uffizi

Aurum Uffizi

Historic Centre of Florence
¥244,802
per person
Dec 2 - Dec 8
found 12 hours ago
Roundtrip flight included
Tokyo (NRT) to Florence (FLR)
7.6/10 Good! (1,003 reviews)
Hotel was good, great location and the staff was friendly.

Reviewed on Oct 18, 2026

The Moon Boutique Hotel & Spa

The Moon Boutique Hotel & Spa

Historic Centre of Florence
¥294,786
per person
Dec 2 - Dec 8
found 12 hours ago
Roundtrip flight included
Tokyo (NRT) to Florence (FLR)
9.6/10 Exceptional! (605 reviews)
Great place!

Reviewed on Oct 19, 2026

Maxim Axial

Maxim Axial

Historic Centre of Florence
¥246,602
per person
Dec 2 - Dec 8
found 12 hours ago
Roundtrip flight included
Tokyo (NRT) to Florence (FLR)
8.6/10 Excellent! (1,009 reviews)
Clean room. Good breakfast, incredible location and front desk very helpful and friendly.

Reviewed on Oct 17, 2026

Plaza Hotel Lucchesi

Plaza Hotel Lucchesi

Historic Centre of Florence
¥293,461
per person
Dec 2 - Dec 8
found 12 hours ago
Roundtrip flight included
Tokyo (NRT) to Florence (FLR)
9.4/10 Exceptional! (1,003 reviews)

Find the Best Montepulciano Vacation Packages

Montepulciano Hotel Deals

Precise Tale Poggio Alla Sala

Precise Tale Poggio Alla Sala

Via Di Poggio Alla Sala, 10 Montepulciano SI
Precise Tale Poggio Alla Sala
Nuovo Etruria Resort

Nuovo Etruria Resort

Via di S. Martino snc Montepulciano SI
Fully refundable
¥16,444
¥18,977 total
Oct 25 - Oct 26
includes taxes & fees
Nuovo Etruria Resort
Relais Villa Grazianella - UNA Esperienze

Relais Villa Grazianella - UNA Esperienze

Via Grazianella 5 Montepulciano SI
Fully refundableReserve now, pay when you stay
¥32,300
¥36,240 total
Nov 19 - Nov 20
includes taxes & fees
Relais Villa Grazianella - UNA Esperienze
See all 414 properties in Montepulciano
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.

Stay near popular Montepulciano attractions

Piazza Grande

9.4/10 (125 reviews)
Piazza Grande crowns Montepulciano's summit with Renaissance splendor, serving as the town's cultural heart. Linger at sidewalk cafés amid historic buildings or catch the thrilling Bravìo delle Botti barrel race.
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Terme di Montepulciano Spa

9.0/10 (54 reviews)
Terme di Montepulciano's sulfur-rich waters offer therapeutic treatments for respiratory issues, rheumatism, and skin conditions. Immerse yourself in thermal pools and mud baths amid the serene Tuscan countryside.
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Dome of Montepulciano

9.4/10 (144 reviews)
This 16th-century masterpiece of Renaissance architecture showcases perfect proportions and luminous travertine stone. Visit in late morning when sunlight bathes the façade, highlighting its classical details.
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Palazzo Avignonesi

9.6/10 (19 reviews)
Renaissance palace by Giacomo da Vignola showcasing architectural elegance on Montepulciano's historic streets. Its impressive façade reveals Tuscany's aristocratic past, though interior isn't open to visitors.
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San Biagio

9.6/10 (14 reviews)
You can learn about the history of Montepulciano with a stop at San Biagio. While you're here, you can savor the wineries.
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Consorzio del Vino Nobile di Montepulciano

9.6/10 (24 reviews)
Housed in Montepulciano's historic fortress, this consortium offers tastings of 100 local wines via innovative dispensers. Admire ancient Etruscan cisterns beneath glass floors while savoring acclaimed DOCG wines.
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Cantina Contucci

9.6/10 (21 reviews)
This historic winery has crafted prestigious Vino Nobile di Montepulciano since the 11th century. Explore ancient 13th-century cellars and savor traditional Tuscan wines paired with local delicacies.
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Cantina del Redi

8.8/10 (5 reviews)
Explore ancient Etruscan caves beneath Palazzo Ricci in this historic Montepulciano winery. Sample exquisite Vino Nobile while discovering centuries-old winemaking traditions in atmospheric underground vaults.
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What to do in Montepulciano

3 Regions in 1 Day from Rome with Tuscany Wine Tasting & Lunch

From Rome: Bagnoregio & Orvieto Day Trip with Tuscany Wine Tasting & Lunch

¥19,639
per adult
98% of travellers recommend
From Rome: Bagnoregio & Orvieto Day Trip with Tuscany Wine Tasting & Lunch
Montepulciano Wine Tasting in the Tuscan Countryside

Montepulciano Wine Tasting in the Tuscan Countryside

¥4,504
per adult
Montepulciano Wine Tasting in the Tuscan Countryside
Montepulciano Gran Tour

Montepulciano Gran Tour

¥2,703
per adult
Montepulciano Gran Tour
See all activities in Montepulciano

Frequently asked questions

How much does a Montepulciano vacation package cost?
You'll find cheap prices from ¥233,703 on Expedia for your Montepulciano getaway. However, factors like the length of stay, the season and your choice of hotel will determine how much your vacation to Montepulciano costs.
What are the cheapest months to go to Montepulciano?
December, January and February are the best times to search for cheap Montepulciano vacation packages. Traveling in less busy months means you can typically find better prices on flights and hotels.
How many days is enough for Montepulciano?
With a well-organized itinerary, you can easily hit the most popular Montepulciano sights in a handful of days. But if you prefer to explore off the beaten track or go on day tours, consider booking your Montepulciano vacation for longer.
Is it worth booking a vacation package to Montepulciano?
Whether you'd like to check out key attractions such as Piazza Grande and Palazzo Avignonesi on your Montepulciano vacation, or coming for its great walking trails, culture and dining, there's something for everyone here. With so much to experience, you'll soon find out why so many travelers think Montepulciano is a good vacation destination.
How to find the best Montepulciano package deals?
Landing a cheap Montepulciano package deal is a breeze with Expedia. After you've entered your destination and preferred dates under our "Packages" tab, set your maximum budget, add a few filters and browse what's available. You can fine-tune your search by "Amenities," "Property type," "Guest rating" and more. Order the results by "Price: low to high" to discover the most affordable Montepulciano package deals. Want a simple trick to score the biggest savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are generally lower.
Is it cheaper to book a Montepulciano vacation as a package?
You can enjoy significant savings on your Montepulciano escape by booking a customized vacation package. Click on the "Package" heading, then enter your destination and travel dates to see the best hotel and flight prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a vacation package to Montepulciano?
If you've got your Montepulciano travel dates confirmed, book early to grab some unbeatable deals. With Expedia, you can often reserve some flights up to a year in advance. Prefer spontaneous getaways? Our last-minute deals are ideal for impromptu escapes.
How to plan a trip to Montepulciano?
  1. Choose the right time to travel: Your schedule, favorite season and the type of weather you like can all influence your decision on when to visit Montepulciano.
  2. Set your budget: Factor in expenses such as flights, food and transportation when working out how much to set aside for your trip to Montepulciano. Then, pick a hotel that suits your budget, whether that's a wallet-friendly stay or a high-end retreat.
  3. Decide how long to go for: Now that you know more about Montepulciano, you can work out the perfect length of your break. Pull together a draft plan and allocate enough time to cover everything you want to do.
  4. Bundle your hotel and flights: Awesome destination, check. Length of stay, check. Now all that's left is to choose a Montepulciano vacation package that brings all your bookings together.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.