Montepulciano Vacations from ￥409,796

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The Latest Montepulciano Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Bob W Florence Santa Croce

Bob W Florence Santa Croce

3 out of 5
Historic Centre of Florence
Price was ￥449,898, price is now ￥409,796 per person
￥409,796
per person
Sep 18 - Sep 22
found 1 hour ago
Roundtrip flight included
Tokyo (TYO) to Florence (FLR)
8.8/10 Excellent! (9 reviews)

Hotel La Scaletta Al Ponte Vecchio

Hotel La Scaletta Al Ponte Vecchio

4 out of 5
Historic Centre of Florence
Price was ￥550,893, price is now ￥434,418 per person
￥434,418
per person
Sep 18 - Sep 22
found 1 hour ago
Roundtrip flight included
Tokyo (TYO) to Florence (FLR)
8.8/10 Excellent! (1,002 reviews)
Great stay overall especially in the courtyard

Reviewed on Jul 7, 2026

Hotel Garibaldi Blu

Hotel Garibaldi Blu

4 out of 5
Historic Centre of Florence
Price was ￥526,585, price is now ￥456,138 per person
￥456,138
per person
Sep 18 - Sep 22
found 1 hour ago
Roundtrip flight included
Tokyo (TYO) to Florence (FLR)
9.2/10 Wonderful! (883 reviews)
The air conditioning didn’t seem to be working consistently, our room was a bit hot. The breakfast was perfect and a great way to start our day. The location was excellent for ask the areas of Florence we wanted try see. We would highly recommend this place.

Reviewed on Jul 5, 2026

c-hotels Joy

c-hotels Joy

4 out of 5
Historic Centre of Florence
Price was ￥483,576, price is now ￥424,580 per person
￥424,580
per person
Sep 18 - Sep 22
found 1 hour ago
Roundtrip flight included
Tokyo (TYO) to Florence (FLR)
9/10 Wonderful! (1,000 reviews)
Clean rooms, kind and helpful staff, air conditioning and rooms were modern and updated.

Reviewed on Jul 2, 2026

Hotel Caravaggio

Hotel Caravaggio

3 out of 5
Historic Centre of Florence
Price was ￥490,114, price is now ￥445,466 per person
￥445,466
per person
Sep 18 - Sep 22
found 1 hour ago
Roundtrip flight included
Tokyo (TYO) to Florence (FLR)
9/10 Wonderful! (1,008 reviews)
We enjoyed our stay at Hotel Caravaggio. The location was excellent with a lovely large park in front of the hotel and only 8-10 minutes from the duomo and 6 minute walk from the T2 tram which takes you to the airport. We enjoyed all the surrounding small businesses- shops, cafes, restaurants, etc. The AC worked beautifully and the staff was very helpful. They made great recommendations to us.

Reviewed on Jul 6, 2026

Find the Best Montepulciano Vacation Packages

Montepulciano Hotel Deals

Precise Tale Poggio Alla Sala

Precise Tale Poggio Alla Sala

5 out of 5
Via Poggio alla Sala 10 Montepulciano SI
Fully refundableReserve now, pay when you stay
The price is ￥89,477 per night from Aug 5 to Aug 6
￥89,477
￥99,535 total
Aug 5 - Aug 6
includes taxes & fees
9.6/10 Exceptional! (148 reviews)
"It’s a beautiful property, but be aware that it is secluded and that the restaurant menu is quite limited and after a couple of days, we were happy to go elsewhere. The waiting staff was attentive and nice, front desk not as much (maybe the la guard barrier?)"

Reviewed on Jun 19, 2026

Precise Tale Poggio Alla Sala
Nuovo Etruria Resort

Nuovo Etruria Resort

Via di S. Martino snc Montepulciano SI
Fully refundable
The price is ￥17,198 per night from Jul 20 to Jul 21
￥17,198
￥19,657 total
Jul 20 - Jul 21
includes taxes & fees
9.2/10 Wonderful! (104 reviews)
"This property was in a beautiful location just outside of the town of Montepulciano. The room was perfect for us and our 15yrs daughter, including air conditioning (thank goodness as we had a major heatwave 40+ degrees!). The pool was also beautiful and refreshing, with large umbrellas, and a great ..."

Reviewed on Jun 30, 2026

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
The price is ￥58,665 per night from Jul 13 to Jul 14
￥58,665
￥65,272 total
Jul 13 - Jul 14
includes taxes & fees
9.8/10 Exceptional! (314 reviews)
"This property is quintessential Tuscany. Set in gorgeous rolling hills, looking over vineyards and stunning sunsets. There is AC (helpful with a heat wave!) and a lively pool. We opted to have breakfast included and the cappuccino was the best we enjoyed during our time in Italy. Dinner on site was ..."

Reviewed on Jul 6, 2026

Relais Villa Grazianella - UNA Esperienze
See all 426 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.
See properties

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

￥16,181
per adult
98% of travellers recommend
From Rome: Bagnoregio & Orvieto Day Trip with Tuscany Wine Tasting & Lunch
Montepulciano Gran Tour

Montepulciano Gran Tour

￥2,790
per adult
Montepulciano Gran Tour
Montepulciano Wine Tasting in the Tuscan Countryside

Montepulciano Wine Tasting in the Tuscan Countryside

￥4,650
per adult
Montepulciano Wine Tasting in the Tuscan Countryside
See all activities in Montepulciano

Frequently asked questions

How much does a Montepulciano vacation package cost?
You'll find cheap prices from ￥409,796 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.

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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.