Montepulciano Vacations from $1,033

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Your Montepulciano Vacation

Get to know the hilltop city of Montepulciano with a Montepulciano vacation package and immerse yourself in the best it can offer. From its rich history and cultural experiences to its spectacular views, prepare to fall for the charms of this vibrant destination. A trip to Montepulciano is a superb opportunity to do some sightseeing. Make sure you visit big-name attractions such as Pienza Cathedral, Palazzo Piccolomini and Tenuta Valdipiatta. Whoever you're heading away with and whatever your bank balance, your ultimate Montepulciano vacation is only clicks away with Expedia.

The Latest Montepulciano vacation packages

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 29 - Oct 5
found 11 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
7.8/10 Good! (1,000 reviews)
The staff is very friendly.

Reviewed on Jul 11, 2025

Collegio alla Querce - Auberge Resorts

Collegio alla Querce - Auberge Resorts

5 out of 5
Le Cure
Save 100% on your flight
per person
Sep 17 - Sep 20
found 14 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Florence (FLR)
10/10 Exceptional! (1 review)
Palazzo Firenze by Baglioni Hotels & Resorts

Palazzo Firenze by Baglioni Hotels & Resorts

5 out of 5
Historic Centre of Florence
Save 100% on your flight
per person
Sep 17 - Sep 20
found 14 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Florence (FLR)
9.4/10 Exceptional! (225 reviews)
Great service esp Fillippo and Daniel at the breakfast service

Reviewed on Jul 6, 2025

Hotel Palazzo Ognissanti

Hotel Palazzo Ognissanti

4 out of 5
Historic Centre of Florence
Save 100% on your flight
per person
Sep 29 - Oct 5
found 11 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
7.8/10 Good! (477 reviews)
We loved the location close to the Arno River and the city center. Had a delicious pizza around the corner and there is also a small grocery store for last minute necessities and water! The staff was very kind, and the breakfast was delicious. They offer free luggage storage which was convenient. Within walking distance from the main train station. We loved our stay and will be back!

Reviewed on Jun 27, 2025

Bernini Palace

Bernini Palace

5 out of 5
Historic Centre of Florence
Save 100% on your flight
per person
Aug 19 - Aug 25
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
9.6/10 Exceptional! (1,004 reviews)
It was splendid being there

Reviewed on Jul 11, 2025

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Discover the most popular places to visit in Montepulciano

Piazza Grande

Piazza Grande

4.5/5(13 reviews)

You can find out about the history of Montepulciano with a visit to Piazza Grande. While you're here, you can savor the wineries.

Piazza Grande

Terme di Montepulciano Spa

4.5/5(10 reviews)

Commune with nature and explore the great outdoors at Terme di Montepulciano Spa during your travels in Sant'Albino. While you're here, you can savor the wineries.

Terme di Montepulciano Spa

Dome of Montepulciano

5/5(21 reviews)

Learn about the local history of Montepulciano when you spend time at Dome of Montepulciano. While you're here, you can savor the wineries.

Dome of Montepulciano

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

$131
per adult
100% of travellers recommend
From Rome: Bagnoregio & Orvieto Day Trip with Tuscany Wine Tasting & Lunch
Montepulciano: Wine Tour and tasting

Montepulciano: Wine Tour and tasting

$60
per adult
100% of travellers recommend
Montepulciano: Wine Tour and tasting
Bottaia

Tasting Tour in One of The Most Beautiful Cellars in the World

$38
per adult
100% of travellers recommend
Tasting Tour in One of The Most Beautiful Cellars in the World
See all activities in Montepulciano

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
$449 nightly
The price is $501 total per night from Jul 16 to Jul 17
$501 total
Jul 16 - Jul 17
Total includes taxes and fees
9.4/10 Exceptional! (99 reviews)
"beautiful property. Emanates "tuscany" amid garden and vineyards. Great villa with excellent and well chosen art. Very comfortable and quiet. Nice amenities. Would stay here again. Much appreciated it for its character and charm and of course service."

Reviewed on Jul 7, 2025

Precise Tale Poggio Alla Sala
Nuovo Etruria Resort
Nuovo Etruria Resort
Via di S. Martino snc, Montepulciano, SI
Fully refundableReserve now, pay when you stay
$133 nightly
The price is $152 total per night from Jul 24 to Jul 25
$152 total
Jul 24 - Jul 25
Total includes taxes and fees
9.2/10 Wonderful! (19 reviews)
"The room was very clean. The view from the room is stunning! It is very quiet and relaxing. The resort is facing Montepulciano! The staff is very nice and friendly. I highly recommend it."

Reviewed on Jun 14, 2025

Nuovo Etruria Resort
Hotel Panoramic
Hotel Panoramic
3 out of 5
Via di Villa Bianca, 8, Montepulciano, SI
$71 nightly
The price is $83 total per night from Jul 13 to Jul 14
$83 total
Jul 13 - Jul 14
Total includes taxes and fees
8.6/10 Excellent! (244 reviews)
"Hidden gem! Place was so beautiful with breathtaking views. Pool area was great and rooms were so nice with balconies. Breakfast was also great. Highly recommend"

Reviewed on Jun 20, 2025

Hotel Panoramic
See all 440 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.

Find the Best Montepulciano Vacation Packages

Montepulciano Essential Information

Language
Italian
Currency
Euros
Local Welcome
Ciao
Local Goodbye
Ciao
Population
3,400
Max Temp Winter
50ºF
Max Temp Summer
85ºF
Top Sights
Pienza Cathedral, Terme di Montepulciano Spa and Piscine Termali Theia

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Frequently asked questions

How much does a Montepulciano vacation package cost?
You'll find cheap prices from $1,033 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?
You're likely to find reduced prices and greater availability in November, December and January. Check out our cheap Montepulciano vacation packages and you could land some great off-season deals.
How many days is enough for Montepulciano?
Typically, a handful of days is enough to see the top attractions during your Montepulciano vacation. But if you want to have time to relax or take day tours, consider extending your itinerary.
Is it worth booking a vacation package to Montepulciano?
Whether you'd like to visit attractions like Piazza Grande and Terme di Montepulciano Spa on your Montepulciano vacation, or coming for its great nature, walking trails and history, there's something for everyone here. With so much to do, 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. Pick your travel dates: The things you want to do in Montepulciano and your favorite season will help you decide when to go.
  2. Plan your budget wisely: In addition to the cost of your accommodations, you should consider other expenses. These include flights, food and transportation. Also, set aside a little extra for unexpected expenses that may crop up during your trip to Montepulciano.
  3. Explore Montepulciano using our trip planning tool: Gain insights into the most popular attractions and best properties for your trip to Montepulciano. You can also save your must-visit places, collaborate with friends and family and organize your plans in one place.
  4. Decide how long to go away for: Now that you're up to speed on Montepulciano, you can work out the ideal length of your vacation. Create a rough itinerary and give yourself enough time to cover everything you want to see.
  5. Bundle your bookings: With your travel dates in order, you can combine your flights, hotels, car rental and more into a customized Montepulciano vacation package.
  6. Book activities and experiences in advance: Whether it's entrance to a major attraction or a walking tour, you won't have to worry about missing out on Montepulciano's best offerings. Find all the incredible things to do in Montepulciano with our dedicated travel guide.

Does Expedia offer Book Now, Pay Later Montepulciano vacation packages?
Your Montepulciano break should be a relaxing escape from your busy life, not a source of money worries. So to allow you more flexibility, we've joined up with online lender Affirm to bring you our Book Now, Pay Later vacations. Pick one of our vacation packages with payment plans and spread the total cost over 3, 6 or 12 months. Plus, there aren't any late payment fees or hidden costs to worry about.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.