Montepulciano Vacations from $617

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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.
Eurostars Florence Boutique

Eurostars Florence Boutique

4 out of 5
Historic Centre of Florence
Price was $922, price is now $617 per person
$617
per person
Nov 20 - Nov 25
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Florence (FLR)
8.6/10 Excellent! (472 reviews)
Great little hotel. Everything is within walking distance. The view from the terrace was amazing.

Reviewed on Aug 6, 2025

The Club House

The Club House

5 out of 5
Price was $1,288, price is now $957 per person
$957
per person
Nov 2 - Nov 6
found 8 hours ago
Roundtrip flight included
New York (NYC) to Florence (FLR)
10/10 Exceptional! (4 reviews)
We LOVED staying at The Clubhouse. The service was attentive, the facility was well kept. It felt like we were staying at a friends house but with AMAZING service. We would love to stay here again in the future. Thank you to all of the staff for making such a special experience for us.

Reviewed on Oct 1, 2025

Aurum Uffizi

Aurum Uffizi

4 out of 5
Historic Centre of Florence
Price was $1,608, price is now $1,100 per person
$1,100
per person
Dec 28 - Jan 1
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
7.8/10 Good! (1,008 reviews)
Perfect accommodation.

Reviewed on Oct 2, 2025

Aurum Firenze

Aurum Firenze

4 out of 5
Historic Centre of Florence
Price was $1,560, price is now $1,081 per person
$1,081
per person
Dec 28 - Jan 1
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
7.8/10 Good! (1,007 reviews)
Breakfast was excellent

Reviewed on Sep 29, 2025

Villa Cora

Villa Cora

5 out of 5
Oltrarno
Save 100% on your flight
Price was $2,578, price is now $1,818 per person
$1,818
per person
Nov 3 - Nov 8
found 24 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Florence (FLR)
9.8/10 Exceptional! (461 reviews)
The hotel is very beautiful, and the surrounding environment is also excellent.

Reviewed on Sep 26, 2025

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Discover the most popular places to visit in Montepulciano

Piazza Grande

Piazza Grande

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

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

After visiting Dome of Montepulciano, make a plan to see the other sights and activities in Montepulciano. While you're here, you can savor the wineries.

Dome of Montepulciano

What to do in Montepulciano

Montepulciano Wine Tasting in the Tuscan Countryside

Montepulciano Wine Tasting in the Tuscan Countryside

$30
per adult
Montepulciano Wine Tasting in the Tuscan Countryside
3 Regions in 1 Day from Rome with Tuscany Wine Tasting & Lunch

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

$105
per adult
100% of travellers recommend
From Rome: Bagnoregio & Orvieto Day Trip with Tuscany Wine Tasting & Lunch
Montepulciano: Artisan Heroic Wine Tasting at the Terrace

Montepulciano: Artisan Heroic Wine Tasting at the Terrace

$51
per adult
Montepulciano: Artisan Heroic Wine Tasting at the Terrace
See all activities in Montepulciano

Montepulciano Hotel Deals

Nuovo Etruria Resort

Nuovo Etruria Resort

Via di S. Martino snc, Montepulciano, SI
Fully refundableReserve now, pay when you stay
$119 nightly
The price is $135 total per night from Nov 2 to Nov 3
$135 total
Nov 2 - Nov 3
Total with taxes and fees
9.2/10 Wonderful! (54 reviews)
"Great place!"

Reviewed on Sep 28, 2025

Nuovo Etruria Resort
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
$349 nightly
The price is $391 total per night from Oct 31 to Nov 1
$391 total
Oct 31 - Nov 1
Total with taxes and fees
9.4/10 Exceptional! (112 reviews)
"Property is very well maintained with amazing views. The main building is gorgeous with a beautiful dining area. Overall an amazing experience and one i really want to repeat"

Reviewed on Sep 27, 2025

Precise Tale Poggio Alla Sala
Hotel Panoramic

Hotel Panoramic

3 out of 5
Via di Villa Bianca, 8, Montepulciano, SI
$109 nightly
The price is $124 total per night from Oct 6 to Oct 7
$124 total
Oct 6 - Oct 7
Total with taxes and fees
8.6/10 Excellent! (248 reviews)
"Nice location. Staff was nice. The only issue is the room with no AC or plugs. When reviewing the property it appeared the property lists AC. You would assume the whole hotel has AC. Once I selected the room I should have looked closely at the AC availability. Rough night to sleep. Other than that ..."

Reviewed on Jul 26, 2025

Hotel Panoramic
See all 443 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.

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 $617 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.

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Explore a world of travel with Expedia

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