Montepulciano Vacation Packages

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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.

Top Montepulciano Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Hotel La Scaletta Al Ponte Vecchio

Hotel La Scaletta Al Ponte Vecchio

4 out of 5
Historic Centre of Florence
Price was CA $1,278, price is now CA $1,072 per person
CA $1,072
per person
Jan 16 - Jan 20
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Florence (FLR)
9/10 Wonderful! (1,000 reviews)
Giovanni was so very helpful, as well as the rest of the staff. The hotel’s location is very nice. It’s close to the bridge, but in a section that’s not too terribly busy. The terrace upstairs was absolutely amazing, as well as the restaurant. I highly recommend this hotel

Reviewed on Nov 8, 2026

Hotel Duomo Firenze

Hotel Duomo Firenze

3 out of 5
Historic Centre of Florence
Price was CA $2,419, price is now CA $1,481 per person
CA $1,481
per person
Jan 25 - Jan 31
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Florence (FLR)
9.2/10 Wonderful! (1,003 reviews)
Amazing location. So cool to be literally across from the Duomo. Easy walk to so many places to shop and eat. Free sparkling and still water was great. Snacks and free gelato! Staff was the most friendly and helpful. Highly recommend this place!

Reviewed on Nov 3, 2026

The Hoxton, Florence

The Hoxton, Florence

4 out of 5
Historic Centre of Florence
Price was CA $1,919, price is now CA $1,423 per person
CA $1,423
per person
Jan 25 - Jan 31
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Florence (FLR)
9.4/10 Exceptional! (370 reviews)
The Hoxton was so nice. There was only one or two things that were not optimal, but totally did not outweigh the other positives. We stayed on the ground floor and had a small courtyard area which was lovely, but the door to our room was pretty difficult to open. And, lastly the bathroom had a musty, odd smell to it. I think there might be some venetalation issues, but again neither outweighed all of the positives of our stay. Everything else in the room was perfect however. The bed was comfortable, the temperature controls, and we absolutely loved the courtyard area of our room. The staff was also so fabulous - from the front desk, the cocktail bar, to breakfast. Along with that the property was absolutely gorgeous. During our stay we took advantage of the buffet breakfast during one day and it was so worth it. It was delicious and exceeded our expecations. The cocktail lounge area was amazing as well. The drinks and apps were delicious. So, overall I would highly reccomend staying here!

Reviewed on Nov 10, 2026

Bernini Palace

Bernini Palace

5 out of 5
Historic Centre of Florence
Price was CA $1,656, price is now CA $1,350 per person
CA $1,350
per person
Jan 16 - Jan 20
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Florence (FLR)
9.8/10 Exceptional! (1,011 reviews)
Out

Reviewed on Nov 11, 2026

Il Rivalta - Place of Charme

Il Rivalta - Place of Charme

4 out of 5
Historic Centre of Florence
Price was CA $1,435, price is now CA $1,190 per person
CA $1,190
per person
Jan 16 - Jan 20
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Florence (FLR)
9.4/10 Exceptional! (642 reviews)
Great staff and property!! Location is primeeeee to walk all around Florence

Reviewed on Nov 8, 2026

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Montepulciano Hotel Deals

Precise Tale Poggio Alla Sala

Precise Tale Poggio Alla Sala

5 out of 5
Via Di Poggio Alla Sala, 10 Montepulciano SI
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Precise Tale Poggio Alla Sala
Nuovo Etruria Resort

Nuovo Etruria Resort

4 out of 5
Via di S. Martino snc Montepulciano SI
The price is CA $138 per night from Nov 20 to Nov 21
CA $138
CA $160 total
Nov 20 - Nov 21
includes taxes & fees
Nuovo Etruria Resort
Hotel Panoramic Montepulciano

Hotel Panoramic Montepulciano

3 out of 5
Via di Villa Bianca, 8 Montepulciano SI
8.8/10 Excellent! (265 reviews)
"Ok."

Reviewed on Oct 9, 2026

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Hotel Panoramic Montepulciano
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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.
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Stay near popular Montepulciano attractions

Piazza Grande

9.4/10 (125 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.
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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

CA $189
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

CA $40
per adult
Montepulciano Wine Tasting in the Tuscan Countryside
Montepulciano: Artisan Heroic Wine Tasting at the Terrace

Montepulciano: Artisan Heroic Wine Tasting at the Terrace

CA $64
per adult
Montepulciano: Artisan Heroic Wine Tasting at the Terrace
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Frequently asked questions

How much does a Montepulciano vacation package cost?
You'll find cheap prices from CA $1,072 on Expedia for your Montepulciano getaway. However, a range of factors like your choice of hotel, the season and length of stay will determine how much your vacation to Montepulciano costs.
What are the cheapest months to go to Montepulciano?
You can generally find lower rates and better availability in December, January and February. Browse our cheap Montepulciano vacation packages and you could get some excellent off-season deals.
How many days is enough for Montepulciano?
Usually, a handful of days is enough to check out the top sights during your Montepulciano vacation. However, if you want to have some time to unwind or take day tours, consider extending your itinerary.
Is it worth booking a vacation package to Montepulciano?
Montepulciano has all the ingredients you need for an amazing trip — walking trails, culture and dining are just the start. Whether you want to check out sights like Piazza Grande and Palazzo Avignonesi, or venture off the beaten track, you'll find plenty to do on your Montepulciano vacation.
How to find the best Montepulciano package deals?
Use Expedia's filters to find some of the best Montepulciano package deals. When you begin your search, simply set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your adventure for midweek, or look for Montepulciano package deals in the off-season. Switch up your travel dates and you may land even bigger discounts. As a rule of thumb, it's typically best to lock in your vacation package as soon as possible.
Is it cheaper to book a Montepulciano vacation as a package?
An Expedia vacation package could land you significant savings when compared to arranging flights and accommodations separately. Better still, you can customize your Montepulciano trip to fit your exact style. Choose your preferred flight time, select the hotel type and add a car rental. Check out our great deals to see how much you can save.
When to book a vacation package to Montepulciano?
If you're planning an impromptu Montepulciano trip, browse our last-minute deals that can be booked up to one week before you go. Don't want to leave things to the last minute? You can land terrific deals on your hotels and flights by booking well in advance.
How to plan a trip to Montepulciano?

  1. Choose when to get away: Check your schedule and get your bags packed. Your preferred season and the type of activities on offer will also help you decide when to vacation in Montepulciano.
  2. Figure out your budget: Make sure you have enough money to cover everything from food and transportation to experiences and flights. Your accommodations will probably be the biggest expense during your trip to Montepulciano.
  3. Decide how many days away: Start by making a list of all the activities and attractions you'd like to get to in Montepulciano. Then, estimate how long you'll need for each, along with any travel time.
  4. Bundle your hotel and flights: Awesome destination, check. Length of stay, check. 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.