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.
Aurum Firenze

Aurum Firenze

Historic Centre of Florence
CA $1,220
per person
Nov 28 - Dec 4
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Florence (FLR)
7.6/10 Good! (1,003 reviews)
Brilliant location, no more than 15-20 maximum minutes to walk to all the main sites. The staff worked hard and were very friendly and helpful.

Reviewed on Sep 17, 2026

Eurostars Florence Boutique

Eurostars Florence Boutique

Historic Centre of Florence
CA $2,084
per person
Oct 21 - Oct 25
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Florence (FLR)
8.6/10 Excellent! (500 reviews)
mattresses were impossible to sleep on

Reviewed on Sep 14, 2026

Boutique Hotel del Corso

Boutique Hotel del Corso

Historic Centre of Florence
CA $1,732
per person
Oct 22 - Oct 26
found 21 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Florence (FLR)
9.2/10 Wonderful! (325 reviews)
clean room staff was very helpful waking distance to all sights and restaurants

Reviewed on Sep 17, 2026

The Moon Boutique Hotel & Spa

The Moon Boutique Hotel & Spa

Historic Centre of Florence
CA $1,563
per person
Nov 25 - Nov 29
found 23 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Florence (FLR)
9.6/10 Exceptional! (592 reviews)
Excellent staff. Extremely helpful. Booked reservations for us and always happy to help. Hotel is nice and well maintained. Room was spacious for Italy. Shower was only tight squeeze

Reviewed on Sep 18, 2026

Hotel La Scaletta Al Ponte Vecchio

Hotel La Scaletta Al Ponte Vecchio

Historic Centre of Florence
CA $2,778
per person
Oct 19 - Oct 25
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Florence (FLR)
9/10 Wonderful! (1,005 reviews)

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Montepulciano Hotel Deals

Nuovo Etruria Resort

Nuovo Etruria Resort

Via di S. Martino snc Montepulciano SI
Fully refundable
CA $162
CA $185 total
Sep 22 - Sep 23
includes taxes & fees
9.2/10 Wonderful! (129 reviews)
"All good"

Reviewed on Sep 15, 2026

Nuovo Etruria Resort
Precise Tale Poggio Alla Sala

Precise Tale Poggio Alla Sala

Via Di Poggio Alla Sala, 10 Montepulciano SI
Fully refundableReserve now, pay when you stay
CA $677
CA $754 total
Sep 20 - Sep 21
includes taxes & fees
Precise Tale Poggio Alla Sala
Relais Villa Grazianella - UNA Esperienze

Relais Villa Grazianella - UNA Esperienze

Via Grazianella 5 Montepulciano SI
CA $388
CA $433 total
Oct 18 - Oct 19
includes taxes & fees
9.8/10 Exceptional! (344 reviews)
"We loved this hotel. We were lucky to have a two bedroom apartment. It’s not connected to the hotel, so be prepared to drive 10 minutes each way. The prepared breakfast was wonderful and the staff was always very pleasant."

Reviewed on Sep 17, 2026

Relais Villa Grazianella - UNA Esperienze
See all 412 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.
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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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Terme di Montepulciano Spa

9.0/10 (54 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.
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Dome of Montepulciano

9.4/10 (144 reviews)
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.
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Palazzo Ricci

9.6/10 (17 reviews)
Learn about the local history of Montepulciano with a stop at Palazzo Ricci. While you're here, you can savor the wineries.
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Palazzo Avignonesi

9.6/10 (19 reviews)
Find out about the history of Montepulciano when you spend time at Palazzo Avignonesi. While you're here, you can savor the wineries.
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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)
You can enjoy a tasting or tour at Consorzio del Vino Nobile di Montepulciano during your travels to Montepulciano. While you're here, you can savor the wineries.
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Civic Museum

10.0/10 (2 reviews)
You can study the exhibits at Civic Museum, a museum with a story of its own, during your trip to Montepulciano. 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 $136
per adult
98% 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

CA $81
per adult
Montepulciano: Artisan Heroic Wine Tasting at the Terrace
Montepulciano Gran Tour

Montepulciano Gran Tour

CA $24
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 CA $1,220 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.