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.
Monastero di Cortona Hotel & Spa
Cortona Old Town
Price was CA $3,060, price is now CA $2,208 per person
CA $2,208
per person
Jun 7 - Jun 13
found 20 hours ago
Roundtrip flight included
Toronto (YYZ) to Florence (FLR)
10/10 Exceptional! (266 reviews)
Delightful place to stay in Cortona. Rooms were clean and comfortable, staff attentive and friendly, and breakfasts and drinks nicely done. I’d gladly return.
Reviewed on May 4, 2026
Residenza Florentia
Historic Centre of Florence
Price was CA $3,983, price is now CA $2,314 per person
CA $2,314
per person
Jun 16 - Jun 22
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Florence (FLR)
8.4/10 Very Good! (49 reviews)
The hotel staff were extremely friendly and highly professional – honestly, I’ve rarely experienced this level of service.
The hotel is in a perfect location, right in the city center, which is a huge advantage.
Everything was clean, well-maintained, and very comfortable. I would highly recommend this place to anyone looking for quality accommodation.
Reviewed on Apr 6, 2026
Relais Uffizi, Tailor made Hotel
Historic Centre of Florence
Price was CA $5,057, price is now CA $3,539 per person
CA $3,539
per person
Jun 23 - Jun 29
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Florence (FLR)
9.4/10 Exceptional! (133 reviews)
The room was spacious and convenient central to all shops and restaurants.
Reviewed on Apr 28, 2026
Alfieri9
Historic Centre of Florence
Price was CA $3,444, price is now CA $2,536 per person
CA $2,536
per person
Jun 20 - Jun 26
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Florence (FLR)
9.6/10 Exceptional! (161 reviews)
Hotel was in a nice quiet neighborhood, but still only a short walk to main attractions. The breakfast was excellent. Staff interactions were good.
Reviewed on Dec 5, 2025
Montepulciano Hotel Deals
Precise Tale Poggio Alla Sala
Via Poggio alla Sala 10 Montepulciano SI
Fully refundableReserve now, pay when you stay
The price is CA $523 per night from May 7 to May 8
CA $523
CA $585 total
May 7 - May 8
includes taxes & fees
9.4/10 Exceptional! (131 reviews)
Absolutely amazing! We travel with small children and this accomodation was incredible. The accomodation and staff was 5 star
Reviewed on May 3, 2026
Nuovo Etruria Resort
Via di S. Martino snc Montepulciano SI
Fully refundableReserve now, pay when you stay
The price is CA $143 per night from May 11 to May 12
CA $143
CA $164 total
May 11 - May 12
includes taxes & fees
9.4/10 Exceptional! (76 reviews)
Breakfast was good not much selection though, but pastries are very good. The view to my room is spectacular. The room was very hot at midday and AC is not cooling enough that room is so warm at night.
Reviewed on May 4, 2026
Relais Villa Grazianella - UNA Esperienze
Via Grazianella 5 Montepulciano SI
The price is CA $385 per night from May 14 to May 15
CA $385
CA $430 total
May 14 - May 15
includes taxes & fees
9.8/10 Exceptional! (289 reviews)
My stay was absolute perfection! I didn't want to leave! The location is stunning, yet close to amenities and lots of different options for sightseeing, day trips etc. Rooms were a great size and well equipped. The staff were beautiful. I found them to be so warm and friendly and the perfect blend ...
Reviewed on May 3, 2026
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.
Discover the most popular places to visit in Montepulciano
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.
Consorzio del Vino Nobile di Montepulciano
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.
Cantina del Redi
You can enjoy a tasting or tour at Cantina del Redi during your travels to Montepulciano. While you're here, you can savor the wineries.
What to do in Montepulciano
From Rome: Bagnoregio & Orvieto Day Trip with Tuscany Wine Tasting & Lunch
CA $193
per adult
98% of travellers recommend
Montepulciano Wine Tasting in the Tuscan Countryside
CA $41
per adult
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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.
