Montalcino Vacation Packages
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Your Montalcino Vacation
Say goodbye to the hassle of planning and hello to a Montalcino vacation package. With your travel details organized before you take off, you can focus on discovering the best of this city, starting with Montegiovi, which is great for views, walking and nature. Abbazia di SantAntimo, Tenuta Greppo Franco Biondi Santi and Fortress of Montalcino are just some of the sights worth checking out during your trip to Montalcino. Don't delay visiting this city any longer. The ultimate Montalcino vacation is a couple of clicks away with Expedia.
Top Montalcino Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Eurostars Florence Boutique
Historic Centre of Florence
Price was CA $2,018, price is now CA $1,632 per person
CA $1,632
per person
Jun 1 - Jun 5
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Florence (FLR)
8.6/10 Excellent! (484 reviews)
The room was clean and the staff very accommodating. The breakfast was quite sufficient and had a good variety. The location is great. It's a short walk from the square, shopping and from restaurants.
Reviewed on Dec 13, 2025
Terme di Saturnia Natural Spa & Golf Resort - The Leading Hotels of the World
Price was CA $3,542, price is now CA $2,691 per person
CA $2,691
per person
Jun 2 - Jun 8
found 7 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Florence (FLR)
9.4/10 Exceptional! (469 reviews)
The place and staff are amazing!! Hope to stay every year. Michael the front reception was superb and Giuseppe in the bar area was so wonderful!!
Love this place!!
Reviewed on Mar 25, 2026
Dimora Palanca Boutique & SPA
Historic Centre of Florence
Price was CA $3,432, price is now CA $2,612 per person
CA $2,612
per person
Jul 19 - Jul 25
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Florence (FLR)
9.2/10 Wonderful! (62 reviews)
I particularly love the authenticity of the building being hundreds of hundreds of years old and yet well cut, beautiful staff beautiful spa only lacking in the dining aspect but everything else was perfect. Highly recommend but recommend going out for dinner.
Reviewed on Nov 5, 2025
LHP River Club
Santa Croce
Price was CA $3,281, price is now CA $2,605 per person
CA $2,605
per person
Jul 19 - Jul 25
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Florence (FLR)
9.4/10 Exceptional! (26 reviews)
Amazing hotel and amazing staff. We had the standard loft with a hot tub inside our bedroom! Loved it. Even though the reception is only open 9am-5pm, the hotel staff were very good at communicating with us through WhatsApp even when outside of these hours. The hotel feels very private. Love love love.
Reviewed on Apr 17, 2026
LHP Hotel River & SPA
Historic Centre of Florence
Price was CA $2,701, price is now CA $2,219 per person
CA $2,219
per person
Jul 19 - Jul 25
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Florence (FLR)
8.8/10 Excellent! (255 reviews)
The rooms were clean and the staff was very friendly. Breakfast had a great variety of food to choose from and the staff was wonderful!
Reviewed on Nov 29, 2025
Montalcino Hotel Deals
Castello di Velona Resort Thermal SPA & Winery
Località Velona Montalcino SI
Fully refundableReserve now, pay when you stay
The price is CA $1,080 per night from May 13 to May 14
CA $1,080
CA $1,204 total
May 13 - May 14
includes taxes & fees
9/10 Wonderful! (343 reviews)
A gem ! Great views , warm pool , restaurant.
Reviewed on Apr 28, 2026
Castiglion del Bosco, A Rosewood Hotel
Localita Castiglion del Bosco Montalcino SI
Fully refundableReserve now, pay when you stay
The price is CA $2,861 per night from May 8 to May 9
CA $2,861
CA $3,163 total
May 8 - May 9
includes taxes & fees
10/10 Exceptional! (75 reviews)
If you don’t like th it s place, then there will never be a place on earth that you like.. it’s actually above a 5 star!! Over the top service.. food seasons breakfast fantastic…fell very lucky to have stayed here.. thank you
Reviewed on Apr 8, 2026
SI Montalcino Hotel
Via Osticcio 21 Montalcino SI
Fully refundableReserve now, pay when you stay
The price is CA $209 per night from May 29 to May 30
CA $209
CA $243 total
May 29 - May 30
includes taxes & fees
9.2/10 Wonderful! (383 reviews)
Beautiful ground, good breakfast, not much service,
Reviewed on Nov 12, 2025
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 Montalcino
Fortress of Montalcino
Find out about the history of Montalcino with a stop at Fortress of Montalcino. Visit the area's spas, or simply enjoy its wineries.
Tenuta Greppo Franco Biondi Santi
You can enjoy a tasting or tour at Tenuta Greppo Franco Biondi Santi during your travels to Montalcino. Discover the area's countryside and spas.
What to do in Montalcino
From Rome: Bagnoregio & Orvieto Day Trip with Tuscany Wine Tasting & Lunch
CA $193
per adult
98% of travellers recommend
Seggiano: Guided Tour of the Olive Grove and Food Tasting
CA $41
per adult
Montepulciano Wine Tasting in the Tuscan Countryside
CA $41
per adult
Explore a world of travel with Expedia
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- Spa Hotels in Buonconvento
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- Visit Argiano
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- Bagni San Filippo Vacations
- Visit Bagno Vignoni
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- Visit Brunello di Montalcino Wine Area
- Cantina del Redi
- Cascate del Mulino
- Visit Castelnuovo dell'Abate
- Church of St. Augustine
- Consorzio del Vino Nobile di Montepulciano
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- Fortezza Medicea
- Fortress of Montalcino
- Maremma Vacations
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- Pienza Cathedral
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- Tenuta Greppo Franco Biondi Santi
- Tenuta Valdipiatta
- Terme di Montepulciano Spa
- Terme di Saturnia
- Visit Torrenieri
- Val d'Orcia Vacations
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
