
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.


Aurum Uffizi
Historic Centre of Florence
Price was CA $2,322, price is now CA $1,376 per person
CA $1,376
per person
Aug 31 - Sep 5
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Florence (FLR)
7.6/10 Good! (1,006 reviews)
The hotel was conveniently located, and the service was good. Overall, it was a pleasant stay. However, I hope the hotel improves its Wi-Fi coverage, as the connection can become unstable when multiple guests are accessing the network.
Reviewed on Jun 5, 2026

Donati Luxury Tower Suites
Historic Centre of Florence
Price was CA $4,805, price is now CA $3,252 per person
CA $3,252
per person
Jul 20 - Jul 24
found 18 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Florence (FLR)
9.8/10 Exceptional! (66 reviews)
Agradable estancia. Excelente servicio. La habitación la mantenían siempre limpia. Todo queda cerca del área. Muy recomendable
Reviewed on May 23, 2026

The Moon Boutique Hotel & Spa
Historic Centre of Florence
Price was CA $2,617, price is now CA $1,828 per person
CA $1,828
per person
Aug 31 - Sep 5
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Florence (FLR)
9.6/10 Exceptional! (557 reviews)
Absolutely fantastic hotel, we couldn’t believe how good it was. Exactly like the photos. The hotel was built only in 2018 and the facilities are constantly kept in perfect condition and spotlessly clean.
In a quiet part of town easily walkable into the main attractions and close to a bus and a tram stop, a perfect sanctuary to rest at night time. All of the staff are so kind and polite, especially Francois who looked after us very well at breakfast time.
The hotel would be worth the price tag just for the comfortable rooms and location, but it has the added bonus of a free breakfast (with tons of choices and free mimosas), free luxury spa facilities and free home made lemonade and biscuits available at all times.
We can’t recommend this hotel enough as a boutique stay perfect for adults wanting a luxury escape.
Reviewed on Jun 8, 2026

The James Suite Hotel Firenze 1564 - Small Luxury Hotels of the World
Historic Centre of Florence
Price was CA $4,506, price is now CA $3,192 per person
CA $3,192
per person
Jul 20 - Jul 24
found 18 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Florence (FLR)
10/10 Exceptional! (18 reviews)
Lovely stay. Highly recommend it!
Reviewed on Jun 11, 2026
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 $1,105 per night from Jul 14 to Jul 15
CA $1,105
CA $1,232 total
Jul 14 - Jul 15
includes taxes & fees
9/10 Wonderful! (354 reviews)
"I cant think of a more perfect place to stay. It is a beautiful property, with a long history, in one of the most beautiful regions of the world. We had one of the more "basic" rooms but it was still luxurious and comfortable. Amenities were great and the food/wine was amazing. We had some logistical ..."
Reviewed on May 16, 2026

Castiglion del Bosco, A Rosewood Hotel
Localita Castiglion del Bosco Montalcino SI
Fully refundableReserve now, pay when you stay
The price is CA $3,109 per night from Jul 14 to Jul 15
CA $3,109
CA $3,436 total
Jul 14 - Jul 15
includes taxes & fees

SI Montalcino Hotel
Via Osticcio 21 Montalcino SI
Fully refundableReserve now, pay when you stay
The price is CA $145 per night from Jun 17 to Jun 18
CA $145
CA $173 total
Jun 17 - Jun 18
includes taxes & fees
9.2/10 Wonderful! (391 reviews)
"The hotel was absolutely stunning! Our room was spacious, and the beds were incredibly comfortable. The staff were warm, welcoming, and very informative throughout our stay. Breakfast was delicious, and there was no better way to start the day than with an espresso while enjoying the beautiful view. ..."
Reviewed on Jun 2, 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.
Stay near popular Montalcino attractions
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- Visit Argiano
- Art Studio di Adelina Quadri
- Bagni San Filippo Vacations
- Visit Bagno Vignoni
- Brunello di Montalcino Wine Area Vacations
- 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
- Crete Senesi Vacations
- Fortezza Medicea
- Fortress of Montalcino
- Maremma Vacations
- Montepulciano Vacations
- Monteriggioni Castle
- Monticello Amiata Vacations
- Murlo Vacations
- Orgia Vacations
- Palazzo Ricci
- Pari Vacations
- Pienza Cathedral
- Pienza Vacations
- Piscine Termali Theia
- Province of Siena Vacations
- Rosia Vacations
- Saturnia Vacations
- Siena Vacations
- 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.







