Montalcino Vacations from ￥214,084

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to ￥45,448 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

The Latest Montalcino Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Hotel Botticelli

Hotel Botticelli

4 out of 5
Historic Centre of Florence
Price was ￥261,062, price is now ￥214,084 per person
￥214,084
per person
Mar 17 - Mar 24
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Florence (FLR)
8.6/10 Excellent! (1,000 reviews)
The room was spotless, and the staff was very nice and accommodating. Beautiful lobby. Rooms are outdated and could use some remodeling. Breakfast is great. Excellent area.

Reviewed on Jan 3, 2026

Portrait Firenze - Lungarno Collection

Portrait Firenze - Lungarno Collection

5 out of 5
Historic Centre of Florence
Save 100% on your flight
Price was ￥803,384, price is now ￥590,760 per person
￥590,760
per person
Mar 17 - Mar 24
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Florence (FLR)
9.8/10 Exceptional! (299 reviews)
Great location and got fantastic service from the hotel. Room was very clean and comfortable. Definitely my first choice for staying in Firenze!

Reviewed on Nov 17, 2025

Hotel De La Ville

Hotel De La Ville

4 out of 5
Historic Centre of Florence
Price was ￥296,258, price is now ￥226,598 per person
￥226,598
per person
Mar 17 - Mar 24
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Florence (FLR)
9.2/10 Wonderful! (1,002 reviews)
Front deskstaff very helpful.

Reviewed on Jan 11, 2026

The Hoxton Florence

The Hoxton Florence

4 out of 5
Historic Centre of Florence
Price was ￥272,662, price is now ￥214,170 per person
￥214,170
per person
Mar 17 - Mar 24
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Florence (FLR)
9.4/10 Exceptional! (147 reviews)
The room was beautiful and clean and soundproof! The staff were amazing and went out of their way to help us when we discovered we had left our passports in Bologna

Reviewed on Jan 11, 2026

25hours Hotel Florence Piazza San Paolino

25hours Hotel Florence Piazza San Paolino

4 out of 5
Historic Centre of Florence
Price was ￥279,253, price is now ￥221,754 per person
￥221,754
per person
Mar 17 - Mar 24
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Florence (FLR)
9.4/10 Exceptional! (927 reviews)
Very detailed decor and very clean!

Reviewed on Jan 5, 2026

Find the Best Montalcino Vacation Packages

Montalcino Hotel Deals

Rosewood Castiglion del Bosco

Rosewood Castiglion del Bosco

5 out of 5
Localita Castiglion del Bosco Montalcino SI
9.8/10 Exceptional! (72 reviews)
Wonderful stay

Reviewed on Nov 25, 2025

Get rates
Rosewood Castiglion del Bosco
Castello di Velona Resort Thermal SPA & Winery

Castello di Velona Resort Thermal SPA & Winery

5 out of 5
Località Velona Montalcino SI
8.8/10 Excellent! (338 reviews)
The property was exquisite. The view spectacular and the staff top notch. The indoor and outdoor thermal pools and sauna made our stay very relaxing. The buffet breakfast was amazing.

Reviewed on Nov 11, 2025

Get rates
Castello di Velona Resort Thermal SPA & Winery
Mastrojanni Relais

Mastrojanni Relais

Localita Loreto e San Pio Montalcino SI
The price is ￥93,454 per night from Feb 13 to Feb 14
￥93,454
￥104,643 total
Feb 13 - Feb 14
includes taxes & fees
9.8/10 Exceptional! (61 reviews)
This was heaven on earth!! Completely over-exceeded my expectations! Room was so nice, comfortable, and relaxing. A perfect retreat to our busy trip. Also, the wine tour and restaurant can't be missed!!

Reviewed on Dec 1, 2025

Mastrojanni Relais
See all 6,879 properties in Montalcino
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

Abbazia di Sant'Antimo

You can learn about the history of Montalcino when you stop by Abbazia di Sant'Antimo. Visit the area's spas, or simply enjoy its wineries.

Abbazia di Sant'Antimo

Museum of Brunello

You can spend time exploring the galleries in Museum of Brunello during your travels in Montalcino. Discover the area's countryside and spas.

Museum of Brunello

What to do in Montalcino

3 Regions in 1 Day from Rome with Tuscany Wine Tasting & Lunch

From Rome: Bagnoregio & Orvieto Day Trip with Tuscany Wine Tasting & Lunch

￥16,422
per adult
100% of travellers recommend
From Rome: Bagnoregio & Orvieto Day Trip with Tuscany Wine Tasting & Lunch
Seggiano: Guided Tour of the Olive Grove and Food Tasting

Seggiano: Guided Tour of the Olive Grove and Food Tasting

￥4,608
per adult
Seggiano: Guided Tour of the Olive Grove and Food Tasting
Bottaia

Tasting Tour in One of The Most Beautiful Cellars in the World

￥6,082
per adult
100% of travellers recommend
Tasting Tour in One of The Most Beautiful Cellars in the World
See all activities in Montalcino

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.