Brunello di Montalcino Wine Area Vacations from ￥339,588

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The Latest Brunello di Montalcino Wine Area Vacation Packages

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

Hotel Villani

2 out of 5
Historic Centre of Florence
Price was ￥394,192, price is now ￥339,588 per person
￥339,588
per person
Aug 3 - Aug 9
found 1 hour ago
Roundtrip flight included
Tokyo (TYO) to Florence (FLR)
8.6/10 Excellent! (497 reviews)
They are supposed to be getting a new elevator, currently only one person with luggage can go up at a time. The bar on the rooftop is unfortunately closed but the rooftop itself is open. No English channels on the TV but the room is very quiet. Location location being 1 block from the Duomo makes up for a lot of things in an old hotel. The wine bar right next door was great as well as seasons restaurant a half block away. Overall I give it more positives than negatives.

Reviewed on May 21, 2026

Hotel L'Orologio Firenze

Hotel L'Orologio Firenze

4 out of 5
Historic Centre of Florence
Price was ￥443,873, price is now ￥367,837 per person
￥367,837
per person
Aug 3 - Aug 9
found 1 hour ago
Roundtrip flight included
Tokyo (TYO) to Florence (FLR)
9.6/10 Exceptional! (1,005 reviews)
I loved everything about this Hotel. The staff greeted me by name as soon as we came in. The ambiance was a mixture of old world elegance and modern amenities. The room was so nice - wood beam ceilings and a great mattress. The breakfast room was beautiful and the food was diverse and delicious. We had a lovely drink in the bar just because the bar area was so nice.

Reviewed on May 13, 2026

Hotel Balestri

Hotel Balestri

4 out of 5
Historic Centre of Florence
Price was ￥423,558, price is now ￥355,727 per person
￥355,727
per person
Aug 3 - Aug 9
found 1 hour ago
Roundtrip flight included
Tokyo (TYO) to Florence (FLR)
9.2/10 Wonderful! (1,003 reviews)
Excellent location, beautiful hotel, highly recommended

Reviewed on Apr 17, 2026

Ponte Vecchio Suites & Spa

Ponte Vecchio Suites & Spa

4 out of 5
Historic Centre of Florence
Price was ￥450,448, price is now ￥381,082 per person
￥381,082
per person
Aug 3 - Aug 9
found 1 hour ago
Roundtrip flight included
Tokyo (TYO) to Florence (FLR)
9.6/10 Exceptional! (1,000 reviews)
Fabulous! If I could give them ten stars I would. Our room was beautiful and immaculate; so comfortable I wanted to move in and live there. Breakfast was amazing; a feast for the eyes as well as the palatte. What really stood out was the staff. Every person from the front desk to housekeeping was friendly, kind, and helpful in every way. I want to say we were treated like royalty, but it's more accurate to say we were treated like family. If I ever make it to Florence again I will definitely stay at this lovely hotel. Oh, I forgot to mention the hotel is just a few steps from the Pitti Palace and the Uffizi, as well as numerous other attractions.

Reviewed on May 12, 2026

Villa Tolomei Hotel & Resort

Villa Tolomei Hotel & Resort

5 out of 5
Oltrarno
Price was ￥431,961, price is now ￥371,446 per person
￥371,446
per person
Aug 3 - Aug 9
found 1 hour ago
Roundtrip flight included
Tokyo (TYO) to Florence (FLR)
9/10 Wonderful! (410 reviews)
The Tuscan villa you imagine from the movies… 10/10 breakfast and views.

Reviewed on May 5, 2026

Find the Best Brunello di Montalcino Wine Area Vacation Packages

Brunello di Montalcino Wine Area Hotel Deals

Castello di Velona Resort Thermal SPA & Winery

Castello di Velona Resort Thermal SPA & Winery

5 out of 5
Località Velona Montalcino SI
Fully refundableReserve now, pay when you stay
The price is ￥105,516 per night from May 28 to May 29
￥105,516
￥117,914 total
May 28 - May 29
includes taxes & fees
9/10 Wonderful! (348 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

Castello di Velona Resort Thermal SPA & Winery
Castiglion del Bosco, A Rosewood Hotel

Castiglion del Bosco, A Rosewood Hotel

5 out of 5
Localita Castiglion del Bosco Montalcino SI
Fully refundableReserve now, pay when you stay
The price is ￥350,571 per night from Jun 7 to Jun 8
￥350,571
￥387,475 total
Jun 7 - Jun 8
includes taxes & fees
Castiglion del Bosco, A Rosewood Hotel
Mastrojanni Relais - Small Luxury Hotels of the World

Mastrojanni Relais - Small Luxury Hotels of the World

Localita Loreto e San Pio Montalcino SI
The price is ￥107,726 per night from Jun 13 to Jun 14
￥107,726
￥120,346 total
Jun 13 - Jun 14
includes taxes & fees
10/10 Exceptional! (68 reviews)
"Wonderfully Beautiful Winery… Stunning views. Fabulous rooms and very welcoming staff."

Reviewed on Apr 26, 2026

Mastrojanni Relais - Small Luxury Hotels of the World
See all 5,387 properties in Brunello di Montalcino Wine Area
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 Brunello di Montalcino Wine Area

Abbazia di Sant'Antimo

5/5(56 reviews)

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

Frequently asked questions

Can I cancel my flight booking to Brunello di Montalcino Wine Area due to COVID-19?
Visit our Customer Service Portal for details about canceling or changing your flight because of COVID-19. Make sure you also read over the terms and conditions of your chosen carrier before booking your fare to Brunello di Montalcino Wine Area.
What's the best way to find cheap flights to Brunello di Montalcino Wine Area that have flexible change policies?
When it comes to flying these days, flexibility is important. That's why we have a "No change fee" search function to help you find flexible, cheap tickets to Brunello di Montalcino Wine Area. It's at the top left of your screen under the "Flexible change policies" heading.
What are some of the general tips for travelers to Brunello di Montalcino Wine Area during the COVID-19 outbreak?
The COVID-19 pandemic has changed the world in so many ways, including how we're able to travel safely. These tips will help you understand these new challenges and get you ready for your vacation in Brunello di Montalcino Wine Area:
  • Find out the rules and restrictions in both your origin and destination. It may not be possible to travel depending on local circumstances, so make sure you check in advance.
  • When you pass through airport screening, keep your face mask on. You will be asked to briefly lower it for identification purposes. Travelers who refuse to wear a face mask may be fined and denied boarding.
  • Do not hand your boarding pass directly to a TSA officer. Instead, place your pass on the scanner and then hold it up for the agent to visually inspect it.
  • TSA now allows passengers to take one container of hand sanitizer, up to 12 oz (350 ml) in size, in carry-on baggage. This will need to be removed from your bag and submitted for screening.
  • Remove personal items from your pocket, such as your wallet, phone and small change, and place them in your carry-on instead of the bins. This will minimize handling during the screening process.
  • If you're planning to take food on the plane with you, put it in a clear plastic bag and then into a scanning bin. This lessens the likelihood that a TSA agent will need to handle your carry-on bag or food container for closer inspection.

Which airlines fly to Brunello di Montalcino Wine Area?
Organize your fare with Alitalia and then start piecing together your Brunello di Montalcino Wine Area must-do list. This leading carrier has 121 flights each month to Peretola Airport (FLR), a central gateway.
How can I find cheap tickets to Brunello di Montalcino Wine Area?
Start searching as early as possible, consider alternative airports, avoid peak travel periods — there are lots of ways! Another one is to take advantage of Expedia's "flexible dates" feature. Search for your Brunello di Montalcino Wine Area flight, then check out the prices for nearby dates. In the last seven days, the best price for a flight to Brunello di Montalcino Wine Area was .
How much is a flight to Brunello di Montalcino Wine Area?
You could have locked in a return ticket to Brunello di Montalcino Wine Area from anywhere between and in the last seven days. For one-way trips departing from (), the lowest amount paid during this time was just .
What are the most popular airports to fly into in Brunello di Montalcino Wine Area?
Start planning your Brunello di Montalcino Wine Area journey by securing a seat on one of the 1323 flights every month to Peretola Airport (FLR). This is the region's main point of entry.
When is the cheapest time to fly to Brunello di Montalcino Wine Area?
Leave earlier in the week to secure the best deal to Brunello di Montalcino Wine Area. Tuesday is usually the cheapest day to take off, followed by Monday. Saturday often has the highest ticket prices. This is because many people prefer to begin their trip on a weekend.
How much is a plane ticket to Brunello di Montalcino Wine Area?
In the last seven days, airfares to Brunello di Montalcino Wine Area varied from to .
Which airlines with flights to Brunello di Montalcino Wine Area employ COVID-19 cleanliness policies?
Social distancing is just one element of new travel industry strategies to help combat COVID-19. From check-in to arrival, these carriers will carry you to Brunello di Montalcino Wine Area with greater peace of mind:
  • Ryanair - this airline is known for cleaning with disinfectant and providing passenger masks.
  • Vueling - this airline is known for providing passenger masks and cleaning with disinfectant.
  • Air Dolomiti - this airline is known for cleaning with disinfectant and conducting passenger temperature checks.

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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.