Deals on vacations and trips to Brunello di Montalcino Wine Area

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Eurostars Florence Boutique

Eurostars Florence Boutique

4 out of 5
Historic Centre of Florence
Price was $883, price is now $629 per person
$629
per person
Feb 20 - Feb 25
found 23 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
This hotel features a 24-hour gym and a rooftop terrace. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. A terrace, express check-out, and a computer station are also on offer.
Aurum Uffizi

Aurum Uffizi

4 out of 5
Historic Centre of Florence
Price was $1,036, price is now $638 per person
$638
per person
Feb 20 - Feb 25
found 23 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
Free WiFi in public areas, a terrace, and a garden are available at this hotel. Enjoy the free buffet breakfast each morning. A snack bar/deli and a safe deposit box are also provided.
Aurum Firenze

Aurum Firenze

4 out of 5
Historic Centre of Florence
Price was $1,019, price is now $632 per person
$632
per person
Feb 20 - Feb 25
found 23 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
Free WiFi in public areas and a safe deposit box are available at this hotel. Enjoy the free buffet breakfast each morning. Staff at the 24-hour front desk can provide around-the-clock assistance.
Hotel Duomo Firenze

Hotel Duomo Firenze

3 out of 5
Historic Centre of Florence
Price was $1,705, price is now $1,205 per person
$1,205
per person
Mar 8 - Mar 14
found 20 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
A bar/lounge and a 24-hour front desk are featured at this hotel, along with self parking. Families will appreciate the onsite laundry facilities and in-room childcare. WiFi in public areas is free.
Hotel Lungarno - Lungarno Collection

Hotel Lungarno - Lungarno Collection

5 out of 5
Historic Centre of Florence
Price was $1,947, price is now $1,393 per person
$1,393
per person
Mar 2 - Mar 6
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
This hotel features a restaurant, a gym, and a bar/lounge. Families will appreciate complimentary bicycles and in-room childcare. WiFi in public areas is free.

Top Brunello di Montalcino Wine Area hotels deals

Rosewood Castiglion del Bosco

Rosewood Castiglion del Bosco

5 out of 5
Localita Castiglion del Bosco Montalcino SI
$1,351 nightly
The price is $1,498 total per night
$1,498 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
This luxury hotel features a golf course, an attached winery, and a full-service spa. There's fun for all ages with a children's club and an arcade/game room, and in-room childcare is an added bonus. Enjoy a meal in one of the 2 restaurants and free perks like valet parking and WiFi in public areas.
Pool
Spa
Castello di Velona Resort Thermal SPA & Winery

Castello di Velona Resort Thermal SPA & Winery

5 out of 5
Località Velona Montalcino SI
Free Cancellation
Reserve now, pay when you stay
Get rates
This luxury hotel features an attached winery, a full-service spa, and hot springs. Traveling on business? Take advantage of the free WiFi in public areas, express check-out, and free valet parking. Enjoy the 2 outdoor pools and free perks like cooked-to-order breakfast and free self parking.
Pool
Hot Tub
Mastrojanni Relais

Mastrojanni Relais

Localita Loreto e San Pio Montalcino SI
Free Cancellation
Reserve now, pay when you stay
$496 nightly
The price is $557 total per night
$557 total
Jan 8 - Jan 9, 2026
Total with taxes and fees
An attached winery and a restaurant are featured at this smoke-free farm stay. Business travelers can take advantage of the free WiFi in public areas. Enjoy the gym and free perks like buffet breakfast and free self parking.
Pool
Breakfast included
Villa Le Prata - Residenza del Vescovo

Villa Le Prata - Residenza del Vescovo

Localita Le Prata 261 Montalcino SI
Get rates
An attached winery and a hot tub are featured at this Tuscan-style hotel. Business travelers can take advantage of the free WiFi in public areas. Enjoy the seasonal outdoor pool and free perks like buffet breakfast and free self parking.
Pool
Hot Tub
Podere Brizio

Podere Brizio

Loc.Podere Brizio, 67 Montalcino SI
Get rates
A full-service spa, an outdoor pool, and a restaurant are all featured at this farm stay. Enjoy the outdoor tennis court and free perks like buffet breakfast and free self parking. A hot tub, a sauna, and free WiFi in public areas are also on offer.
Pool
Hot Tub
The House of Alice, charm and relaxation

The House of Alice, charm and relaxation

Montalcino (SI) Toscana
$234 nightly
The price is $239 total per night
$239 total
Jan 11 - Jan 12, 2026
Total with taxes and fees
This vacation home features a terrace, a garden, and laundry facilities.
Kitchen
Air conditioning
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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.

Popular places to visit

CastelloBanfi Il Borgo, Luxury Retreat in Montalcino Italy Growing up as a devoted history lover, I have always daydreamed about living in a castle. I used to recreate that magical word in my phantasy, populated with vassals and fortune tellers, with dames and cavaliers. This summer, my stay at the beautiful Tuscan resort CastelloBanfi Il Borgo in Montalcino, Italy gave me the chance to turn this dream into reality. Ambra Castello Banfi 2 This beautiful property is set in an ancient stone hamlet that was built in the 1700 sunder the protective walls of the 13th Century Castle “Castelloalle Mura”. What was once used as a dwelling for farmers who toiled with their noble landowners has today been restyled into the luxurious rooms and suites of this jewel of Tuscan hospitality. Ambra Castello Banfi While the architectural style remained unchanged and very authentic, the interior was renovated with modern comforts, premium fabrics and exclusive accessories. Luxury Retreat in Montalcino Ambra Castello cannon dream of living in a castle We were so lucky to stay in one of their exclusive 14 rooms, surrounded by history, vineyards and olive groves. CastelloBanfiilBorgo is truly a place of peace and serenity.Enjoying breakfast or “aperitivo” at sunset from the infinity pool that over looks immense stretches of Brunello vines is simply good for the soul. Castello well Ambra Castello But wait until you witness the most delectable gastronomic experience at “Taverna”, one of the two epic restaurants on property. That’s the ultimate experience to please all of your senses! Ambra tee at Castello Ambra Castello pool Ambra in a castle In the next post will show you all the delicious Italian food we got to savor at the castle’s restaurant, but for now enjoy some beautiful photos and the video about this incredible resort! CastelloBanfiIlBorgo Ambra in Montalcino Italy

Castello Banfi

4/5(6 reviews)

You can enjoy a tasting or tour at Castello Banfi during your travels to Poggio alle Mura. Visit the area's spas, or simply enjoy its wineries.

Castello Banfi
Poggio Antico winery- Brunello is the best!!

Fortress of Montalcino

5/5(5 reviews)

Find out about the history of Montalcino with a stop at Fortress of Montalcino. Visit the area's spas, or simply enjoy its wineries.

Fortress of Montalcino

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.

Tenuta Greppo Franco Biondi Santi

Frequently asked questions

How much are vacation packages to Brunello di Montalcino Wine Area?
With vacation packages on offer from as little as $629, it's not necessary to max out the credit card for your getaway to Brunello di Montalcino Wine Area. Travelocity is here to help. Combine flights, hotels and experiences into a convenient package and score some excellent discounts. The more you book, the greater the savings.
How long should my Brunello di Montalcino Wine Area vacation be?
Many visitors pack their suitcase and see the sights of Brunello di Montalcino Wine Area for an average of 3 nights. That's a good guide, but don't let it limit you. Whether you stay for a day or two to see the top attractions or linger a while to uncover hidden gems, an amazing getaway awaits.
Where can I get the best vacation package deals for Brunello di Montalcino Wine Area?
Find your dream escape at Travelocity. With access to 400 airlines and a whopping 1,000,000 properties around the world, finding the perfect Brunello di Montalcino Wine Area package deal couldn't be simpler.
Why should I book my Brunello di Montalcino Wine Area vacation package via Travelocity?
By booking your hotel, flights, activities and car rental all in the one place, you'll save big bucks as well as precious time. All our bookings come with an expert team of customer service specialists available 24/7, and you'll know that you'll always score the best deal in town with our Price Match Guarantee. So, what's stopping you? Book that dream vacation today and get packing!
Will I save money on my Brunello di Montalcino Wine Area car rental if I combine it with a hotel or flight?
Bundling your car, hotel and flight into a Brunello di Montalcino Wine Area vacation package is an easy way to score better prices. Plus, having your own set of wheels gives you the freedom to get to all the landmarks you want to check out. Sitting 95 mi away from Brunello di Montalcino Wine Area, St. Peter's Basilica is one attraction that should be on your to-do list. Turn up the tunes and make a day trip of it.
Which airport is best for Brunello di Montalcino Wine Area?
The main airport is Peretola Airport (FLR), which is 55 mi north of the center of Brunello di Montalcino Wine Area.
Where should I stay when visiting Brunello di Montalcino Wine Area?
Many visitors stay at the Hotel Dei Capitani. It's a terrific base for your Brunello di Montalcino Wine Area vacation.

Photos of local treasures

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Montalcino featuring a sunset and outdoor eating
Montalcino showing heritage architecture and a sunset as well as a small group of people
Montalcino showing dining out, a small town or village and street scenes
Montalcino which includes heritage architecture and a church or cathedral
Montalcino featuring a sunset, skyline and heritage architecture

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