--- title: "Brunello di Montalcino Wine Area Vacation Packages 2026 from $867 | Expedia" description: "Bundle Brunello di Montalcino Wine Area flight + hotel & save up to 100% off your flight with Expedia. FREE cancellation on select hotels." canonical: "https://www.expedia.com/Brunello-Di-Montalcino-Wine-Area.d6342620.Destination-Travel-Guides" language: en-US market: US currency: USD prices_as_of: 2026-11-15T17:39:29Z --- ![A grassy field with a group of people walking and a person running.](https://images.trvl-media.com/place/602606/99c62b50-b86f-4116-999d-ba3895dd35a0.jpg?impolicy=fcrop&w=1200&h=300&q=medium) Photo by Xandrah Fuentes # Brunello di Montalcino Wine Area Vacations from $867 Book a Hotel + Flight or Car together to unlock savings ## The Latest Brunello di Montalcino Wine Area Vacation Packages Price found within the past 48 hours. Click for updated prices. Trip length 3 nights4 nights5 nights6-7 nights Stars 5 star4 star & up3 star & up2 star & up Flight class EconomyPremium economyBusinessFirst class Remove all filters - ![A hotel room with two beds, each with white linens and pillows, and a dark wood panel wall.](https://images.trvl-media.com/lodging/29000000/28970000/28962000/28961941/3c6602ae.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium) ![A modern restaurant with green chairs and white tables, large windows, and a dark wooden floor.](https://images.trvl-media.com/lodging/29000000/28970000/28962000/28961941/75d8788b.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium) **Feb 7 - Feb 13** ### [Aurum Firenze + Flight](https://www.expedia.com/go/package/search/FlightHotel/2027-02-07/2027-02-13/?FromAirport=BOS&Destination=FLR&NumRoom=1&NumAdult=2&NumChild=0&hotelId=28961941&dealMarker=&paandie=true&cabinClass=e) Historic Centre of Florence 5 nights **7.4/10** \- Good (1,001 reviews) "Nice place, good location" Reviewed November 11, 2026 Roundtrip • Boston (BOS) - Florence (FLR) BOS - FLR • 1 stop FLR - BOS • 1 stop [~~$1,227~~](https://www.expedia.com/) **$867** per traveler found 16 hours ago - ![A view of the Florence Cathedral from a window, with a bottle of champagne and a bowl of strawberries on the table.](https://images.trvl-media.com/lodging/3000000/2550000/2541700/2541603/89ed1f8e.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium) ![A table with breakfast items, a potted plant with flowers, and a view of a historic building.](https://images.trvl-media.com/lodging/3000000/2550000/2541700/2541603/ec017815.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium) **Feb 7 - Feb 13** ### [Hotel Duomo Firenze + Flight](https://www.expedia.com/go/package/search/FlightHotel/2027-02-07/2027-02-13/?FromAirport=BOS&Destination=FLR&NumRoom=1&NumAdult=2&NumChild=0&hotelId=2541603&dealMarker=&paandie=true&cabinClass=e) Historic Centre of Florence 5 nights **9.2/10** \- Wonderful (999 reviews) "Amazing location. So cool to be literally across from the Duomo. Easy walk to so many places to shop and eat. Free sparkling and still water was great. Snacks and free gelato! Staff was the most friendly and helpful. Highly recommend this place!" Reviewed November 3, 2026 Roundtrip • Boston (BOS) - Florence (FLR) BOS - FLR • 1 stop FLR - BOS • 1 stop [~~$1,646~~](https://www.expedia.com/) **$1,019** per traveler found 16 hours ago - ![A hotel room with a bed, a flat-screen TV mounted on the wall, a wooden wardrobe, and a mirror.](https://images.trvl-media.com/lodging/3000000/2550000/2541700/2541615/4fb74083.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium) ![A view of a building's exterior with a wooden door and a window, surrounded by greenery.](https://images.trvl-media.com/lodging/3000000/2550000/2541700/2541615/c67c8bb8.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium) **Feb 7 - Feb 13** ### [Aurum Uffizi + Flight](https://www.expedia.com/go/package/search/FlightHotel/2027-02-07/2027-02-13/?FromAirport=BOS&Destination=FLR&NumRoom=1&NumAdult=2&NumChild=0&hotelId=2541615&dealMarker=&paandie=true&cabinClass=e) Historic Centre of Florence 5 nights **7.6/10** \- Good (1,001 reviews) Roundtrip • Boston (BOS) - Florence (FLR) BOS - FLR • 1 stop FLR - BOS • 1 stop [~~$1,340~~](https://www.expedia.com/) **$910** per traveler found 16 hours ago - ![A balcony with a table set for a meal, overlooking a cityscape with historic buildings and domed towers.](https://images.trvl-media.com/lodging/1000000/920000/915900/915828/eb0fe8c9.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium) ![A spacious living room with a high arched ceiling, a sofa set, a coffee table, and a dining area visible through an open doorway.](https://images.trvl-media.com/lodging/1000000/920000/915900/915828/9f288e28.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium) **Dec 28 - Jan 3** ### [The Place Firenze + Flight](https://www.expedia.com/go/package/search/FlightHotel/2026-12-28/2027-01-03/?FromAirport=ORD&Destination=FLR&NumRoom=1&NumAdult=2&NumChild=0&hotelId=915828&dealMarker=&paandie=true&cabinClass=e) Historic Centre of Florence 5 nights **9.8/10** \- Exceptional (204 reviews) "Great stay, stuff were super helpful and took special care of us the whole stay, location is central, room was clean. The only downside was the thin walls were you could hear movements nearby and above. Special thanks to the manager Michelle for taking care of us. Would definitely come back again" Reviewed November 12, 2026 Roundtrip • Chicago (ORD) - Florence (FLR) ORD - FLR • 1 stop FLR - ORD • 1 stop Save 100% on your flight [~~$4,517~~](https://www.expedia.com/) **$3,211** per traveler found 1 day ago - ![A neatly made bed with white linens, a pink upholstered headboard, and a bedside table with a lamp.](https://images.trvl-media.com/lodging/105000000/104900000/104897200/104897196/3780a3c2.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium) ![A restaurant with round tables, wicker chairs, and a bar area with shelves of bottles.](https://images.trvl-media.com/lodging/105000000/104900000/104897200/104897196/1b5cc37a.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium) **Feb 2 - Feb 9** ### [The Hoxton, Florence + Flight](https://www.expedia.com/go/package/search/FlightHotel/2027-02-02/2027-02-09/?FromAirport=EWR&Destination=FLR&NumRoom=1&NumAdult=2&NumChild=0&hotelId=104897196&dealMarker=&paandie=true&cabinClass=e) Historic Centre of Florence 6 nights **9.4/10** \- Exceptional (389 reviews) "Great location, helpful staff. Excellent restaurant, bar and coffeehouse located in the hotel. Highly recommend!" Reviewed November 13, 2026 Roundtrip • New York (EWR) - Florence (FLR) EWR - FLR • 1 stop FLR - EWR • 1 stop [~~$1,435~~](https://www.expedia.com/) **$1,021** per traveler found 22 hours ago ## Discover the most popular places to visit in Brunello di Montalcino Wine Area ### Castello Banfi Rating: 9.4/10 (51 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. [See properties](https://www.expedia.com/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=6103264) ### Tenuta Greppo Franco Biondi Santi Rating: 8.6/10 (8 reviews) 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. [See properties](https://www.expedia.com/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=6103260) ### Fortress of Montalcino Rating: 9.2/10 (54 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. [See properties](https://www.expedia.com/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248621533000896) ### Castiglion del Bosco Winery Rating: 9.6/10 (5 reviews) You can enjoy a tasting or tour at Castiglion del Bosco Winery during your travels to Castiglione del Bosco. [See properties](https://www.expedia.com/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=828039750155694080) ### Abbazia di Sant'Antimo Rating: 9.6/10 (111 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. [See properties](https://www.expedia.com/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=6077912) ### Poggio Antico Rating: 9.6/10 (7 reviews) You can enjoy a tasting or tour at Poggio Antico during your travels to Montalcino. Discover the area's countryside and wineries. [See properties](https://www.expedia.com/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248621533000901) ### Torrenieri Montalcino Station Rating: 9.0/10 (2 reviews) You can take time to visit Torrenieri Montalcino Station during your travels to Torrenieri. Visit the area's spas, or simply enjoy its wineries. [See properties](https://www.expedia.com/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248635929331705) ### Civic and Diocesan Museum of Sacred Art of Montalcino Rating: 9.4/10 (6 reviews) You can spend time exploring the galleries in Civic and Diocesan Museum of Sacred Art of Montalcino during your travels in Montalcino. Discover the area's countryside and wineries. [See properties](https://www.expedia.com/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248621533000900) ## Brunello di Montalcino Wine Area Hotel Deals ### [Castiglion del Bosco, A Rosewood Hotel](https://www.expedia.com/Montalcino-Hotels-Rosewood-Castiglion-Del-Bosco.h2173539.Hotel-Information) ![A villa with a swimming pool, surrounded by trees and hills.](https://images.trvl-media.com/lodging/3000000/2180000/2173600/2173539/9cf510d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) - Address: Localita Castiglion del Bosco, Montalcino, SI, 53024, IT - Location: 4 mi from Brunello di Montalcino Wine Area - Star rating: 5/5 - Guest rating: 10/10 (Exceptional, 88 reviews) - Price: $893 nightly, $993 total, Dec 2 - Dec 3, Total with taxes and fees - Review: Unique property well maintained and quite Serene , great staff ### [Castello di Velona Resort Thermal SPA & Winery](https://www.expedia.com/Montalcino-Hotels-Castello-Di-Velona-Resort-The-Leading-Hotels-Of-The-World.h1037832.Hotel-Information) ![A stone building with a pool overlooking a mountainous landscape.](https://images.trvl-media.com/lodging/2000000/1040000/1037900/1037832/87359911.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) - Address: Località Velona, Montalcino, SI, 53024, IT - Location: 4.8 mi from Brunello di Montalcino Wine Area - Star rating: 5/5 - Guest rating: 9/10 (Wonderful, 385 reviews) - Price: $582 nightly, $651 total, Dec 9 - Dec 10, Total with taxes and fees - Review: Great breakfast and amazing property. Staff oa there to please at every moment. ### [Capanna Suites](https://www.expedia.com/Montalcino-Hotels-Capanna-Suites.h36325942.Hotel-Information) ![A poolside area with lounge chairs, a table with drinks, and a view of hills.](https://images.trvl-media.com/lodging/37000000/36330000/36326000/36325942/63fdc232.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) - Address: Strada Comunale delle Crete, Montalcino, SI, 53024, IT - Location: 3.1 mi from Brunello di Montalcino Wine Area - Guest rating: 9.8/10 (Exceptional, 169 reviews) - Price: $252 nightly, $288 total, Nov 29 - Nov 30, Total with taxes and fees - Review: This is our new favorite place to stay near Montalcino. It is beautiful beyond words, and the rooms are fantastic, spacious, comfortable, and just perfect. We will be back! ### [Villa Le Prata - Residenza del Vescovo](https://www.expedia.com/Montalcino-Hotels-Winery-Boutique-Hotel-Villa-Le-Prata.h75742935.Hotel-Information) ![A person relaxing in a hot tub with a view of a vineyard and mountains in the background.](https://images.trvl-media.com/lodging/76000000/75750000/75743000/75742935/236d06d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) - Address: Localita Le Prata 261, Montalcino, SI, 53024, IT - Location: 0.3 mi from Brunello di Montalcino Wine Area - Guest rating: 10/10 (Exceptional, 96 reviews) - Price: $369 nightly, $416 total, Nov 23 - Nov 24, Total with taxes and fees - Review: Villa Le Prata is absolutely exceptional. A historic villa with truly personalized service that the discerning traveler always seeks. Here, that aspiration is a reality. Centrally placed near Montalcino, you are able to breathe in the Tuscan countryside outside your window. And considering they are located on their own highly regarded Brunello vineyard, what more could you ask for? A Michelin-rated property, you seriously cannot do better if coming to Tuscany. We WILL be back!!!❤️❤️❤️ ### [Mastrojanni Relais - Small Luxury Hotels of the World](https://www.expedia.com/Montalcino-Hotels-Relais-Mastrojanni.h42576161.Hotel-Information) ![A spa area with a stone wall, wooden beams, a large window with a view, and a hot tub.](https://images.trvl-media.com/lodging/43000000/42580000/42576200/42576161/eb100684.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) - Address: Localita Loreto e San Pio, Montalcino, SI, 53024, IT - Location: 4.1 mi from Brunello di Montalcino Wine Area - Guest rating: 9.8/10 (Exceptional, 85 reviews) - Price: $395 nightly, $446 total, Nov 16 - Nov 17, Total with taxes and fees - Review: Beautiful property and five star service. We loved everything about our stay! ### [Casa Franci Montalcino](https://www.expedia.com/Montalcino-Hotels-Drogheria-Locanda-Franci.h69632365.Hotel-Information) ![A hot tub with a view of a historic building and mountains.](https://images.trvl-media.com/lodging/70000000/69640000/69632400/69632365/3c18a772.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) - Address: Via Ricasoli 27, Montalcino, SI, 53024, IT - Location: 1.3 mi from Brunello di Montalcino Wine Area - Guest rating: 9.8/10 (Exceptional, 47 reviews) - Price: $194 nightly, $225 total, Dec 13 - Dec 14, Total with taxes and fees - Review: Fantastic accommodations, friendly and helpful staff ### [Podere Brizio](https://www.expedia.com/Montalcino-Hotels-Podere-Brizio.h13162502.Hotel-Information) ![A stone building with a pool, lounge chairs, and a garden with flowers.](https://images.trvl-media.com/lodging/14000000/13170000/13162600/13162502/59916895.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) - Address: Loc.Podere Brizio, 67, Montalcino, SI, 533024, IT - Location: 1.6 mi from Brunello di Montalcino Wine Area - Guest rating: 9.8/10 (Exceptional, 181 reviews) - Price: $195 nightly, $223 total, Nov 16 - Nov 17, Total with taxes and fees ### [Le Ragnaie](https://www.expedia.com/Montalcino-Hotels-Agriturismo-Le-Ragnaie.h5218727.Hotel-Information) ![A stone building with a stone staircase, surrounded by lush greenery and a stone pathway.](https://images.trvl-media.com/lodging/6000000/5220000/5218800/5218727/20f31af5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) - Address: Localita Le Ragnaie, Montalcino, SI, 53024, IT - Location: 0.6 mi from Brunello di Montalcino Wine Area - Guest rating: 9.2/10 (Wonderful, 343 reviews) - Price: $89 nightly, $109 total, Nov 16 - Nov 17, Total with taxes and fees 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. [See all properties in Brunello di Montalcino Wine Area](https://www.expedia.com/Hotel-Search?startDate=2026-11-29&endDate=2026-11-30®ionId=6342620&adults=2&sort=RECOMMENDED&openPlayBack=true) ## Explore a world of travel with Expedia - [Lodging](?equalTargetTab=tab-0) - [Flights](?equalTargetTab=tab-1) - [Packages](?equalTargetTab=tab-2) - [Cars](?equalTargetTab=tab-3) - [Vacation Rentals](?equalTargetTab=tab-4) - [Things to Do](?equalTargetTab=tab-5) - [4 Star Hotels in Montalcino](https://www.expedia.com/4Star-Montalcino-Hotels.s40-0-d6025631.Travel-Guide-Filter-Hotels) - [Golf Hotels in Montalcino](https://www.expedia.com/Montalcino-Hotels-Golf-Hotel.0-0-d6025631-tGolfHotel.Travel-Guide-Filter-Hotels) - [Romantic Hotels in Montalcino](https://www.expedia.com/Montalcino-Hotels-Romantic-Hotel.0-0-d6025631-tRomanticHotel.Travel-Guide-Filter-Hotels) - [Winery Hotels in Montalcino](https://www.expedia.com/Montalcino-Hotels-Winery-Hotel.0-0-d6025631-tWineryHotel.Travel-Guide-Filter-Hotels) - 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[Abbey of San Lorenzo al Lanzo](https://www.expedia.com/Abbey-Of-San-Lorenzo-Al-Lanzo-Civitella-Paganico.d553248622636430381.Vacation-Attraction) - [Pari Vacations](https://www.expedia.com/Pari.d6342151.Destination-Travel-Guides) - [Bosco della Ragnaia](https://www.expedia.com/Bosco-Della-Ragnaia-Montalcino.d553248635976357234.Vacation-Attraction) - [San Giovanni d'Asso Station](https://www.expedia.com/San-Giovanni-DAsso-Station-Montalcino.d553248635929329998.Vacation-Attraction) - [Visit Poggio alle Mura](https://www.expedia.com/Poggio-Alle-Mura.dx6285693) - [Tenuta Greppo Franco Biondi Santi](https://www.expedia.com/Tenuta-Greppo-Franco-Biondi-Santi-Montalcino.d6103260.Vacation-Attraction) - [Visit Montalcino](https://www.expedia.com/Montalcino.dx6025631) - [Abbazia di Sant'Antimo](https://www.expedia.com/Abbazia-Di-SantAntimo-Montalcino.d6077912.Vacation-Attraction) - [Visit Argiano](https://www.expedia.com/Argiano.dx3000028975) - [Chapel of our Lady of Vitaleta](https://www.expedia.com/Chapel-Of-Our-Lady-Of-Vitaleta-San-Quirico-dOrcia.d553248623503682429.Vacation-Attraction) - [All inclusive Vacation Packages Brunello di Montalcino Wine Area](https://www.expedia.com/lp/theme-vacations/all-inclusive-vacations/6342620/Brunello-Di-Montalcino-Wine-Area) - [Poggio Antico](https://www.expedia.com/Poggio-Antico-Montalcino.d553248621533000901.Vacation-Attraction) - [Visit Torrenieri](https://www.expedia.com/Torrenieri.dx3000025996) - [Bagno Vignoni Vacations](https://www.expedia.com/Bagno-Vignoni.d6142908.Destination-Travel-Guides) - [Fortress of Montalcino](https://www.expedia.com/Fortress-Of-Montalcino-Montalcino.d553248621533000896.Vacation-Attraction) - [Casciano di Murlo Vacations](https://www.expedia.com/Casciano-Di-Murlo.d6035423.Destination-Travel-Guides) - [Montalcino Vacations](https://www.expedia.com/Montalcino.d6025631.Destination-Travel-Guides) - [Lama Vacations](https://www.expedia.com/Lama.d6285690.Destination-Travel-Guides) - [Collegiate Church of San Quirico](https://www.expedia.com/Collegiate-Church-Of-San-Quirico-San-Quirico-dOrcia.d553248621532500169.Vacation-Attraction) - [Visit Brunello di Montalcino Wine Area](https://www.expedia.com/Brunello-Di-Montalcino-Wine-Area.dx6342620) - [Visit Sant'Angelo In Colle](https://www.expedia.com/SantAngelo-In-Colle.dx6361516) - [La Cava Vacations](https://www.expedia.com/La-Cava.d6361456.Destination-Travel-Guides) - [Castel del Piano Vacations](https://www.expedia.com/Castel-Del-Piano.d6123567.Destination-Travel-Guides) - [San Quirico d'Orcia Vacations](https://www.expedia.com/San-Quirico-DOrcia.d602606.Destination-Travel-Guides) - [Monte Oliveto Maggiore Abbey](https://www.expedia.com/Monte-Oliveto-Maggiore-Abbey-Asciano.d6272329.Vacation-Attraction) - [Visit Camigliano](https://www.expedia.com/Camigliano.dx602561) - [Castiglion del Bosco Winery](https://www.expedia.com/Castiglion-Del-Bosco-Winery-Montalcino.d828039750155694080.Vacation-Attraction) - [Terme Petriolo](https://www.expedia.com/Terme-Petriolo-Civitella-Paganico.d6274488.Vacation-Attraction) - [Castello Banfi](https://www.expedia.com/Castello-Banfi-Montalcino.d6103264.Vacation-Attraction) - [Visit SantʼAngelo in Colle](https://www.expedia.com/SantAngelo-In-Colle.dx3000026387) - [Yoga Vacation Packages Brunello di Montalcino Wine Area](https://www.expedia.com/lp/theme-vacations/yoga-vacations/6342620/Brunello-Di-Montalcino-Wine-Area) - [Palazzo Chigi](https://www.expedia.com/Palazzo-Chigi-San-Quirico-dOrcia.d553248621532500170.Vacation-Attraction) - [Piazza delle Sorgenti](https://www.expedia.com/Piazza-Delle-Sorgenti-San-Quirico-dOrcia.d553248635931528794.Vacation-Attraction) - [Visit Castelnuovo dell'Abate](https://www.expedia.com/Castelnuovo-DellAbate.dx603290) - [Civic and Diocesan Museum of Sacred Art of Montalcino](https://www.expedia.com/Civic-And-Diocesan-Museum-Of-Sacred-Art-Of-Montalcino-Montalcino.d553248621533000900.Vacation-Attraction) - [Castello di Montepescini](https://www.expedia.com/Castello-Di-Montepescini-Murlo.d553248622636430390.Vacation-Attraction) - [Car rental Montalcino](https://www.expedia.com/Car-Rentals-In-Montalcino.d6025631.Car-Rental-Guide) - 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