A stone building with green shutters, a staircase, and a potted plant.

Hotels in Monticiano

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Where to stay in Monticiano?

A pool with a modern water feature and a stone structure.

A buffet table with various desserts and a long dining area with tables and chairs.

A large, multi-story building with a swimming pool, surrounded by lush greenery.

An indoor swimming pool with clear glass walls, a tiled floor, and a stone wall with a mosaic pattern.

1. Mercure Petriolo Siena Terme Spa Hotel

Civitella Paganico

$85

$94 total

includes taxes & fees

Sep 27 - Sep 28

A stone building with a tiled roof, a paved pathway, and a well-maintained garden.

A dining area with white tables and chairs, a large mirror, and a wine bottle on one table.

A stone building with a pool, lounge chairs, and a garden with flowers.

A stone building with a wooden deck and white lounge chairs.

2. Podere Brizio

Montalcino

$241

$274 total

includes taxes & fees

Oct 11 - Oct 12

A serene infinity pool with lounge chairs and umbrellas, surrounded by natural scenery and a clear view of distant mountains.

A rustic dining area with brick walls, hanging plants, and candle-lit tables.

A bathroom with a bathtub, a chandelier, and a view of the outdoors.

A rustic interior with a chandelier, wooden furniture, and large windows offering a view of the outdoors.

3. Borgo Santo Pietro

Chiusdino

$1,709

$1,891 total

includes taxes & fees

Oct 27 - Oct 28

A stone building with a courtyard, surrounded by lush greenery and a hillside.

A window with white curtains, a view of buildings, and greenery.

A swimming pool with lounge chairs and umbrellas, stone buildings, and a clear sky.

A stone building with a balcony, surrounded by lush greenery and a view of distant hills.

4. Relais Le Macine di Stigliano

Sovicille

$262

$294 total

includes taxes & fees

Sep 28 - Sep 29

A table with a glass of white wine, a metal pitcher, and a wooden board with various cheeses and cured meats.

A hotel room with a large bed, a bedside table, a lamp, a window with curtains, and a view of greenery outside.

A hotel room with a bed, a sofa, a table with a vase of flowers, a TV, and a window with a view.

A poolside area with lounge chairs, a table with wine glasses and a bottle, and a view of a mountainous landscape.

5. SI Montalcino Hotel

Montalcino

$96

$132 total

includes taxes & fees

Oct 26 - Oct 27

A stone building with a stone staircase, surrounded by lush greenery and a stone pathway.

A bedroom with a large bed, wooden beams on the ceiling, a nightstand with a lamp, and framed pictures on the wall.

A spacious living area with leather armchairs, a wooden cabinet with glass doors, and a red carpet.

An outdoor patio with stone walls, green cushioned seating, a table with chairs, and a decorative umbrella.

6. Le Ragnaie

Montalcino

$130

$155 total

includes taxes & fees

Oct 18 - Oct 19

A poolside area with lounge chairs, a table with drinks, and a view of hills.

A room with a large window, a door, and a view of a landscape.

A villa with a swimming pool, stone buildings, and a view of the surrounding countryside.

An open door leading to a patio with a view of the countryside, a table with plants, and a television on a wooden cabinet.

7. Capanna Suites

Montalcino

$343

$388 total

includes taxes & fees

Oct 27 - Oct 28

A cobblestone street lined with historic stone buildings, some with ivy, and large terracotta pots with flowers.

A lobby with a marble reception desk, a vase with pampas grass, and a view of the garden through a large window.

An outdoor patio with stone flooring, a table with chairs, and potted plants.

8. Hotel Borgo San Luigi

Monteriggioni

$145

$168 total

includes taxes & fees

Oct 26 - Oct 27

A courtyard with outdoor seating, a covered area, and a building with brick walls and green shutters.

A bedroom with a bed, a sofa, a desk, and a TV. There are windows with curtains and a view of greenery outside.

A living room with a white sofa, a coffee table, and a painting of a historical scene. There is a lamp, a small table with a plant, and a sign indicating room numbers.

A restaurant with a high ceiling, brick walls, and a bar area with a variety of bottles. There are tables and chairs for dining, and a television is visible on the right side.

9. Hotel Borgo Antico

Monteroni d'Arbia

$106

$122 total

includes taxes & fees

Sep 27 - Sep 28

A candle on a tray with corks, a glass with a drink and an orange slice, and a table with chairs in an outdoor setting with arches in the background.

An aerial view of a historic building complex with a central courtyard, surrounded by vineyards and greenery.

An interior corridor with arches, columns, and a brick wall.

A corridor with a wooden door at the end, a metal railing on one side, and a light fixture above.

10. La Certosa di Pontignano

Castelnuovo Berardenga

$98

$117 total

includes taxes & fees

Oct 19 - Oct 20

A pathway lined with trees and a large pot in the center.

A bedroom with a bed, bedside lamps, a wooden table, and a balcony with a view of greenery.

A stone pathway leading to a wooden deck with a railing, surrounded by lush greenery and tall trees.

A breakfast buffet with pastries and a coffee machine.

11. Villa Montarioso

Montarioso

$81

$95 total

includes taxes & fees

Oct 7 - Oct 8

A well-maintained garden with a large urn, neatly trimmed hedges, and a building with warm lighting in the background.

A dining area with wooden tables and chairs, large windows offering a view of a forested landscape.

A swimming pool with lounge chairs and a pergola, surrounded by a garden and a building with a tiled roof.

A well-lit outdoor bar area with a wooden structure, surrounded by lush greenery and stone pathways.

12. Villa Sabolini

Colle di Val d'Elsa

$128

$146 total

includes taxes & fees

Oct 19 - Oct 20

A table set for breakfast with a scenic view of hills and a cloudy sky.

An open wooden door leading to a courtyard with potted plants and a view of buildings in the background.

A two-story building with a central entrance, green shutters, and a brick staircase leading up to the door.

An arched entrance with a brick pathway leading to a building, surrounded by lush greenery and purple flowering vines.

13. Palazzo di Valli

Siena

$148

$169 total

includes taxes & fees

Oct 21 - Oct 22

A stone wall with a view of rolling hills and mountains.

A stone building with a swimming pool, lounge chairs, and umbrellas.

A large stone castle with multiple towers, surrounded by vineyards and cypress trees.

A courtyard with stone buildings, potted plants, and outdoor seating.

14. Castello Banfi - Il Borgo - Relais et Chateaux

Montalcino

$1,015

$1,128 total

includes taxes & fees

Oct 25 - Oct 26

A modern building with a sign reading "Palace Hotel."

A red building with a reception sign, a bicycle, potted plants, and luggage.

A modern building entrance with a glass door reflecting a parking lot and trees.

A buffet setup with various food items including yogurt cups, fruits, and a bowl of grapes.

15. Palace Hotel Due Ponti

Due Ponti

$93

$108 total

includes taxes & fees

Sep 27 - Sep 28

A hotel with a courtyard featuring sun loungers and a covered seating area.

A hotel room with a bed, a bedside table, and a window with curtains.

A city skyline with buildings silhouetted against a hazy sky.

A room with a checkered floor, a patterned sofa, and a wall with framed portraits.

16. Hotel Palazzo dei Priori

Siena

$87

$111 total

includes taxes & fees

Oct 5 - Oct 6

A dining table with plates of food, a vase with flowers, and a view of a green landscape through large windows.

A bedroom with a four-poster bed, a balcony with a view, and a bedside table with a lamp.

A swimming pool with a curved edge, surrounded by lush greenery and a clear sky.

A bedroom with a canopy bed, a desk, and a view of greenery outside.

17. Hotel Girifalco - Nature & Relax

Massa Marittima

$53

$69 total

includes taxes & fees

Oct 16 - Oct 17

A bedroom with a bed, a chair, a table, and a stone wall.

A piano with sheet music, an easel with a drawing, and a wine bottle in a stone-walled room.

An underground wine cellar with brick walls, wooden tables, and chairs.

An underground wine cellar with wooden tables, wine bottles, and a piano.

18. Dimora delle Muse

Montalcino

$195

$223 total

includes taxes & fees

Oct 20 - Oct 21

A stone building with a swimming pool, surrounded by trees and a view of the landscape.

A stone building with a paved entrance and a well-maintained garden with potted plants.

A stone wall with a rustic stone building partially visible behind it.

A spacious living room with a wooden staircase, a sofa, a dining table, and a radiator.

19. Relais la Costa - Dimora Storica

Monteriggioni

$156

$178 total

includes taxes & fees

Oct 26 - Oct 27

A terrace with multiple sun loungers and a scenic view of green fields and hills.

A spacious living area with a wooden coffee table, a large potted plant, and a sofa.

A modern hotel room with a bed, a small table with a hat, a red chair, a window with curtains, and a bathroom with a glass shower enclosure.

An indoor swimming pool with lounge chairs and a view of the countryside.

20. Precise House Montaperti Siena

Asciano

$103

$120 total

includes taxes & fees

Oct 14 - Oct 15

View all properties

Go beyond your typical stay in Monticiano

Learn more about Monticiano

The region around Monticiano is home to attractions such as Val di Merse and Abbazia di San Galgano. Visitors speak highly of this welcoming city's restaurants and rural setting.

See all hotels in Monticiano

Check out reviews of Monticiano hotels guests love

Borgo Santo Pietro

Chiusdino

10/10 Exceptional

My husband and I have been fortunate to stay in many of the best hotels, both large and small, in the world. Borgo Santo Pietro has now seized the "top spot", surpassing our former favorite on the Amalfi coast. No detail has been missed. The rooms are exquisite, the service impeccable, the grounds beautiful and the food is world class. We enjoyed our five course tasting menu so much one evening that we requested the alternative tasting menu the following evening. While incredibly inventive, the...

A.K.Y.

Relais Le Macine di Stigliano

Sovicille

10/10 Exceptional

jorge

Podere Brizio

Montalcino

10/10 Exceptional

Wonderful, beautiful property! The rooms are immaculate and nicely decorated. Breakfast is bountiful with wonderful homemade tarts, breads, frittatas. Do not miss dining in the restaurant for dinner. We had several dinners among the best of our 3 week trip to Italy. The staff is very professional, friendly and passionate about their job. Thank you Vito and Caterina for going above and beyond expectations and making our stay one I will never forget. We are already planning our return.

Sharon

Capanna Suites

Montalcino

10/10 Exceptional

This hotel set the bar EXTREMELY high for our 2 week vacation. The staff is truly invested in making sure your stay is superb. This is a relatively new-build hotel for Tuscany, but it’s built to look traditional with modern twists. Our room was very spacious and had a modern shower and changing closet. The bed and pillows were very comfortable. The pool is beautiful and the spa house is great. Currently you have to book the spa access a day ahead due to covid precautions; you get 1 hour to...

Anonymous traveler

La Certosa di Pontignano

Castelnuovo Berardenga

10/10 Exceptional

Jeffrey

Castello Banfi - Il Borgo - Relais et Chateaux

Montalcino

10/10 Exceptional

Castello Banfi - Il Borgo is either a great place to anchor your restoration or to invigorate your exploration. There's plenty to do on property: a wine tour through the high-tech wine production facility; wine tasting overlooking the Tuscan landscape (you have a substantial selection to choose from); lounging by the pool overlooking the many acres of grape vines, olive and plum trees, and the hills beyond; a visit to their glass museum; an intimate cooking class with one of the top Chefs in...

Greg

Palazzo di Valli

Siena

10/10 Exceptional

We stayed 3 nights at Palazzo di Valli in late April 2022. The property is beautiful and located in a quiet residential area just south of the city's center. It sits on a hill overlooking a valley, and has it's own orchard and flower gardens. Instead of waking up to the sound of motorcycles and delivery trucks under your window, we woke up to chirping birds. Hosts Lorenzo and Giancarlo were wonderful, offering us recommendations, and helping arrange reservations and transportation. It's a bit of...

Joan

Le Ragnaie

Montalcino

10/10 Exceptional

Kathy

Mercure Petriolo Siena Terme Spa Hotel

Civitella Paganico

10/10 Exceptional

Anonymous traveler

Dimora delle Muse

Montalcino

10/10 Exceptional

Anonymous traveler

A person relaxing in a hot tub with a view of a vineyard and mountains in the background.

A dining area with a wooden table set for a meal, a fireplace, and a painting on the wall.

A pathway flanked by tall, narrow trees leading to a stone building with an arched entrance.

A picnic setup with blankets and cushions on a gravel surface, surrounded by cypress trees and a sunset in the background.

Villa Le Prata - Residenza del Vescovo

Montalcino

10/10 Exceptional

Michelle

SI Montalcino Hotel

Montalcino

10/10 Exceptional

When we walked in, the lobby was very nice and bright, and the concierge was very welcoming and helpful. Because we were early for check in, he suggested a few places for lunch as well as a nearby winery. When we came back, the room was absolutely amazing. The back rooms all have a little terrace, which is great for having the infamous Brunello Montalcino wine from the region. The bathrooms are very updated, modern, and clean. I absolutely loved the toiletries--they smelled so good. My husband...

Lindsey

A spa area with a stone wall, wooden beams, a large window with a view, and a hot tub.

A picnic setup with a basket, blanket, pillows, and food items on a grassy area with a hilly landscape in the background.

A stone house with a covered patio, a stone pathway, and well-maintained landscaping.

A landscaped garden with neatly trimmed bushes, a stone pathway, and umbrellas.

Mastrojanni Relais - Small Luxury Hotels of the World

Montalcino

10/10 Exceptional

Gurnek

A hotel room with a large bed, a vanity with a mirror, and a green archway.

A covered outdoor seating area with a pool in the background.

An arched hallway with a marble reception desk, potted plants, and a staircase in the background.

A courtyard with a stone building featuring a bell tower, outdoor seating, and greenery.

Hotel Certosa Di Maggiano

Siena

10/10 Exceptional

Anonymous traveler

A hot tub with a view of a historic building and mountains.

A wine cellar with wooden racks and tables, a sign reading "DROGHERIA," and a rustic ceiling.

A staircase with stone steps leading to a room with a large window, wooden beams on the ceiling, and a stone wall.

A bedroom with a large window overlooking a castle, a bed, and a mirror on the wall.

Casa Franci Montalcino

Montalcino

10/10 Exceptional

Sandra

Hotel Borgo San Luigi

Monteriggioni

10/10 Exceptional

James

A stone-walled room with a large arched doorway, a sofa, a table with a vase, and a view of the landscape.

An outdoor dining area with tables and chairs, large windows, and a view of the surrounding landscape.

An open archway leading to a kitchen with a wooden ceiling, a hanging lantern, and a tiled backsplash.

An aerial view of a villa with a swimming pool, terraced gardens, and a stone pathway.

Castiglion del Bosco, A Rosewood Hotel

Montalcino

10/10 Exceptional

Ray

Relais la Costa - Dimora Storica

Monteriggioni

10/10 Exceptional

The breakfast was quite varied, ample selection and very tasty. Coffee and juice was fresh. Service was also good. We had dinner there one night and it was also very good and a solid wine selection. The room was well appointed. The bed was comfortable and linens fresh and cotton. The 2nd floor open area has a great view of the Siena towers. And it faces east so it offers an amazing sunrise over the valley. The road to the hotel is a journey all by it's self. Use a good GPS and you'll have...

eric

A table set for two with a wine glass, a bowl of nuts, and a glass of water.

A dining table with a variety of food and drinks, a vase with flowers, and a view of an outdoor patio with chairs and umbrellas.

A hallway with a wooden floor, a painting on the wall, and a vase with flowers on a table.

A bathroom with a large bathtub, wooden flooring, and a chandelier.

Relais degli Angeli

Siena City Centre

10/10 Exceptional

Stained here at the end of an eight day trip around Italy. This hotel was head and shoulders above the others I visited, it is a boutique hotel of seven rooms. Our room was a suite. It was bigger than many apartments, with a large living room with daybed, a beautiful master bathroom with jetted tub and separate shower with jets overhead as well as side jets, ample closet storage, fridge, and safe. The rooms here have antique furniture and hand painted ceilings. I loved the breakfast on the...

Susie

Villa Sabolini

Colle di Val d'Elsa

10/10 Exceptional

Raquel