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

A cozy living room with a fireplace, elegant furniture, and a chandelier.

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

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

1. Borgo Santo Pietro

Chiusdino

$1,133

$1,258 total

includes taxes & fees

Oct 29 - Oct 30

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

A wooden pathway leading to a table set for a meal, surrounded by lush greenery and flowering plants.

2. Relais Le Macine di Stigliano

Sovicille

$159

$181 total

includes taxes & fees

Nov 1 - Nov 2

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.

A wicker dining table set with breakfast items, a vase of flowers, and a scenic view.

3. Mercure Petriolo Siena Terme Spa Hotel

Civitella Paganico

$85

$93 total

includes taxes & fees

Oct 4 - Oct 5

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

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.

A historic building with a sign reading "Borgo Antico" and a "Ristorante" sign below.

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

4. Hotel Borgo Antico

Monteroni d'Arbia

$95

$110 total

includes taxes & fees

Oct 31 - Nov 1

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

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

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

A breakfast buffet with various food items and beverages, set in a room with arched ceilings and yellow walls.

5. Palazzo di Valli

Siena

$150

$171 total

includes taxes & fees

Oct 21 - Oct 22

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

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

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

A room with a wooden ceiling, a dining table with chairs, a bed, and a window with curtains.

6. Podere Brizio

Montalcino

$202

$231 total

includes taxes & fees

Oct 31 - Nov 1

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

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

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

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

7. SI Montalcino Hotel

Montalcino

$96

$131 total

includes taxes & fees

Oct 26 - Oct 27

A dining area with a table set for four, chairs, a television mounted on the wall, and a cabinet with glass doors.

A brick wall with a number plate and a metal gate.

A staircase with a metal railing leading to a landing.

A brick building with two windows and wooden shutters, surrounded by greenery.

8. L'Aia di Argia

Monteroni d'Arbia

$74

$86 total

includes taxes & fees

Oct 11 - Oct 12

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

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

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

A breakfast buffet with various pastries, fruits, and beverages.

9. Villa Sabolini

Colle di Val d'Elsa

$88

$102 total

includes taxes & fees

Nov 1 - Nov 2

A hotel room with a bed, bedside tables, a desk with a chair, a television, and a window with curtains.

A modern building with a sign reading 'HOTEL SAN MARCO.'

A buffet counter with various food items including pastries, a pie, and a bowl of eggs.

10. Best Western Hotel San Marco

Siena

$93

$106 total

includes taxes & fees

Nov 1 - Nov 2

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

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.

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

11. Le Ragnaie

Montalcino

$120

$144 total

includes taxes & fees

Oct 28 - Oct 29

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

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

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

A stone-walled terrace with a table set for two, a bottle, and candles.

12. Relais la Costa - Dimora Storica

Monteriggioni

$154

$175 total

includes taxes & fees

Oct 11 - Oct 12

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

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

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

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

13. Palace Hotel Due Ponti

Due Ponti

$79

$90 total

includes taxes & fees

Nov 1 - Nov 2

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.

14. Hotel Borgo San Luigi

Monteriggioni

$120

$140 total

includes taxes & fees

Nov 1 - Nov 2

An aerial view of a historic town with stone buildings, a prominent church, and a castle-like structure with a sign reading "Castello di Monteverde."

A room with a wooden bench, potted plants, framed artwork, and a view of the outside.

A stone building with a brick archway and a tall cypress tree in front.

An aerial view of a two-story stone building with a swimming pool in the foreground.

15. Hotel Vecchia Oliviera

Montalcino

$170

$196 total

includes taxes & fees

Oct 19 - Oct 20

A pool with a stone wall, a view of the countryside, and a building with a tiled roof.

A buffet setup with various food items, a coffee station, and a counter with beverages.

A terrace with outdoor seating, a view of the landscape, and a building with large windows.

A spacious lobby with a tiled floor, a wooden reception desk, a staircase, and a large floral painting on the wall.

16. Hotel Dei Capitani

Montalcino

$136

$159 total

includes taxes & fees

Oct 21 - Oct 22

A grand entrance with a staircase leading to a white building, surrounded by lush greenery and potted plants.

A spacious indoor dining area with wooden ceiling beams, green and pink upholstered chairs, and a central bar area.

A rooftop terrace with outdoor seating, including a white sofa and wicker chairs, surrounded by potted plants and overlooking a cityscape.

A lobby with a reception desk, a large painting, a potted plant, and a patterned floor.

17. Villa Ermellina Siena, a Tribute Portfolio Hotel

Camollia

$169

$191 total

includes taxes & fees

Oct 25 - Oct 26

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 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.

A restaurant setting with wooden chairs, a white tablecloth, and a waiter attending to a table.

18. La Certosa di Pontignano

Castelnuovo Berardenga

$96

$115 total

includes taxes & fees

Oct 19 - Oct 20

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

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.

A white building with a tiled roof, surrounded by lush greenery and a hilly landscape.

19. Villa Montarioso

Montarioso

$81

$94 total

includes taxes & fees

Oct 20 - Oct 21

A breakfast setting with a tiered tray of pastries, a teapot, cups, and a vase with a flower.

A hotel entrance with a sign reading 'HOTEL LAVILLA,' a gated entrance, and a pathway leading inside.

An outdoor patio with white metal chairs and tables, a large umbrella, and potted plants.

A hotel room with a bed, a window with curtains, and a view of a building with a tiled roof.

20. La Villa di STR

Siena Historical Center

$133

$150 total

includes taxes & fees

Nov 1 - Nov 2

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

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

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

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

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

Casa Franci Montalcino

Montalcino

10/10 Exceptional

Sandra

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

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

A villa with a swimming pool, surrounded by lush greenery and a view of distant hills.

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

Castiglion del Bosco, A Rosewood Hotel

Montalcino

10/10 Exceptional

Ray

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

An outdoor dining area with tables and chairs, a flower arrangement, and a view of the countryside.

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

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

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

Mercure Petriolo Siena Terme Spa Hotel

Civitella Paganico

10/10 Exceptional

Anonymous traveler

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

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.

A dining area with round tables, chairs, chandeliers, and large windows with curtains.

Hotel Certosa Di Maggiano

Siena

10/10 Exceptional

Anonymous traveler

Relais la Costa - Dimora Storica

Monteriggioni

10/10 Exceptional

Denis

La Certosa di Pontignano

Castelnuovo Berardenga

10/10 Exceptional

Jeffrey

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

A four-poster bed with a bench, stone flooring, and a stone wall.

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

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

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

An outdoor patio with tables and chairs, surrounded by potted plants and a red building.

A courtyard with brick buildings, a stone wall, and a view of the surrounding town.

A swimming pool with a clear view of the water, a metal structure on the right, and a landscaped area with chairs and plants in the background.

A rustic interior with a fireplace, wooden beams, and a metal rack holding various tools.

Borgo Grondaie

Siena

10/10 Exceptional

tmcmaus

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

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

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

An outdoor patio with stone walls, a pergola, and a table set for dining.

Dimora delle Muse

Montalcino

10/10 Exceptional

Anonymous traveler

L'Aia di Argia

Monteroni d'Arbia

10/10 Exceptional

mario

A restaurant with tables and wicker chairs, large windows, and a view of buildings and greenery.

A multi-story building with a central entrance, large windows with shutters, and a paved courtyard.

A courtyard with outdoor seating, a building with multiple windows, and a stone wall.

A balcony with a wrought iron railing overlooking a village with terracotta rooftops and greenery.

Palazzo Saloni

Montalcino

10/10 Exceptional

Ashley

A motorcycle parked in front of a brick building with arched doorways and a street lamp.

A modern bedroom with a bed, bedside table, and a bench.

A room with a desk, a lamp, a television displaying a cityscape, and a plant.

A high-ceilinged room with a large window offering a city view.

Torre del Fuggisole

Siena City Centre

10/10 Exceptional

Kristen M

Villa Sabolini

Colle di Val d'Elsa

10/10 Exceptional

We came to this hotel unexpectedly and were so happy we found it. The staff are truly exceptional, friendly, attentive, accommodating, effective, welcoming. We arrived due to my wife having emergency surgery in Siena, we were supposed to be in Venice, and this hotel staff went to work making sure we were taken care of. The grounds are stunning as well, an amazing place to recover after surgery. The pool is beautiful and the restaurant is fantastic. I truly have enjoyed each meal I have had. The...

Mark

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 room with two yellow sofas, a wooden floor, a large painting, a chandelier, and a patterned rug.

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

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

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

Frequently Asked Questions

What hotels do travelers recommend in Monticiano?

Guests like Borgo Santo Pietro.

Can I book refundable accommodations in Monticiano?

If you want the flexibility to change your plans to Monticiano, most properties offer refundable* bookable rates. You can find these accommodations by searching our site and using the "fully refundable" filter to narrow down the results.

Where can I stay in Monticiano if I want a vacation rental instead of a traditional hotel?

If you're looking for a good alternative to a hotel, browse our selection of 18 vacation homes. You can also book one of 14 apartments or 10 villas.

What will the weather in Monticiano be like during my vacation?

August and July are typically the warmest months in Monticiano when the average temp is 72°F. January and February are the coldest months when the average temperature is 44°F. November and October are the months with the most rain.

Why should I book my Monticiano accommodation with Hotels.com?

There are lots of reasons to book your Monticiano trip with us: our free cancellations on selected hotels* gives you flexibility, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™** on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.