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

$1,125

$1,249 total

includes taxes & fees

Oct 31 - Nov 1

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

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.

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

$158

$179 total

includes taxes & fees

Nov 1 - Nov 2

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

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

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.

3. Mercure Petriolo Siena Terme Spa Hotel

Civitella Paganico

$84

$93 total

includes taxes & fees

Oct 6 - Oct 7

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

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

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

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

4. Podere Brizio

Montalcino

$201

$230 total

includes taxes & fees

Oct 31 - Nov 1

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

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.

5. Hotel Borgo Antico

Monteroni d'Arbia

$94

$109 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 arched entrance with a brick pathway leading to a building, surrounded by lush greenery and purple flowering vines.

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

6. Palazzo di Valli

Siena

$120

$135 total

includes taxes & fees

Nov 3 - Nov 4

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 breakfast buffet with various pastries, fruits, and beverages.

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

7. Villa Sabolini

Colle di Val d'Elsa

$81

$93 total

includes taxes & fees

Nov 3 - Nov 4

A bar area with two people seated at a counter, a glass display case with bottles, and a vase with flowers on the wall.

A room with red leather sofas, a glass coffee table, and potted plants.

A hotel room with a large bed, a tray with tea and a teapot, and a decorative headboard.

8. Hotel Ghibellino

Buonconvento

$92

$105 total

includes taxes & fees

Oct 18 - Oct 19

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.

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

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

9. Le Ragnaie

Montalcino

$108

$130 total

includes taxes & fees

Nov 3 - Nov 4

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

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.

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

10. Hotel Certosa Di Maggiano

Siena

$316

$354 total

includes taxes & fees

Nov 1 - Nov 2

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

A kitchen with a buffet setup, including a variety of food items and glassware.

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

11. SI Montalcino Hotel

Montalcino

$95

$131 total

includes taxes & fees

Nov 1 - Nov 2

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

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

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

A staircase with a metal railing leading to a landing.

12. L'Aia di Argia

Monteroni d'Arbia

$74

$86 total

includes taxes & fees

Oct 6 - Oct 7

A conference room with rows of chairs, a projector, a whiteboard, and a podium.

A modern hotel lobby with glass-top tables, a magazine, and a small plant.

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

13. Best Western Hotel San Marco

Siena

$93

$105 total

includes taxes & fees

Nov 1 - Nov 2

A table set for dining with a scenic view of rolling hills and distant mountains.

A brick building with a large arched entrance, a metal gate, and a wooden door.

A courtyard with brick buildings, a column, and potted plants.

An aerial view of a property with a swimming pool, surrounded by trees and a view of the countryside.

14. Castello di Leonina Relais

Asciano

$100

$116 total

includes taxes & fees

Oct 23 - Oct 24

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 brick-walled bar with wooden shelves stocked with bottles, tables, and chairs.

15. Casa Franci Montalcino

Montalcino

$189

$219 total

includes taxes & fees

Oct 6 - Oct 7

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

A breakfast buffet with pastries and a coffee machine.

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.

16. Villa Montarioso

Montarioso

$76

$89 total

includes taxes & fees

Nov 4 - Nov 5

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

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

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

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

17. Hotel Dei Capitani

Montalcino

$131

$153 total

includes taxes & fees

Oct 6 - Oct 7

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

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.

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

18. Palace Hotel Due Ponti

Due Ponti

$78

$89 total

includes taxes & fees

Nov 1 - Nov 2

An outdoor dining area with wicker furniture, a table set with croissants, a bowl of fruit, and a glass of orange juice.

A dining table with cups, plates, and a croissant, set against a window with curtains.

A neatly arranged hotel room with a large bed, bedside lamps, a mirror, and framed pictures on the wall.

A church interior with wooden pews, a wooden altar, and a large painting on the wall.

19. Il Chiostro del Carmine

Siena Historical Center

$75

$87 total

includes taxes & fees

Nov 3 - Nov 4

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

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

20. Hotel Borgo San Luigi

Monteriggioni

$119

$139 total

includes taxes & fees

Nov 4 - Nov 5

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

Hotel Certosa Di Maggiano

Siena

10/10 Exceptional

Anonymous traveler

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

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

Castiglion del Bosco, A Rosewood Hotel

Montalcino

10/10 Exceptional

Ray

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

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

A wine tasting room with a marble bar, wine bottles, glasses, wicker furniture, and a view of the sea through a large arched window.

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

Palazzo Saloni

Montalcino

10/10 Exceptional

Ashley

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

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

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

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

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

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

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.

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

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

La Certosa di Pontignano

Castelnuovo Berardenga

10/10 Exceptional

Jeffrey

Mercure Petriolo Siena Terme Spa Hotel

Civitella Paganico

10/10 Exceptional

Anonymous traveler

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

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

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.

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

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

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

Dimora delle Muse

Montalcino

10/10 Exceptional

Anonymous traveler

A terrace with wicker chairs and a table set for breakfast, overlooking a historic town with terracotta buildings and cypress trees.

A hotel entrance with a view of historic buildings and a clear sky.

A brick building with a sign reading "Villa del Sole" and a view of the sea in the background.

A bedroom with a large window, a bed, a nightstand, and a mirror.

Villa del Sole Siena

Siena City Centre

10/10 Exceptional

Linna

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

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 brick building with three windows, a round blue window, and a sign on the wall.

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

Borgo Grondaie

Siena

10/10 Exceptional

tmcmaus

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

A stone building with a garden and a gazebo.

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

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

Villa Le Prata - Residenza del Vescovo

Montalcino

10/10 Exceptional

Michelle

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

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.

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

Relais la Costa - Dimora Storica

Monteriggioni

10/10 Exceptional

Denis

A brick building with two arched windows, one with a metal grill and the other with a decorative glass design.

A historic building with arched ceilings, brick walls, and a staircase leading to an upper level. Tables and chairs are arranged in the lower area, and there are decorative shields on the ceiling.

A modern bedroom with a large bed, a built-in vanity with a mirror, and a bedside lamp.

A narrow, stone-walled stairwell with a small, enclosed area at the bottom featuring a desk and a chair.

Hotel Palazzetto Rosso

Siena City Centre

10/10 Exceptional

Chad

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.