A historic town with a prominent tower and a rainbow arching over it.

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November 2026

December 2026

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A historic cathedral with a rainbow, surrounded by traditional buildings.

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Our top choices for Province of Siena hotels

A villa with a swimming pool, surrounded by trees and hills.

1. Castiglion del Bosco, A Rosewood Hotel

Montalcino

KEDARNATH

₩1,357,726 total

includes taxes & fees

Dec 2 - Dec 3

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

2. Borgo Santo Pietro

Chiusdino

Rachel

A stone building with a pool overlooking a mountainous landscape.

3. Castello di Velona Resort Thermal SPA & Winery

Montalcino

Melanie

₩760,425 total

includes taxes & fees

Nov 30 - Dec 1

An outdoor dining area with tables and chairs, surrounded by a brick wall and greenery.

4. Hotel Athena

Siena Historical Center

Dawn

₩140,143 total

includes taxes & fees

Nov 29 - Nov 30

A gated entrance with tall cypress trees, a paved path leading to a building with a yellow facade, and a mountain in the background.

5. Hotel Casolare Le Terre Rosse

San Gimignano

Maya

An aerial view of a large estate with multiple buildings, a swimming pool, and well-maintained gardens.

6. Precise Tale Poggio Alla Sala

Montepulciano

Joseph

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.

7. La Certosa di Pontignano - Place of Charme

Castelnuovo Berardenga

Rodolfo

₩106,991 total

includes taxes & fees

Nov 9 - Nov 10

A swimming pool with a stone deck, surrounded by trees and a castle-like building in the background.

8. Castello di Spaltenna- Small Luxury Hotels of the World

Gaiole in Chianti

Michelle

An interior with a grand arched ceiling, a large clock, and a central round table with chairs.

9. Grand Hotel Continental Siena – Starhotels Collezione

Siena City Centre

Darold Paul

₩400,838 total

includes taxes & fees

Dec 6 - Dec 7

A modern gym with various cardio and strength training equipment, including treadmills, stationary bikes, and weight machines.

10. Mastrojanni Relais - Small Luxury Hotels of the World

Montalcino

Suelina

₩588,900 total

includes taxes & fees

Nov 7 - Nov 8

A poolside area with lounge chairs and umbrellas, surrounded by a landscaped garden with red flowers.

11. Poderi Arcangelo

San Gimignano

Hector

₩166,967 total

includes taxes & fees

Nov 26 - Nov 27

A woman sitting by a pool with a scenic view of hills and trees.

12. Fonteverde Thermal Spa Resort Tuscany

San Casciano dei Bagni

Brenda

₩599,750 total

includes taxes & fees

Nov 25 - Nov 26

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

13. Villa Sabolini

Colle di Val d'Elsa

Patricia

₩124,707 total

includes taxes & fees

Nov 22 - Nov 23

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

14. Castello di Leonina Relais

Asciano

Brooke

₩116,634 total

includes taxes & fees

Dec 3 - Dec 4

A large building with multiple rooms, surrounded by a field of lavender.

15. Borgo Scopeto Wine & Country Relais

Castelnuovo Berardenga

Scott

₩629,545 total

includes taxes & fees

Nov 7 - Nov 8

A lobby with a marble floor, a chandelier, a reception desk, and large green plants.

16. Hotel Chiusarelli

Siena City Centre

sharon

₩123,869 total

includes taxes & fees

Dec 1 - Dec 2

A table with breakfast items and a wicker chair, overlooking a scenic landscape.

17. Palazzo Ravizza

Siena Historical Center

Roy

₩173,295 total

includes taxes & fees

Nov 10 - Nov 11

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

18. Hotel Borgo San Luigi

Monteriggioni

JOHN

₩177,159 total

includes taxes & fees

Nov 8 - Nov 9

A stately building with a grand entrance, multiple arches, and a well-lit facade.

19. Fattoria di Vegi

Castellina in Chianti

Xinyi

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

20. Villa Ermellina Siena, a Tribute Portfolio Hotel

Camollia

Sebastian

₩210,968 total

includes taxes & fees

Nov 24 - Nov 25

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Villa Sabolini

Colle di Val d'Elsa

per night

₩413,194 total

includes taxes & fees

A rustic cellar with brick walls, wooden barrels, and a stone ceiling. There is a wooden table with a wine bottle and glasses, and a television mounted on the wall.

Belvedere di San Leonino

Castellina in Chianti

₩78,326 off

per night

₩339,582 total

includes taxes & fees

La Certosa di Pontignano - Place of Charme

Castelnuovo Berardenga

We have 4 left at

per night

₩350,897 total

includes taxes & fees

A spa area with a stone ceiling, a pool, and two sun loungers.

Hotel Palazzo San niccolò & Spa

Radda in Chianti

We have 3 left at

per night

₩352,592 total

includes taxes & fees

An outdoor dining area with wicker chairs, a table set with a bowl of chips, a wine glass, and a menu.

Villa Elda Boutique Hotel

San Prospero

We have 1 left at

per night

₩361,034 total

includes taxes & fees

Villa Ermellina Siena, a Tribute Portfolio Hotel

Camollia

We have 5 left at

per night

₩441,898 total

includes taxes & fees

A modern bedroom with a wooden headboard, a large bed with white linens, a bedside table with a lamp, and a sliding glass door leading to an outdoor patio with a table and chairs.

Hotel Ristorante La Dama nella Vigna

Monteriggioni

We have 1 left at

per night

₩337,524 total

includes taxes & fees

A modern hotel lobby with a high ceiling and a glass roof, featuring wooden paneling, comfortable seating, and a large wall mural.

Four Points by Sheraton Siena

Scacciapensieri

We have 5 left at

per night

₩400,436 total

includes taxes & fees

Best Western Hotel San Marco

Siena

We have 8 left at

per night

₩290,347 total

includes taxes & fees

A person sitting in a hot tub with a waterfall feature in the background.

Hotel Palazzo San Lorenzo & SPA

Colle di Val d'Elsa

₩164,403 off

per night

₩462,415 total

includes taxes & fees

Villa Sabolini

Colle di Val d'Elsa

per night

₩209,352 total

includes taxes & fees

Hotel Ristorante La Dama nella Vigna

Monteriggioni

We have 1 left at

per night

₩184,252 total

includes taxes & fees

Belvedere di San Leonino

Castellina in Chianti

We have 1 left at

per night

₩192,505 total

includes taxes & fees

A large estate with multiple buildings, a swimming pool, and expansive green fields.

Borgo Sant'Ambrogio Resort

Trequanda

We have 1 left at

per night

₩250,054 total

includes taxes & fees

A stone building with a swimming pool, outdoor seating, and a waterfall feature.

Tenuta Sovestro - Agriturismo e Winery

San Gimignano

We have 1 left at

per night

₩261,419 total

includes taxes & fees

A historic street with a hotel entrance featuring an arched doorway and potted plants.

Hotel L' Antico Pozzo San Gimignano

San Gimignano City Centre

We have 1 left at

per night

₩194,487 total

includes taxes & fees

A view from a balcony with a table and chairs, overlooking a historic town with distinctive architecture, including a prominent tower and a dome.

Residenza d'Epoca Relais Campo Regio

Siena City Centre

per night

₩316,978 total

includes taxes & fees

Hotel Palazzo San niccolò & Spa

Radda in Chianti

We have 3 left at

per night

₩235,094 total

includes taxes & fees

Best Western Hotel San Marco

Siena

We have 5 left at

per night

₩153,193 total

includes taxes & fees

Top Province of Siena Hotel Reviews

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

Hotel Certosa Di Maggiano

Siena

10/10 Excellent

Anonymous traveler

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

Torre del Fuggisole

Siena City Centre

10/10 Excellent

Charles

A historic stone building with multiple levels, surrounded by lush greenery and yellow flowering plants.

Castello La Leccia

Castellina in Chianti

10/10 Excellent

Sarah

A stone building with multiple windows and a balcony, surrounded by lush greenery and trees.

Relais Le Macine di Stigliano

Sovicille

10/10 Excellent

Nicholas

A room with two striped armchairs, a small table with chess pieces, and a mirror reflecting a dining area.

La Dimora Dei Monaci

Siena City Centre

10/10 Excellent

we stayed for 4 nights and used Seina as our base for our first visit to Tuscany. The owners were very helpful. They provided maps and information on all the local sights, plus some history of the town. One night we asked them to make dinner reservations and they had to call over 10 places due to a busy night. But they found us a great restaurant for dinner. Another day they provide a detailed schedule for buses to visit one of the towns we were interested in. The B&B is very close to the...

Alan

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

Villa Le Prata - Residenza del Vescovo

Montalcino

10/10 Excellent

Valentin Y.

Castiglion del Bosco, A Rosewood Hotel

Montalcino

10/10 Excellent

KEDARNATH

A stone house with a tiled roof, large glass doors, and a stone pathway leading to it.

The Club House

Castelnuovo Berardenga

10/10 Excellent

debbie

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

Palazzo Saloni

Montalcino

10/10 Excellent

My husband and I spent 6 fabulous nights here. From the moment I made the reservation, I felt in good hands with great communication about any question I had. The front desk can assist with wine excursions, spa, cooking class and even are connected with a nice local gym you can attend for a small fee. We rented a car and it is a big bonus that this property has on-site parking included in the rate. The Palazzo is located in a prime location, also easy to get in and out which can be tricky in...

Laura

A large estate with multiple buildings, a well-maintained garden, and a vineyard in the background.

Lupaia

Torrita di Siena

10/10 Excellent

This was the most amazing place to stay! This was our favorite stop on a 30-day trip to Greece, Italy and Switzerland. The surrounding countryside is stunning. Our room had a Turkish Bath - what a fun experience. We were a couple of weeks in to our vacation, and we were ready for some down time. Having a private little garden, overlooking the Tuscan hillside was WONDERFUL. The dinner we had on site was one of the best of our entire trip. Breakfast in the morning was an incredible display...

KC Traveler

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

Villa del Sole Siena

Siena City Centre

10/10 Excellent

Linna

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

Relais degli Angeli

Siena City Centre

10/10 Excellent

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

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

Palazzo di Valli

Siena

10/10 Excellent

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

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

Castello Banfi - Il Borgo - Relais et Chateaux

Montalcino

10/10 Excellent

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 stone staircase leading to a door, surrounded by stone walls and a potted plant with green leaves and purple flowers.

Agriturismo San Sano

Gaiole in Chianti

10/10 Excellent

Angela

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

Hotel Palazzetto Rosso

Siena City Centre

10/10 Excellent

A Beautiful and Unique Stay in the Heart of Siena! Our stay at Hotel Palazzetto Rosso was an incredible experience! The atmosphere was absolutely amazing, with stunning medieval architecture that perfectly captures the historic charm of Siena. The hotel beautifully blends its centuries-old character with modern comforts, creating a truly unique and memorable experience. The staff was exceptionally friendly and accommodating, especially when it came to our late arrival. They went above and...

Thomas

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

Capanna Suites

Montalcino

10/10 Excellent

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

Podere Brizio

Montalcino

10/10 Excellent

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

An outdoor patio with tables and chairs, a pergola structure, and a stone building in the background.

Tenuta CorteDomina

Radda in Chianti

10/10 Excellent

Michele

A spacious living room with a leather sofa, a wooden coffee table, and a view through large arched windows.

Relais Villa Grazianella - UNA Esperienze

Montepulciano

10/10 Excellent

We were the only guests for 2 nights out of 3, at this lovely B&B on the estate of one of the best wineries in Tuscany. We had sumptuous room with a living room, bedroom and bathroom (nice shower!) all to ourselves. The staff were local women, who made a wonderful breakfast every day and told us of the life in Tuscany. The place was spotless, the food great, and it was so relaxing to come " home" to the vineyards every night, after seeing hordes of people in the towns we explored. One could...

RAP

Frequently Asked Questions

How much do hotels in Province of Siena cost?

The season and factors like school holidays and Easter can influence the price of a hotel in Province of Siena. You can find cheap options from ₩71,509 in a few different ways on Expedia. First, enter the dates you'd like to get away, then use the filters such as budget and amenities to narrow your search. You can also sort by price, so the most affordable options appear at the top.

When is the best time to go to Province of Siena?

If you're thinking of visiting in summer, reserve your Province of Siena stay between June and August. Temperatures during the summer here range from 15ºC to 29ºC. Province of Siena has a humid subtropical climate, so pack accordingly.

Are there any luxury hotels in Province of Siena?

Some of our top-rated hotels in Province of Siena are in Siena. Take a look at upscale options such as Belvedere di San Leonino, which features a swimming pool, concierge services and a terrace. Borgo San Felice Resort is another terrific choice in this city.

What are the top all-inclusive hotels in Province of Siena?

Transform your getaway in Province of Siena into an unforgettable experience at Hotel Trieste. Embrace the simplicity of an all-inclusive stay, where one upfront price usually includes your room, food, drinks and more. After checking in, you'll have access to many of the facilities without paying extra.

How can I find cheap hotels in Province of Siena?

Province of Siena cheap hotels start at ₩71,509 per night. To browse these types of wallet-friendly options, make use of our "Price per night" filter. Want some other tips? Consider being flexible with your dates and book in advance. Have a look at our cheap hotels in Province of Siena page for deals that are hard to resist.

What are the best hotels in Province of Siena for families?

Scoring a hotel for you and the children in Province of Siena is a breeze with our filter tool. Simply select "Family friendly" in the "Traveler experience" section and check out the deals. If you're spending time in Siena, have a look at Hotel Palazzetto Rosso. Relax here while making full use of amenities such as complimentary breakfast and housekeeping services. Palazzo di Valli is another favorite with families in this city.

What are the top beach hotels in Province of Siena?

Relaxation mode ON! Savor the beach life at Province of Siena's top ocean-view hotels like Hotel I Due Cigni. This leading property in Montepulciano includes a terrace, a garden and a load of other amenities. You can also tune into relaxing coastal vibes at Hotel Corsignano, another popular stay in this city.

Why should I book my Province of Siena hotel with Expedia?

Expedia is your one-stop shop for organising the ultimate holiday experience in Province of Siena. You'll find an extensive range of hotels to choose from and handy search filters that make it a snap to find the perfect fit. Worried about your plans changing at the last minute? Many of our hotels have flexible cancellation policies, so you can book with peace of mind. Get more out of your holiday with Expedia Rewards. Join today for free and you can collect points and unlock membership perks. Get instant access to Member Prices, with savings worth 10% or more on select hotels.

Search Hotels in Province of Siena

Change your mind

Treat yourself

Be picky

Top cities in Province of Siena

Siena

Check prices for these dates

Filter by

Property class

Guest rating

Our top choices for Province of Siena hotels

1. Castiglion del Bosco, A Rosewood Hotel

2. Borgo Santo Pietro

3. Castello di Velona Resort Thermal SPA & Winery

4. Hotel Athena

5. Hotel Casolare Le Terre Rosse

6. Precise Tale Poggio Alla Sala

7. La Certosa di Pontignano - Place of Charme

8. Castello di Spaltenna- Small Luxury Hotels of the World

9. Grand Hotel Continental Siena – Starhotels Collezione

10. Mastrojanni Relais - Small Luxury Hotels of the World

11. Poderi Arcangelo

12. Fonteverde Thermal Spa Resort Tuscany

13. Villa Sabolini

14. Castello di Leonina Relais

15. Borgo Scopeto Wine & Country Relais

16. Hotel Chiusarelli

17. Palazzo Ravizza

18. Hotel Borgo San Luigi

19. Fattoria di Vegi

20. Villa Ermellina Siena, a Tribute Portfolio Hotel

Get last-minute hotel deals in Province of Siena and save more

Villa Sabolini

Villa Sabolini

Top Province of Siena Hotel Reviews

Hotel Certosa Di Maggiano

10/10 Excellent

Frequently Asked Questions

How much do hotels in Province of Siena cost?

When is the best time to go to Province of Siena?

Are there any luxury hotels in Province of Siena?

What are the top all-inclusive hotels in Province of Siena?

How can I find cheap hotels in Province of Siena?

What are the best hotels in Province of Siena for families?

What are the top beach hotels in Province of Siena?

Why should I book my Province of Siena hotel with Expedia?