Find & Book the Best Hotels in Province of Siena for 2026

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

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Top Cities in Province of Siena

A historic town with tightly packed buildings, a prominent tower, and a church.

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Our top choices for Province of Siena hotels

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

1. Castiglion del Bosco, A Rosewood Hotel

Montalcino

Abdel

￥317,840 total

includes taxes & fees

Oct 18 - Oct 19

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

2. Precise Tale Poggio Alla Sala

Montepulciano

Joseph

￥97,431 total

includes taxes & fees

Oct 11 - Oct 12

A stone building with a pool overlooking a mountainous landscape.

3. Castello di Velona Resort Thermal SPA & Winery

Montalcino

Melanie

￥102,859 total

includes taxes & fees

Nov 6 - Nov 7

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

4. Borgo Santo Pietro

Chiusdino

Rachel

￥196,679 total

includes taxes & fees

Oct 31 - Nov 1

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

Jodie

￥26,667 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.

6. La Certosa di Pontignano

Castelnuovo Berardenga

Leslie

￥18,498 total

includes taxes & fees

Oct 25 - Oct 26

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

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

Gaiole in Chianti

Sonja

￥59,179 total

includes taxes & fees

Oct 30 - Oct 31

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

8. Mastrojanni Relais - Small Luxury Hotels of the World

Montalcino

Laura

￥85,717 total

includes taxes & fees

Oct 8 - Oct 9

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

9. Hotel Athena

Siena Historical Center

Jared

￥24,098 total

includes taxes & fees

Nov 1 - Nov 2

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

10. Borgo Scopeto Wine & Country Relais

Castelnuovo Berardenga

Scott

￥65,656 total

includes taxes & fees

Nov 5 - Nov 6

A dining area with a table set for four, overlooking a scenic landscape.

11. Poderi Arcangelo

San Gimignano

Hector

￥20,446 total

includes taxes & fees

Nov 2 - Nov 3

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

12. Grand Hotel Continental Siena – Starhotels Collezione

Siena City Centre

Lisa

￥63,276 total

includes taxes & fees

Nov 1 - Nov 2

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

13. Lupaia

Torrita di Siena

Jorge

￥144,160 total

includes taxes & fees

Oct 21 - Oct 22

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

14. Castello di Leonina Relais

Asciano

Meghan

￥21,521 total

includes taxes & fees

Oct 25 - Oct 26

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

15. Villa Sabolini

Colle di Val d'Elsa

Andrew

￥14,664 total

includes taxes & fees

Nov 3 - Nov 4

A swimming pool with lounge chairs and umbrellas, surrounded by buildings and trees.

16. Nuovo Etruria Resort

Montepulciano

Manjeet

￥21,177 total

includes taxes & fees

Oct 25 - Oct 26

A woman relaxing by a pool with a historic building in the background.

17. Fonteverde Thermal Spa Resort Tuscany

San Casciano dei Bagni

Susan and Larry

￥58,805 total

includes taxes & fees

Nov 2 - Nov 3

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

18. Fattoria di Vegi

Castellina in Chianti

Robin

￥44,322 total

includes taxes & fees

Oct 25 - Oct 26

A courtyard with a lemon tree, potted plants, and a building with arched windows.

19. Villa Scacciapensieri Boutique Hotel

Scacciapensieri

Nigel

￥30,266 total

includes taxes & fees

Oct 30 - Oct 31

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

Katherine

￥27,111 total

includes taxes & fees

Nov 3 - Nov 4

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Great weekend hotel deals in Province of Siena

Showing deals for:Oct 16 - Oct 18

VIP Access

Hotel Monica

Chianciano Terme

8.0/10Very Good (34 reviews)

10% off

VIP Access

Castello di Velona Resort Thermal SPA & Winery

Montalcino

9.0/10Wonderful (377 reviews)

10% off

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Top Province of Siena Hotel Reviews

Grand Hotel Continental Siena – Starhotels Collezione

10/10 Excellent

"Beautiful hotel and very helpful staff. Excellent location in the heart of Siena. Disappointed with our hotel room. Not up to our expectations."

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 ￥14,664 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 ￥14,664 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?

Unbeatable deals and plenty of choice are just a couple of the reasons to book your Province of Siena hotel with Expedia. On top of that, our free loyalty program, One Key™, lets you collect and spend OneKeyCash™* on eligible flights, hotels and more. And if your plans change and you have to alter your reservation, don't fret. Our online Help Center can assist you anytime, whether it's day or night.*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.

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Top Cities in Province of Siena

Siena

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Our top choices for Province of Siena hotels

1. Castiglion del Bosco, A Rosewood Hotel

2. Precise Tale Poggio Alla Sala

3. Castello di Velona Resort Thermal SPA & Winery

4. Borgo Santo Pietro

5. Hotel Casolare Le Terre Rosse

6. La Certosa di Pontignano

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

8. Mastrojanni Relais - Small Luxury Hotels of the World

9. Hotel Athena

10. Borgo Scopeto Wine & Country Relais

11. Poderi Arcangelo

12. Grand Hotel Continental Siena – Starhotels Collezione

13. Lupaia

14. Castello di Leonina Relais

15. Villa Sabolini

16. Nuovo Etruria Resort

17. Fonteverde Thermal Spa Resort Tuscany

18. Fattoria di Vegi

19. Villa Scacciapensieri Boutique Hotel

20. Villa Ermellina Siena, a Tribute Portfolio Hotel

Great weekend hotel deals in Province of Siena

Showing deals for:Oct 16 - Oct 18

Image gallery for Hotel Monica

Hotel Monica

Top Province of Siena Hotel Reviews

Grand Hotel Continental Siena – Starhotels Collezione

Frequently asked questions

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