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

1. Precise Tale Poggio Alla Sala

Montepulciano

Mark

￥88,968 total

includes taxes & fees

Sep 28 - Sep 29

2. Castiglion del Bosco, A Rosewood Hotel

Montalcino

Talib

￥404,997 total

includes taxes & fees

Oct 8 - Oct 9

3. Borgo Scopeto Wine & Country Relais

Castelnuovo Berardenga

Hannah

￥107,341 total

includes taxes & fees

Oct 7 - Oct 8

4. Castello di Velona Resort Thermal SPA & Winery

Montalcino

Song

￥133,263 total

includes taxes & fees

Sep 27 - Sep 28

5. Borgo Santo Pietro

Chiusdino

Rachel

￥234,755 total

includes taxes & fees

Sep 10 - Sep 11

6. Mastrojanni Relais - Small Luxury Hotels of the World

Montalcino

Laura

￥74,799 total

includes taxes & fees

Oct 5 - Oct 6

7. Hotel Casolare Le Terre Rosse

San Gimignano

Stephanie

￥28,622 total

includes taxes & fees

Oct 1 - Oct 2

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

Gaiole in Chianti

Rama

￥69,530 total

includes taxes & fees

Oct 5 - Oct 6

9. La Certosa di Pontignano

Castelnuovo Berardenga

Malena

￥24,557 total

includes taxes & fees

Sep 30 - Oct 1

10. Hotel Athena

Siena Historical Center

Jared

￥48,563 total

includes taxes & fees

Sep 30 - Oct 1

11. Castello di Leonina Relais

Asciano

Meghan

￥34,665 total

includes taxes & fees

Oct 1 - Oct 2

12. Grand Hotel Continental Siena – Starhotels Collezione

Siena City Centre

Lisa

￥108,892 total

includes taxes & fees

Sep 14 - Sep 15

13. Nuovo Etruria Resort

Montepulciano

Jorge

￥20,736 total

includes taxes & fees

Oct 5 - Oct 6

14. Lupaia

Torrita di Siena

Jaclyn

￥156,838 total

includes taxes & fees

Oct 2 - Oct 3

15. Villa Sabolini

Colle di Val d'Elsa

Andrew

￥26,968 total

includes taxes & fees

Oct 6 - Oct 7

16. Poderi Arcangelo

San Gimignano

Lisa

￥22,887 total

includes taxes & fees

Sep 28 - Sep 29

17. Relais Villa Grazianella - UNA Esperienze

Montepulciano

Alisa

￥58,199 total

includes taxes & fees

Oct 5 - Oct 6

18. Villa Scacciapensieri Boutique Hotel

Scacciapensieri

Nigel

￥36,559 total

includes taxes & fees

Oct 4 - Oct 5

19. L'Orto delle Terme

San Quirico d'Orcia

Stimson

￥29,582 total

includes taxes & fees

Sep 24 - Sep 25

20. Borgo San Felice Resort

Castelnuovo Berardenga

Cynthia

￥124,969 total

includes taxes & fees

Oct 7 - Oct 8

View all properties

Great weekend hotel deals in Province of Siena

Showing deals for:Sep 18 - Sep 20

Villa (Agresto) | Living area | LCD TV, pay movies

Castiglion del Bosco, A Rosewood Hotel

Montalcino

10/10Exceptional (80 reviews)

10% off

Holiday Home 'Casale I Cascetti' with Pool, Garden and Wi-Fi

Piancastagnaio

10/10Exceptional (1 review)

10% off

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Top Province of Siena Hotel Reviews

Hotel Chiusarelli

10/10 Excellent

"Great location. Wonderful staff, very helpful and polite."

Precise Tale Poggio Alla Sala

10/10 Excellent

"Incredible stay in a beautiful location. The staff were amazing and the hospitality was top tier. We will most definitely be back. The recommendations given were brilliant and the room was stunning along with the rest of the hotel. We didn’t dine in the restaurant but our breakfast each morning was also wonderful."

Borgo San Felice Resort

10/10 Excellent

"An unforgettable stay in Tuscany!** Our stay at Borgo San Felice was truly incredible from beginning to end. From the moment our private driver picked us up at the train station and brought us through the beautiful Tuscan countryside to the resort, everything felt seamless and special. The property itself is absolutely breathtaking pictures truly don’t do it justice. We enjoyed dinner on the property, a wonderful couples massage, a private wine tour and tasting, and a relaxing pool day. We especially loved the live piano music in the evenings; it added such a romantic and elegant touch to the entire experience. The service was one of the highlights of our stay. A special shout-out to **Herman at the pool**, who was always attentive and completely on point with everything we needed. We also had an amazing experience at **Poggio Rosso**, where **Matia provided top-notch service** and made our Michelin-starred dinner feel even more memorable. Every detail from the beautiful grounds and peaceful atmosphere to the food, wine, spa, and exceptional hospitality—made our time here unforgettable. Borgo San Felice gave us exactly the Tuscany experience we were hoping for and more. We absolutely loved our stay and would return in a heartbeat. Highly recommend! 🇮🇹🍷✨"

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 ￥20,736 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 ￥20,736 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. Precise Tale Poggio Alla Sala

2. Castiglion del Bosco, A Rosewood Hotel

3. Borgo Scopeto Wine & Country Relais

4. Castello di Velona Resort Thermal SPA & Winery

5. Borgo Santo Pietro

6. Mastrojanni Relais - Small Luxury Hotels of the World

7. Hotel Casolare Le Terre Rosse

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

9. La Certosa di Pontignano

10. Hotel Athena

11. Castello di Leonina Relais

12. Grand Hotel Continental Siena – Starhotels Collezione

13. Nuovo Etruria Resort

14. Lupaia

15. Villa Sabolini

16. Poderi Arcangelo

17. Relais Villa Grazianella - UNA Esperienze

18. Villa Scacciapensieri Boutique Hotel

19. L'Orto delle Terme

20. Borgo San Felice Resort

Great weekend hotel deals in Province of Siena

Showing deals for:Sep 18 - Sep 20

Image gallery for Castiglion del Bosco, A Rosewood Hotel

Castiglion del Bosco, A Rosewood Hotel

Top Province of Siena Hotel Reviews

Hotel Chiusarelli

Frequently asked questions

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