Top Hotels in Province of Siena - Compare Province of Siena Hotels

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

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Province of Siena Accommodation: Most Popular Cities to Stay

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

Rp36.428.160 total

includes taxes & fees

30 Oct - 31 Oct

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

Rp12.902.473 total

includes taxes & fees

11 Oct - 12 Oct

A stone building with a pool overlooking a mountainous landscape.

3. Castello di Velona Resort Thermal SPA & Winery

Montalcino

Melanie

Rp11.917.644 total

includes taxes & fees

3 Nov - 4 Nov

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

Rp22.339.921 total

includes taxes & fees

29 Oct - 30 Oct

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

Rp3.481.807 total

includes taxes & fees

16 Oct - 17 Oct

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

Rp2.068.354 total

includes taxes & fees

19 Oct - 20 Oct

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

Rp6.721.901 total

includes taxes & fees

30 Oct - 31 Oct

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

Rp9.431.875 total

includes taxes & fees

7 Oct - 8 Oct

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

9. Hotel Athena

Siena Historical Center

Jared

Rp2.737.144 total

includes taxes & fees

1 Nov - 2 Nov

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

10. Borgo Scopeto Wine & Country Relais

Castelnuovo Berardenga

Scott

Rp7.457.748 total

includes taxes & fees

4 Nov - 5 Nov

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

11. Poderi Arcangelo

San Gimignano

Hector

Rp2.322.346 total

includes taxes & fees

2 Nov - 3 Nov

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

Rp7.969.917 total

includes taxes & fees

2 Nov - 3 Nov

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

13. Lupaia

Torrita di Siena

Jorge

Rp17.791.433 total

includes taxes & fees

17 Oct - 18 Oct

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

14. Castello di Leonina Relais

Asciano

Meghan

Rp2.082.291 total

includes taxes & fees

23 Oct - 24 Oct

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

Rp1.665.644 total

includes taxes & fees

3 Nov - 4 Nov

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

16. Nuovo Etruria Resort

Montepulciano

Manjeet

Rp2.692.690 total

includes taxes & fees

6 Oct - 7 Oct

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

Rp6.661.723 total

includes taxes & fees

2 Nov - 3 Nov

A person spreading a red paste on a slice of bread on a plate.

18. Fattoria di Vegi

Castellina in Chianti

Robin

Rp4.947.789 total

includes taxes & fees

26 Oct - 27 Oct

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

19. Villa Scacciapensieri Boutique Hotel

Scacciapensieri

Nigel

Rp3.850.114 total

includes taxes & fees

18 Oct - 19 Oct

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

Rp3.079.286 total

includes taxes & fees

3 Nov - 4 Nov

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Great weekend hotel deals in Province of Siena

Showing deals for:16 Oct - 18 Oct

VIP Access

Hotel Monica

Chianciano Terme

8.0/10Very good (34 reviews)

13% off

includes taxes & fees

VIP Access

Castello di Velona Resort Thermal SPA & Winery

Montalcino

9.0/10Wonderful (377 reviews)

10% off

includes taxes & fees

VIP Access

Mastrojanni Relais - Small Luxury Hotels of the World

Montalcino

9.8/10Exceptional (79 reviews)

10% off

includes taxes & fees

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Top Province of Siena Hotel Reviews

Nuovo Etruria Resort

10/10 Excellent

"Beautiful pool with view. Friendly staff members. Town is walkable but there is also a bus stop nearby that does the uphill drive to the top of town. Maybe not the most suitable for those who have proper mobility concerns for getting into town, but for everyone else the location is great"

Castiglion del Bosco, A Rosewood Hotel

10/10 Excellent

"Castiglion del Bosco is truly exquisite, the perfect way to experience Tuscany in luxury while still feeling completely surrounded by nature. The property is impeccable, from the beautiful gardens and grounds to the elegant rooms. Everything feels authentically Italian, refined and incredibly well maintained. The service is exceptional and very personalized. The staff genuinely goes out of their way to make you feel welcome. General Manager Nicola Migheli even greeted us personally upon arrival, which was a lovely touch. We also saw him regularly walking the property with his team, and it was clear how hands-on he is with every detail. One thing to know is that getting in and out requires about 40 minutes on a bumpy dirt road. It wasn’t terrible, but worth mentioning if you plan to explore frequently. That said, this is a hotel you don’t need to leave. It’s a beautiful place to slow down, relax and enjoy Tuscany in a truly special setting. We absolutely loved our stay!"

Fattoria di Vegi

10/10 Excellent

"Booked this as a last minute decision to shorten our time in Milan (and fine a place close to Florence on our way to Montepulciano) We only stayed one night, but wish it had been longer. If you are looking for informal luxury, you will find it at this idyllic Tuscan Estate. They are still expanding their amenities to include a gym, tennis court, and Spa (planned for a 2027 open) what they DO offer is a quiet, thoughtful experience. The room was perfection and the restaurant on the property - delicious. There were a few artists there taking advantage of the atelier, or painting on the property. The estate is located an hour’s drive outside of Florence and is well worth the trip if you are looking for a place to relax. We hope to return with more time to enjoy it."

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 Rp1.665.644 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 Rp1.665.644 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 "Traveller 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 favourite with families in this city.

What are the top beach hotels in Province of Siena?

Relaxation mode ON! Savour 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.

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Province of Siena Accommodation: Most Popular Cities to Stay

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:16 Oct - 18 Oct

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Hotel Monica

Top Province of Siena Hotel Reviews

Nuovo Etruria Resort

Frequently asked questions

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