A historic town with terracotta-roof buildings, a prominent church, and a hilltop fortress.

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Our top choices for Siena historic hotels

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

Castiglion del Bosco, A Rosewood Hotel

Castiglion del Bosco, A Rosewood Hotel
5.0 star property
Montalcino
10.0 out of 10, Exceptional, (79 reviews)
"Wonderful stay "
United States
Talib
The price is NT$63,978
NT$70,745 total
includes taxes & fees
Aug 8 - Aug 9
Castiglion del Bosco, A Rosewood Hotel
Lunch and dinner served

Castello di Gargonza

Castello di Gargonza
3.0 star property
Monte San Savino
9.2 out of 10, Wonderful, (43 reviews)
"Beautiful historic fortress / castle with tastefully updated rooms, great amenities that maintains the old character "
Canada
Ariel
The price is NT$7,975
NT$8,920 total
includes taxes & fees
Jul 17 - Jul 18
Castello di Gargonza
Poolside bar

Relais Vignale & Spa

Relais Vignale & Spa
4.0 star property
Radda in Chianti
9.2 out of 10, Wonderful, (299 reviews)
"Amazing property, I would HIGHLY recommend everyone stay here!!!"
Canada
tera
The price is NT$6,517
NT$8,302 total
includes taxes & fees
Jul 28 - Jul 29
Relais Vignale & Spa
2 outdoor pools, sun loungers

Villa Le Barone

Villa Le Barone
4.0 star property
Greve in Chianti
9.4 out of 10, Exceptional, (144 reviews)
"One of the best properties in the area. This is a Count’s palace converted into a hotel. Views cannot get any better; very helpful staff. Book for a relaxing stay, with a pool with amazing views and a Tennis court. Will definitely come back."
Canada
Aditi
The price is NT$8,053
NT$9,079 total
includes taxes & fees
Jul 20 - Jul 21
Villa Le Barone
Terrace/patio

Residenza d'Epoca Palazzo Buonaccorsi

Residenza d'Epoca Palazzo Buonaccorsi
San Gimignano City Centre
8.6 out of 10, Excellent, (186 reviews)
"Thank you so much for a wonderful stay :)"
United Kingdom
Soni
The price is NT$3,008
NT$3,492 total
includes taxes & fees
Jul 20 - Jul 21
Residenza d'Epoca Palazzo Buonaccorsi
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Siena Hotel Reviews

Grand Hotel Continental Siena – Starhotels Collezione

Grand Hotel Continental Siena – Starhotels Collezione

10/10 Excellent
"Gorgeous hotel, amazing views. Fabulous staff. They made our stay in Siena extra special."
Seth 2-night trip
Posted 21 hours ago
Grand Hotel Continental Siena – Starhotels Collezione

Frequently asked questions

What should I expect on my historical trip to Siena?
During a vacation in Siena, historians and history enthusiasts alike will likely want to explore the cathedral. While you're out exploring, you might want to check out the cafes and wineries. You can also discover the museums during your vacation.
How many historical hotels will I find in Siena?
In Siena, there are 684 hotels and other lodging options bookable on Expedia, including 6 historic hotels or hotels close to historic sites.
What are the top historical places and other sights to visit in Siena?
Siena is notable for its cathedral and landmarks like Palazzo Pubblico, Torre del Mangia, and Banca Monte dei Paschi di Siena. Cultural venues include Civic Museum, Museum of Torture, and Accademia Musicale Chigiana. A couple of additional sights to add to your agenda are Piazza del Campo and Siena State Archives.
What is a historic hotel like in Siena?
When you choose a historic hotel, you'll stay someplace that has an officially recognized historic designation. A castle, a palace or even a pub or an old police station can be identified as a historic hotel as long as it's a place of special interest. Traditional architecture and period features are often found in the communal spaces and guestrooms of such hotels in Siena, bringing the history to life.
What is the difference between a historic hotel and a heritage hotel?
You'll often hear the term "heritage hotel" in Asia and Europe, while "historic hotel" is more common in the U.S. but overall the terms are quite similar. The building and architecture of historic hotels are generally the most significant aspect. For a heritage hotel, mainly, it's cultural value and how it shaped the community.
Do historic hotels in Siena have modern facilities?
Hotel interiors feature the modern conveniences and safety features you might expect, while every effort is made to preserve historic facades and treasured traditions. WiFi, heating and air conditioning, updated bathroom facilities, and the amenities found at a contemporary hotel should be available at a historic hotel. Rest assured that when you choose a historic hotel in Siena, you won't be staying at a place that is rundown or uncomfortable.

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