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

Terrace/patio

Residenza d'Epoca Palazzo Buonaccorsi

Residenza d'Epoca Palazzo Buonaccorsi
San Gimignano City Centre
8.6 out of 10, Excellent, (184 reviews)
"I would highly recommend this property. The staff were very amazing."
United States
Cynthia
$74 nightly
The price is $87
Jul 19 - Jul 20
Total with taxes and fees
Residenza d'Epoca Palazzo Buonaccorsi
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
$232 nightly
The price is $259
Jul 19 - Jul 20
Total with taxes and fees
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
$213 nightly
The price is $242
Jul 16 - Jul 17
Total with taxes and fees
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
$245 nightly
The price is $276
Jul 19 - Jul 20
Total with taxes and fees
Villa Le Barone
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
$1,977 nightly
The price is $2,186
Aug 8 - Aug 9
Total with taxes and fees
Castiglion del Bosco, A Rosewood Hotel
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

Piccolo Hotel Etruria

Piccolo Hotel Etruria

8/10 Good
"The hotel is modest but very charming and authentic. It feels like being part of the Sienese community—like staying in a private home. The hotel is located just two minutes from the Piazza del Campo, on one of the city’s main streets (Banchi di Sotto). Our room faced the street, which naturally puts you right in the thick of things—including two victory parades by the winning *Contrada* (district), complete with drumming troupes, in the middle of the night. We had expected a standard double room but found ourselves in a room with two double beds and a single bed—a bit unusual... The elevator was unique, too—worth the stay all on its own! It doesn't get any closer to authentic Italian daily life than this. Everything moves fast—almost hectically—yet without stress; it is lively, and every moment is savored. If you want to be close to the real Italian lifestyle—if that is exactly why you are visiting the Palio, wanting to immerse yourself in the mysteries of this ancient, living tradition and become part of it alongside the locals—then the Piccolo Etruria is the perfect place for you. If, however, you prefer a generic hotel atmosphere—prioritizing standardized amenities over individuality—you might be better off looking elsewhere. My wife and I were absolutely delighted; for me, the Piccolo Etruria embodies the warmth of the Sienese people, the mystique of the Palio, and the feeling of belonging to something greater—one big, extended family."
Daniel 4-night trip
Posted 9 hours ago
Piccolo Hotel Etruria

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.
What's the best hotel in Siena to be near historical sites?
Based on our travel expertise, Traditional Tuscan farmhouse with stunning views & air conditioning is a top country house for history seekers booking on Expedia, and it features free WiFi and laundry facilities. Banca Monte dei Paschi di Siena is a short 10-minute drive away. A couple of other options to soak up the local history include B&B Relais il Casato and 2 rooms apartment for 4 people in the countryside close to Siena.
How many historical hotels will I find in Siena?
In Siena, there are 687 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, Santa Maria della Scala, and Teatro dei Rozzi. 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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