Find Historic Hotels in Roccastrada

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check availability on Roccastrada Historic Hotels

Our top choices for Roccastrada historic hotels

The Gelda house, relax with a view

The Gelda house, relax with a view
Castelnuovo dell'Abate
9.6 out of 10, Exceptional, (14)
"Loved our stay...lovely and quiet..great location "
Australia
Lisa K.
The price is AED 431
AED 612 total
includes taxes & fees
15 Dec - 16 Dec
The Gelda house, relax with a view

Comfort, relaxation and nature

Comfort, relaxation and nature
Monticiano
10.0 out of 10, Exceptional, (1)
"Appartamento perfetto non manca nulla e proprietari accoglienti, e gentilissimi. Da tornare"
Italy
Sandra V.
The price is AED 310
AED 440 total
includes taxes & fees
15 Dec - 16 Dec
Comfort, relaxation and nature

panoramica casa con piscina privata

panoramica casa con piscina privata
siena
7.0 out of 10, Good, (10)
"We had a lovely stay and the hosts were warm, accommodating and responsive. The location is incredible -- extensive views from both sides of the property; the hilltop village setting is out of a postcard with lovely little streets and nooks to explore; and the local shops, market days, restaurants provide everything needed locally. The property is adequate, a little rustic, but well suited to time outdoors by the lovely pool and as a springboard for day trips throughout amazing Tuscany....
United Kingdom
Olivier B.
The price is AED 349
AED 642 total
includes taxes & fees
22 Dec - 23 Dec
panoramica casa con piscina privata

Castiglion del Bosco, A Rosewood Hotel

Castiglion del Bosco, A Rosewood Hotel
5.0 star property
Montalcino
10.0 out of 10, Exceptional, (69)
"Wonderful stay "
United States
Talib
The price is AED 4,456
AED 4,944 total
includes taxes & fees
4 Jan - 5 January 2026
Castiglion del Bosco, A Rosewood Hotel

BANDINI 35-central with elevator and air conditioning

BANDINI 35-central with elevator and air conditioning
Siena City Centre
9.2 out of 10, Wonderful, (9)
"We loved our stay here. Located on a quiet street but close to Piazza del Campo."
United States
Nancy H.
The price is AED 339
AED 692 total
includes taxes & fees
15 Dec - 16 Dec
BANDINI 35-central with elevator and air conditioning

Private House with Exclusive Swimming Pool Heated and Amazing View

Private House with Exclusive Swimming Pool Heated and Amazing View
Boccheggiano
9.6 out of 10, Exceptional, (56)
"Everything was great. The pool was warm. Views are fantastic stretching out to the sea. The town has a good supermarket. Only went to one restaurant, Dell'Upo, but it was good so went back most nights. The hosts were helpful and informative. Planning a return."
United Kingdom
Patrick H.
The price is AED 12,504
AED 14,832 total
includes taxes & fees
31 Dec - 1 January 2026
Private House with Exclusive Swimming Pool Heated and Amazing View

The House of Alice, charm and relaxation

The House of Alice, charm and relaxation
Montalcino (SI)
9.8 out of 10, Exceptional, (67)
"Really enjoyed our stay. Loved the town and the accommodation was superb. "
Australia
Michelle C.
The price is AED 647
AED 875 total
includes taxes & fees
11 Jan - 12 January 2026
The House of Alice, charm and relaxation

Apartment "Casa Renata" (free covered private parking)

Apartment "Casa Renata" (free covered private parking)
Siena
10.0 out of 10, Exceptional, (1)
"We werden netjes ontvangen door de eigenaar. Hij spreekt goed Engels. Het appartement is heel netjes en ruim met twee badkamerspullen en heeft een goede prijs kwaliteit verhouding. We hebben een prima verblijf gehad. Een ritje naar Siena is maar 6km."
Netherlands
Olav S.
The price is AED 384
AED 849 total
includes taxes & fees
22 Dec - 23 Dec
Apartment "Casa Renata" (free covered private parking)

Holiday Apartment 'Il Nido' with Air Conditioning and Wi-Fi

Holiday Apartment 'Il Nido' with Air Conditioning and Wi-Fi
Buonconvento
10.0 out of 10, Exceptional, (1)
"Pros: La casa era molto accogliente"
Italy
Anonymous traveler
The price is AED 454
AED 463 total
includes taxes & fees
20 Dec - 21 Dec
Holiday Apartment 'Il Nido' with Air Conditioning and Wi-Fi
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.

Top Roccastrada Hotel Reviews

Explore a world of travel with Expedia

Frequently asked questions

What can a history buff expect from a stay in Roccastrada?
Significant historical sites in Roccastrada are probably at the top of your travel itinerary. And take some time to enjoy all there is to see and do while you're visiting the area.
What's the best accommodation in Roccastrada to absorb the local history?
How many historical hotels are located in Roccastrada?
In Roccastrada, you'll find 181 hotels and other accommodations bookable on Expedia, including 11 historic hotels or hotels close to historic sites.
What are the must-see historical places and other sights to visit in Roccastrada?
Landmarks like Castello del Belagaio and Sassoforte Castle in Roccastrada might be worth a visit. The picturesque setting of I Canaloni del Torrente Farma and Val di Merse exemplify the area's natural beauty. Additionally, you might want to add Podere Ristella Vineyards and Winery to your agenda.
What is a historic hotel like in Roccastrada?
Guests who book a historic hotel can enjoy a vacation someplace that has an officially recognized historic designation. A palace, castle, stately home or even a lodge, pub, or skyscraper can be transformed into a historic hotel as long as it's a place of special interest. Traditional architecture and period features are typically found in the communal spaces and guestrooms of such hotels in Roccastrada, giving a sense of history.
What is the difference between a historic hotel and a heritage hotel?
"Heritage hotel" is a term often used in Asia and Europe, while "historic hotel" is a term often used in the U.S. but overall the terms are quite similar. The architecture and actual building of a historic hotel is generally the most important aspect. For a heritage hotel, often it's the cultural value and how it inspired the community.
Do historic hotels in Roccastrada have modern facilities?
Yes, every effort is made to preserve the historic aspects and traditions, but interiors include modern conveniences and safety features. Visitors can expect the amenities you'd find in a hotel such as WiFi, heating and air conditioning, and updated bathroom facilities. When you book a historic hotel in Roccastrada, it doesn't mean you're choosing a place that's rundown or uncomfortable for guests.