Castiglion Fiorentino Historic Hotels, Tuscany: Castiglion Fiorentino Hotel Guide

A historic town with a prominent church tower, surrounded by rolling hills and vineyards.

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Our top choices for Castiglion Fiorentino historic hotels

A couple in a hot tub with a cityscape view through large windows.

A room with a large window, a vase of red flowers, and a white umbrella outside.

A hotel entrance with an arched doorway, a sign with the name 'Albergo I Michele', and a potted plant to the right.

A bathroom with a bathtub, a table with a vase of flowers, and a view of the countryside through a window.

1. Hotel San Michele

Cortona Old Town

Tala

€141

includes taxes & fees

2 Nov - 3 Nov

A gazebo with a glass enclosure, surrounded by potted plants and wicker furniture, overlooking a scenic landscape.

A spacious, well-lit restaurant with large windows, wooden tables, and potted plants.

A person in a swimming pool with a view of trees and mountains through a window.

A stone building with a red awning, potted plants, and a staircase leading to the entrance.

2. Il Falconiere - Relais e Chateaux

Cortona

Qingwen

€381

includes taxes & fees

2 Nov - 3 Nov

A courtyard with outdoor seating, a stone building with a tower, and a well-maintained garden.

An outdoor seating area with white chairs and tables, surrounded by potted plants and a stone building with a tower.

A cozy room with a fireplace, wooden beams, a ladder, and a table with a bowl of fruit.

A banquet hall with round tables set for a formal event, featuring a stone fireplace and large windows.

3. Castello di Gargonza

Monte San Savino

Iain

€242

includes taxes & fees

3 Oct - 4 Oct

A hotel room with a wooden ceiling, a large bed with a blue headboard, a TV, a jacuzzi, and a bottle of champagne.

A spacious living room with a black leather sofa, a wooden coffee table, and a chandelier. A staircase leads to an upper level with a balcony.

A dining area with green upholstered chairs, a checkered floor, and a view of the outdoors through large windows.

A hotel entrance with a wooden door, a potted plant, a wall-mounted light fixture, and a brass doorbell.

4. Graziella Patio Hotel

Arezzo Centro Storico

James

€181

includes taxes & fees

11 Oct - 12 Oct

A view from a window overlooking a courtyard with stone buildings and a tower.

A dining area with a wooden table, white chairs with red bows, a clock on the wall, a sofa, a cabinet, and a floor lamp.

A bedroom with a bed, two chairs, a table, a lamp, and a clock.

A kitchen with white cabinets, a stove, and a chandelier.

5. La Finestra sul Teatro

Cortona Old Town

Michelle H.

A staircase with two lit lanterns on the wall.

A bedroom with a large bed, a nightstand, a lamp, and a wooden table.

A dining area with a wooden table, chairs, and a mirror. There is a clock on the wall and a window with a view.

A cozy living room with a mirrored wall, a sofa with a red heart pillow, a lamp, and a clock on the wall.

6. Cortona Shabby Chic House<br>(Independent & balcony)

Cortona Old Town

Erin

€155

includes taxes & fees

18 Oct - 19 Oct

An arched doorway leading to a building with a wooden door and a staircase.

A dining room with a long table set for a meal, large windows with curtains, and a view of the countryside.

A rustic room with a stone floor, wooden beams, a fireplace, and shelves with various items.

A balcony with a view of a town, including a church tower and distant mountains.

7. Residenza Fabroni

Montepulciano

Nicholas

€77

includes taxes & fees

9 Oct - 10 Oct

A hotel room with a classic design, featuring a large bed, a sitting area with a table and chairs, and a wooden door with a brass handle.

A detailed ceiling with ornate designs and a central medallion.

A bedroom with a bed, a sofa, a small round table, a chair, and a mirror.

A bathroom with a vanity, a sink, and a mirror. There is a shelf with a cup and a tissue box. The walls are decorated with a patterned wallpaper.

8. Palazzo Carletti

Montepulciano

Michael

€239

includes taxes & fees

11 Oct - 12 Oct

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Top Castiglion Fiorentino Hotel Reviews

Hotel San Gregorio

8/10 Good

"All good"

Agriturismo La Sovana

10/10 Excellent

"We had a lovely 5 night stay at La Sovana in their apartment complex. We had a 2-bedroom, 2-bath with kitchen. It was the perfect set up for 2 couples to share. My only wish was that it included a washer/dryer set up. Laundry is available for a fee which we did use but it would be nice if there was washing capability in the apartment itself. The staff were super helpful, the property is clean and well maintained. The food in the restaurant is very good as well. We would definitely return to La Sovana."

Hotel Villa Ricci

10/10 Excellent

"Personal, muy amable y educado, muy cálida, recepción, lindo hotel. Lo aconsejo para quienes quieran visitar la toscana y sobretodo Montepulciano."

Hotel Corsignano

10/10 Excellent

"Everything was perfect the staff the hotel."

Villa di Piazzano - Small Luxury Hotel of the World

10/10 Excellent

"Stunning little hotel with the most beautiful setting, gardens and pool. The room was exceptionally appointed clean. The best part of the stay was the restaurant. The best meals we had on our entire trip. Definitely recommend hiring e-bikes and riding up to Cortona!"

Hotel Panoramic Montepulciano

10/10 Excellent

"buenas vistas panorámicas , es un hotel demasiado tranquilo , pero es muy bonito"

Boutique Villa Liberty - Depandance Hotel - Borgo Capitano Collection - Albergo diffuso

10/10 Excellent

"Beautiful and sparkling clean property. Excellent location in walking distance from lovely shops and restaurants. Wonderful staff and the best breakfast of all the properties we have visited!"

Frequently asked questions

What should I expect on my historical trip to Castiglion Fiorentino?

A visit to the historical sites in Castiglion Fiorentino is likely first on your sightseeing itinerary. You can also explore all there is to see and do including the wineries and churches.

What's the best accommodation in Castiglion Fiorentino to learn about local history?

Beautiful villa in Tuscany with park and panoramic swimming pool! is one of the top choices for history buffs.

How many historical hotels are located in Castiglion Fiorentino?

Castiglion Fiorentino is home to 290 hotels and other accommodation options bookable on Expedia though you won't find many designated historic hotels.

What are the most important historical sites and other places in Castiglion Fiorentino?

Landmarks like Vasari Loggia and Cassero Tower in Castiglion Fiorentino might be worth a visit. A couple of additional sights to add to your itinerary are Val di Chiana and Tennis Club Castiglionese.

What is a historic hotel like in Castiglion Fiorentino?

By booking a historic hotel, guests can spend a night or two someplace that has a national historic designation. A stately home, palace or even a lodge, old police station or skyscraper can be turned into a historic hotel provided that it's a place of special interest. Traditional architecture and period features can be admired within the guestrooms or public spaces of such hotels in Castiglion Fiorentino, giving a sense of history.

What is the difference between a historic hotel and a heritage hotel?

"Heritage hotel" is more common in Asia and Europe, while "historic hotel" is more common in the U.S. overall though the terms are 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 along with how it inspired the community.

Do historic hotels in Castiglion Fiorentino have modern facilities?

Hotels have the safety features and modern conveniences 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 usual amenities found at a contemporary hotel should be available at a historic hotel. Rest assured that when you choose a historic hotel in Castiglion Fiorentino, you won't be staying at a place that is rundown or uncomfortable.

Castiglion Fiorentino Hotel Guide - Historic Hotels in Castiglion Fiorentino, Tuscany

Change your mind

Treat yourself

Be picky

Check availability on Castiglion Fiorentino Historic Hotels

Our top choices for Castiglion Fiorentino historic hotels

1. Hotel San Michele

2. Il Falconiere - Relais e Chateaux

3. Castello di Gargonza

4. Graziella Patio Hotel

5. La Finestra sul Teatro

6. Cortona Shabby Chic House<br>(Independent & balcony)

7. Residenza Fabroni

8. Palazzo Carletti

Top Castiglion Fiorentino Hotel Reviews

Hotel San Gregorio

Agriturismo La Sovana

Hotel Villa Ricci

Hotel Corsignano

Villa di Piazzano - Small Luxury Hotel of the World

Hotel Panoramic Montepulciano

Boutique Villa Liberty - Depandance Hotel - Borgo Capitano Collection - Albergo diffuso

Frequently asked questions