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

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Check availability on Castiglion Fiorentino Family-Friendly Hotels

Tonight
6 Oct - 7 Oct
Tomorrow
7 Oct - 8 Oct
This weekend
9 Oct - 11 Oct
Next weekend
16 Oct - 18 Oct

Our top choices for Castiglion Fiorentino family-friendly hotels

A hotel with a rooftop pool, a modern building with a sloped roof, and a view of the surrounding town.
A modern library with leather sofas, bookshelves, and a large window.
A modern bar area with a counter, bar stools, and a seating area with chairs.
A modern hotel lobby with a reception desk, seating area, and a large plant.

1. Hotel Park

Hotel Park
Castiglion Fiorentino
  • Families love this retreat with seasonal outdoor pool, rooftop terrace, and kid-friendly amenities perfect for summer adventures.
2.751.987 ₫
3.144.179 ₫ total
includes taxes & fees
7 Oct - 8 Oct
Hotel Park
A breakfast buffet with various food items and beverages.
A bathroom with a large mirror, a white sink, and green tiled walls.
A staircase with a wooden handrail and metal balusters, decorated with a floral arrangement at the bottom.
A bedroom with a dark-colored bed, wooden ceiling beams, a white bedside table, and a wall-mounted light fixture.

2. Bed & Breakfast Viziottavo

Bed & Breakfast Viziottavo
Castiglion Fiorentino
2.260.086 ₫
3.188.051 ₫ total
includes taxes & fees
8 Oct - 9 Oct
Bed & Breakfast Viziottavo
A narrow cobblestone street with a rustic stone building featuring a wooden door and arched window.
A couple in a hot tub with a bottle of champagne and a flower vase.
A breakfast setting with a fireplace, a table with plates, glasses, and a croissant.
A bedroom with a bed, a bedside table with a lamp, a dresser, and a mirror.

3. San Michele al Borgo

San Michele al Borgo
Castiglion Fiorentino
3.669.316 ₫
4.153.241 ₫ total
includes taxes & fees
7 Oct - 8 Oct
San Michele al Borgo
A tranquil sunset over a calm body of water with a gazebo structure in the foreground.
An aerial view of a rural property with multiple buildings, a swimming pool, and surrounding agricultural fields.
A large building with a tiled roof, surrounded by grapevines and a hay bale in a field.
A building with a rustic facade, a door with shutters, and a small outdoor seating area under a vine-covered archway.

4. Cortona Resort - Le Terre Dei Cavalieri

Cortona Resort - Le Terre Dei Cavalieri
Cortona
  • Family-friendly resort in Cortona offers poolside relaxation, Italian dining, and complimentary amenities for everyone's comfort.
3.898.847 ₫
4.434.972 ₫ total
includes taxes & fees
6 Oct - 7 Oct
Cortona Resort - Le Terre Dei Cavalieri
A gazebo with a glass enclosure, surrounded by potted plants and wicker furniture, overlooking a scenic landscape.
A balcony with a table and chairs, a potted plant, and a view of a green landscape.
A stone building with a red awning, potted plants, and a staircase leading to the entrance.
A spacious, well-lit restaurant with large windows, wooden tables, and potted plants.

5. Il Falconiere - Relais e Chateaux

Il Falconiere - Relais e Chateaux
Cortona
  • Family-friendly luxury with vineyard views offers two sparkling pools, kids' amenities, and outdoor activities throughout the estate.
10.014.840 ₫
11.133.317 ₫ total
includes taxes & fees
2 Nov - 3 Nov
Il Falconiere - Relais e Chateaux
A rustic outdoor dining area with stone walls, a table, and wicker chairs.
A stone pathway leading through an arched stone structure, surrounded by greenery and a lamp post.
A bedroom with a large bed, wooden ceiling beams, a window with a view of greenery, and a small table with a bowl.
A swimming pool with lounge chairs and umbrellas, surrounded by a brick pathway and greenery.

6. Relais Villa Baldelli

Relais Villa Baldelli
Cortona
3.058.295 ₫
3.598.109 ₫ total
includes taxes & fees
6 Oct - 7 Oct
Relais Villa Baldelli
A pathway lined with gravel and small plants, leading to a gate with a lantern.
A greenhouse-style dining area with tables and chairs, surrounded by greenery and string lights.
A restaurant with glass walls, tables set with white tablecloths, and chairs.
A long dining table set with plates, glasses, and floral centerpieces, surrounded by chairs.

7. La Cantina Relais - Fattoria Il Cipresso

La Cantina Relais - Fattoria Il Cipresso
Arezzo
  • Family adventures come alive at this tuscan farmhouse with outdoor pool, bicycle rentals, and hiking trails nearby.
2.553.001 ₫
2.983.790 ₫ total
includes taxes & fees
12 Oct - 13 Oct
La Cantina Relais - Fattoria Il Cipresso
A stone building with outdoor seating and a fountain.
A bedroom with a bed, a dining table, and a TV. There is a balcony with a view of greenery.
A stone building with multiple windows and a courtyard.
A rectangular swimming pool with clear blue water, surrounded by white lounge chairs and umbrellas, set against a backdrop of trees and a clear sky.

8. Villa Borgo San Pietro

Villa Borgo San Pietro
Cortona
  • Family-friendly retreat with a seasonal outdoor pool, playground, and babysitting services for all ages to enjoy in Cortona.
3.087.012 ₫
3.629.698 ₫ total
includes taxes & fees
6 Oct - 7 Oct
Villa Borgo San Pietro
A couple in a hot tub with a cityscape view through large windows.
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 large bathtub, a small table with a vase of flowers, and a view of the countryside through large windows.
A bathroom with a bathtub, a table with a vase of flowers, and a view of the countryside through a window.

9. Hotel San Michele

Hotel San Michele
Cortona Old Town
3.692.377 ₫
4.178.607 ₫ total
includes taxes & fees
2 Nov - 3 Nov
Hotel San Michele
A dining area with a table and chairs, large windows with curtains, and a view of a landscape.
A window view of a town with buildings, trees, and parked cars.
A balcony with two lounge chairs, a small table with a drink, and a scenic view.
A hotel room with a large bed, a bedside table with a lamp, a mirror, and a framed picture on the wall.

10. Hotel San Luca

Hotel San Luca
Cortona Old Town
  • Family-friendly escape in Cortona, where thoughtful amenities blend with Italian charm and children's play spaces.
2.108.585 ₫
2.553.429 ₫ total
includes taxes & fees
28 Oct - 29 Oct
Hotel San Luca
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Choose what matters most at family-friendly hotels in Castiglion Fiorentino

Breakfast included
Pool
All-inclusive
4 stars
5 stars

Top Castiglion Fiorentino Hotel Reviews

Relais Villa Grazianella - UNA Esperienze

Relais Villa Grazianella - UNA Esperienze

10/10 Excellent
"I highly recommend this place Nice place with high trained staff Very clean rooms"
Bahram Ron 3-night trip
Posted 1 day ago
Relais Villa Grazianella - UNA Esperienze
Hotel Villa Ricci

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."
Julio 1-night trip
Posted 8 days ago
Hotel Villa Ricci
Hotel Corsignano

Hotel Corsignano

10/10 Excellent
"Everything was perfect the staff the hotel."
steve 1-night trip
Posted 11 days ago
Hotel Corsignano
Hotel Panoramic Montepulciano

Hotel Panoramic Montepulciano

10/10 Excellent
"buenas vistas panorámicas , es un hotel demasiado tranquilo , pero es muy bonito"
Enzo 2-night trip
Posted 2 weeks ago
Hotel Panoramic Montepulciano

Frequently asked questions

What's Castiglion Fiorentino like for family-friendly holidays?
The historic destination of Castiglion Fiorentino is a great choice if you've been considering a holiday with the children. The art scene, castle and famous monuments are just a few things that make this an attractive place for a family holiday. Take to the air and fly into Perugia San Francesco d'Assisi – Umbria Intl. Airport (PEG), which is located 33.7 mi (54.3 km) from the city centre.
How many hotels that welcome families can I expect to find in Castiglion Fiorentino?
Expedia has 5 family-friendly hotels and other accommodation options in Castiglion Fiorentino.
When's the best time to book a family-friendly holiday in Castiglion Fiorentino?
The hottest months are usually August and July, with an average temperature of 22°C, while the coldest months are January and February, with an average of 6°C. Average annual precipitation for Castiglion Fiorentino is 901 mm.
What's there to see and do with your family in Castiglion Fiorentino?
While you are holidaying in Castiglion Fiorentino, you and the family may want to see some interesting spots such as Tennis Club Castiglionese and Archaeological Museum. Make sure that you have lots of time for activities such as National Archaeological Museum Gaio Cilnio Patron and Valdichiana Outlet Village.
What's the best way for us to get around Castiglion Fiorentino?
To see more of the larger area, hop on a train at Castiglion Fiorentino Station. Castiglion Fiorentino may not have many public transport choices, so consider renting a car to explore more.

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