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

Search Family-Friendly Hotels in Castiglion Fiorentino

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

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

  • Be picky

    Search almost a million properties worldwide

Check availability on Castiglion Fiorentino Family-Friendly Hotels

Tonight
9 Oct - 10 Oct
Tomorrow
10 Oct - 11 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 hotel lobby with a reception desk, seating area, and a large plant.
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.

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.
฿3,546
฿4,052 total
includes taxes & fees
22 Oct - 23 Oct
Hotel Park
A breakfast buffet with various food items and beverages.
A bedroom with a dark-colored bed, wooden ceiling beams, a white bedside table, and a wall-mounted light fixture.
A bathroom with a large mirror, a white sink, and green tiled walls.
A multi-story building with green shutters, a balcony, and a sign with a musical note.

2. Bed & Breakfast Viziottavo

Bed & Breakfast Viziottavo
Castiglion Fiorentino
฿3,255
฿3,731 total
includes taxes & fees
16 Oct - 17 Oct
Bed & Breakfast Viziottavo
A narrow cobblestone street with a rustic stone building featuring a wooden door and arched window.
A bedroom with a bed, a bedside table with a lamp, a dresser, and a mirror.
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.

3. San Michele al Borgo

San Michele al Borgo
Castiglion Fiorentino
฿4,728
฿5,352 total
includes taxes & fees
19 Oct - 20 Oct
San Michele al Borgo
A rustic outdoor dining area with stone walls, a table, and wicker chairs.
A bedroom with a large bed, wooden ceiling beams, a window with a view of greenery, and a small table with a bowl.
A stone building with a large arched doorway, surrounded by greenery and a hillside in the background.
A stone pathway leading through an arched stone structure, surrounded by greenery and a lamp post.

4. Relais Villa Baldelli

Relais Villa Baldelli
Cortona
฿3,941
฿4,637 total
includes taxes & fees
13 Oct - 14 Oct
Relais Villa Baldelli
A tranquil sunset over a calm body of water with a gazebo structure in the foreground.
A large building with a tiled roof, surrounded by grapevines and a hay bale in a field.
An aerial view of a rural property with multiple buildings, a swimming pool, and surrounding agricultural fields.
A cozy bedroom with a large bed, two armchairs, a small table with a teapot, and a window with a view of trees.

5. 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.
฿5,028
฿5,720 total
includes taxes & fees
12 Oct - 13 Oct
Cortona Resort - Le Terre Dei Cavalieri
A pathway lined with gravel and small plants, leading to a gate with a lantern.
A restaurant with glass walls, tables set with white tablecloths, and chairs.
A building with arched windows and a well-maintained garden with trimmed bushes and a large flower pot.
A greenhouse-style dining area with tables and chairs, surrounded by greenery and string lights.

6. 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.
฿3,548
฿4,129 total
includes taxes & fees
19 Oct - 20 Oct
La Cantina Relais - Fattoria Il Cipresso
A gazebo with a glass enclosure, surrounded by potted plants and wicker furniture, overlooking a scenic landscape.
A stone building with a red awning, potted plants, and a staircase leading to the entrance.
A person in a swimming pool with a view of trees and mountains through a window.
A balcony with a table and chairs, a potted plant, and a view of a green landscape.

7. 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.
฿12,916
฿14,359 total
includes taxes & fees
2 Nov - 3 Nov
Il Falconiere - Relais e Chateaux
A stone building with outdoor seating and a fountain.
A stone building with a tiled roof, a small window, and a metal fence.
A bedroom with a bed, a dining table, and a TV. There is a balcony with a view of greenery.
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.
฿4,595
฿5,356 total
includes taxes & fees
11 Oct - 12 Oct
Villa Borgo San Pietro
A building with a stone pathway leading to an arched entrance, flanked by potted plants and lit by ground lights.
A hotel room with a fireplace, two armchairs, a bed, and a dresser.
A spacious living room with a yellow sofa, a wooden coffee table, and a floral rug. There are two armchairs and a dining table with chairs. The room has a large window with curtains, a mirror, and wall-mounted lights.
A table set for a tea service with a tiered tray of pastries, a teapot, and various cups and saucers.

9. Hotel Villa Marsili

Hotel Villa Marsili
Cortona Old Town
  • Tuscan family retreat boasts on-site babysitting and bicycle rentals near Cortona attractions.
฿7,296
฿8,327 total
includes taxes & fees
10 Oct - 11 Oct
Hotel Villa Marsili
A couple in a hot tub with a cityscape view through large windows.
A balcony with terracotta pots of flowers, a view of a rural landscape, and a stone building with a tiled roof.
A bathroom with a bathtub, a table with a vase of flowers, and a view of the countryside through a window.
A bathroom with a large bathtub, a small table with a vase of flowers, and a view of the countryside through large windows.

10. Hotel San Michele

Hotel San Michele
Cortona Old Town
฿4,048
฿4,603 total
includes taxes & fees
2 Nov - 3 Nov
Hotel San Michele
View all properties

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

Hotel Continentale

Hotel Continentale

10/10 Excellent
"Clean and good breakfast"
Ervin 1-night trip
Posted 20 hours ago
Hotel Continentale
Hotel San Gregorio

Hotel San Gregorio

8/10 Good
"Great location, clean room and communal space. We were disappointed that we were given a room with jacuzzi but no shower and refrigerator was broken. Overall a nice experience"
Julia 2-night trip
Posted 1 day ago
Hotel San Gregorio
Villa di Piazzano - Small Luxury Hotel of the World

Villa di Piazzano - Small Luxury Hotel of the World

10/10 Excellent
"Stunning property; a real representation of Tuscany with the long driveway of tall trees; staff was amazing; food was excellent; gardens, picturesque! We would highly recommend! Overall amazing !!!"
lynda 3-night trip
Posted 4 days ago
Villa di Piazzano - Small Luxury Hotel of the World
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 12 days ago
Hotel Villa Ricci
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 3 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.
What's the best family accommodation in Castiglion Fiorentino?
Hotel Park is a hotel with a restaurant and free parking, and it's a top choice on Expedia for families. Other good options to stay with the children include Agriturismo San Francesco and Villa Senaia.
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.

Explore a world of travel with Expedia