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

Castiglion Fiorentino Hotel Guide - Family Friendly Hotels in Castiglion Fiorentino, Tuscany

  • 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
2 Oct - 3 Oct
Tomorrow
3 Oct - 4 Oct
This weekend
2 Oct - 4 Oct
Next weekend
9 Oct - 11 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 hotel lobby with a reception desk, seating area, and a large plant.
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.
€108
includes taxes & fees
7 Oct - 8 Oct
Hotel Park
A breakfast buffet with various food items and beverages.
A multi-story building with green shutters, a balcony, and a sign with a musical note.
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
€109
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 breakfast setting with a fireplace, a table with plates, glasses, and a croissant.
A couple in a hot tub with a bottle of champagne and a flower vase.
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
€142
includes taxes & fees
4 Oct - 5 Oct
San Michele al Borgo
A kitchen with white cabinets, a microwave, a sink, and a window with lace curtains.
A neatly made bed with a green bedspread, two pillows, and folded towels.
A modern living room with a sofa, a television, a piano, and decorative plants.
A modern living room with a sofa, a flat-screen TV, a ceiling light, and a window with curtains.

4. Happy Nest Tuscany Between Florence and Rome

Happy Nest Tuscany Between Florence and Rome
Castiglion Fiorentino
€71
includes taxes & fees
16 Oct - 17 Oct
Happy Nest Tuscany Between Florence and Rome
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 long dining table set with plates, glasses, and floral centerpieces, surrounded by chairs.
A building with arched windows and a well-maintained garden with trimmed bushes and a large flower pot.

5. 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.
€103
includes taxes & fees
19 Oct - 20 Oct
La Cantina Relais - Fattoria Il Cipresso
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.
A cozy bedroom with a large bed, two armchairs, a small table with a teapot, and a window with a view of trees.
An aerial view of a rural property with multiple buildings, a swimming pool, and surrounding agricultural fields.

6. 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.
€152
includes taxes & fees
5 Oct - 6 Oct
Cortona Resort - Le Terre Dei Cavalieri
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 swimming pool with lounge chairs and umbrellas, surrounded by a brick pathway and greenery.
A stone building with a large arched doorway, surrounded by greenery and a hillside in the background.

7. Relais Villa Baldelli

Relais Villa Baldelli
Cortona
€132
includes taxes & fees
7 Oct - 8 Oct
Relais Villa Baldelli
A stone building with outdoor seating and a fountain.
A stone building with a tiled roof, a small window, and a metal fence.
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.
A bedroom with a bed, a dining table, and a TV. There is a balcony with a view of greenery.

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.
€120
includes taxes & fees
12 Oct - 13 Oct
Villa Borgo San Pietro
A pool with stone walls and potted plants.
A bedroom with a bed, a table with lemons, a window with curtains, and a radiator.
A cozy living room with a fireplace, a sofa, a dining table, and various decorative items.
A stone building with a rustic charm, featuring a welcoming entrance and a small outdoor seating area.

9. Locanda del Molino

Locanda del Molino
Cortona
  • Enchanting Tuscan hotel with a family oasis—outdoor pool and playful amenities create perfect memories in Cortona.
€83
includes taxes & fees
27 Oct - 28 Oct
Locanda del Molino
A bunk bed with a blue mattress, white pillows, and a wooden frame.
A wooden staircase with a handrail on both sides, leading to an upper floor.
A courtyard with stone buildings, a gravel path, and potted plants.
A cobblestone street with terracotta planters and a sign indicating the location of the Chiesa di San Francesco.

10. B&B San Francesco

B&B San Francesco
Cortona Old Town
€98
includes taxes & fees
4 Oct - 5 Oct
B&B San Francesco
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 San Gregorio

Hotel San Gregorio

8/10 Good
"All good"
Leo 4-night trip
Posted 2 days ago
Hotel San Gregorio
Agriturismo La Sovana

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."
Stephanie 5-night trip
Posted 5 days ago
Agriturismo La Sovana
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 5 days ago
Hotel Villa Ricci
Hotel Corsignano

Hotel Corsignano

10/10 Excellent
"Everything was perfect the staff the hotel."
steve 1-night trip
Posted 8 days ago
Hotel Corsignano
Villa di Piazzano - Small Luxury Hotel of the World

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!"
Beren 2-night trip
Posted 12 days ago
Villa di Piazzano - Small Luxury Hotel of the World
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 13 days 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 Beautiful villa in Tuscany with park and panoramic swimming pool!.
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.