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
25 Sep - 26 Sep
Tomorrow
26 Sep - 27 Sep
This weekend
25 Sep - 27 Sep
Next weekend
2 Oct - 4 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 hotel with a modern design, featuring a prominent green sign, multiple balconies, and well-maintained landscaping.
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.
฿3,580
฿4,091 total
includes taxes & fees
27 Sept - 28 Sept
Hotel Park
A narrow cobblestone street with a rustic stone building featuring a wooden door and arched window.
A bar area with a wine bottle, a bottle of champagne, a bottle of Dom Pérignon, a bottle of wine, a bottle of Cointreau, a bottle of gin, a bottle of vodka, a bottle of whiskey, a bottle of rum, a bottle of tequila, a bottle of vodka, a bottle of gin, a bottle of whiskey, a bottle of rum, a bottle of tequila, a bottle of vodka, a bottle of gin, a bottle of whiskey, a bottle of rum, a bottle of tequila, a bottle of vodka, a bottle of gin, a bottle of whiskey, a bottle of rum, a bottle of tequila, a bottle of vodka, a bottle of gin, a bottle of whiskey, a bottle of rum, a bottle of tequila, a bottle of vodka, a bottle of gin, a bottle of whiskey, a bottle of rum, a bottle of tequila, a bottle of vodka, a bottle of gin, a bottle of whiskey
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.

2. San Michele al Borgo

San Michele al Borgo
Castiglion Fiorentino
฿4,774
฿5,403 total
includes taxes & fees
30 Sept - 1 Oct
San Michele al Borgo
A stone building with outdoor seating and a fountain.
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 stone building with a tiled roof, a small window, and a metal fence.
A stone building with multiple windows and a courtyard.

3. 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.
฿3,895
฿4,589 total
includes taxes & fees
6 Oct - 7 Oct
Villa Borgo San Pietro
A modern interior with a decorative wall, a bed with pillows, and a small table with a lamp.
A modern hotel lobby with a large mirror, potted plants, and a spacious seating area.
A rooftop terrace with outdoor seating, a pergola, and a view of hills.
A hallway with a decorative archway leading to a door, a row of plants on the left, and a wall-mounted lamp on the right.

4. Il Gentiluomo Hotel & SPA

Il Gentiluomo Hotel & SPA
Arezzo
฿2,460
฿2,934 total
includes taxes & fees
28 Sept - 29 Sept
Il Gentiluomo Hotel & SPA
A dining area with a table and chairs, large windows with curtains, and a view of a landscape.
A balcony with two lounge chairs, a small table with a drink, and a scenic view.
A window view of a town with buildings, trees, and parked cars.
A reception area with a wooden console table, two wall clocks, and a staircase leading to an upper level.

5. 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.
฿2,734
฿3,312 total
includes taxes & fees
19 Oct - 20 Oct
Hotel San Luca
A pool with stone walls and potted plants.
A restaurant with a long communal table, wooden chairs, stone walls, and various kitchen utensils displayed on the walls.
A cozy living room with a fireplace, a sofa, a dining table, and various decorative items.
A bedroom with a bed, a table with lemons, a window with curtains, and a radiator.

6. Locanda del Molino

Locanda del Molino
Cortona
  • Enchanting Tuscan hotel with a family oasis—outdoor pool and playful amenities create perfect memories in Cortona.
฿2,649
฿3,218 total
includes taxes & fees
1 Oct - 2 Oct
Locanda del Molino
A bunk bed with a blue mattress, white pillows, and a wooden frame.
A view through a window of a courtyard with a stone building, a clock tower, and a garden with a geometric flower bed.
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.

7. B&B San Francesco

B&B San Francesco
Cortona Old Town
฿2,742
฿3,740 total
includes taxes & fees
27 Sept - 28 Sept
B&B San Francesco
A terraced garden with a stone staircase, outdoor seating, and a red statue.
A hotel room with a bed, a dresser, a desk, and a window with curtains.
A hallway with a wooden cabinet displaying figurines, a brass trumpet, and framed pictures.
A breakfast table with pastries, a pitcher of red beverage, and a coffee cup.

8. Casa Kita

Casa Kita
Cortona Old Town
฿3,421
฿4,106 total
includes taxes & fees
12 Oct - 13 Oct
Casa Kita
A building with a stone pathway leading to an arched entrance, flanked by potted plants and lit by ground lights.
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.
An outdoor dining area with tables and chairs, a garden with a lawn and potted plants, and a building with multiple windows and balconies.
A hotel room with a fireplace, two armchairs, a bed, and a dresser.

9. Hotel Villa Marsili

Hotel Villa Marsili
Cortona Old Town
  • Tuscan family retreat boasts on-site babysitting and bicycle rentals near Cortona attractions.
฿6,725
฿7,702 total
includes taxes & fees
2 Oct - 3 Oct
Hotel Villa Marsili
A person in a white robe standing by a window with a view of mountains.
A poolside area with lounge chairs and umbrellas, overlooking a scenic landscape.
A bedside table with a vase of flowers, a book, and a drawer.
A person seated at a table with a glass of white wine, in a room with tables and chairs, and a plant in the background.

10. Locanda agli Amici

Locanda agli Amici
Cortona
  • Sunshine-filled family adventures await with seasonal pool, babysitting, and art supplies for creative kids at this upscale retreat.
฿3,335
฿3,973 total
includes taxes & fees
7 Oct - 8 Oct
Locanda agli Amici
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 Corsignano

Hotel Corsignano

10/10 Excellent
"Everything was perfect the staff the hotel."
steve 1-night trip
Posted 21 hours 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 5 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 6 days ago
Hotel Panoramic Montepulciano
Hotel San Gregorio

Hotel San Gregorio

8/10 Good
"Quaint but modern hotel walking distance to all - good breakfast and service in hotel restaurant. Spacious rooms with air conditioning (which gets turned off when staff cleans room - call desk to turn back on), safe, and bathroom with tub- but no shower curtain- took a while to learn how to negotiate using the shower handle. Pool area is restful. Enjoyed our stay"
JANET 3-night trip
Posted 8 days ago
Hotel San Gregorio
Relais Villa Grazianella - UNA Esperienze

Relais Villa Grazianella - UNA Esperienze

10/10 Excellent
"We loved this hotel. We were lucky to have a two bedroom apartment. It’s not connected to the hotel, so be prepared to drive 10 minutes each way. The prepared breakfast was wonderful and the staff was always very pleasant."
Eva 2-night trip
Posted 8 days ago
Relais Villa Grazianella - UNA Esperienze
Agriturismo La Sovana

Agriturismo La Sovana

10/10 Excellent
"We absolutely loved our stay at La Sovana! The grounds are impeccably manicured and maintained! The pool was lovely after a long day of sight seeing and we had an incredible time enjoying the dinner one evening. The stay were incredible throughout our stay and so helpful and kind. The owner was on site quite a bit and I think that added to the charm. He introduced himself at the dinner and danced with some guests. It gave it a beautiful family run feel and you could tell he took a lot of pride in his hotel. My husband and I loved the complimentary breakfast buffet. It gave us a great start to the our day of sight seeing in the area. Would return in a heartbeat!"
Raina 3-night trip
Posted 11 days ago
Agriturismo La Sovana
Il Gentiluomo Hotel & SPA

Il Gentiluomo Hotel & SPA

10/10 Excellent
"Everything was OK. Clean room, helpfull staff. Excellent breakfast."
Grzegorz 1-night trip
Posted 12 days ago
Il Gentiluomo Hotel & SPA
Hotel Villa Ricci

Hotel Villa Ricci

10/10 Excellent
"The staff was so incredibly friendly and accommodating. They were ready with recommendations, patient with our lack of Italian knowledge, and always smiling when we entered. The spa is so lovely and relaxing, and reasonably priced. Breakfast spread is lovely and served fairly late into the morning. Walkable to multiple delicious restaurants nearby. We would definitely recommend this hotel if you’re visiting Tuscany."
Amber 2-night trip
Posted 2 months ago
Hotel Villa Ricci

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