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Check availability on Castiglion Fiorentino Family Hotels

Tonight
Dec 3 - Dec 4
Tomorrow
Dec 4 - Dec 5
This weekend
Dec 5 - Dec 7
Next weekend
Dec 12 - Dec 14

Top Castiglion Fiorentino Family Hotels

Free daily cooked-to-order breakfast
San Michele al Borgo

San Michele al Borgo

Castiglion Fiorentino
9.8 out of 10, Exceptional, (9)
"Excellent staff and tasty breakfast!"
United States
Vern
The price is ￥20,214
￥22,597 total
includes taxes & fees
Dec 9 - Dec 10
San Michele al Borgo
Seasonal outdoor pool, sun loungers
Hotel Park

Hotel Park

4.0 star property
Castiglion Fiorentino
8.8 out of 10, Excellent, (42)
"The staff was amazing and the hotel is very clean. The pool area with its beautiful views was great and breakfast had everything you could want!"
United States
Karen
The price is ￥16,974
￥19,033 total
includes taxes & fees
Dec 19 - Dec 20
Hotel Park
Children's area
The Garden of Olives

The Garden of Olives

Castiglion Fiorentino
The price is ￥27,169
￥36,225 total
includes taxes & fees
Dec 22 - Dec 23
The Garden of Olives
Garden
Borgo Sant'Ambrogio Resort

Borgo Sant'Ambrogio Resort

5.0 star property
Trequanda
9.8 out of 10, Exceptional, (97)
"It was very clean, excellent service and communication with every staff member was great, location was incredible, and overall a very pleasant stay. If you have the opportunity, the stay is great!"
United States
Juan Carlos
The price is ￥15,793
￥17,914 total
includes taxes & fees
Dec 8 - Dec 9
Borgo Sant'Ambrogio Resort
Junior Suite | Terrace/patio
Podere La Rocca

Podere La Rocca

Montepulciano
9.8 out of 10, Exceptional, (93)
"Clean room, great food and amazingly helpful staff!"
United States
Ronald
Podere La Rocca
Free daily continental breakfast
Hotel Relais II Chiostro di Pienza

Hotel Relais II Chiostro di Pienza

4.0 star property
Pienza
8.8 out of 10, Excellent, (629)
"Excellent location in the heart of pienza old town, the view to the Toscana hills and valleys was unique, great experience staying in this hotel "
United States
Pedro
Hotel Relais II Chiostro di Pienza
Deluxe Double Room | Premium bedding, desk, laptop workspace, soundproofing
Affitacamere Maria Gabriella

Affitacamere Maria Gabriella

Pienza
9.8 out of 10, Exceptional, (51)
"This property has a lovely view, great garden, attentive staff with good breakfast. Stayed in the cottage and the patio was very sunny and relaxing. "
United States
Lenise
Affitacamere Maria Gabriella
Children's play area - outdoor
Terra Antica Resort

Terra Antica Resort

Montepulciano
10.0 out of 10, Exceptional, (20)
"Great stay in Montepulciano "
United States
Jonathan
The price is ￥26,327
￥59,476 total
includes taxes & fees
Dec 4 - Dec 5
Terra Antica Resort
Indoor pool, open 9:00 AM to midnight, sun loungers
Albergo San Biagio

Albergo San Biagio

3.0 star property
Montepulciano
8.6 out of 10, Excellent, (200)
"Great place to stay"
Canada
Robert
The price is ￥91,225
￥101,069 total
includes taxes & fees
Dec 31 - Jan 1, 2026
Albergo San Biagio
Exterior
B&B Country House Poggio del Drago

B&B Country House Poggio del Drago

Civitella in Val di Chiana
9.8 out of 10, Exceptional, (57)
"Staff were friendly and helpful. Breakfast was just right - some fresh fruit would be nice to have. B&B was clean and tidy. Good signage so place was reasonably easy to find."
United States
Ludwig
B&B Country House Poggio del Drago
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Castiglion Fiorentino Hotel Reviews

Hotel Corsignano

Hotel Corsignano

10/10 Excellent
"Amazing hotel completely walkable to all pienza has to offer. The breakfast is amazing. The room was so pretty. The jacuzzi topped of a perfect day"
Matthew 2-night trip
Posted 12 days ago
Hotel Corsignano

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Frequently asked questions

What's Castiglion Fiorentino like for family-friendly vacations?
The historic destination of Castiglion Fiorentino is a great choice if you've been considering a vacation with the kids. The art scene, castle, and notable monuments are just a few things that make this an attractive place for a family vacation. Take to the air and fly into Sant Egidio Airport (PEG), which is located 33.7 mi (54.3 km) from the city center.
What's the best place to stay for a family vacation to Castiglion Fiorentino?
Hotel Park is a hotel with a restaurant and free parking, and it's a top choice on Expedia for families. Other options for your family trip 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 accommodations in Castiglion Fiorentino.
When's the best time to book a family-friendly vacation in Castiglion Fiorentino?
The hottest months are usually August and July with an average temp of 71°F, while the coldest months are January and February with an average of 42°F. Average annual precipitation for Castiglion Fiorentino is 35 inches.
What's there to see and do with your family in Castiglion Fiorentino?
While you are vacationing in Castiglion Fiorentino, you and the family might want to see interesting spots such as Tennis Club Castiglionese and Archaeological Museum. Make sure you have lots of time for activities like Municipal Art Gallery and Valdichiana Outlet Village.
What's the best way for us to get around Castiglion Fiorentino?
To venture out into the surrounding area, hop aboard a train at Castiglion Fiorentino Station. Castiglion Fiorentino might not have very many public transportation choices so consider renting a car to explore more.