TOP Family Friendly Hotels in Cortona for 2026 - 𝗙𝗿𝗲𝗲 𝗖𝗮𝗻𝗰𝗲𝗹𝗹𝗮𝘁𝗶𝗼𝗻 on Select Hotels | Expedia Singapore

A hillside town with historic buildings, a church, and vineyards.

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Check availability on Cortona Family friendly Hotels

Tonight

31 Aug - 1 Sept

Tomorrow

1 Sept - 2 Sept

This weekend

4 Sept - 6 Sept

Next weekend

11 Sept - 13 Sept

Our top choices for Cortona family-friendly hotels

A dining area with a table and chairs, large windows with curtains, and a view of a landscape.

A hotel room with a large bed, a bedside table with a lamp, a mirror, and a framed picture on the wall.

A reception area with a wooden console table, two wall clocks, and a staircase leading to an upper level.

A balcony with two lounge chairs, a small table with a drink, and a scenic view.

1. Hotel San Luca

Cortona Old Town

Family-friendly escape in Cortona, where thoughtful amenities blend with Italian charm and children's play spaces.

S$147

includes taxes & fees

28 Sept - 29 Sept

A building with a stone pathway leading to an arched entrance, flanked by potted plants and lit by ground lights.

A table set for a tea service with a tiered tray of pastries, a teapot, and various cups and saucers.

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.

2. Hotel Villa Marsili

Cortona Old Town

Tuscan family retreat boasts on-site babysitting and bicycle rentals near Cortona attractions.

S$282

includes taxes & fees

12 Sept - 13 Sept

A view of a historic building with a green dome through a window, with candles and rolled towels on the windowsill.

A historic stone building with a sign reading "Hotel Italia."

A lobby with a reception desk, a fireplace, and a large arched doorway leading outside.

A restaurant with outdoor seating overlooking a historic town and the sea.

3. Hotel Italia

Cortona Old Town

S$194

includes taxes & fees

1 Sept - 2 Sept

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 view through a window of a courtyard with a stone building, a clock tower, and a garden with a geometric flower bed.

A courtyard with stone buildings, a gravel path, and potted plants.

4. B&B San Francesco

Cortona Old Town

S$145

includes taxes & fees

1 Sept - 2 Sept

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 a tiled roof, a small window, and a metal fence.

A stone building with multiple windows and a courtyard.

5. Villa Borgo San Pietro

Cortona

Family-friendly retreat with a seasonal outdoor pool, playground, and babysitting services for all ages to enjoy in Cortona.

S$177

includes taxes & fees

1 Oct - 2 Oct

A person in a white robe standing by a window with a view of mountains.

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.

A poolside area with lounge chairs and umbrellas, overlooking a scenic landscape.

A couple dining at a table with a scenic view of mountains and a lake.

6. Locanda agli Amici

Cortona

Sunshine-filled family adventures await with seasonal pool, babysitting, and art supplies for creative kids at this upscale retreat.

S$191

includes taxes & fees

21 Sept - 22 Sept

A terraced garden with a stone staircase, outdoor seating, and a red statue.

A spiral staircase with a white railing, a decorative lamp, and a large golden statue in a room with wooden flooring and striped wallpaper.

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.

7. Casa Kita

Cortona Old Town

S$148

includes taxes & fees

7 Sept - 8 Sept

A pool with stone walls and potted plants.

A cozy living room with a fireplace, a sofa, a dining table, and various decorative items.

A stone building with a rustic exterior, a wooden door, and a sign that reads "MOLINO".

A stone building with a rustic charm, featuring a welcoming entrance and a small outdoor seating area.

8. Locanda del Molino

Cortona

Enchanting Tuscan hotel with a family oasis—outdoor pool and playful amenities create perfect memories in Cortona.

S$132

includes taxes & fees

30 Sept - 1 Oct

View all properties

Choose what matters most at family-friendly hotels in Cortona

Pool

Breakfast included

All-inclusive

4 stars

5 stars

Family-friendly hotels with pools in Cortona

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 a tiled roof, a small window, and a metal fence.

A stone building with multiple windows and a courtyard.

Villa Borgo San Pietro

Cortona

S$177

includes taxes & fees

1 Oct - 2 Oct

A person in a white robe standing by a window with a view of mountains.

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.

A poolside area with lounge chairs and umbrellas, overlooking a scenic landscape.

A couple dining at a table with a scenic view of mountains and a lake.

Locanda agli Amici

Cortona

S$191

includes taxes & fees

21 Sept - 22 Sept

A stone building with a rustic charm, featuring a welcoming entrance and a small outdoor seating area.

A cozy living room with a fireplace, a sofa, a dining table, and various decorative items.

A restaurant with a long communal table, wooden chairs, stone walls, and various kitchen utensils displayed on the walls.

A stone building with a rustic exterior, a wooden door, and a sign that reads "MOLINO".

Locanda del Molino

Cortona

S$132

includes taxes & fees

30 Sept - 1 Oct

A swimming pool with lounge chairs and umbrellas, surrounded by greenery and trees.

A stone building with a wooden balcony, outdoor seating, and potted plants.

A well-maintained garden with a wooden pergola, stone structures, and lush greenery.

A kitchen with stone walls, a gas stove, and a wooden shelf with wine bottles.

Country House Podere Casorbica

Cortona

S$152

includes taxes & fees

28 Sept - 29 Sept

A grand banquet hall with ornate ceiling, long tables set for a formal event, and elaborate floral centerpieces.

A historic stone building with arched doorways and a courtyard at twilight.

A large pool with a curved edge, surrounded by a courtyard with a building featuring arched windows and columns.

A long banquet table with gold candelabras, white flowers, and gold tableware.

Relais La Corte dei Papi

Cortona

S$554

includes taxes & fees

13 Sept - 14 Sept

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 spacious, well-lit restaurant with large windows, wooden tables, and potted plants.

A person standing at the entrance of a building with a stone staircase leading up to a door.

Il Falconiere - Relais e Chateaux

Cortona

S$795

includes taxes & fees

29 Sept - 30 Sept

A rustic dining area with a brick fireplace, wooden table, and chairs.

An outdoor dining table set with tea, coffee, and pastries, surrounded by white metal chairs and a stone fountain in the background.

A dining area with a brick fireplace, wooden chairs, and a table.

A formal dining room with a large table, chairs, and a chandelier.

Agriturismo Villa Augusto

Cortona

S$303

includes taxes & fees

1 Oct - 2 Oct

View all properties

Family-friendly hotels with free breakfast in Cortona

A dining area with a table and chairs, large windows with curtains, and a view of a landscape.

A hotel room with a large bed, a bedside table with a lamp, a mirror, and a framed picture on the wall.

A reception area with a wooden console table, two wall clocks, and a staircase leading to an upper level.

A balcony with two lounge chairs, a small table with a drink, and a scenic view.

Hotel San Luca

Cortona Old Town

S$147

includes taxes & fees

28 Sept - 29 Sept

A courtyard with stone buildings, a gravel path, and potted plants.

A wooden staircase with a handrail on both sides, leading to an upper floor.

A cobblestone street with terracotta planters and a sign indicating the location of the Chiesa di San Francesco.

A view through a window of a courtyard with a stone building, a clock tower, and a garden with a geometric flower bed.

B&B San Francesco

Cortona Old Town

S$145

includes taxes & fees

1 Sept - 2 Sept

A view of a historic building with a green dome through a window, with candles and rolled towels on the windowsill.

A historic stone building with a sign reading "Hotel Italia."

A lobby with a reception desk, a fireplace, and a large arched doorway leading outside.

A restaurant with outdoor seating overlooking a historic town and the sea.

Hotel Italia

Cortona Old Town

S$194

includes taxes & fees

1 Sept - 2 Sept

A building with a stone pathway leading to an arched entrance, flanked by potted plants and lit by ground lights.

A table set for a tea service with a tiered tray of pastries, a teapot, and various cups and saucers.

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.

Hotel Villa Marsili

Cortona Old Town

S$282

includes taxes & fees

12 Sept - 13 Sept

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 a tiled roof, a small window, and a metal fence.

A stone building with multiple windows and a courtyard.

Villa Borgo San Pietro

Cortona

S$177

includes taxes & fees

1 Oct - 2 Oct

A stone building with a rustic charm, featuring a welcoming entrance and a small outdoor seating area.

A cozy living room with a fireplace, a sofa, a dining table, and various decorative items.

A restaurant with a long communal table, wooden chairs, stone walls, and various kitchen utensils displayed on the walls.

A stone building with a rustic exterior, a wooden door, and a sign that reads "MOLINO".

Locanda del Molino

Cortona

S$132

includes taxes & fees

30 Sept - 1 Oct

A terraced garden with a stone staircase, outdoor seating, and a red statue.

A spiral staircase with a white railing, a decorative lamp, and a large golden statue in a room with wooden flooring and striped wallpaper.

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.

Casa Kita

Cortona Old Town

S$148

includes taxes & fees

7 Sept - 8 Sept

A person in a white robe standing by a window with a view of mountains.

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.

A poolside area with lounge chairs and umbrellas, overlooking a scenic landscape.

A couple dining at a table with a scenic view of mountains and a lake.

Locanda agli Amici

Cortona

S$191

includes taxes & fees

21 Sept - 22 Sept

A grand banquet hall with ornate ceiling, long tables set for a formal event, and elaborate floral centerpieces.

A historic stone building with arched doorways and a courtyard at twilight.

A large pool with a curved edge, surrounded by a courtyard with a building featuring arched windows and columns.

A long banquet table with gold candelabras, white flowers, and gold tableware.

Relais La Corte dei Papi

Cortona

S$554

includes taxes & fees

13 Sept - 14 Sept

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 spacious, well-lit restaurant with large windows, wooden tables, and potted plants.

A person standing at the entrance of a building with a stone staircase leading up to a door.

Il Falconiere - Relais e Chateaux

Cortona

S$795

includes taxes & fees

29 Sept - 30 Sept

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.

View all properties

Top Cortona Hotel Reviews

Cortona Resort - Le Terre Dei Cavalieri

Cortona Resort - Le Terre Dei Cavalieri

10/10 Excellent

"Beautiful, peaceful resort with helpful staff. Delicious, plentiful breakfast buffet on outside patio included with stay. If A/C is a deal-breaker for you, be aware that it was not very powerful (which is common in Italy, we’ve found) and we thought the room was quite warm and muggy during the summer. However, the staff was very helpful and provided us with a fan that helped a bit. Overall I highly recommend this property."

Relais Villa Baldelli

Relais Villa Baldelli

8/10 Good

"The property was relaxing and quaint. The pool was nice and the overall Tuscan country vibe and decor was nice. The location was good and the rooms were spacious. It was not walkable to anything but if you have a rental car the location is great because Cortana is a wonderful town. The staff is kind and responsive however I had an issue with the cleaning ladies where they disposed of thing of my mine thinking it was trash. I found it odd that cleaning folks would take it upon themselves to touch my things as all. I asked them to not to clean our room anymore and they did it again the next day due to poor internal communication. It was annoying to deal with that but still I would say the staff tried their best to be helpful. Lastly, I was not a fan of their breakfast. They had the basics that were heavily rooted in sweets and pork both of which I don’t eat. They made fresh plain eggs but some veggies and maybe turkey meat would have been nice. Overall, for the price point this place is good."

Villa di Piazzano - Small Luxury Hotel of the World

Villa di Piazzano - Small Luxury Hotel of the World

10/10 Excellent

"Staff was helpful , and the room was clean. The Antica Casina di Caccia dining with wine pairing was absolutely amazing. Also took some great pictures in the garden. The breakfast was nice too."

Hotel San Luca

Hotel San Luca

10/10 Excellent

"Wonderful place to stay in Cortona Great breakfast"

Relais La Corte dei Papi

Relais La Corte dei Papi

10/10 Excellent

"Our visit was like being spoiled from the moment we arrived! The staff and even the owner were there to make sure we had everything we needed! Though our visit was in the off season, the only thing we didn't get to use was the pool as it was just too cold. The breakfast, though, was the best we have ever had while traveling! Highly recommend!!!"

Locanda del Molino

Locanda del Molino

10/10 Excellent

"family run business with great hospitality and excellent food"

Frequently asked questions

What's Cortona like for family-friendly holidays?

If you've been thinking about a holiday with your children, Cortona is a good choice. The castle, famous monuments and musical theatre are just a few things that make this an attractive place for a family holiday. Fly into Perugia San Francesco d'Assisi – Umbria Intl. Airport (PEG), which is located 28.9 mi (46.4 km) from the city centre.

What's the best family accommodation in Cortona?

Il Falconiere - Relais e Chateaux is a hotel with 2 outdoor pools and a restaurant, and it's a top choice on Expedia for families. Other good options for your family trip include Hotel San Luca and Hotel Villa Marsili.

How many hotels that welcome families will I be able to find in Cortona?

Expedia has 34 hotels in Cortona that are rated for being family-friendly.

When's the best time to book a family-friendly holiday in Cortona?

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 Cortona is 901 mm.

What's there to see and do with your family in Cortona?

While you are visiting Cortona, you and the family may want to explore some interesting spots such as Casali Palace, Signorelli Theatre and Valdichiana Outlet Village. Make sure that you have lots of time for activities such as Passignano sul Trasimeno Marina and Tennis Club Castiglionese.

What's the best way for us to get around Cortona?

To explore the surrounding area, hop aboard a train at Camucia-Cortona Station or Terontola-Cortona Station. Cortona might not have very many public transport options, so consider a car rental to maximise your time.

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