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

15 Oct - 16 Oct

Tomorrow

16 Oct - 17 Oct

This weekend

16 Oct - 18 Oct

Next weekend

23 Oct - 25 Oct

Our top choices for Cortona family-friendly hotels

A couple in a hot tub with a cityscape view through large windows.

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.

A hotel entrance with an arched doorway, a sign with the name 'Albergo I Michele', and a potted plant to the right.

1. Hotel San Michele

Cortona Old Town

S$175

includes taxes & fees

2 Nov - 3 Nov

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

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

A historic square with traditional architecture, outdoor seating, and a clear blue sky.

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

2. Hotel Italia

Cortona Old Town

S$163

includes taxes & fees

15 Nov - 16 Nov

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.

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 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.

3. Hotel Villa Marsili

Cortona Old Town

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

S$295

includes taxes & fees

2 Nov - 3 Nov

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

A window view of a town with buildings, trees, and parked cars.

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

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

4. Hotel San Luca

Cortona Old Town

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

S$125

includes taxes & fees

26 Oct - 27 Oct

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 swimming pool with lounge chairs and umbrellas, surrounded by a brick pathway and greenery.

A stone pathway leading through an arched stone structure, surrounded by greenery and a lamp post.

5. Relais Villa Baldelli

Cortona

S$167

includes taxes & fees

17 Oct - 18 Oct

A building with multiple floors, a staircase leading to the entrance, and a small garden area with a palm tree and bushes.

A multi-story building with a rooftop terrace featuring outdoor seating and umbrellas.

A buffet table with various food items, including cookies, pastries, and dairy products, with labels indicating gluten-free options.

A balcony with potted plants and a view of the sea.

6. Villa Santa Margherita

Cortona Old Town

S$176

includes taxes & fees

14 Nov - 15 Nov

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.

7. Locanda agli Amici

Cortona

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

S$149

includes taxes & fees

23 Oct - 24 Oct

A stone building with outdoor seating and a fountain.

A stone building with multiple windows and a courtyard.

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.

8. 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$204

includes taxes & fees

16 Oct - 17 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 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 swimming pool with lounge chairs and umbrellas, surrounded by a brick pathway and greenery.

A stone pathway leading through an arched stone structure, surrounded by greenery and a lamp post.

Relais Villa Baldelli

Cortona

S$167

includes taxes & fees

17 Oct - 18 Oct

A stone building with outdoor seating and a fountain.

A stone building with multiple windows and a courtyard.

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.

Villa Borgo San Pietro

Cortona

S$204

includes taxes & fees

16 Oct - 17 Oct

A gazebo with a glass enclosure, surrounded by potted plants and wicker furniture, overlooking a scenic landscape.

A person in a swimming pool with a view of trees and mountains through a window.

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

A stone building with a red awning, potted plants, and a staircase leading to the entrance.

Il Falconiere - Relais e Chateaux

Cortona

S$482

includes taxes & fees

15 Nov - 16 Nov

A tranquil sunset over a calm body of water with a gazebo structure in the foreground.

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.

A building with a rustic facade, a door with shutters, and a small outdoor seating area under a vine-covered archway.

Cortona Resort - Le Terre Dei Cavalieri

Cortona

S$218

includes taxes & fees

17 Oct - 18 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$149

includes taxes & fees

23 Oct - 24 Oct

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

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.

A modern bathroom with a large freestanding bathtub, a glass shower enclosure, and ornate mirrors.

Relais La Corte dei Papi

Cortona

S$489

includes taxes & fees

9 Nov - 10 Nov

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

A bedroom with a bed, a table with lemons, a window with curtains, and a radiator.

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.

Locanda del Molino

Cortona

S$122

includes taxes & fees

28 Oct - 29 Oct

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

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.

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

Country House Podere Casorbica

Cortona

S$147

includes taxes & fees

21 Oct - 22 Oct

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

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

A bedroom with a wooden ceiling, a chandelier, a bed, a dresser, and a chair.

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

Agriturismo Villa Augusto

Cortona

S$236

includes taxes & fees

16 Oct - 17 Oct

View all properties

Family-friendly hotels with free breakfast in Cortona

A couple in a hot tub with a cityscape view through large windows.

A room with a large window, a vase of red flowers, and a white umbrella outside.

A hotel entrance with an arched doorway, a sign with the name 'Albergo I Michele', and a potted plant to the right.

A bathroom with a bathtub, a table with a vase of flowers, and a view of the countryside through a window.

Hotel San Michele

Cortona Old Town

S$175

includes taxes & fees

2 Nov - 3 Nov

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

A window view of a town with buildings, trees, and parked cars.

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

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

Hotel San Luca

Cortona Old Town

S$125

includes taxes & fees

26 Oct - 27 Oct

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.

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 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.

Hotel Villa Marsili

Cortona Old Town

S$295

includes taxes & fees

2 Nov - 3 Nov

A building with multiple floors, a staircase leading to the entrance, and a small garden area with a palm tree and bushes.

A multi-story building with a rooftop terrace featuring outdoor seating and umbrellas.

A buffet table with various food items, including cookies, pastries, and dairy products, with labels indicating gluten-free options.

A balcony with potted plants and a view of the sea.

Villa Santa Margherita

Cortona Old Town

S$176

includes taxes & fees

14 Nov - 15 Nov

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 swimming pool with lounge chairs and umbrellas, surrounded by a brick pathway and greenery.

A stone pathway leading through an arched stone structure, surrounded by greenery and a lamp post.

Relais Villa Baldelli

Cortona

S$167

includes taxes & fees

17 Oct - 18 Oct

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

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

A bedroom with a stone wall, a bed with a headboard, a desk with a computer, a chair, a window with a view, and a ceiling with exposed beams.

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

Hotel Italia

Cortona Old Town

S$163

includes taxes & fees

15 Nov - 16 Nov

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

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

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

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

B&B San Francesco

Cortona Old Town

S$136

includes taxes & fees

26 Oct - 27 Oct

A stone building with outdoor seating and a fountain.

A stone building with multiple windows and a courtyard.

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.

Villa Borgo San Pietro

Cortona

S$204

includes taxes & fees

16 Oct - 17 Oct

A gazebo with a glass enclosure, surrounded by potted plants and wicker furniture, overlooking a scenic landscape.

A person in a swimming pool with a view of trees and mountains through a window.

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

A stone building with a red awning, potted plants, and a staircase leading to the entrance.

Il Falconiere - Relais e Chateaux

Cortona

S$482

includes taxes & fees

15 Nov - 16 Nov

A tranquil sunset over a calm body of water with a gazebo structure in the foreground.

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.

A building with a rustic facade, a door with shutters, and a small outdoor seating area under a vine-covered archway.

Cortona Resort - Le Terre Dei Cavalieri

Cortona

S$218

includes taxes & fees

17 Oct - 18 Oct

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

Hotel San Luca

Hotel San Luca

8/10 Good

"Well located"

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 !!!"

Cortona Resort - Le Terre Dei Cavalieri

Cortona Resort - Le Terre Dei Cavalieri

10/10 Excellent

"Good to stay with perfect dinner at the restaurant."

Villa Borgo San Pietro

Villa Borgo San Pietro

10/10 Excellent

"Well done"

Relais Villa Baldelli

Relais Villa Baldelli

10/10 Excellent

"Such a stunning Tuscany setting"

Locanda del Molino

Locanda del Molino

10/10 Excellent

"Best sleep I’ve ever had Amazing staff Cutest inn"

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!!!"

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 Villa Borgo San Pietro 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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