A historic square with a prominent tower and statues.

Kid Friendly Hotels in Pienza

  • 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 Pienza Family friendly Hotels

Tonight
9 Sept - 10 Sept
Tomorrow
10 Sept - 11 Sept
This weekend
11 Sept - 13 Sept
Next weekend
18 Sept - 20 Sept

Our top choices for Pienza family-friendly hotels

Two people sitting at a round table outdoors with a scenic view of mountains in the background.
A patio area with wicker furniture, a glass table, and a pool in the background.
A breakfast buffet with various food items and beverages.
A bar area with a wooden bar counter, three orange chairs, and a variety of bottles and glasses.

1. Hotel Corsignano

Hotel Corsignano
Pienza
  • Families find paradise with babysitting services, bicycle rentals, and two hot tubs just steps from Pienza's historic treasures.
RM797
RM905 total
includes taxes & fees
13 Sept - 14 Sept
Hotel Corsignano
A table set outdoors with breakfast items including bread, a cup, and a glass of juice.
A swimming pool with a water feature, surrounded by greenery and a table with chairs.
A hotel room with a bed, a desk with a computer, a TV, a wardrobe, and a mirror.
A modern bathroom with two sinks, a shower, and a toilet.

2. Hotel San Gregorio

Hotel San Gregorio
Pienza
  • Tuscan residence welcomes families with outdoor pool, hot tubs, and optional babysitting services just steps from Palazzo Piccolomini.
RM801
RM909 total
includes taxes & fees
6 Oct - 7 Oct
Hotel San Gregorio
A villa with a swimming pool, terraced garden, and a view of distant mountains.
A stone building with a tiled roof, surrounded by a grassy area and flowering plants.
A cozy living room with a fireplace, comfortable seating, and a table set with various desserts.
A stone building with a gravel pathway leading to the entrance.

3. Agriturismo Il Macchione

Agriturismo Il Macchione
Pienza
  • Splash into family fun at this Pienza retreat where kids adore the playground while parents unwind poolside at the winery.
RM775
RM872 total
includes taxes & fees
9 Oct - 10 Oct
Agriturismo Il Macchione
A room with a green cabinet, a mirror, a sink, and a television.
A bedroom with a bed, a nightstand, a lamp, a chair, a table, and a window with a view of greenery.
A cozy living room with a fireplace, a dining area, and a black leather chair.
A patio area with outdoor seating, potted plants, and a view of the landscape.

4. Affitacamere Maria Gabriella

Affitacamere Maria Gabriella
Pienza
RM458
RM621 total
includes taxes & fees
4 Oct - 5 Oct
Affitacamere Maria Gabriella
A swimming pool with a stone wall and a metal ladder, surrounded by trees and a clear sky.
A restaurant with a rustic interior, featuring exposed brick arches, wooden beams, and a bar area in the background.
A rustic stone building with a tower, surrounded by lush greenery and a vegetable garden.
An outdoor dining setup with various dishes on rustic wooden tables, set against a scenic backdrop of rolling hills and a sunset.

5. Podere Spedalone

Podere Spedalone
Pienza
  • This Tuscan farm stay delights families with seasonal outdoor pool, hiking trails, and complimentary breakfast buffet each morning.
RM752
RM846 total
includes taxes & fees
5 Oct - 6 Oct
Podere Spedalone
A cozy outdoor seating area with stone walls and red foliage, featuring a table and chairs, and a door leading to a covered entrance.
A cozy reading room with a fireplace, bookshelves, and comfortable seating.
A bedroom with a canopy bed, wooden flooring, a bedside table, and a built-in bookshelf.
A cozy living room with a sofa, coffee table, TV, bookshelves, and a decorative lamp.

6. L'Olmo

L'Olmo
Pienza
RM2,963
RM3,279 total
includes taxes & fees
14 Sept - 15 Sept
L'Olmo
A large estate with multiple buildings, a swimming pool, and expansive green fields.
A restaurant with brick arches, white tablecloths, and floral centerpieces.
A balcony with a view of a green landscape and a body of water.
A dining area with brick walls, large windows, and a rustic stone ceiling. Tables are set with white tablecloths and candles.

7. Borgo Sant'Ambrogio Resort

Borgo Sant'Ambrogio Resort
Trequanda
RM804
RM899 total
includes taxes & fees
8 Oct - 9 Oct
Borgo Sant'Ambrogio Resort
View all properties

Choose what matters most at family-friendly hotels in Pienza

Breakfast included
Pool
All-inclusive
4 stars
5 stars

Family-friendly hotels with free breakfast in Pienza

Two people sitting at a round table outdoors with a scenic view of mountains in the background.
A patio area with wicker furniture, a glass table, and a pool in the background.
A breakfast buffet with various food items and beverages.
A bar area with a wooden bar counter, three orange chairs, and a variety of bottles and glasses.

Hotel Corsignano

Hotel Corsignano
Pienza
RM797
RM905 total
includes taxes & fees
13 Sept - 14 Sept
Hotel Corsignano
A table set outdoors with breakfast items including bread, a cup, and a glass of juice.
A swimming pool with a water feature, surrounded by greenery and a table with chairs.
A hotel room with a bed, a desk with a computer, a TV, a wardrobe, and a mirror.
A building with a symmetrical facade, a central entrance, and a fountain in the courtyard.

Hotel San Gregorio

Hotel San Gregorio
Pienza
RM801
RM909 total
includes taxes & fees
6 Oct - 7 Oct
Hotel San Gregorio
A villa with a swimming pool, terraced garden, and a view of distant mountains.
A stone building with a tiled roof, surrounded by a grassy area and flowering plants.
A cozy living room with a fireplace, comfortable seating, and a table set with various desserts.
A stone building with a gravel pathway leading to the entrance.

Agriturismo Il Macchione

Agriturismo Il Macchione
Pienza
RM775
RM872 total
includes taxes & fees
9 Oct - 10 Oct
Agriturismo Il Macchione
A patio area with outdoor seating, potted plants, and a view of the landscape.
A well-maintained garden with a brick pathway, various potted plants, and trees.
A cozy dining area with a table set for four, surrounded by wooden chairs and a patterned tablecloth.
A cozy living room with a fireplace, a dining area, and a black leather chair.

Affitacamere Maria Gabriella

Affitacamere Maria Gabriella
Pienza
RM458
RM621 total
includes taxes & fees
4 Oct - 5 Oct
Affitacamere Maria Gabriella
A cozy outdoor seating area with stone walls and red foliage, featuring a table and chairs, and a door leading to a covered entrance.
A cozy reading room with a fireplace, bookshelves, and comfortable seating.
A bedroom with a canopy bed, wooden flooring, a bedside table, and a built-in bookshelf.
A cozy living room with a sofa, coffee table, TV, bookshelves, and a decorative lamp.

L'Olmo

L'Olmo
Pienza
RM2,963
RM3,279 total
includes taxes & fees
14 Sept - 15 Sept
L'Olmo
An outdoor dining setup with various dishes on rustic wooden tables, set against a scenic backdrop of rolling hills and a sunset.
A restaurant with a rustic interior, featuring exposed brick arches, wooden beams, and a bar area in the background.
A rustic stone building with a tower, surrounded by lush greenery and a vegetable garden.
A large outdoor swimming pool with multiple sections, surrounded by lounge chairs and a modern building with a unique roof structure.

Podere Spedalone

Podere Spedalone
Pienza
RM752
RM846 total
includes taxes & fees
5 Oct - 6 Oct
Podere Spedalone
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 Pienza Hotel Reviews

Fonteverde Thermal Spa Resort Tuscany

Fonteverde Thermal Spa Resort Tuscany

10/10 Excellent
"Nice clean stay. Staff excellent"
Susan and Larry 3-night trip
Posted 4 days ago
Fonteverde Thermal Spa Resort Tuscany
Villa di Piazzano - Small Luxury Hotel of the World

Villa di Piazzano - Small Luxury Hotel of the World

10/10 Excellent
"Such a fantastic property, the most amazing food and great surroundings. Just a thoroughly lovely experience."
Rushab 3-night trip
Posted 6 days ago
Villa di Piazzano - Small Luxury Hotel of the World
Hotel Corsignano

Hotel Corsignano

10/10 Excellent
"AC , I think the entire building gets turned down in the evening, regardless of what we set the temperature in the room to. Excellent location. Walking distance to the main square. Very spacious. Room as presented in the photos"
Debora 1-night trip
Posted 6 days ago
Hotel Corsignano
Castello di Leonina Relais

Castello di Leonina Relais

10/10 Excellent
"We stayed 4 days and are so glad we stayed here. The area has a restaurant right outside with the best view where they serve lunch and dinner. They also have a bar and a pool. It’s an old castle and yet they keep it clean and pretty restored. Breakfast buffet in the morning was included for us. The bathroom comment from others might be from not understanding how to use it as you have to pump the button several times to flush. The staff was wonderful and helpful. They spoke English and some Spanish."
Mariela 4-night trip
Posted 12 days ago
Castello di Leonina Relais
Tenuta Santo Pietro

Tenuta Santo Pietro

10/10 Excellent
"Such a wonderful stay. The view is breathtaking and Bertina and her team delightful. Our favorite place in Tuscany."
Annie 2-night trip
Posted 2 weeks ago
Tenuta Santo Pietro
Castello di Velona Resort Thermal SPA & Winery

Castello di Velona Resort Thermal SPA & Winery

10/10 Excellent
"This property was amazing from the moment we booked. Chiara was extremely helpful with looking into horseback riding and other tours for us. I made a mistake in booking and she caught it and corrected it before we even arrived. She was great. Additionally, the room was beautiful and really clean. The food was delicious and every waitstaff that we encountered was polite and attentive--it could not have been a better experience."
Amy 2-night trip
Posted 1 month ago
Castello di Velona Resort Thermal SPA & Winery
Castiglion del Bosco, A Rosewood Hotel

Castiglion del Bosco, A Rosewood Hotel

10/10 Excellent
"Best hotel ever."
Ray 2-night trip
Posted 2 months ago
Castiglion del Bosco, A Rosewood Hotel
Hotel San Gregorio

Hotel San Gregorio

10/10 Excellent
"The hotel was beautiful maintained and a very convenient location. We stayed in a newly renovated room which was quite modern and clean with excellent spaces for clothes and toiletries which I appreciated! Our room didn’t have a view, it looked onto another building which I was a bit disappointed about. The breakfast was average, too many sweet dessert choices for my taste, but there were eggs and and a nice yogurt bar. The pool area looks nicer in the pictures than it does in person but the pool itself was nice and refreshing. They could have furnished the pool area nicer considering the area we were in! The staff were helpful and friendly, hotel was very convenient with lots of parking and it was very clean."
Traci 2-night trip
Posted 3 months ago
Hotel San Gregorio

Frequently asked questions

What's Pienza like for family-friendly holidays?
The destination of Pienza is a good option if you've been considering a getaway with the children. The castle here makes this an attractive holiday spot for families.
What's the best family accommodation in Pienza?
Hotel Corsignano 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 Il Macchione and Podere Spedalone.
How many family hotels will I find in Pienza?
Expedia has 9 family-friendly hotels and other accommodation options in Pienza.
When's the best time to book a family-friendly holiday in Pienza?
The hottest months are usually August and July, with an average temperature of 21°C, while the coldest months are January and February, with an average of 5°C. Average annual precipitation for Pienza is 1065 mm.
What's there to see and do with your family in Pienza?
While you are visiting Pienza, you may want to round up the youngsters and make time to see interesting attractions such as Historic Centre of Pienza, Palazzo Piccolomini and Museo Diocesano. Make sure that you have lots of time for activities such as Palazzo Borgia and Artemisia Gallery.

Explore a world of travel with Expedia