A historic square with a prominent tower and statues.

Search Family-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

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.
₹16,992
₹19,352 total
includes taxes & fees
13 Sept - 14 Sept
Hotel Corsignano

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.
₹18,692
₹21,222 total
includes taxes & fees
6 Oct - 7 Oct
Hotel San Gregorio

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.
₹17,849
₹20,073 total
includes taxes & fees
9 Oct - 10 Oct
Agriturismo Il Macchione

4. Affitacamere Maria Gabriella

Affitacamere Maria Gabriella
Pienza
₹10,689
₹14,503 total
includes taxes & fees
4 Oct - 5 Oct
Affitacamere Maria Gabriella

5. Podere Spedalone

Podere Spedalone
Pienza
  • This Tuscan farm stay delights families with seasonal outdoor pool, hiking trails, and complimentary breakfast buffet each morning.
₹17,548
₹19,744 total
includes taxes & fees
5 Oct - 6 Oct
Podere Spedalone

6. L'Olmo

L'Olmo
Pienza
₹69,204
₹76,564 total
includes taxes & fees
17 Sept - 18 Sept
L'Olmo

7. Borgo Sant'Ambrogio Resort

Borgo Sant'Ambrogio Resort
Trequanda
₹17,999
₹20,129 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

Hotel Corsignano

Hotel Corsignano
Pienza
₹16,992
₹19,352 total
includes taxes & fees
13 Sept - 14 Sept
Hotel Corsignano

Hotel San Gregorio

Hotel San Gregorio
Pienza
₹18,692
₹21,222 total
includes taxes & fees
6 Oct - 7 Oct
Hotel San Gregorio

Agriturismo Il Macchione

Agriturismo Il Macchione
Pienza
₹17,849
₹20,073 total
includes taxes & fees
9 Oct - 10 Oct
Agriturismo Il Macchione

Affitacamere Maria Gabriella

Affitacamere Maria Gabriella
Pienza
₹10,689
₹14,503 total
includes taxes & fees
4 Oct - 5 Oct
Affitacamere Maria Gabriella

L'Olmo

L'Olmo
Pienza
₹69,204
₹76,564 total
includes taxes & fees
17 Sept - 18 Sept
L'Olmo

Podere Spedalone

Podere Spedalone
Pienza
₹17,548
₹19,744 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

Castello di Velona Resort Thermal SPA & Winery

Castello di Velona Resort Thermal SPA & Winery

8/10 Good
"Staying here was a wonderful and truly unique experience. The only reason I’m giving it 4 stars instead of 5 was because of the challenges we had with the air conditioning in our room. That said, the staff really did make an effort to find a workaround for us. While it wasn’t a perfect solution, it definitely helped, and we appreciated how responsive and accommodating they were. The hotel itself is an old castle, and that alone makes staying here such a special experience. The property is beautiful, incredibly charming, and very well maintained. You simply can’t replicate the character, history, and ambiance that come with staying in a property like this. The setting and surroundings are beautiful. It was definitely one of those experiences that felt uniquely Italian and added something special to our trip. My only recommendation would be to visit when the temperatures aren’t quite as hot. Given the age and historic nature of the property, I can appreciate that modernizing certain things like the air conditioning may not be as straightforward as it would be in a newer hotel. During cooler weather, I imagine our experience would have been close to perfect. Overall, we really enjoyed our stay and are glad we had the opportunity to experience such a beautiful and unique property. I would absolutely recommend it, just perhaps not during the hottest part of the summer!"
Ruth 3-night trip
Posted less than an hour ago
Castello di Velona Resort Thermal SPA & Winery
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
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