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
15 Aug - 16 Aug
Tomorrow
16 Aug - 17 Aug
Next weekend
21 Aug - 23 Aug
In two weeks
28 Aug - 30 Aug

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.
Rp3.491.367
Rp3.964.192 total
includes taxes & fees
17 Aug - 18 Aug
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.
Rp4.122.850
Rp4.658.823 total
includes taxes & fees
25 Aug - 26 Aug
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.
Rp3.612.806
Rp4.056.545 total
includes taxes & fees
27 Aug - 28 Aug
Agriturismo Il Macchione

4. Podere Spedalone

Podere Spedalone
Pienza
  • This Tuscan farm stay delights families with seasonal outdoor pool, hiking trails, and complimentary breakfast buffet each morning.
Rp3.194.790
Rp3.596.727 total
includes taxes & fees
23 Aug - 24 Aug
Podere Spedalone

5. L'Olmo

L'Olmo
Pienza
Rp12.987.212
Rp14.368.391 total
includes taxes & fees
16 Aug - 17 Aug
L'Olmo

6. Borgo Sant'Ambrogio Resort

Borgo Sant'Ambrogio Resort
Trequanda
Rp4.209.642
Rp4.692.485 total
includes taxes & fees
18 Aug - 19 Aug
Borgo Sant'Ambrogio Resort

7. Locanda Vesuna

Locanda Vesuna
Trequanda
  • Immerse in family poolside fun at this Tuscan hotel with kids' playground, game room, and seasonal rooftop swimming.
Rp2.707.623
Rp3.040.263 total
includes taxes & fees
16 Aug - 17 Aug
Locanda Vesuna

8. Locanda In Tuscany

Locanda In Tuscany
Castiglione d'Orcia
Rp4.657.712
Rp5.205.987 total
includes taxes & fees
14 Sept - 15 Sept
Locanda In Tuscany
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
Rp3.491.367
Rp3.964.192 total
includes taxes & fees
17 Aug - 18 Aug
Hotel Corsignano

Agriturismo Il Macchione

Agriturismo Il Macchione
Pienza
Rp3.612.806
Rp4.056.545 total
includes taxes & fees
27 Aug - 28 Aug
Agriturismo Il Macchione

Hotel San Gregorio

Hotel San Gregorio
Pienza
Rp4.122.850
Rp4.658.823 total
includes taxes & fees
25 Aug - 26 Aug
Hotel San Gregorio

Podere Spedalone

Podere Spedalone
Pienza
Rp3.194.790
Rp3.596.727 total
includes taxes & fees
23 Aug - 24 Aug
Podere Spedalone

L'Olmo

L'Olmo
Pienza
Rp12.987.212
Rp14.368.391 total
includes taxes & fees
16 Aug - 17 Aug
L'Olmo
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

Il Falconiere - Relais e Chateaux

Il Falconiere - Relais e Chateaux

10/10 Excellent
"Beautiful property and location."
Gary 1-night trip
Posted 20 hours ago
Il Falconiere - Relais e Chateaux
Fonteverde Thermal Spa Resort Tuscany

Fonteverde Thermal Spa Resort Tuscany

10/10 Excellent
"Wonderful place, great service and very good restaurant"
Ron 2-night trip
Posted 4 days ago
Fonteverde Thermal Spa Resort Tuscany
Agriturismo La Sovana

Agriturismo La Sovana

10/10 Excellent
"Beautiful stay here. Restaurant was fantastic and they prepared special dishes to meet our vegetarian needs. Buffet breakfast with fresh cappuccinos was wonderful. Room was impeccably clean with daily cleaning service. This was our second time here and we are hoping to return to this authentic Tuscany resort. You will likely not find a better place to stay at in Tuscany."
Karen 4-night trip
Posted 6 days ago
Agriturismo La Sovana
Castiglion del Bosco, A Rosewood Hotel

Castiglion del Bosco, A Rosewood Hotel

10/10 Excellent
"Best hotel ever."
Ray 2-night trip
Posted 3 weeks ago
Castiglion del Bosco, A Rosewood Hotel
Castello di Leonina Relais

Castello di Leonina Relais

8/10 Good
"The view from the dining area was perfect. The included breakfast was amazing and the complimentary ebike rentals were perfect to get around outside of the hotel to catch more amazing views! The food at dinner was perfect. The only thing that was lacking was the bathroom showers. Ours was leaking. Other than that it was a perfect stay."
Anthony 2-night trip
Posted 1 month ago
Castello di Leonina Relais
Tenuta Santo Pietro

Tenuta Santo Pietro

10/10 Excellent
"Beautiful room and property. Location was very convenient to many small hill towns. Staff were wonderful, especially Bertina. Will be back!"
Judy 7-night trip
Posted 2 months ago
Tenuta Santo Pietro
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 2 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 Podere Spedalone and Agriturismo Il Macchione.
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 Palazzo Borgia. Make sure that you have lots of time for activities such as Museo Diocesano and Artemisia Gallery.

Explore a world of travel with Expedia