A historic square with a prominent tower and statues.

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Check availability on Pienza Family Hotels

Tonight
Aug 17 - Aug 18
Tomorrow
Aug 18 - Aug 19
This weekend
Aug 21 - Aug 23
Next weekend
Aug 28 - Aug 30

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.
₩242,565
₩276,649 total
includes taxes & fees
Aug 17 - Aug 18
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.
₩322,512
₩364,591 total
includes taxes & fees
Aug 25 - Aug 26
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.
₩287,058
₩322,316 total
includes taxes & fees
Aug 18 - Aug 19
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.
₩254,309
₩286,292 total
includes taxes & fees
Aug 23 - Aug 24
Podere Spedalone

5. L'Olmo

L'Olmo
Pienza
L'Olmo

6. Borgo Sant'Ambrogio Resort

Borgo Sant'Ambrogio Resort
Trequanda
₩264,585
₩295,958 total
includes taxes & fees
Aug 18 - Aug 19
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.
₩325,356
₩362,805 total
includes taxes & fees
Aug 18 - Aug 19
Locanda Vesuna

8. Locanda In Tuscany

Locanda In Tuscany
Castiglione d'Orcia
₩416,114
₩464,277 total
includes taxes & fees
Aug 30 - Aug 31
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 San Gregorio

Hotel San Gregorio
Pienza
₩322,512
₩364,591 total
includes taxes & fees
Aug 25 - Aug 26
Hotel San Gregorio

Hotel Corsignano

Hotel Corsignano
Pienza
₩242,565
₩276,649 total
includes taxes & fees
Aug 17 - Aug 18
Hotel Corsignano

Agriturismo Il Macchione

Agriturismo Il Macchione
Pienza
₩287,058
₩322,316 total
includes taxes & fees
Aug 18 - Aug 19
Agriturismo Il Macchione

Podere Spedalone

Podere Spedalone
Pienza
₩254,309
₩286,292 total
includes taxes & fees
Aug 23 - Aug 24
Podere Spedalone

L'Olmo

L'Olmo
Pienza
₩1,031,908
₩1,141,651 total
includes taxes & fees
Aug 17 - Aug 18
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 3 days ago
Il Falconiere - Relais e Chateaux
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 3 days ago
Castello di Velona Resort Thermal SPA & Winery
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 5 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 7 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 2 months 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 vacations?
The destination of Pienza is a good option if you've been considering a getaway with the kids. The castle here makes this an attractive vacation spot for families.
What's the best accommodation for a family vacation 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 choices to stay with the kids include Podere Spedalone and Agriturismo Il Macchione.
How many family-friendly hotels are there in Pienza?
Expedia has 9 family-friendly hotels and other accommodations in Pienza.
When's the best time to book a family-friendly vacation in Pienza?
The hottest months are usually August and July with an average temp of 69°F, while the coldest months are January and February with an average of 42°F. Average annual precipitation for Pienza is 42 inches.
What's there to see and do with your family in Pienza?
While you are visiting Pienza, you might want to round up the kiddos and make time to see interesting attractions such as Palazzo Piccolomini, Historic Centre of Pienza, and Palazzo Borgia. Make sure you have lots of time for activities like Museo Diocesano and Artemisia Gallery.

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