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Our top choices for Penna hotels

1. Hotel Il Viandante

Hotel Il Viandante
3.0 star property
Terranuova Bracciolini
9.2 out of 10, Wonderful, (168 reviews)
"Our girls loved having the upstairs to themselves, the staff was friendly and helpful, and the breakfast was *delicious!*"
United States
Michelle
The price is NZ$207
includes taxes & fees
13 Aug - 14 Aug
Hotel Il Viandante

2. Moody smart & comfy Hotel

Moody smart & comfy Hotel
3.0 star property
Terranuova Bracciolini
9.4 out of 10, Exceptional, (9 reviews)
"."
Italy
Maurizio
The price is NZ$189
includes taxes & fees
30 Aug - 31 Aug
Moody smart & comfy Hotel

3. Hotel Valdarno

Hotel Valdarno
4.0 star property
Montevarchi
8.8 out of 10, Excellent, (218 reviews)
"Clean hƓtel, Nice breakfast, spacious rooms"
United States
Emmanuel
The price is NZ$202
includes taxes & fees
12 Aug - 13 Aug
Hotel Valdarno

4. Hotel Michelangelo

Hotel Michelangelo
3.0 star property
Terranuova Bracciolini
8.8 out of 10, Excellent, (76 reviews)
"The hotel is a bit ways from the city of Florence, 20+ miles but close to the highway. Relatives to the hotel prices in Florence this was much less expensive since we had a rental car. Very clean place, nice size rooms and pretty good choices for breakfast included. The staff was very cordial and helpful and they do speak English good enough to convey the message. "
United States
Sushil
The price is NZ$210
includes taxes & fees
6 Aug - 7 Aug
Hotel Michelangelo

5. Dimora Casa Eugenia

Dimora Casa Eugenia
Loro Ciuffenna
9.2 out of 10, Wonderful, (33 reviews)
"Beautiful boutique type stay. They are so welcoming and kind. Room was spacious, bed was comfortable. Breakfast was very tasty. Walked around the village and it was beautiful. Not one complaint, book your stay! "
United States
Shannon
The price is NZ$241
includes taxes & fees
24 Aug - 25 Aug
Dimora Casa Eugenia

6. Delta Hotel

Delta Hotel
3.0 star property
Montevarchi
8.4 out of 10, Very good, (167 reviews)
"Very friendly staff and services. We really the stay with this hotel."
United States
weixing
The price is NZ$229
includes taxes & fees
6 Aug - 7 Aug
Delta Hotel

7. hotel toscana verde

hotel toscana verde
Pergine Valdarno
8.0 out of 10, Very good, (39 reviews)
"Beautiful, peaceful property great for families!"
United States
Alessio
The price is NZ$168
includes taxes & fees
6 Aug - 7 Aug
hotel toscana verde

8. Villa Casagrande Resort & SPA

Villa Casagrande Resort & SPA
4.0 star property
Figline e Incisa Valdarno
9.2 out of 10, Wonderful, (402 reviews)
"Amazing staff, beautiful property, loved the courtyard. Really well located. Can't wait to stay again."
United States
Jason
The price is NZ$290
includes taxes & fees
27 Aug - 28 Aug
Villa Casagrande Resort & SPA

9. B&B Country House Poggio del Drago

B&B Country House Poggio del Drago
Civitella in Val di Chiana
9.8 out of 10, Exceptional, (65 reviews)
"Stunning location! I wish we had been able to stay another night and spend a day by the beautiful pool. The drive to Arezzo was short, which allowed for exploring and dinner in the old part of the city!"
United States
Kristen
The price is NZ$235
includes taxes & fees
7 Aug - 8 Aug
B&B Country House Poggio del Drago

10. Casale La Gora

Casale La Gora
Figline e Incisa Valdarno
9.6 out of 10, Exceptional, (26 reviews)
"My wife and 3 young (8 and under) children stayed here and we loved it. It was the perfect B&B experience and very child friendly. Mrs Francesca was a sweetheart and prepared amazing cakes and treats for every breakfast. The beautiful property was like an Italian fairy tale and close to many must see sites. "
United States
Caleb
The price is NZ$221
includes taxes & fees
19 Aug - 20 Aug
Casale La Gora

11. Il Borro - Relais & Châteaux

Il Borro - Relais & Châteaux
Loro Ciuffenna
9.2 out of 10, Wonderful, (109 reviews)
"Wonderful place to stay for part of our honeymoon! The staff were wonderful and so helpful. There is so much to do within the village and the food was amazing. We will be back!"
United States
Nichole
The price is NZ$1,223
includes taxes & fees
19 Aug - 20 Aug
Il Borro - Relais & Châteaux

12. Villa Barberino

Villa Barberino
Meleto
10.0 out of 10, Exceptional, (1 review)
"relaxing"
Singapore
Natasa
The price is NZ$363
includes taxes & fees
3 Sept - 4 Sept
Villa Barberino

13. Castello di Meleto

Castello di Meleto
Gaiole in Chianti
8.8 out of 10, Excellent, (101 reviews)
"Great property, only if you like a royal treatment..."
Canada
Vinesh
The price is NZ$296
includes taxes & fees
7 Aug - 8 Aug
Castello di Meleto

14. Agriturismo San Sano

Agriturismo San Sano
3.0 star property
Gaiole in Chianti
10.0 out of 10, Exceptional, (102 reviews)
"A wonderful property with friendly employees! Did not want to leave!"
United States
Paula
The price is NZ$229
includes taxes & fees
7 Aug - 8 Aug
Agriturismo San Sano

15. Palagina la cascina

Palagina la cascina
Figline e Incisa Valdarno
9.0 out of 10, Wonderful, (133 reviews)
"Excellent room. There is a 10 to 15 minute walk uphill towards breakfast, but there is a parking lot if you have the option to drive. Truly breathtaking views all over the property."
United States
Peter
The price is NZ$211
includes taxes & fees
6 Aug - 7 Aug
Palagina la cascina

16. Chapter Chianti, a Member of Design Hotels

Chapter Chianti, a Member of Design Hotels
5.0 star property
Cavriglia
8.0 out of 10, Very good, (3 reviews)
"Great place, clean facilities and lovely staff"
United Kingdom
Samay
The price is NZ$744
includes taxes & fees
13 Aug - 14 Aug
Chapter Chianti, a Member of Design Hotels

17. Il Verreno

Il Verreno
Ambra
9.8 out of 10, Exceptional, (69 reviews)
"It was amazing overall! The restaurant was also amazing. Definitely recommend it."
United Kingdom
Ji Young
The price is NZ$490
includes taxes & fees
12 Aug - 13 Aug
Il Verreno

18. La Certosa di Pontignano

La Certosa di Pontignano
Castelnuovo Berardenga
9.4 out of 10, Exceptional, (554 reviews)
"Everything was perfect!"
United States
Edyta
The price is NZ$187
includes taxes & fees
22 Aug - 23 Aug
La Certosa di Pontignano

19. Boutique Hotel Fox's Inn

Boutique Hotel Fox's Inn
San Giustino Valdarno
The price is NZ$220
includes taxes & fees
13 Aug - 14 Aug
Boutique Hotel Fox's Inn

20. Hotel Tenuta Il Burchio

Hotel Tenuta Il Burchio
3.0 star property
Figline e Incisa Valdarno
8.6 out of 10, Excellent, (206 reviews)
"Amazing experience in nature and cozy atmosphere, breakfast is super, restaurant as well. "
Netherlands
OY
The price is NZ$167
includes taxes & fees
23 Aug - 24 Aug
Hotel Tenuta Il Burchio
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Frequently asked questions

What is the best area to stay in Penna?
The best area to stay in Penna is within the historic centre of the town, particularly around Piazza della Repubblica and Corso Matteotti.

This central area is the heart of Penna, offering a quintessential Tuscan experience. It's characterised by narrow, winding cobblestone streets, mediaeval architecture, and charming piazzas. You'll find a good selection of trattorias, local shops selling artisan goods, and cafes, all within a short stroll. The Duomo di Penna, a prominent landmark, is also found here.

Couples looking for a romantic escape will find the historic centre particularly appealing. The evenings are pleasant for leisurely walks, enjoying aperitivos in a quiet piazza, and dining at authentic local restaurants. The convenience of having everything on your doorstep allows for a relaxed holiday without the need for constant travel.

For those seeking a more secluded and tranquil experience, the hills just outside Penna's historic walls offer beautiful villa and agriturismo options. These properties often come with stunning views of the Tuscan countryside, private pools, and larger spaces.
When is the best time to go to Penna?
The best time to go to Penna, Tuscany, Italy, is during the spring (April to June) and autumn (September to October) months. These periods offer pleasant weather, ideal for exploring the region's beauty without the intense summer heat or winter chill.

Spring in Penna sees the countryside burst into bloom, with comfortable temperatures ranging from 15°C to 25°C. This is an excellent time for outdoor activities such as hiking, cycling, and visiting vineyards. The olive groves and vineyards are particularly picturesque, and you'll find fewer crowds compared to the peak summer months.

Autumn also provides wonderful conditions, with temperatures typically between 18°C and 28°C. The landscape takes on beautiful golden and russet hues, and it's harvest season for grapes and olives, offering unique opportunities to experience local traditions. Many food and wine festivals take place during this time, making it great for food lovers.

While July and August offer warm, sunny weather, temperatures can often exceed 30°C, which can be quite hot for extensive sightseeing or outdoor activities. These months also see the highest number of visitors, meaning more crowded attractions and higher prices.
Can I cancel my hotel reservation on Expedia?
You can cancel your hotel reservation on Expedia, although it depends on the cancellation policy of your booking. Most bookings are refundable if cancelled within 24 to 48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to 'My Trips' and selecting your reservation. To find flexible deals, filter your search by 'Fully refundable property' for hotels in Penna.
How can I save on a hotel booking in Penna with Expedia?
One Key™—Expedia's free travel rewards program—gives you instant access to discounts with Member Prices on Penna hotels. Plus, you'll earn OneKeyCashā„¢* on eligible bookings to use on future trips. Booking an Expedia hotel and flight package is another great way to save, where bundling can result in significant savings. *Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.
How much is the nightly rate for a hotel in Penna?
Prices for hotels in Penna often vary, but you can find a great deal from NZ$88 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by 'Price: low to high' for our cheapest rates.

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