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Our top choices for Penna hotels

1. Hotel Valdarno

Hotel Valdarno
4.0 star property
Montevarchi
8.8 out of 10, Excellent, (221 reviews)
"Clean hôtel, Nice breakfast, spacious rooms"
United States
Emmanuel
The price is NZ$223
includes taxes & fees
9 Nov - 10 Nov
Hotel Valdarno

2. Hotel Il Viandante

Hotel Il Viandante
3.0 star property
Terranuova Bracciolini
9.2 out of 10, Wonderful, (173 reviews)
"I always stay here when in town. The staff are lovely. The hotel is cozy. And the breakfast is the best you will find!"
United States
jessica
The price is NZ$224
includes taxes & fees
8 Nov - 9 Nov
Hotel Il Viandante

3. Villa Casagrande Resort & SPA

Villa Casagrande Resort & SPA
4.0 star property
Figline e Incisa Valdarno
9.2 out of 10, Wonderful, (414 reviews)
"Restaurant was great. Towels have too much use"
United States
Ana
The price is NZ$211
includes taxes & fees
8 Dec - 9 Dec
Villa Casagrande Resort & SPA

4. Boutique Hotel Fox's Inn

Boutique Hotel Fox's Inn
San Giustino Valdarno
10.0 out of 10, Exceptional, (1 review)
"Staff very friendly and helpful. Breakfast was filling and delicious. Very relaxing atmosphere."
Canada
Peter
The price is NZ$173
includes taxes & fees
13 Nov - 14 Nov
Boutique Hotel Fox's Inn

5. Moody smart & comfy Hotel

Moody smart & comfy Hotel
3.0 star property
Terranuova Bracciolini
9.6 out of 10, Exceptional, (13 reviews)
"Alles was perfect!"
Belgium
Rocco
The price is NZ$219
includes taxes & fees
8 Nov - 9 Nov
Moody smart & comfy Hotel

6. Delta Hotel

Delta Hotel
3.0 star property
Montevarchi
8.4 out of 10, Very good, (173 reviews)
"Very friendly staff and services. We really the stay with this hotel."
United States
weixing
The price is NZ$240
includes taxes & fees
21 Nov - 22 Nov
Delta Hotel

7. 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$217
includes taxes & fees
8 Nov - 9 Nov
Hotel Michelangelo

8. Chapter Chianti, a Member of Design Hotels

Chapter Chianti, a Member of Design Hotels
5.0 star property
Cavriglia
8.4 out of 10, Very good, (23 reviews)
"Imcredible hotel and location. Perfect for a slow life getaway. Room is big and staff is kind. Food was delicious"
Canada
Carolina
The price is NZ$542
includes taxes & fees
8 Nov - 9 Nov
Chapter Chianti, a Member of Design Hotels

9. Dimora Casa Eugenia

Dimora Casa Eugenia
Loro Ciuffenna
9.2 out of 10, Wonderful, (33 reviews)
"Nice hotel, beautiful large room. Nice view over the river. "
Norway
Hilde Stendal
The price is NZ$245
includes taxes & fees
9 Nov - 10 Nov
Dimora Casa Eugenia

10. Hotel Toscana

Hotel Toscana
3.0 star property
Figline e Incisa Valdarno
9.0 out of 10, Wonderful, (31 reviews)
"Receptionist Franscisca was very nice. Breakfast was ok. Sabrina was excellent! Very kind. Shower was great, but room a little small. Parking space was excellent!"
United States
Anonymous traveller
The price is NZ$247
includes taxes & fees
7 Dec - 8 Dec
Hotel Toscana

11. Villa Barberino

Villa Barberino
Meleto
10.0 out of 10, Exceptional, (3 reviews)
"Beautifully set in the Tuscan hills, it’s always my favourite place to stay when working in Italy The rooms are well kept the beds are comfortable and the pillows are honestly superb!"
United Kingdom
Claire
The price is NZ$338
includes taxes & fees
9 Nov - 10 Nov
Villa Barberino

12. Casale La Gora

Casale La Gora
Figline e Incisa Valdarno
9.6 out of 10, Exceptional, (30 reviews)
"The property was very clean and very nice and the breakfast was really good"
United States
Roberto
The price is NZ$136
includes taxes & fees
8 Nov - 9 Nov
Casale La Gora

13. Villa Cassia di Baccano

Villa Cassia di Baccano
Loro Ciuffenna
9.4 out of 10, Exceptional, (27 reviews)
"The staff were great and the villa was amazing"
United States
Ralphvincent
The price is NZ$189
includes taxes & fees
8 Nov - 9 Nov
Villa Cassia di Baccano

14. Il Gentiluomo Hotel & SPA

Il Gentiluomo Hotel & SPA
4.0 star property
Arezzo
8.6 out of 10, Excellent, (183 reviews)
"Breakfast great , staff great "
United States
Luis Mauricio
The price is NZ$155
includes taxes & fees
8 Nov - 9 Nov
Il Gentiluomo Hotel & SPA

15. Hotel Fattoria degli Usignoli

Hotel Fattoria degli Usignoli
4.0 star property
Reggello
8.2 out of 10, Very good, (181 reviews)
"Bed was hard as a rock. It is a bit remote but we loved it. Beautiful sunsets and surrounding property. We loved the pool and the on site restaurant. We did a day of horseback riding and it was a highlight of our trip."
Canada
Brittney
The price is NZ$203
includes taxes & fees
8 Dec - 9 Dec
Hotel Fattoria degli Usignoli

16. Palagina la cascina

Palagina la cascina
Figline e Incisa Valdarno
9.0 out of 10, Wonderful, (146 reviews)
"Loved the place!!"
Australia
Bruna
The price is NZ$143
includes taxes & fees
8 Nov - 9 Nov
Palagina la cascina

17. Hotel Tenuta Il Burchio

Hotel Tenuta Il Burchio
3.0 star property
Figline e Incisa Valdarno
8.6 out of 10, Excellent, (209 reviews)
"Amazing experience in nature and cozy atmosphere, breakfast is super, restaurant as well. "
Netherlands
OY
The price is NZ$159
includes taxes & fees
19 Nov - 20 Nov
Hotel Tenuta Il Burchio

18. 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, (66 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$251
includes taxes & fees
8 Dec - 9 Dec
B&B Country House Poggio del Drago

19. Viesca Toscana Suites & Villas

Viesca Toscana Suites & Villas
Reggello
9.6 out of 10, Exceptional, (12 reviews)
"We stayed there for our honeymoon and I highly recommend!"
Canada
Kerby
The price is NZ$458
includes taxes & fees
12 Nov - 13 Nov
Viesca Toscana Suites & Villas

20. Hotel Rifugio la Foresta

Hotel Rifugio la Foresta
3.0 star property
Reggello
8.6 out of 10, Excellent, (12 reviews)
"Nice place friendly staff nice hiking areas "
United States
Gezim
The price is NZ$165
includes taxes & fees
9 Nov - 10 Nov
Hotel Rifugio la Foresta
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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 programme—gives you instant access to discounts with Member Prices on Penna hotels. Plus, you'll earn OneKeyCash™* 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$96 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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