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Check prices for these dates

Tonight
14 Aug - 15 Aug
Tomorrow
15 Aug - 16 Aug
This weekend
14 Aug - 16 Aug
Next weekend
21 Aug - 23 Aug

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Our top choices for Penna hotels

1. Hotel Il Viandante

Hotel Il Viandante
Terranuova Bracciolini
United States
Michelle
AU$177
includes taxes & fees
16 Aug - 17 Aug
Hotel Il Viandante

2. Moody smart & comfy Hotel

Moody smart & comfy Hotel
Terranuova Bracciolini
Italy
Maurizio
AU$181
includes taxes & fees
30 Aug - 31 Aug
Moody smart & comfy Hotel

3. Hotel Valdarno

Hotel Valdarno
Montevarchi
United States
Emmanuel
AU$174
includes taxes & fees
22 Aug - 23 Aug
Hotel Valdarno

4. Hotel Michelangelo

Hotel Michelangelo
Terranuova Bracciolini
United States
Sushil
AU$175
includes taxes & fees
15 Aug - 16 Aug
Hotel Michelangelo

5. Delta Hotel

Delta Hotel
Montevarchi
United States
weixing
AU$178
includes taxes & fees
20 Aug - 21 Aug
Delta Hotel

6. hotel toscana verde

hotel toscana verde
Pergine Valdarno
United States
Alessio
AU$138
includes taxes & fees
14 Sept - 15 Sept
hotel toscana verde

7. Casale La Gora

Casale La Gora
Figline e Incisa Valdarno
United States
Caleb
AU$184
includes taxes & fees
23 Aug - 24 Aug
Casale La Gora

8. Villa Casagrande Resort & SPA

Villa Casagrande Resort & SPA
Figline e Incisa Valdarno
United States
Jason
AU$246
includes taxes & fees
23 Aug - 24 Aug
Villa Casagrande Resort & SPA

9. Villa Barberino

Villa Barberino
Meleto
Singapore
Natasa
AU$275
includes taxes & fees
30 Aug - 31 Aug
Villa Barberino

10. Il Borro - Relais & Châteaux

Il Borro - Relais & Châteaux
Loro Ciuffenna
United States
Nichole
AU$869
includes taxes & fees
27 Aug - 28 Aug
Il Borro - Relais & Châteaux

11. Palagina la cascina

Palagina la cascina
Figline e Incisa Valdarno
United States
Peter
AU$91
includes taxes & fees
23 Aug - 24 Aug
Palagina la cascina

12. B&B Country House Poggio del Drago

B&B Country House Poggio del Drago
Civitella in Val di Chiana
United States
Kristen
AU$186
includes taxes & fees
30 Aug - 31 Aug
B&B Country House Poggio del Drago

13. Boutique Hotel Fox's Inn

Boutique Hotel Fox's Inn
San Giustino Valdarno
AU$183
includes taxes & fees
23 Aug - 24 Aug
Boutique Hotel Fox's Inn

14. Chapter Chianti, a Member of Design Hotels

Chapter Chianti, a Member of Design Hotels
Cavriglia
United Kingdom
Samay
AU$620
includes taxes & fees
24 Aug - 25 Aug
Chapter Chianti, a Member of Design Hotels

15. Hotel Tenuta Il Burchio

Hotel Tenuta Il Burchio
Figline e Incisa Valdarno
Netherlands
OY
AU$139
includes taxes & fees
30 Aug - 31 Aug
Hotel Tenuta Il Burchio

16. Palagina la Dimora

Palagina la Dimora
Figline e Incisa Valdarno
Canada
Tarek
AU$99
includes taxes & fees
1 Sept - 2 Sept
Palagina la Dimora

17. Il Verreno

Il Verreno
Ambra
United Kingdom
Ji Young
AU$408
includes taxes & fees
23 Aug - 24 Aug
Il Verreno

18. Villa Rigacci

Villa Rigacci
Reggello
United States
Samantha
AU$261
includes taxes & fees
23 Aug - 24 Aug
Villa Rigacci

19. Badia a Coltibuono

Badia a Coltibuono
Gaiole in Chianti
United States
Thomas
AU$305
includes taxes & fees
19 Aug - 20 Aug
Badia a Coltibuono

20. Villa Sassolini Country Boutique Hotel

Villa Sassolini Country Boutique Hotel
Montevarchi
United Kingdom
Peter
AU$437
includes taxes & fees
16 Aug - 17 Aug
Villa Sassolini Country Boutique Hotel
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Top Penna Hotel Reviews

Recent Reviews in Penna

Hotel Villa Campomaggio

Hotel Villa Campomaggio

10/10 Excellent
"A beautiful property. It would be nice if there were more food options and pool service."
Gregory 2-night trip
Posted 2 days ago
Hotel Villa Campomaggio
Belvedere di San Leonino

Belvedere di San Leonino

10/10 Excellent
"The most beautiful and breathtaking place to stay. The staff were lovely, the rooms were quiet, the views were exceptional. The breakfast was perfect. Idyllic!"
Jess 3-night trip
Posted 3 days ago
Belvedere di San Leonino
Hu Norcenni Girasole Village

Hu Norcenni Girasole Village

10/10 Excellent
"Two large pool sites. Helpful staff. Lots of entertainment. Restaurant options and a well stocked reasonably priced food market."
Katie 5-night trip
Posted 7 days ago
Hu Norcenni Girasole Village
Borgo Scopeto Wine & Country Relais

Borgo Scopeto Wine & Country Relais

10/10 Excellent
"We spent a wonderful week at Borgo Scopeto and thoroughly enjoyed every minute. It has everything you'd hope for from a luxury Tuscan retreat: beautiful historic buildings, immaculately kept grounds, and a peaceful atmosphere full of character. The staff were warm, attentive and genuinely welcoming without ever feeling intrusive, and the food was consistently excellent. One of the biggest advantages is its location. Siena is only a short drive away - you can even see the city's campanile while having breakfast - so it was easy to combine days by the pool with exploring one of Tuscany's most beautiful cities (and, inevitably, a bit of shopping to keep our teenage daughter happy). A fantastic place to stay, and one we'd happily recommend."
Nicholas 7-night trip
Posted 9 days ago
Borgo Scopeto Wine & Country Relais
Castello di Spaltenna- Small Luxury Hotels of the World

Castello di Spaltenna- Small Luxury Hotels of the World

10/10 Excellent
"Just an amazing overall experience, super welcoming and hospitable staff. Vacationing in an estate that is 1100 years old makes it even more memorable. Thank you Spaltena"
Ashley 2-night trip
Posted 10 days ago
Castello di Spaltenna- Small Luxury Hotels of the World
La Certosa di Pontignano

La Certosa di Pontignano

10/10 Excellent
"Great property with unique setting being an old monastery. We thought we had booked a room with A/C but there wasn’t. They moved us to a room with A/C at no additional cost."
Frederic 4-night trip
Posted 10 days ago
La Certosa di Pontignano
Hotel Continentale

Hotel Continentale

8/10 Good
"The most prominent feature of this hotel is the terrace, what a fabulous view! The staff were very helpful and friendly, showing the Gym which is slightly hidden away behind the bar and the large relaxing public lounge. There is a wide offer for breakfast in a large room which I think is underused. It would for instance be a great place for a reception or other formal gathering."
Karl 2-night trip
Posted 1 month ago
Hotel Continentale
Hotel Fattoria degli Usignoli

Hotel Fattoria degli Usignoli

10/10 Excellent
"This has been our summer refuge for 3 years, we love the location, staff, amenities. perfect!!!!"
Antonio 1-night trip
Posted 2 months ago
Hotel Fattoria degli Usignoli
Villa Casagrande Resort & SPA

Villa Casagrande Resort & SPA

10/10 Excellent
"If you are thinking of staying anywhere else in toscana…DON’T! This was the most amazing stay. We extended our stay because it was so beautiful and full of history. The amenities are also wonderful!"
Blake 2-night trip
Posted 2 months ago
Villa Casagrande Resort & SPA

More cheap accommodation in Penna

Hotel Chenno

Hotel Chenno

Via Don Lorenzo Boschi 29 Subbiano AR
AU$73
27 Aug - 28 Aug
includes taxes & fees
Hotel Chenno
Villa Norcenni Aparthotel

Villa Norcenni Aparthotel

Via Norcenni 7 Figline e Incisa Valdarno FI
AU$162
16 Aug - 17 Aug
includes taxes & fees
Villa Norcenni Aparthotel
Castello di Bossi

Castello di Bossi

Località Bossi Castelnuovo Berardenga SI
AU$350
8 Sept - 9 Sept
includes taxes & fees
Castello di Bossi
Castello di Pratelli

Castello di Pratelli

Via Di Pratelli 1/a Figline e Incisa Valdarno FI
Get rates
9.2/10 Wonderful! (5 reviews)
Castello di Pratelli
Agriturismo I Bonsi

Agriturismo I Bonsi

VIA BONSI Reggello FI
Get ratesAgriturismo I Bonsi
Tenuta La Pieve Casale Presciano

Tenuta La Pieve Casale Presciano

Via di Migliari Pergine Valdarno AR
Get ratesTenuta La Pieve Casale Presciano

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, though it depends on the cancellation policy of your booking. Most bookings are refundable if cancelled within 24-48 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 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 AU$73 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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