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Sep 1 - Sep 2
Tomorrow
Sep 2 - Sep 3
This weekend
Sep 4 - Sep 6
Next weekend
Sep 11 - Sep 13

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Our top choices for Penna hotels

1. Moody smart & comfy Hotel

Moody smart & comfy Hotel
Terranuova Bracciolini
Italy
Maurizio
CA $154
CA $174 total
includes taxes & fees
Oct 2 - Oct 3
Moody smart & comfy Hotel

2. Hotel Valdarno

Hotel Valdarno
Montevarchi
United States
Emmanuel
CA $151
CA $166 total
includes taxes & fees
Oct 2 - Oct 3
Hotel Valdarno

3. Hotel Il Viandante

Hotel Il Viandante
Terranuova Bracciolini
United States
Michelle
CA $136
CA $182 total
includes taxes & fees
Sep 14 - Sep 15
Hotel Il Viandante

4. Dimora Casa Eugenia

Dimora Casa Eugenia
Loro Ciuffenna
United States
Shannon
CA $167
CA $184 total
includes taxes & fees
Oct 2 - Oct 3
Dimora Casa Eugenia

5. Hotel Michelangelo

Hotel Michelangelo
Terranuova Bracciolini
United States
Sushil
CA $143
CA $163 total
includes taxes & fees
Oct 1 - Oct 2
Hotel Michelangelo

6. Delta Hotel

Delta Hotel
Montevarchi
United States
weixing
CA $152
CA $168 total
includes taxes & fees
Oct 2 - Oct 3
Delta Hotel

7. Villa Casagrande Resort & SPA

Villa Casagrande Resort & SPA
Figline e Incisa Valdarno
United States
Jason
CA $229
CA $255 total
includes taxes & fees
Sep 27 - Sep 28
Villa Casagrande Resort & SPA

8. Palagina la Dimora

Palagina la Dimora
Figline e Incisa Valdarno
Canada
Tarek
CA $93
CA $105 total
includes taxes & fees
Sep 13 - Sep 14
Palagina la Dimora

9. B&B Country House Poggio del Drago

B&B Country House Poggio del Drago
Civitella in Val di Chiana
United States
Kristen
CA $146
CA $161 total
includes taxes & fees
Sep 6 - Sep 7
B&B Country House Poggio del Drago

10. Casale La Gora

Casale La Gora
Figline e Incisa Valdarno
United States
Caleb
CA $166
CA $185 total
includes taxes & fees
Sep 18 - Sep 19
Casale La Gora

11. Palagina la cascina

Palagina la cascina
Figline e Incisa Valdarno
United States
Peter
CA $104
CA $116 total
includes taxes & fees
Sep 3 - Sep 4
Palagina la cascina

12. Chapter Chianti, a Member of Design Hotels

Chapter Chianti, a Member of Design Hotels
Cavriglia
United Kingdom
Samay
CA $547
CA $612 total
includes taxes & fees
Sep 13 - Sep 14
Chapter Chianti, a Member of Design Hotels

13. Villa Sassolini Country Boutique Hotel

Villa Sassolini Country Boutique Hotel
Montevarchi
United Kingdom
Peter
CA $371
CA $409 total
includes taxes & fees
Sep 2 - Sep 3
Villa Sassolini Country Boutique Hotel

14. Borgo Iesolana Country Retreat

Borgo Iesolana Country Retreat
Bucine
Italy
costanza
CA $321
CA $360 total
includes taxes & fees
Sep 7 - Sep 8
Borgo Iesolana Country Retreat

15. Badia a Coltibuono

Badia a Coltibuono
Gaiole in Chianti
United States
Thomas
CA $315
CA $360 total
includes taxes & fees
Sep 6 - Sep 7
Badia a Coltibuono

16. Hotel Tenuta Il Burchio

Hotel Tenuta Il Burchio
Figline e Incisa Valdarno
Netherlands
OY
CA $123
CA $138 total
includes taxes & fees
Sep 9 - Sep 10
Hotel Tenuta Il Burchio

17. Il Verreno

Il Verreno
Ambra
Canada
Minna
CA $376
CA $420 total
includes taxes & fees
Sep 23 - Sep 24
Il Verreno

18. Villa Rigacci

Villa Rigacci
Reggello
United States
Thomas
CA $209
CA $241 total
includes taxes & fees
Sep 30 - Oct 1
Villa Rigacci

19. Viesca Toscana Suites & Villas

Viesca Toscana Suites & Villas
Reggello
United States
Jessica
CA $514
CA $569 total
includes taxes & fees
Sep 27 - Sep 28
Viesca Toscana Suites & Villas

20. Il Borro - Relais & Châteaux

Il Borro - Relais & Châteaux
Loro Ciuffenna
United States
Nichole
CA $989
CA $1,088 total
includes taxes & fees
Oct 1 - Oct 2
Il Borro - Relais & Châteaux
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Top Penna Hotel Reviews

La Certosa di Pontignano

La Certosa di Pontignano

10/10 Excellent
"Beautiful place, very quiet, in love with gardens"
Malena 1-night trip
Posted 23 hours ago
La Certosa di Pontignano
Villa Pitiana

Villa Pitiana

10/10 Excellent
"Lovely room and gorgeous location. Best to have a car when coming as it is far away from major areas. Lots of in-house facilities and walks. Good for a relaxing break. We enjoyed family holiday, with visits to the pool and easy drive to Florence."
Rahul 2-night trip
Posted 4 days ago
Villa Pitiana
Borgo Scopeto Wine & Country Relais

Borgo Scopeto Wine & Country Relais

10/10 Excellent
"This is a very special Tuscan style hotel in the beautiful countryside surrounded by vineyards and olive groves. The staff were excellent, special mention goes to Elisa ,and the food was amazing. My only feedback, if you pay for a treatment the other spa facilities should be included. Also, the gym is very small but let's I wasn't there to train."
Matthew 5-night trip
Posted 6 days ago
Borgo Scopeto Wine & Country Relais
Castello Vicchiomaggio

Castello Vicchiomaggio

10/10 Excellent
"Staff was incredibly friendly, rooms very clean and were cleaned every day, and the property is amazing! The restaurant had such great food with a nice atmosphere as well! Highly recommend staying here!"
Eric 5-night trip
Posted 8 days ago
Castello Vicchiomaggio
Palagina la Dimora

Palagina la Dimora

10/10 Excellent
"Beautiful to stay in the main house. The breakfasts were great to start the day - really enjoyed sitting around the pool, nice and peaceful with amazing view. Rooms were comfortable. Easy to get out and try local restaurants and visit other places. Only think for us is it could do with a gym - if you're onsite all day, this would have just made the place perfect."
Mark 5-night trip
Posted 9 days ago
Palagina la Dimora
Villa Casagrande Resort & SPA

Villa Casagrande Resort & SPA

10/10 Excellent
"Incredible property, steeped in history. The rooms are beautifully traditional and the staff incredibly friendly. A beautiful place to unwind for a few days in Tuscany! We would re-book in a heartbeat."
Natasha 4-night trip
Posted 9 days ago
Villa Casagrande Resort & SPA
Hotel Villa Campomaggio

Hotel Villa Campomaggio

10/10 Excellent
"This property is amazing! The views are absolutely breathtaking, and the food is delicious. I highly recommend it. It’s also a fantastic choice for families, as the staff are incredibly accommodating and welcoming toward children."
Stacey 2-night trip
Posted 10 days ago
Hotel Villa Campomaggio
Hotel Fattoria degli Usignoli

Hotel Fattoria degli Usignoli

10/10 Excellent
"Gorgeous place, amazing views. They overbooked dinner and we had a wait of 2 hours for our food to come out. Pool was amazing and there was two to choose from, one looked quieter. Main part of the building is 15th century, which was beautiful. Easy to find with google maps NOT Apple Maps. Plenty of parking."
Ant 1-night trip
Posted 3 weeks ago
Hotel Fattoria degli Usignoli
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 weeks ago
Belvedere di San Leonino

More cheap stays in Penna

Hotel Chenno

Hotel Chenno

Via Don Lorenzo Boschi 29 Subbiano AR
CA $66
CA $77 total
Sep 2 - Sep 3
includes taxes & fees
Hotel Chenno
Villa Norcenni Aparthotel

Villa Norcenni Aparthotel

Via Norcenni 7 Figline e Incisa Valdarno FI
CA $156
CA $174 total
Sep 2 - Sep 3
includes taxes & fees
Villa Norcenni Aparthotel
Castello di Bossi

Castello di Bossi

Località Bossi Castelnuovo Berardenga SI
CA $146
CA $294 total
Sep 8 - Sep 9
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 canceled 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 much is the nightly rate at a Penna hotel?
Prices for hotels in Penna often vary, but you can find a great deal from CA $77 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 the cheapest rate.

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