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Check prices for these dates

Tonight
Sep 8 - Sep 9
Tomorrow
Sep 9 - Sep 10
This weekend
Sep 11 - Sep 13
Next weekend
Sep 18 - Sep 20

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Our top choices for Penna hotels

1. Moody smart & comfy Hotel

Moody smart & comfy Hotel
Terranuova Bracciolini
Italy
Maurizio
₩158,624
₩179,177 total
includes taxes & fees
Sep 19 - Sep 20
Moody smart & comfy Hotel

2. Dimora Casa Eugenia

Dimora Casa Eugenia
Loro Ciuffenna
United States
Shannon
₩182,285
₩200,513 total
includes taxes & fees
Sep 20 - Sep 21
Dimora Casa Eugenia

3. Hotel Il Viandante

Hotel Il Viandante
Terranuova Bracciolini
United States
Michelle
₩133,607
₩178,237 total
includes taxes & fees
Oct 7 - Oct 8
Hotel Il Viandante

4. Delta Hotel

Delta Hotel
Montevarchi
United States
weixing
₩166,296
₩182,925 total
includes taxes & fees
Sep 12 - Sep 13
Delta Hotel

5. Hotel Valdarno

Hotel Valdarno
Montevarchi
United States
Emmanuel
₩166,365
₩183,008 total
includes taxes & fees
Oct 7 - Oct 8
Hotel Valdarno

6. Hotel Le Capanne

Hotel Le Capanne
Arezzo
United States
Georg
₩175,945
₩202,921 total
includes taxes & fees
Sep 16 - Sep 17
Hotel Le Capanne

7. La Certosa di Pontignano

La Certosa di Pontignano
Castelnuovo Berardenga
United States
Malena
₩181,034
₩211,650 total
includes taxes & fees
Sep 30 - Oct 1
La Certosa di Pontignano

8. Hotel Toscana

Hotel Toscana
Figline e Incisa Valdarno
United States
Anonymous traveler
₩178,234
₩198,402 total
includes taxes & fees
Sep 11 - Sep 12
Hotel Toscana

9. B&B Country House Poggio del Drago

B&B Country House Poggio del Drago
Civitella in Val di Chiana
United States
Kristen
₩179,829
₩197,811 total
includes taxes & fees
Sep 10 - Sep 11
B&B Country House Poggio del Drago

10. Hotel Michelangelo

Hotel Michelangelo
Terranuova Bracciolini
United States
Sushil
₩139,289
₩157,909 total
includes taxes & fees
Oct 1 - Oct 2
Hotel Michelangelo

11. Hotel Minerva

Hotel Minerva
Arezzo
United States
John
₩142,197
₩165,802 total
includes taxes & fees
Sep 13 - Sep 14
Hotel Minerva

12. Fondaco del Moro

Fondaco del Moro
Civitella in Val di Chiana
Canada
Heather
₩113,848
₩125,233 total
includes taxes & fees
Sep 17 - Sep 18
Fondaco del Moro

13. Hotel Fattoria degli Usignoli

Hotel Fattoria degli Usignoli
Reggello
Sweden
Oscar
₩133,691
₩158,004 total
includes taxes & fees
Sep 26 - Sep 27
Hotel Fattoria degli Usignoli

14. Hotel Tenuta Il Burchio

Hotel Tenuta Il Burchio
Figline e Incisa Valdarno
Netherlands
OY
₩130,913
₩146,349 total
includes taxes & fees
Sep 13 - Sep 14
Hotel Tenuta Il Burchio

15. Palagina la Dimora

Palagina la Dimora
Figline e Incisa Valdarno
Canada
Tarek
₩115,128
₩129,768 total
includes taxes & fees
Sep 15 - Sep 16
Palagina la Dimora

16. Etrusco Arezzo Hotel, Sure Hotel Collection by Best Western

Etrusco Arezzo Hotel, Sure Hotel Collection by Best Western
Arezzo
United States
aly
₩128,703
₩150,958 total
includes taxes & fees
Sep 27 - Sep 28
Etrusco Arezzo Hotel, Sure Hotel Collection by Best Western

17. Villa Casagrande Resort & SPA

Villa Casagrande Resort & SPA
Figline e Incisa Valdarno
United States
Jason
₩221,925
₩247,249 total
includes taxes & fees
Sep 27 - Sep 28
Villa Casagrande Resort & SPA

18. Palagina la cascina

Palagina la cascina
Figline e Incisa Valdarno
United States
Peter
₩89,544
₩100,061 total
includes taxes & fees
Sep 21 - Sep 22
Palagina la cascina

19. Villa Barberino

Villa Barberino
Meleto
Singapore
Natasa
₩204,418
₩224,859 total
includes taxes & fees
Oct 1 - Oct 2
Villa Barberino

20. Castello Vicchiomaggio

Castello Vicchiomaggio
Greve in Chianti
Canada
Maryse
₩237,642
₩261,406 total
includes taxes & fees
Sep 29 - Sep 30
Castello Vicchiomaggio
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Top Penna Hotel Reviews

Villa Il Palagio

Villa Il Palagio

10/10 Excellent
"Great loved everything thank you!"
Amber 2-night trip
Posted 16 hours ago
Villa Il Palagio
Hotel Continentale

Hotel Continentale

8/10 Good
"Great location! Lovely rooftop terrace. No restaurant option on the property. Continental breakfast available. Bar service sporadic. Our power went out one day, but they were able to quickly fix."
Melody 4-night trip
Posted 18 hours ago
Hotel Continentale
Villa Le Barone

Villa Le Barone

10/10 Excellent
"We had a wonderful stay here! The room was very clean and comfortable, and the staff was incredibly helpful, friendly, and welcoming. The location was perfect, and we especially loved the self-service beverage area — such a thoughtful and convenient touch. The owner was super friendly and took the time to come over and talk with us. He was a perfect gentleman and made us feel genuinely welcome. Our only regret is that we could stay for just one night\! We truly enjoyed our time here and would definitely come back again. Highly recommended."
Anouphap 1-night trip
Posted 1 day ago
Villa Le Barone
Castello Vicchiomaggio

Castello Vicchiomaggio

10/10 Excellent
"Very nice place in the heart of Chianti Pool and premises are extraordinary"
Maryse 3-night trip
Posted 1 day ago
Castello Vicchiomaggio
Borgo San Felice Resort

Borgo San Felice Resort

10/10 Excellent
"An unforgettable stay in Tuscany!** Our stay at Borgo San Felice was truly incredible from beginning to end. From the moment our private driver picked us up at the train station and brought us through the beautiful Tuscan countryside to the resort, everything felt seamless and special. The property itself is absolutely breathtaking pictures truly don’t do it justice. We enjoyed dinner on the property, a wonderful couples massage, a private wine tour and tasting, and a relaxing pool day. We especially loved the live piano music in the evenings; it added such a romantic and elegant touch to the entire experience. The service was one of the highlights of our stay. A special shout-out to **Herman at the pool**, who was always attentive and completely on point with everything we needed. We also had an amazing experience at **Poggio Rosso**, where **Matia provided top-notch service** and made our Michelin-starred dinner feel even more memorable. Every detail from the beautiful grounds and peaceful atmosphere to the food, wine, spa, and exceptional hospitality—made our time here unforgettable. Borgo San Felice gave us exactly the Tuscany experience we were hoping for and more. We absolutely loved our stay and would return in a heartbeat. Highly recommend! 🇮🇹🍷✨"
Yael 2-night trip
Posted 2 days ago
Borgo San Felice Resort
Dievole Wine Resort

Dievole Wine Resort

10/10 Excellent
"Amazing hotel with the most unreal views. Staff were super friendly. Would definitely recommend!"
Tia 3-night trip
Posted 4 days ago
Dievole Wine Resort
Hu Norcenni Girasole Village

Hu Norcenni Girasole Village

10/10 Excellent
"Amazing venue , lots of kids entertainment. Lots of facilities- shops restaurants. Splash parks were brilliant. Highly recommended."
Katie 6-night trip
Posted 5 days ago
Hu Norcenni Girasole Village
Hotel Villa Campomaggio

Hotel Villa Campomaggio

10/10 Excellent
"Beautiful hotel room and location, definitely recommend!"
Krishna 2-night trip
Posted 5 days ago
Hotel Villa Campomaggio
Borgo Scopeto Wine & Country Relais

Borgo Scopeto Wine & Country Relais

10/10 Excellent
"Such a beautiful and quiet property. The staff were so friendly and accommodating. The food and drinks were delicious and we enjoyed the spa as well!"
Hannah 3-night trip
Posted 6 days ago
Borgo Scopeto Wine & Country Relais

More cheap stays in Penna

Hotel Chenno

Hotel Chenno

Via Don Lorenzo Boschi 29 Subbiano AR
₩63,961
₩75,046 total
Sep 9 - Sep 10
includes taxes & fees
Hotel Chenno
Villa Norcenni Aparthotel

Villa Norcenni Aparthotel

Via Norcenni 7 Figline e Incisa Valdarno FI
₩80,909
₩91,345 total
Sep 9 - Sep 10
includes taxes & fees
Villa Norcenni Aparthotel
Castello di Bossi

Castello di Bossi

Località Bossi Castelnuovo Berardenga SI
₩137,269
₩280,822 total
Sep 13 - Sep 14
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

Where is the best place to stay in Penna?
La Certosa di Pontignano, located 18.5 mi (29.8 km) from the heart of Penna, is a top choice for your stay based on our traveler data. Other good choices for your trip to the area are Villa Pitiana and Castello di Spaltenna- Small Luxury Hotels of the World. See all available top hotels, or vacation rentals in Penna.
What are some of the best vacation rentals in Penna?
Borgo Argiano: Visitors like this Penna vacation home rental. It is located on a river and has a balcony, a terrace, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and kitchenware. You can relax into your vacation with a garden and a library. See all vacation rentals in Penna.
If I need to cancel my hotel reservation in Penna, will I receive a refund?
Yes! You'll find that most hotel reservations are refundable if you cancel prior to the hotel's cancellation deadline, which is usually within 24-48 hours of check in. If you have a non-refundable reservation, you might be able to cancel it and receive a refund within 24 hours of your booking. Filter your search by fully refundable to find flexible hotel deals in Penna.
Where can I learn more about changing or cancelling my trip to Penna?
For additional details about rescheduling or cancelling your trip to Penna, head over to our customer service page.
What's the best pet-friendly hotel in Penna?
Break House Hotel is a top hotel for people traveling with their pets, and offers a restaurant and free WiFi for its human guests. See more pet-friendly hotel accommodations in Penna.
What are some hotels with pools in Penna?
Villa Pitiana: Offers a children's pool, a seasonal outdoor pool, and a rooftop terrace. Castello di Spaltenna- Small Luxury Hotels of the World and Borgo Scopeto Wine & Country Relais are two additional hotels with an onsite pool. View all hotels with pools in Penna.
What's it like staying in Penna?
Travelers to Penna will find plenty to explore and enjoy. In Penna, there are 12 hotels and other accommodations to choose from. Find out more about Penna.
What should I see while I'm in Penna?
Places to visit in the wider area include Croce del Pratomagno, Fattoria La Vialla, and Badia a Coltibuono. You'll also find Castello di Albola and Abbazia di Vallombrosa in the area. Check out what more to see and do in Expedia's Penna guide.
What's the weather like in Penna?
The hottest months are usually August and July with an average temp of 71°F, while the coldest months are January and February with an average of 42°F. Average annual precipitation for Penna is 36 inches.

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