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Aug 15 - Aug 16
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Aug 16 - Aug 17
Next weekend
Aug 21 - Aug 23
In two weeks
Aug 28 - Aug 30

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Our top choices for Penna hotels

1. Hotel Il Viandante

Hotel Il Viandante
Terranuova Bracciolini
United States
Michelle
¥15,701
¥20,945 total
includes taxes & fees
Sep 7 - Sep 8
Hotel Il Viandante

2. Moody smart & comfy Hotel

Moody smart & comfy Hotel
Terranuova Bracciolini
Italy
Maurizio
¥18,008
¥20,360 total
includes taxes & fees
Sep 7 - Sep 8
Moody smart & comfy Hotel

3. Hotel Valdarno

Hotel Valdarno
Montevarchi
United States
Emmanuel
¥17,995
¥19,795 total
includes taxes & fees
Aug 18 - Aug 19
Hotel Valdarno

4. Hotel Michelangelo

Hotel Michelangelo
Terranuova Bracciolini
United States
Sushil
¥17,372
¥19,659 total
includes taxes & fees
Aug 15 - Aug 16
Hotel Michelangelo

5. Delta Hotel

Delta Hotel
Montevarchi
United States
weixing
¥17,980
¥19,778 total
includes taxes & fees
Aug 25 - Aug 26
Delta Hotel

6. hotel toscana verde

hotel toscana verde
Pergine Valdarno
United States
Alessio
¥13,294
¥15,176 total
includes taxes & fees
Sep 14 - Sep 15
hotel toscana verde

7. Hotel Croce di Savoia

Hotel Croce di Savoia
Reggello
Italy
Massimo
¥8,275
¥10,022 total
includes taxes & fees
Aug 28 - Aug 29
Hotel Croce di Savoia

8. Palagina la cascina

Palagina la cascina
Figline e Incisa Valdarno
United States
Peter
¥8,955
¥10,218 total
includes taxes & fees
Aug 23 - Aug 24
Palagina la cascina

9. Hotel Tenuta Il Burchio

Hotel Tenuta Il Burchio
Figline e Incisa Valdarno
Netherlands
OY
¥13,743
¥15,669 total
includes taxes & fees
Aug 30 - Aug 31
Hotel Tenuta Il Burchio

10. Villa Casagrande Resort & SPA

Villa Casagrande Resort & SPA
Figline e Incisa Valdarno
United States
Jason
¥24,520
¥27,707 total
includes taxes & fees
Aug 23 - Aug 24
Villa Casagrande Resort & SPA

11. Hu Norcenni Girasole Village

Hu Norcenni Girasole Village
Figline e Incisa Valdarno
United States
Kalinka
¥15,438
¥17,533 total
includes taxes & fees
Aug 16 - Aug 17
Hu Norcenni Girasole Village

12. La Certosa di Pontignano

La Certosa di Pontignano
Castelnuovo Berardenga
United States
Edyta
¥10,709
¥13,251 total
includes taxes & fees
Sep 8 - Sep 9
La Certosa di Pontignano

13. Hotel Minerva

Hotel Minerva
Arezzo
United States
John
¥12,873
¥15,263 total
includes taxes & fees
Aug 30 - Aug 31
Hotel Minerva

14. Il Gentiluomo Hotel & SPA

Il Gentiluomo Hotel & SPA
Arezzo
United States
Luis Mauricio
¥11,519
¥13,774 total
includes taxes & fees
Aug 17 - Aug 18
Il Gentiluomo Hotel & SPA

15. Boutique Hotel Fox's Inn

Boutique Hotel Fox's Inn
San Giustino Valdarno
¥18,679
¥20,547 total
includes taxes & fees
Aug 23 - Aug 24
Boutique Hotel Fox's Inn

16. Chapter Chianti, a Member of Design Hotels

Chapter Chianti, a Member of Design Hotels
Cavriglia
United Kingdom
Samay
¥62,523
¥69,878 total
includes taxes & fees
Aug 20 - Aug 21
Chapter Chianti, a Member of Design Hotels

17. Fondaco del Moro

Fondaco del Moro
Civitella in Val di Chiana
Canada
Heather
¥13,055
¥14,360 total
includes taxes & fees
Sep 14 - Sep 15
Fondaco del Moro

18. B&B Country House Poggio del Drago

B&B Country House Poggio del Drago
Civitella in Val di Chiana
United States
Kristen
¥19,014
¥20,915 total
includes taxes & fees
Aug 30 - Aug 31
B&B Country House Poggio del Drago

19. Agriturismo San Sano

Agriturismo San Sano
Gaiole in Chianti
United States
Paula
¥22,300
¥25,266 total
includes taxes & fees
Aug 30 - Aug 31
Agriturismo San Sano

20. B&B Hotel Arezzo

B&B Hotel Arezzo
Arezzo
Italy
Marco
¥11,121
¥13,336 total
includes taxes & fees
Sep 14 - Sep 15
B&B Hotel Arezzo
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Top Penna Hotel Reviews

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 10 hours ago
Hotel Fattoria degli Usignoli
Villa Casagrande Resort & SPA

Villa Casagrande Resort & SPA

10/10 Excellent
"What a wonderful 3 night break at Villa Casagrande! My wife and I had a beautiful stay in this historic villa. There’s a little steep walk up to the pool and restaurant next to it which were perfect and where we spent most of our time relaxing and sunbathing with the view of the trees and the Tuscan mountains. The staff were incredible, so kind, quick to help and made our stay even more pleasant. We both had lovely massages and relaxed in the spa area and one evening did the historic tour and wine tasting which was exceptional. The guides and sommeliers were so knowledgeable and so lovely and the organic Chianti wines they produce are an absolute must to taste and buy. The hotel’s main restaurant was the best in Filigne (the local town) and the food was incredible. One of the nights we had a live musician who was fantastic. We had dinner twice there; mushroom tagliatelle, the lamb, the wild boar gnocchi and paccheri carbonara were to die for! It’s only 50 mins on the train to Florence which is one of our favourite cities to explore in one day and we picked this place especially because it’s only a 12 minute walk from the Filigne Valdarno station and avoids the need to hire a car. We went for the comfort room which was spacious and clean and the air con was great and important for us it had a powerful shower. We truly had a wonderful time and absolutely cannot wait to go back next year! Grazie Villa Casagrande!"
C 3-night trip
Posted 11 hours ago
Villa Casagrande Resort & SPA
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 3 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 8 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 10 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

More cheap stays in Penna

Hotel Chenno

Hotel Chenno

Via Don Lorenzo Boschi 29 Subbiano AR
¥7,523
¥8,275 total
Aug 27 - Aug 28
includes taxes & fees
Hotel Chenno
Villa Norcenni Aparthotel

Villa Norcenni Aparthotel

Via Norcenni 7 Figline e Incisa Valdarno FI
¥16,109
¥18,272 total
Aug 16 - Aug 17
includes taxes & fees
Villa Norcenni Aparthotel
Castello di Bossi

Castello di Bossi

Località Bossi Castelnuovo Berardenga SI
¥21,957
¥39,416 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

Where is the best place to stay in Penna?
Borgo Scopeto Wine & Country Relais, located 17 mi (27.4 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 La Certosa di Pontignano and Villa Pitiana. 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 an espresso maker. 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?
Borgo Scopeto Wine & Country Relais: Features 2 restaurants, 2 outdoor pools, and a full-service spa. Villa Pitiana and Castello di Spaltenna- Small Luxury Hotels of the World 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 Cantalici Winery 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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