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Check prices for these dates

Tonight
20 Sept - 21 Sept
Tomorrow
21 Sept - 22 Sept
Next weekend
25 Sept - 27 Sept
In two weeks
2 Oct - 4 Oct

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Our top choices for Penna hotels

1. Moody smart & comfy Hotel

Moody smart & comfy Hotel
Terranuova Bracciolini
Belgium
Rocco
NZ$225
includes taxes & fees
27 Sept - 28 Sept
Moody smart & comfy Hotel

2. Agriturismo Antico Borgo Poggitazzi

Agriturismo Antico Borgo Poggitazzi
Terranuova Bracciolini
United States
Michael
NZ$197
includes taxes & fees
21 Sept - 22 Sept
Agriturismo Antico Borgo Poggitazzi

3. Hotel Il Viandante

Hotel Il Viandante
Terranuova Bracciolini
United States
Michelle
NZ$215
includes taxes & fees
5 Oct - 6 Oct
Hotel Il Viandante

4. Hotel Valdarno

Hotel Valdarno
Montevarchi
United States
Emmanuel
NZ$230
includes taxes & fees
21 Sept - 22 Sept
Hotel Valdarno

5. Hotel Michelangelo

Hotel Michelangelo
Terranuova Bracciolini
United States
Sushil
NZ$203
includes taxes & fees
1 Oct - 2 Oct
Hotel Michelangelo

6. Villa Barberino

Villa Barberino
Meleto
Singapore
Natasa
NZ$283
includes taxes & fees
7 Oct - 8 Oct
Villa Barberino

7. Delta Hotel

Delta Hotel
Montevarchi
United States
weixing
NZ$253
includes taxes & fees
21 Sept - 22 Sept
Delta Hotel

8. Chapter Chianti, a Member of Design Hotels

Chapter Chianti, a Member of Design Hotels
Cavriglia
United Kingdom
Samay
NZ$542
includes taxes & fees
7 Oct - 8 Oct
Chapter Chianti, a Member of Design Hotels

9. Villa Casagrande Resort & SPA

Villa Casagrande Resort & SPA
Figline e Incisa Valdarno
United States
Jason
NZ$257
includes taxes & fees
30 Sept - 1 Oct
Villa Casagrande Resort & SPA

10. Hotel Toscana

Hotel Toscana
Figline e Incisa Valdarno
United States
Anonymous traveller
NZ$255
includes taxes & fees
25 Sept - 26 Sept
Hotel Toscana

11. Il Borro - Relais & Châteaux

Il Borro - Relais & Châteaux
Loro Ciuffenna
United States
Nichole
NZ$1,195
includes taxes & fees
18 Oct - 19 Oct
Il Borro - Relais & Châteaux

12. B&B Country House Poggio del Drago

B&B Country House Poggio del Drago
Civitella in Val di Chiana
United States
Kristen
NZ$217
includes taxes & fees
21 Sept - 22 Sept
B&B Country House Poggio del Drago

13. Il Gentiluomo Hotel & SPA

Il Gentiluomo Hotel & SPA
Arezzo
United States
Luis Mauricio
NZ$139
includes taxes & fees
27 Sept - 28 Sept
Il Gentiluomo Hotel & SPA

14. Il Verreno

Il Verreno
Ambra
Canada
Minna
NZ$442
includes taxes & fees
12 Oct - 13 Oct
Il Verreno

15. Viesca Toscana Suites & Villas

Viesca Toscana Suites & Villas
Reggello
United States
Noelle
NZ$411
includes taxes & fees
17 Oct - 18 Oct
Viesca Toscana Suites & Villas

16. Fondaco del Moro

Fondaco del Moro
Civitella in Val di Chiana
Canada
Heather
NZ$135
includes taxes & fees
21 Sept - 22 Sept
Fondaco del Moro

17. Palagina la cascina

Palagina la cascina
Figline e Incisa Valdarno
Canada
Emma
NZ$135
includes taxes & fees
21 Sept - 22 Sept
Palagina la cascina

18. Castello di Tornano Wine Resort

Castello di Tornano Wine Resort
Gaiole in Chianti
Sweden
Sanja
NZ$310
includes taxes & fees
19 Oct - 20 Oct
Castello di Tornano Wine Resort

19. Badia a Coltibuono

Badia a Coltibuono
Gaiole in Chianti
United States
Thomas
NZ$338
includes taxes & fees
21 Oct - 22 Oct
Badia a Coltibuono

20. Boutique Hotel Fox's Inn

Boutique Hotel Fox's Inn
San Giustino Valdarno
NZ$182
includes taxes & fees
21 Sept - 22 Sept
Boutique Hotel Fox's Inn
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Top Penna Hotel Reviews

Recent Reviews in Penna

Relais Vignale & Spa

Relais Vignale & Spa

10/10 Excellent
"Beautiful small medieval town with castle and narrow streets. Close to wineries but not much else to do….location is very beautiful on top of hill."
mark 1-night trip
Posted 1 day ago
Relais Vignale & Spa
Borgo Scopeto Wine & Country Relais

Borgo Scopeto Wine & Country Relais

10/10 Excellent
"This resort was simply beautiful! We stayed in the grand room as there were 5 of us, and it was much bigger than I expected! Three bedrooms, 3 washrooms, huge living room - it was great! As we had 2 kids, we had to use the family pool, which was conveniently close to our room. No bar at the pool, but there was a QR code to order drinks and food. There were towels at the pool as well. The staff were very kind and helpful. We appreciated the welcome gift of wine, juice, and snacks too! The breakfast buffet was lovely with lots of variety of hot and cold items. Would highly recommend this resort."
Geeta 1-night trip
Posted 2 days ago
Borgo Scopeto Wine & Country Relais
Belvedere di San Leonino

Belvedere di San Leonino

10/10 Excellent
"Authentic old Italian lodge."
Els 2-night trip
Posted 2 days ago
Belvedere di San Leonino
Castello Vicchiomaggio

Castello Vicchiomaggio

10/10 Excellent
"very nice historic hotel with great views of the country side and great atmphere. Room size and ammenities were wonderful. The breakfeast was great. Restaurant was nice with historic dishes. Only down side was the gluten and nut free options were limited...mainly for gluten sufferers, since the only gluten free pasta is Penne, which is not great for all dishes and frustratingsince Italy produces a very large variety of great gluten free pasta shapes. Also, my travel partner and I did the same pasta, one gluten free (penne) and one not gluten free. The non-gluten-free pasta came beautifully presented, while the gluten-free pasta came like it was thrown together last minute… like as if you were sitting at your own kitchen table. Impression given with the dinner is that people with allergies, are more a bit of a bother, and the typical mission in Italy, to give visitors an excellent culinary experience, is more less abandoned for people with allergies. that said, accommodating allergies is very difficult these days and at least the menu was clear about which foods contain which allergens."
edward 2-night trip
Posted 2 days ago
Castello Vicchiomaggio
Palagina la Dimora

Palagina la Dimora

8/10 Good
"Nice property to relax. Pool is nice. Breakfast is meh but works. Room was spacious although felt outdated and lacking lighting. Some staff were very helpful while some could have been more friendly."
Rayvant 1-night trip
Posted 3 days ago
Palagina la Dimora
La Certosa di Pontignano

La Certosa di Pontignano

10/10 Excellent
"Magical place! We loved jazz night and the amazing wine paired dinner. Fantastic place!"
Roberto 2-night trip
Posted 4 days ago
La Certosa di Pontignano
Castello di Spaltenna- Small Luxury Hotels of the World

Castello di Spaltenna- Small Luxury Hotels of the World

10/10 Excellent
"The experience was exceptional, the dinners in both restaurants on site were spectacular. The staff was amazing, friendly, and made our stay very memorable. We are planning to return soon."
David 3-night trip
Posted 5 days ago
Castello di Spaltenna- Small Luxury Hotels of the World
Il Gentiluomo Hotel & SPA

Il Gentiluomo Hotel & SPA

10/10 Excellent
"Everything was OK. Clean room, helpfull staff. Excellent breakfast."
Grzegorz 1-night trip
Posted 7 days ago
Il Gentiluomo Hotel & SPA
Borgo Vescine

Borgo Vescine

10/10 Excellent
"⭐️⭐️⭐️⭐️⭐️ We genuinely did not want to leave Borgo Vescine was everything we hoped a stay in Tuscany would be. The property is absolutely stunning, incredibly peaceful, and so beautifully cared for that once we arrived, we honestly didn’t want to leave. What made the experience even more special was the staff. Everyone we encountered was warm, welcoming and genuinely delightful. The hospitality never felt forced or overly formal. We simply felt very well taken care of throughout our stay. We had dinner at the property and the restaurant was excellent, which made staying in for the evening an easy decision. Breakfast was included with our stay and was such a delicious treat each morning. Being able to wake up somewhere this beautiful, have a wonderful breakfast and then simply enjoy the property was exactly the kind of Tuscan experience we were looking for. The grounds themselves are gorgeous and meticulously maintained, with beautiful views and so many quiet little areas to sit and take everything in. Despite everything the property offers, it still feels serene, intimate and wonderfully quiet. Borgo Vescine is the kind of place that makes you reconsider whatever plans you had for the day because you would rather just stay there. One of our favorite stays in Tuscany and a property I would happily return to. Highly recommend."
Nadege 1-night trip
Posted 10 days ago
Borgo Vescine

More cheap accommodation in Penna

Hotel Chenno

Hotel Chenno

Via Don Lorenzo Boschi 29 Subbiano AR
NZ$96
21 Sept - 22 Sept
includes taxes & fees
Hotel Chenno
Castello di Bossi

Castello di Bossi

Località Bossi Castelnuovo Berardenga SI
NZ$334
20 Oct - 21 Oct
includes taxes & fees
Castello di Bossi
Villa Norcenni Aparthotel

Villa Norcenni Aparthotel

Via Norcenni 7 Figline e Incisa Valdarno FI
Get ratesVilla Norcenni Aparthotel
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, 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 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 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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