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Check prices for these dates

Tonight
28 Sept - 29 Sept
Tomorrow
29 Sept - 30 Sept
This weekend
2 Oct - 4 Oct
Next weekend
9 Oct - 11 Oct

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Our top choices for Penna hotels

1. Moody smart & comfy Hotel

Moody smart & comfy Hotel
Terranuova Bracciolini
Belgium
Rocco
AU$182
includes taxes & fees
4 Oct - 5 Oct
Moody smart & comfy Hotel

2. Hotel Il Viandante

Hotel Il Viandante
Terranuova Bracciolini
United States
Michelle
AU$166
includes taxes & fees
18 Oct - 19 Oct
Hotel Il Viandante

3. Hotel Michelangelo

Hotel Michelangelo
Terranuova Bracciolini
United States
Sushil
AU$164
includes taxes & fees
1 Oct - 2 Oct
Hotel Michelangelo

4. Hotel Valdarno

Hotel Valdarno
Montevarchi
United States
Emmanuel
AU$190
includes taxes & fees
29 Sept - 30 Sept
Hotel Valdarno

5. Delta Hotel

Delta Hotel
Montevarchi
United States
weixing
AU$180
includes taxes & fees
9 Oct - 10 Oct
Delta Hotel

6. Agriturismo Antico Borgo Poggitazzi

Agriturismo Antico Borgo Poggitazzi
Terranuova Bracciolini
United States
Michael
AU$174
includes taxes & fees
29 Sept - 30 Sept
Agriturismo Antico Borgo Poggitazzi

7. Boutique Hotel Fox's Inn

Boutique Hotel Fox's Inn
San Giustino Valdarno
AU$130
includes taxes & fees
29 Oct - 30 Oct
Boutique Hotel Fox's Inn

8. Villa Barberino

Villa Barberino
Meleto
United Kingdom
Claire
AU$207
includes taxes & fees
26 Oct - 27 Oct
Villa Barberino

9. Villa Sassolini Country Boutique Hotel

Villa Sassolini Country Boutique Hotel
Montevarchi
United Kingdom
Peter
AU$344
includes taxes & fees
1 Oct - 2 Oct
Villa Sassolini Country Boutique Hotel

10. Villa Casagrande Resort & SPA

Villa Casagrande Resort & SPA
Figline e Incisa Valdarno
United States
Ana
AU$185
includes taxes & fees
29 Oct - 30 Oct
Villa Casagrande Resort & SPA

11. Chapter Chianti, a Member of Design Hotels

Chapter Chianti, a Member of Design Hotels
Cavriglia
United Kingdom
Samay
AU$438
includes taxes & fees
6 Oct - 7 Oct
Chapter Chianti, a Member of Design Hotels

12. Castello di Tornano Wine Resort

Castello di Tornano Wine Resort
Gaiole in Chianti
United States
Austin
AU$238
includes taxes & fees
29 Oct - 30 Oct
Castello di Tornano Wine Resort

13. Castello di Meleto

Castello di Meleto
Gaiole in Chianti
Canada
Vinesh
AU$257
includes taxes & fees
29 Sept - 30 Sept
Castello di Meleto

14. Viesca Toscana Suites & Villas

Viesca Toscana Suites & Villas
Reggello
Canada
Kerby
AU$332
includes taxes & fees
17 Oct - 18 Oct
Viesca Toscana Suites & Villas

15. Il Borro - Relais & Châteaux

Il Borro - Relais & Châteaux
Loro Ciuffenna
United States
Nichole
AU$954
includes taxes & fees
14 Oct - 15 Oct
Il Borro - Relais & Châteaux

16. B&B Country House Poggio del Drago

B&B Country House Poggio del Drago
Civitella in Val di Chiana
United States
Kristen
AU$166
includes taxes & fees
4 Oct - 5 Oct
B&B Country House Poggio del Drago

17. Hotel Tenuta Il Burchio

Hotel Tenuta Il Burchio
Figline e Incisa Valdarno
Netherlands
OY
AU$134
includes taxes & fees
6 Oct - 7 Oct
Hotel Tenuta Il Burchio

18. Fondaco del Moro

Fondaco del Moro
Civitella in Val di Chiana
Canada
Heather
AU$109
includes taxes & fees
29 Sept - 30 Sept
Fondaco del Moro

19. Borgo Iesolana Country Retreat

Borgo Iesolana Country Retreat
Bucine
Netherlands
MvE
AU$292
includes taxes & fees
22 Oct - 23 Oct
Borgo Iesolana Country Retreat

20. Casale La Gora

Casale La Gora
Figline e Incisa Valdarno
United States
Caleb
AU$158
includes taxes & fees
28 Oct - 29 Oct
Casale La Gora
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Top Penna Hotel Reviews

Recent Reviews in Penna

Villa Le Barone

Villa Le Barone

10/10 Excellent
"Charming place in Tuscany! Everything was absolutely perfect. We highly suggest to dine at the villa, it was exceptional. Breakfast was delicious as well."
Tereza 2-night trip
Posted 11 hours ago
Villa Le Barone
Borgo Scopeto Wine & Country Relais

Borgo Scopeto Wine & Country Relais

8/10 Good
"Staff are nice!"
GUANGMIN 2-night trip
Posted 19 hours ago
Borgo Scopeto Wine & Country Relais
Hu Norcenni Girasole Village

Hu Norcenni Girasole Village

10/10 Excellent
"My family and I had such a great time. Such a kid friendly place and at check in they even had a little playground while you waiting and gave the kids bubbles. So great to be in nature and all of the amenities were lovely. The waterparks that were padded on the ground were genius and we did a family wine tasting which was such a lovely memory. Our stay was so nice with the deck and the grocery store is so affordable for dinners in. Love love love! My toddler played all day and there were so many times we got to relax because they had everything that we wanted or needed right on property."
Maya 4-night trip
Posted 22 hours ago
Hu Norcenni Girasole Village
Belvedere di San Leonino

Belvedere di San Leonino

10/10 Excellent
"This hotel is a beautiful romantic getaway. You will relax and take in the lovely Chianti Classico scenery at the pool. At night the restaurant prepared delicious local cuisine and you can pair it with an amazing bottle of local wine!"
Michelle Reene 1-night trip
Posted 2 days ago
Belvedere di San Leonino
La Certosa di Pontignano

La Certosa di Pontignano

10/10 Excellent
"Everything about this property is wonderful from the lodging to the staff!"
Leslie 2-night trip
Posted 3 days ago
La Certosa di Pontignano
Villa Pitiana

Villa Pitiana

10/10 Excellent
"Beautiful property with priceless views. The on-site restaurant also offered a nice light lunch. The pool area could have been spruced up a bit with some better furniture, but the room was beautiful. Be careful when using the shower as well as it is easy for the water to spray onto the floor. Make sure you understand where the property is located before booking as it is quite a ways outside of Florence city center. I rented a car and drove through the Tuscan hills to arrive."
Connor 1-night trip
Posted 4 days ago
Villa Pitiana
Villa Il Palagio

Villa Il Palagio

10/10 Excellent
"The check in went great and the property is amazingly managed, a beautiful villa in the hills of Tuscany. It felt magic just walking to it, I would absolutely recommend renting a car if you want to go into Florence often."
Max 8-night trip
Posted 5 days ago
Villa Il Palagio
Hotel Villa Campomaggio

Hotel Villa Campomaggio

10/10 Excellent
"Great hotel"
Dario 2-night trip
Posted 5 days ago
Hotel Villa Campomaggio
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 9 days ago
Relais Vignale & Spa

More cheap accommodation in Penna

Hotel Chenno

Hotel Chenno

Via Don Lorenzo Boschi 29 Subbiano AR
AU$78
29 Sept - 30 Sept
includes taxes & fees
Hotel Chenno
Villa Norcenni Aparthotel

Villa Norcenni Aparthotel

Via Norcenni 7 Figline e Incisa Valdarno FI
AU$94
30 Sept - 1 Oct
includes taxes & fees
Villa Norcenni Aparthotel
Castello di Bossi

Castello di Bossi

Località Bossi Castelnuovo Berardenga SI
AU$249
20 Oct - 21 Oct
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$78 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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