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Our top choices for Penna hotels

HOTEL PLANET INTERNATIONAL

HOTEL PLANET INTERNATIONAL
Arezzo
The price is CA $89
CA $108 total
includes taxes & fees
Jun 15 - Jun 16
HOTEL PLANET INTERNATIONAL

La Certosa di Pontignano

La Certosa di Pontignano
Castelnuovo Berardenga
9.4 out of 10, Exceptional, (539 reviews)
"Amazing place just get inside was a pleasure really really q beautiful place to stay Greta views"
United States
Juan
The price is CA $186
CA $217 total
includes taxes & fees
Jun 7 - Jun 8
La Certosa di Pontignano

Agriturismo San Sano

Agriturismo San Sano
3.0 star property
Gaiole in Chianti
10.0 out of 10, Exceptional, (92 reviews)
"This place is amazing. Wonderful drive to the hotel and the solitude is so great. The breakfast was amazing. Staff was very friendly for our stay. Definitely go back."
Canada
Shawn
The price is CA $177
CA $201 total
includes taxes & fees
Jun 10 - Jun 11
Agriturismo San Sano

Fondaco del Moro

Fondaco del Moro
Civitella in Val di Chiana
9.6 out of 10, Exceptional, (47 reviews)
"Beautiful setting, felt like we were staying in a castle! The beds were comfortable and the property was amazing. Highly recommend this place."
Canada
Heather
The price is CA $99
CA $109 total
includes taxes & fees
Jun 7 - Jun 8
Fondaco del Moro

Castello di Tornano Wine Resort

Castello di Tornano Wine Resort
Gaiole in Chianti
9.0 out of 10, Wonderful, (108 reviews)
"Great breakfast options, amazing views, peaceful atmosphere, great lunch and dinner, and of course amazing wine."
United States
Austin
The price is CA $331
CA $377 total
includes taxes & fees
Jun 23 - Jun 24
Castello di Tornano Wine Resort

Hotel Casafrassi Wine Resort

Hotel Casafrassi Wine Resort
4.0 star property
Castellina in Chianti
8.2 out of 10, Very good, (220 reviews)
"Incredible place to stay in the Chianti region. Beautiful grounds, amazing food, clean and comfortable rooms, and incredible staff. Location was perfect too! "
United States
Alex
The price is CA $65
CA $98 total
includes taxes & fees
Jun 7 - Jun 8
Hotel Casafrassi Wine Resort

Castello Vicchiomaggio

Castello Vicchiomaggio
Greve in Chianti
9.4 out of 10, Exceptional, (387 reviews)
"We really enjoyed our stay. It was far too short, but we truly loved the property. The breakfast was lovely as well!"
United States
Tiffany
The price is CA $311
CA $342 total
includes taxes & fees
Jun 10 - Jun 11
Castello Vicchiomaggio

B&B Villa La Nussa

B&B Villa La Nussa
Capolona
9.6 out of 10, Exceptional, (26 reviews)
"The perfect place. Pool and a supernice room with smart house electrcal gadgets and lights. Very nice owners."
Sweden
Mattias
The price is CA $185
CA $213 total
includes taxes & fees
Jun 5 - Jun 6
B&B Villa La Nussa

Castello di Meleto

Castello di Meleto
Gaiole in Chianti
8.8 out of 10, Excellent, (98 reviews)
"Absolutely perfect. Everything about this property is perfect."
United States
Steven
The price is CA $324
CA $369 total
includes taxes & fees
Jun 8 - Jun 9
Castello di Meleto

Borgo di Pietrafitta Relais

Borgo di Pietrafitta Relais
Castellina in Chianti
9.4 out of 10, Exceptional, (176 reviews)
"Wonderful setting."
United Kingdom
Simon
The price is CA $204
CA $231 total
includes taxes & fees
Jun 18 - Jun 19
Borgo di Pietrafitta Relais

Dievole Wine Resort

Dievole Wine Resort
Castelnuovo Berardenga
9.6 out of 10, Exceptional, (192 reviews)
"Beautiful property and very friendly helpful staff"
Canada
Pamela
The price is CA $490
CA $552 total
includes taxes & fees
Jul 2 - Jul 3
Dievole Wine Resort

Ultimo Mulino Wellness Country Hotel

Ultimo Mulino Wellness Country Hotel
4.0 star property
Gaiole in Chianti
8.8 out of 10, Excellent, (156 reviews)
"Stunning"
United States
Daniela
The price is CA $213
CA $247 total
includes taxes & fees
Jun 30 - Jul 1
Ultimo Mulino Wellness Country Hotel

Torrebianca Tuscany

Torrebianca Tuscany
Rignano sull'Arno
9.6 out of 10, Exceptional, (42 reviews)
"Lovely pool Breakfast good"
United Kingdom
christine
The price is CA $195
CA $219 total
includes taxes & fees
Jun 8 - Jun 9
Torrebianca Tuscany

Hotel Il Viandante

Hotel Il Viandante
3.0 star property
Terranuova Bracciolini
9.2 out of 10, Wonderful, (164 reviews)
"Our girls loved having the upstairs to themselves, the staff was friendly and helpful, and the breakfast was *delicious!*"
United States
Michelle
The price is CA $130
CA $175 total
includes taxes & fees
Jul 5 - Jul 6
Hotel Il Viandante

Hotel Tenuta Il Burchio

Hotel Tenuta Il Burchio
3.0 star property
Figline e Incisa Valdarno
8.6 out of 10, Excellent, (204 reviews)
"Amazing experience in nature and cozy atmosphere, breakfast is super, restaurant as well. "
Netherlands
OY
The price is CA $122
CA $139 total
includes taxes & fees
Jun 19 - Jun 20
Hotel Tenuta Il Burchio

Torre a Cona Wine Estate

Torre a Cona Wine Estate
Rignano sull'Arno
9.6 out of 10, Exceptional, (95 reviews)
"What a nice romantic get away with great views. Lovely and charming!"
United States
Jill
The price is CA $502
CA $557 total
includes taxes & fees
Jun 28 - Jun 29
Torre a Cona Wine Estate

Castello di Fonterutoli Wine Resort

Castello di Fonterutoli Wine Resort
Castellina in Chianti
9.4 out of 10, Exceptional, (213 reviews)
"Very peaceful and staff was very helpful with reservations for excursions"
United States
Giancarlo
The price is CA $290
CA $326 total
includes taxes & fees
Jun 25 - Jun 26
Castello di Fonterutoli Wine Resort

Palazzo Leopoldo Dimora Storica & Spa

Palazzo Leopoldo Dimora Storica & Spa
4.0 star property
Radda in Chianti
9.2 out of 10, Wonderful, (285 reviews)
"Great hotel to stay to relax ..."
United States
Thiago
The price is CA $202
CA $232 total
includes taxes & fees
Jun 7 - Jun 8
Palazzo Leopoldo Dimora Storica & Spa

Hotel Michelangelo

Hotel Michelangelo
3.0 star property
Terranuova Bracciolini
8.8 out of 10, Excellent, (76 reviews)
"The hotel is a bit ways from the city of Florence, 20+ miles but close to the highway. Relatives to the hotel prices in Florence this was much less expensive since we had a rental car. Very clean place, nice size rooms and pretty good choices for breakfast included. The staff was very cordial and helpful and they do speak English good enough to convey the message. "
United States
Sushil
The price is CA $152
CA $172 total
includes taxes & fees
Jul 2 - Jul 3
Hotel Michelangelo

Hotel Colle Etrusco Salivolpi

Hotel Colle Etrusco Salivolpi
3.0 star property
Castellina in Chianti
9.6 out of 10, Exceptional, (119 reviews)
"Exquisite villa, it was so hard to leave. I heard about Tuscan hospitality but the staff exceeded any expectation. Peaceful and rejuvenating"
United States
Teodora
The price is CA $161
CA $182 total
includes taxes & fees
Jun 28 - Jun 29
Hotel Colle Etrusco Salivolpi
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Penna Hotel Reviews

More cheap stays in Penna

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 can I save on a Penna hotel booking with Expedia?
Members always get our best prices. Find our best Penna hotel deals by joining Expedia's free travel rewards program today. As a member, you can unlock instant savings and member perks when you're logged in to your account. Another tip is to book your hotel and flights together on Expedia, where bundling can result in significant savings.
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 $72 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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