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Our top choices for Penna hotels

2 Cuori e 1 Yurta Glamping in Toscana

2 Cuori e 1 Yurta Glamping in Toscana
Asciano
$287 nightly
The price is $323
Mar 18 - Mar 19
Total with taxes and fees
2 Cuori e 1 Yurta Glamping in Toscana

Castello di Tornano Wine Resort

Castello di Tornano Wine Resort
Gaiole in Chianti
9.0 out of 10, Wonderful, (100 reviews)
"Most beautiful stay with lovely staff"
Canada
Matthew
Castello di Tornano Wine Resort

Casa di Palaia

Casa di Palaia
Greve in Chianti
10.0 out of 10, Exceptional, (23 reviews)
"Very well located in the heart if the Tuscany region."
United States
Eli
$90 nightly
The price is $103
Mar 25 - Mar 26
Total with taxes and fees
Casa di Palaia

La Certosa di Pontignano

La Certosa di Pontignano
Castelnuovo Berardenga
9.4 out of 10, Exceptional, (514 reviews)
"Excellent place to stay even for the next time. "
Canada
Xuejie
$92 nightly
The price is $110
Mar 19 - Mar 20
Total with taxes and fees
La Certosa di Pontignano

Castello Di Montemasso

Castello Di Montemasso
Greve in Chianti
10.0 out of 10, Exceptional, (12 reviews)
"Sanja and her husband were amazing hosts. They made sure we had everything we needed. The place was so beautiful and comfortable. We loved it!!!"
United States
Kathleen
$123 nightly
The price is $137
Mar 22 - Mar 23
Total with taxes and fees
Castello Di Montemasso

Castello Vicchiomaggio

Castello Vicchiomaggio
Greve in Chianti
9.4 out of 10, Exceptional, (372 reviews)
"Very special treat to stay here. We hope to return "
Canada
Cheyenne
$186 nightly
The price is $204
Mar 14 - Mar 15
Total with taxes and fees
Castello Vicchiomaggio

VioVillas Agriturismo Glamping Arezzo

VioVillas Agriturismo Glamping Arezzo
Arezzo
$94 nightly
The price is $111
Mar 20 - Mar 21
Total with taxes and fees
VioVillas Agriturismo Glamping Arezzo

Fondaco del Moro

Fondaco del Moro
Civitella in Val di Chiana
9.6 out of 10, Exceptional, (37 reviews)
"Excellent breakfast, clean, quiet room. "
United States
Sheily
$71 nightly
The price is $78
Mar 14 - Mar 15
Total with taxes and fees
Fondaco del Moro

Casa Ruffino

Casa Ruffino
Bagno a Ripoli
10.0 out of 10, Exceptional, (13 reviews)
"The best stay of my life "
United States
Oleksandr
Casa Ruffino

Agriturismo San Sano

Agriturismo San Sano
3.0 star property
Gaiole in Chianti
10.0 out of 10, Exceptional, (82 reviews)
"The breakfast and rooms were perfect. The staff were very helpful. We loved the stay and will really visit again. "
Canada
Marinda
$93 nightly
The price is $107
Apr 6 - Apr 7
Total with taxes and fees
Agriturismo San Sano

Borgo di Pietrafitta Relais

Borgo di Pietrafitta Relais
Castellina in Chianti
9.4 out of 10, Exceptional, (169 reviews)
"Great place to stay , beautyfull with very spot on the Hill !! Thank you for you kind!"
Canada
Nelson
$82 nightly
The price is $95
Mar 31 - Apr 1
Total with taxes and fees
Borgo di Pietrafitta Relais

Torre a Cona Wine Estate

Torre a Cona Wine Estate
Rignano sull'Arno
9.6 out of 10, Exceptional, (90 reviews)
"This property is absolutely beautiful and the staff was amazing, I would highly recommend this place. "
United States
Jeffrey
$289 nightly
The price is $321
Mar 27 - Mar 28
Total with taxes and fees
Torre a Cona Wine Estate

Palazzo Tiglio - A Small Luxury Hotels of the World

Palazzo Tiglio - A Small Luxury Hotels of the World
Bucine
10.0 out of 10, Exceptional, (3 reviews)
"We found it to be a charming, immaculate, upscale retreat with a hilltop view of the beautiful countryside. We were given personalized attention and many unexpected fine touches, like fresh fruit in the room. Highly recommend."
United States
David
Palazzo Tiglio - A Small Luxury Hotels of the World

Dievole Wine Resort

Dievole Wine Resort
Castelnuovo Berardenga
9.6 out of 10, Exceptional, (180 reviews)
"The property was breath taking. Staff was amazing and accommodating. Wonderful experience. "
United States
Gimbert
$293 nightly
The price is $332
Apr 2 - Apr 3
Total with taxes and fees
Dievole Wine Resort

Castello di Meleto

Castello di Meleto
Gaiole in Chianti
8.8 out of 10, Excellent, (94 reviews)
"We had a great time"
United States
Anna
$146 nightly
The price is $170
Mar 24 - Mar 25
Total with taxes and fees
Castello di Meleto

Villa Di Capovento

Villa Di Capovento
Radda in Chianti
10.0 out of 10, Exceptional, (14 reviews)
"Clean rooms , gorgeous property, amazing stuff, delicious food. Everything you need for a relaxing and memorable vacation. "
United States
alexa
$295 nightly
The price is $330
Apr 1 - Apr 2
Total with taxes and fees
Villa Di Capovento

Albergo La Posta Arezzo

Albergo La Posta Arezzo
3.0 star property
Civitella in Val di Chiana
8.8 out of 10, Excellent, (48 reviews)
"Great stay, very friendly staff. Highly recommend. "
Canada
Aliaa
$85 nightly
The price is $94
Mar 20 - Mar 21
Total with taxes and fees
Albergo La Posta Arezzo

Castello La Leccia

Castello La Leccia
Castellina in Chianti
10.0 out of 10, Exceptional, (96 reviews)
"The most wonderful place to stay! "
Canada
Emily
$184 nightly
The price is $207
Mar 22 - Mar 23
Total with taxes and fees
Castello La Leccia

Torrebianca Tuscany

Torrebianca Tuscany
Rignano sull'Arno
9.6 out of 10, Exceptional, (40 reviews)
"Lovely pool Breakfast good"
United Kingdom
christine
$90 nightly
The price is $102
Mar 15 - Mar 16
Total with taxes and fees
Torrebianca Tuscany

Ultimo Mulino Wellness Country Hotel

Ultimo Mulino Wellness Country Hotel
4.0 star property
Gaiole in Chianti
8.8 out of 10, Excellent, (146 reviews)
"Beautiful place all around "
Australia
Rama Toghiani
$95 nightly
The price is $114
Apr 1 - Apr 2
Total with taxes and fees
Ultimo Mulino Wellness Country Hotel
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, Tuscany, is directly within the historic center of Penna, or in the surrounding countryside just outside the town walls.

The historic center of Penna is ideal for those who appreciate being within walking distance of local life. You'll find yourself amidst narrow cobblestone streets, traditional Tuscan architecture, and local shops and eateries. The main piazza, Piazza Amerighi, serves as a central gathering point, often hosting local markets. This area is particularly well-suited for solo travelers or couples who enjoy exploring on foot and experiencing the town's daily rhythms.

For those seeking a more tranquil experience with scenic views, the countryside immediately surrounding Penna offers excellent options. Here, you'll find villas and farmhouses located among olive groves and vineyards, often boasting amenities like private pools and expansive gardens.
When is the best time to go to Penna?
The best times to go to Penna, Tuscany, are during the shoulder seasons of April to May and September to October. These periods offer pleasant weather, fewer crowds, and the best opportunities to experience the region's culinary and scenic highlights.

For those interested in exploring the Tuscan countryside, late spring (April-May) is ideal. The landscapes are lush and green, wildflowers are in bloom, and the temperatures are comfortable for outdoor activities like hiking or vineyard tours. It's also a wonderful time to enjoy al fresco dining as the days grow longer.

Couples looking for a romantic getaway will find early autumn (September-October) perfect. The grape harvest season brings a special vibrancy to the vineyards, and the changing foliage creates stunning backdrops for scenic drives.
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?
With Expedia, you earn OneKeyCash™* on eligible Penna hotel bookings for every dollar you spend – just join our One Key™ travel rewards program to get started. It's free to join, and you'll unlock our lowest Member Prices as soon as you're signed in. On top of this, you could also save significantly by bundling your hotel and flights together on Expedia.

*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia, Hotels.com and Vrbo.
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 $52 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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