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24 Jul - 25 Jul
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Top hotels and accommodation in Penna

Pensieri di Cavatina
Enjoy meals in this dining area with a long table, clear glassware, and a view of the outdoors.

Pensieri di Cavatina

10.0 out of 10, Exceptional, (3)
"O lugar é lindo. Acordar com vista para os vinhedos faz o seu dia ser melhor. Os quartos são novos, num bom tamanho e a limpeza estava excelente. O atendimento foi também bastante cuidadoso. Desde o check in, passando passando café da manhã e chegando ao check out. As refeições no restaurante do hotel também estavam deliciosas. Certamente voltaremos."
The price is NZ$454
includes taxes & fees
1 Aug - 2 Aug
Pensieri di Cavatina
La Certosa di Pontignano
Explore historic corridors with arches and columns, leading to a doorway with a sign above.

La Certosa di Pontignano

9.4 out of 10, Exceptional, (443)
"Just what I needed. So relaxing and peaceful, staff were very friendly. Breakfast on the terrace was amazing, I could have stayed there all day sipping on cappuccinos! "
The price is NZ$143
includes taxes & fees
27 July - 28 July
La Certosa di Pontignano
Castel Monastero - The Leading Hotels of the World
Relax by the pool surrounded by a naturalistic atmosphere, lounge chairs, and a table.

Castel Monastero - The Leading Hotels of the World

5.0 star property
8.8 out of 10, Excellent, (139)
"Beautiful grounds anf the staff was great. Very helpful and professional. "
The price is NZ$1,015
includes taxes & fees
7 Aug - 8 Aug
Castel Monastero - The Leading Hotels of the World
Hotel Le Fontanelle
Experience the charm of this historic estate, featuring a beautifully maintained garden and traditional architecture.

Hotel Le Fontanelle

5.0 star property
9.8 out of 10, Exceptional, (86)
"Amazing place to stay in Tuscany!"
The price is NZ$857
includes taxes & fees
17 Aug - 18 Aug
Hotel Le Fontanelle
Borgo Scopeto Wine & Country Relais
Relax by the serene pool surrounded by lush greenery and lounge chairs.

Borgo Scopeto Wine & Country Relais

5.0 star property
9.2 out of 10, Wonderful, (179)
"Great location, great views, the entire staff was amazing. Truly a perfect place. "
Borgo Scopeto Wine & Country Relais
The Club House
Enjoy a serene dining experience surrounded by expansive views of the surrounding landscape.

The Club House

5.0 star property
10.0 out of 10, Exceptional, (1)
"A perfect place. The hospitality team was exceptional, the cleanliness impeccable, the architecture and interior design flawless, and the quality of the ingredients in every meal — including the poolside snacks — was outstanding. We are very happy with our stay and wish we had booked more days, had we known everything would be this good."
The price is NZ$1,148
includes taxes & fees
28 July - 29 July
The Club House
Borgo Argenina
Panoramic Apartment, 2 Bedrooms, Balcony, Hill View | Terrace/patio

Borgo Argenina

9.8 out of 10, Exceptional, (21)
"It is an amazing location nested among wineries and rolling hills. If you like a quiet and sophisticated location this is your ideal place. You will need a car to move around but, you will be rewarded by the view and the opportunities for wine tastings and small villages visits. "
Borgo Argenina
Belvedere di San Leonino
Relax by the serene pool, surrounded by lounge chairs and tables, with a breathtaking view of the night sky.

Belvedere di San Leonino

4.0 star property
9.6 out of 10, Exceptional, (170)
"I don’t always write reviews, but in this case I just had to, cause I can’t recommend this absolutely beautiful place enough. I’ve been an avid traveller for 40 years, stayed in plenty of top hotels, and this place is easily in my top five of all time. The surroundings look like a postcard, the place itself is beyond idyllic, and the staff is friendly and helpful. Food was great too, especially the breakfast. The whole experience was magical, romantic and wonderful. Do yourself a favor and stay...
Belvedere di San Leonino
Hotel Casafrassi Wine Resort
Stroll through the serene courtyard, surrounded by lush greenery and a tranquil pond.

Hotel Casafrassi Wine Resort

4.0 star property
8.2 out of 10, Very good, (207)
"The hotel is very rustic - some would say in need of modernisation and investment. It is a very quiet location with beautiful scenery. "
Hotel Casafrassi Wine Resort
Il Monte
Relax in a serene outdoor space with a seating area, umbrella, and beautifully maintained hedge.

Il Monte

3.0 star property
8.6 out of 10, Excellent, (38)
The price is NZ$162
includes taxes & fees
25 July - 26 July
Il Monte
Dievole Wine Resort
Stroll along the tree-lined pathway to a traditional villa, surrounded by lush greenery and a sense of seclusion.

Dievole Wine Resort

9.6 out of 10, Exceptional, (162)
"The facilities were immaculate. I would recommend that an option be added for the basic wines to be all inclusive in your stay, to enhance the experience with Dievole wine."
Dievole Wine Resort
Castello La Leccia
Perched on a hillside, this historic building offers stunning views of lush surroundings and features a grand, multi-level design.

Castello La Leccia

10.0 out of 10, Exceptional, (73)
"The most wonderful place to stay! "
The price is NZ$376
includes taxes & fees
28 July - 29 July
Castello La Leccia
Castello di Fonterutoli Wine Resort
Osteria de Fontettoioli offers outdoor dining with tables and chairs amidst a lush garden setting.

Castello di Fonterutoli Wine Resort

9.4 out of 10, Exceptional, (178)
"The best place to stay . I loved it "
The price is NZ$337
includes taxes & fees
30 July - 31 July
Castello di Fonterutoli Wine Resort
Agriturismo San Sano
Relax by the serene pool surrounded by lush greenery and a shaded patio area.

Agriturismo San Sano

3.0 star property
10.0 out of 10, Exceptional, (60)
"Enjoyed the location. Beautiful small village. Staff were so friendly and welcoming."
Agriturismo San Sano
Castello di Tornano Wine Resort
Experience the charm of a traditional building with a balcony and ornate balustrades, set amidst lush green surroundings.

Castello di Tornano Wine Resort

9.0 out of 10, Wonderful, (87)
"Loved our stay here! It was so pretty and the staff was amazing! "
Castello di Tornano Wine Resort
Hotel Le Pozze Di Lecchi
Relax by the pool surrounded by lush greenery and rolling hills.

Hotel Le Pozze Di Lecchi

4.0 star property
9.4 out of 10, Exceptional, (59)
"Beautiful little hotel in a stunning location. "
The price is NZ$324
includes taxes & fees
3 Aug - 4 Aug
Hotel Le Pozze Di Lecchi
Villa Di Capovento
Relax by the serene pool surrounded by lush greenery and lounge chairs.

Villa Di Capovento

10.0 out of 10, Exceptional, (12)
"One of our favourite stays in Italy - fabulous property and great hosts!"
The price is NZ$727
includes taxes & fees
7 Aug - 8 Aug
Villa Di Capovento
Palazzo Squarcialupi
Relax in this serene room with a single bed, storage area, and a spacious bathtub.

Palazzo Squarcialupi

4.0 star property
9.8 out of 10, Exceptional, (60)
"This was hands down the most spectacular vacation spot we could have asked for while travelling around Chianti. The staff are so helpful and friendly and the hotel itself is spotless and very comfortable. We hope to come back and bring many more family members with us! Thank you for such a great stay!! "
The price is NZ$387
includes taxes & fees
13 Aug - 14 Aug
Palazzo Squarcialupi
Collelungo
Relax by the serene pool surrounded by a traditional stone building.

Collelungo

9.0 out of 10, Wonderful, (44)
"The place is gorgeous and very serene. I absolutely loved the atmosphere. It's very small so you feel like you're the only people here, which is nice. There are only specific times for check in so make sure you know that ahead of time. We had trouble checking in because our reservation was not in the Collelungo system. But I'm not sure if that was Expedia or the hotel. All worked out and we loved our stay. Highly recommend. "
Collelungo
Hotel Colle Etrusco Salivolpi
Relax by the serene pool surrounded by a traditional stone building.

Hotel Colle Etrusco Salivolpi

3.0 star property
9.6 out of 10, Exceptional, (104)
"Charming and comfortable. "
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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Learn more about Penna

Penna awaits: its natural setting and more!

See all hotels in Penna

Top Penna Hotel Reviews

Dievole Wine Resort

Dievole Wine Resort

10/10 Excellent
"The facilities were immaculate. I would recommend that an option be added for the basic wines to be all inclusive in your stay, to enhance the experience with Dievole wine."
Evan 4-night trip
Posted 5 days ago
Dievole Wine Resort

Frequently asked questions

Where is the best place to stay in Penna?

Castello di Spaltenna- Small Luxury Hotels of the World, located 11.4 mi (18.4 km) from the heart of Penna, is a top choice for your stay, based on our traveller data. Other good choices for your trip to the area are A Point Arezzo Park Hotel and La Certosa di Pontignano. See all available top hotels, or vacation rentals in Penna.

What are some of the best holiday rentals that Penna has to offer?

Borgo Argiano: This holiday home rental outside of Penna is located on a river, and has a balcony, a terrace and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and an electric kettle. You can relax into your holiday 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 most hotel bookings are fully refundable provided that you cancel prior to the hotel's cancellation deadline, which is often 24 or 48 hours before your check-in date. If you have a reservation that's non-refundable, you might be able to still cancel and be given a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Penna.

What's the best dog-friendly hotel in Penna?

Break House Hotel is a top hotel for people travelling 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?

Castello di Spaltenna- Small Luxury Hotels of the World: Features an indoor pool, an outdoor pool and 2 restaurants. A Point Arezzo Park Hotel and Borgo Scopeto Wine & Country Relais are two additional hotels that feature an on-site pool. View all hotels with pools in Penna.

What's it like to stay in Penna?

Travellers to Penna will find plenty to explore and enjoy. In Penna, there are 7 hotels and other accommodation options to choose from. Find out more about Penna.

What should I do while I'm visiting Penna?

Places to visit in the wider area include San Pietro a Gropina, Mulino Ad Acqua and Croce del Pratomagno. You'll also find Badia a Coltibuono and Castello di Albola in the area. Take a look at what more there is 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 temperature of 22°C, while the coldest months are January and February, with an average of 6°C. Average annual precipitation for Penna is 902 mm.