Penna Hotels

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

This weekend
5 Jun - 7 Jun
Next weekend
12 Jun - 14 Jun

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Penna hotels

Free daily continental breakfast

HOTEL PLANET INTERNATIONAL

HOTEL PLANET INTERNATIONAL
Arezzo
The price is €74
includes taxes & fees
7 Jun - 8 Jun
HOTEL PLANET INTERNATIONAL
Snack bar

La Certosa di Pontignano

La Certosa di Pontignano
Castelnuovo Berardenga
9.4 out of 10, Exceptional, (539 reviews)
"Amazing property, loved staying there. Huge rooms, AC worked well, beautiful setting. It’s well worth your time to stay there"
United States
Ken
The price is €142
includes taxes & fees
29 Jun - 30 Jun
La Certosa di Pontignano
Exterior

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 €127
includes taxes & fees
10 Jun - 11 Jun
Agriturismo San Sano
Exterior

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 €68
includes taxes & fees
7 Jun - 8 Jun
Fondaco del Moro
Exterior

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 €234
includes taxes & fees
23 Jun - 24 Jun
Castello di Tornano Wine Resort
Exterior

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 €61
includes taxes & fees
7 Jun - 8 Jun
Hotel Casafrassi Wine Resort
Seasonal outdoor pool

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 €212
includes taxes & fees
10 Jun - 11 Jun
Castello Vicchiomaggio
Front of property

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 €141
includes taxes & fees
6 Jun - 7 Jun
B&B Villa La Nussa
Seasonal outdoor pool, pool loungers

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 €229
includes taxes & fees
8 Jun - 9 Jun
Castello di Meleto
Restaurant

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 €157
includes taxes & fees
8 Jun - 9 Jun
Borgo di Pietrafitta Relais
Chapel

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 €353
includes taxes & fees
2 Jul - 3 Jul
Dievole Wine Resort
Daily buffet breakfast for a fee

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 €153
includes taxes & fees
30 Jun - 1 Jul
Ultimo Mulino Wellness Country Hotel
Outdoor dining

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 €115
includes taxes & fees
7 Jun - 8 Jun
Torrebianca Tuscany
Continental breakfast for a fee

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 €109
includes taxes & fees
5 Jul - 6 Jul
Hotel Il Viandante
Lobby sitting area

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 €88
includes taxes & fees
19 Jun - 20 Jun
Hotel Tenuta Il Burchio
Exterior

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 €350
includes taxes & fees
18 Jun - 19 Jun
Torre a Cona Wine Estate
Exterior

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 €217
includes taxes & fees
15 Jun - 16 Jun
Castello di Fonterutoli Wine Resort
Daily buffet breakfast for a fee

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 €144
includes taxes & fees
7 Jun - 8 Jun
Palazzo Leopoldo Dimora Storica & Spa
Superior Double Room

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 €107
includes taxes & fees
6 Jun - 7 Jun
Hotel Michelangelo
Interior entrance

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 €118
includes taxes & fees
28 Jun - 29 Jun
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Penna Hotel Reviews

Borgo Vescine

Borgo Vescine

10/10 Excellent
"We enjoyed our stay immensely. The staff was very accommodating, especially with our two year old. The activities we did (movie night- included; dinner in the olive grove, truffle hunting, & a cooking class- paid) were all lovely experiences. We loved the property grounds."
Christina 4-night trip
Posted 12 hours ago
Borgo Vescine

More cheap stays in Penna

Hotel Chenno

Hotel Chenno

Via Don Lorenzo Boschi 29 Subbiano AR
The price is €45 per night from 7 Jun to 8 Jun
€45
7 Jun - 8 Jun
includes taxes & fees

Frequently asked questions

Where is the best place to stay in Penna?
Borgo San Felice Resort, located 14.4 mi (23.2 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 Villa Casagrande Resort & SPA and Dievole Wine Resort. 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?
Borgo San Felice Resort: Features 2 restaurants, a seasonal outdoor pool and a full-service spa. Villa Casagrande Resort & SPA and Dievole Wine Resort 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 12 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, Croce del Pratomagno and Fattoria La Vialla. 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.

Explore a world of travel with Expedia