Search Penna hotels

Start date: Check-in selected.
To Date
End date: Check-out
    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

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

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
22 Sept - 23 Sept
Tomorrow
23 Sept - 24 Sept
This weekend
26 Sept - 28 Sept
Next weekend
3 Oct - 5 Oct

Filter by

Guest rating
Guest rating
Star rating

Top hotels and accommodation in Penna

Our top choices for Penna hotels

Pieve Aldina - Fontenille Collection
Seasonal outdoor pool

Pieve Aldina - Fontenille Collection

5.0 star property
10.0 out of 10, Exceptional, (26)
"Lovely stay "
Pieve Aldina - Fontenille Collection
Agriturismo San Sano
Seasonal outdoor pool, open 9:00 AM to 7:30 PM, pool umbrellas

Agriturismo San Sano

3.0 star property
10.0 out of 10, Exceptional, (68)
"Great place to stay in Chianti region, quiet and charming property."
Agriturismo San Sano
Castello di Spaltenna- Small Luxury Hotels of the World
Front of property – evening/night

Castello di Spaltenna- Small Luxury Hotels of the World

5.0 star property
9.6 out of 10, Exceptional, (254)
"This was the most authentic place I have ever seen really takes back but all the amenities by far the best place to stay in Tuscany IT Fantastic staff 5star"
Castello di Spaltenna- Small Luxury Hotels of the World
Belvedere di San Leonino
Outdoor pool

Belvedere di San Leonino

4.0 star property
9.6 out of 10, Exceptional, (176)
"Brilliant hotel , pool and restaurant "
Belvedere di San Leonino
Palazzo Squarcialupi
Indoor spa tub

Palazzo Squarcialupi

4.0 star property
9.8 out of 10, Exceptional, (67)
"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 AU$330
includes taxes & fees
23 Sept - 24 Sept
Palazzo Squarcialupi
Hotel Le Fontanelle
Exterior

Hotel Le Fontanelle

5.0 star property
9.8 out of 10, Exceptional, (93)
"We had a perfect stay at this hotel! 100% recommend. "
The price is AU$718
includes taxes & fees
20 Oct - 21 Oct
Hotel Le Fontanelle
Borgo Vescine
2 restaurants, breakfast served

Borgo Vescine

5.0 star property
9.4 out of 10, Exceptional, (240)
"Wonderful staff "
The price is AU$617
includes taxes & fees
28 Sept - 29 Sept
Borgo Vescine
Badia di Pomaio
Lobby lounge, garden views, open daily

Badia di Pomaio

4.0 star property
10.0 out of 10, Exceptional, (20)
"Very well managed and friendly "
The price is AU$1,066
includes taxes & fees
1 Oct - 2 Oct
Badia di Pomaio
Chimera Tuscany Resort
Exterior

Chimera Tuscany Resort

4.0 star property
10.0 out of 10, Exceptional, (18)
"The area are amazing and Arezzo is wonderful"
Chimera Tuscany Resort
Hotel Colle Etrusco Salivolpi
Outdoor pool, open 8:00 AM to 8:00 PM, pool umbrellas, pool loungers

Hotel Colle Etrusco Salivolpi

3.0 star property
9.6 out of 10, Exceptional, (106)
"Charming and comfortable. "
Hotel Colle Etrusco Salivolpi
Castello di Volpaia
Breakfast (EUR 10.00 per person)

Castello di Volpaia

3.0 star property
9.6 out of 10, Exceptional, (57)
"Just a phenomenal stay. Magnificent setting, wine, food, pool, the list goes on. Can’t speak highly enough of Volpaia for a truly incredible and authentic Tuscan experience."
The price is AU$456
includes taxes & fees
22 Oct - 23 Oct
Castello di Volpaia
Via Roma 33 Tuscany Boutique Hotel & Spa - Adults Only
Indoor spa tub

Via Roma 33 Tuscany Boutique Hotel & Spa - Adults Only

4.0 star property
9.6 out of 10, Exceptional, (31)
"Cannot recommend highly enough, loved our stay and will be back "
Via Roma 33 Tuscany Boutique Hotel & Spa - Adults Only
Villa Casagrande Resort & SPA
2 restaurants, breakfast, lunch, dinner served; Italian cuisine

Villa Casagrande Resort & SPA

4.0 star property
9.2 out of 10, Wonderful, (366)
"We had a great stay and loved the 2 bedrooms as a family of 4. Very friendly and accommodating staff"
The price is AU$226
includes taxes & fees
12 Oct - 13 Oct
Villa Casagrande Resort & SPA
Relais Vignale & Spa
Poolside bar

Relais Vignale & Spa

4.0 star property
9.2 out of 10, Wonderful, (276)
"My friend and I had such a relaxing time at Relais!! We both got amazing massages from Natalie, the staff helped me figure out how to get to Rome after, the rooms were GORGEOUS, the pool was spectacular and got great poolside drinks, and the food/wine was the best!!! Stay here for a romantic and relaxing getaway surrounded by Tuscany’s beautiful rolling hills and vineyards. Would definitely come back!"
The price is AU$333
includes taxes & fees
7 Oct - 8 Oct
Relais Vignale & Spa
Palazzo Leopoldo Dimora Storica & Spa
Deluxe Room | Vineyard view

Palazzo Leopoldo Dimora Storica & Spa

4.0 star property
9.2 out of 10, Wonderful, (269)
"We loved it was easy to get to wineries or small towns we wanted to visit"
The price is AU$320
includes taxes & fees
16 Oct - 17 Oct
Palazzo Leopoldo Dimora Storica & Spa
Borgo Scopeto Wine & Country Relais
2 outdoor pools, pool umbrellas, pool loungers

Borgo Scopeto Wine & Country Relais

5.0 star property
9.2 out of 10, Wonderful, (187)
"This hotel is absolutely gorgeous. The staff, food and grounds are fantastic. Can’t recommend more! Big thanks to Luka and Giuseppe for making our stay so special. Great wine tasting and delicious wine recommendations. Won’t disappoint "
Borgo Scopeto Wine & Country Relais
Hotel Palazzo San niccolò & Spa
Interior detail

Hotel Palazzo San niccolò & Spa

4.0 star property
9.2 out of 10, Wonderful, (173)
"Wonderful "
The price is AU$220
includes taxes & fees
20 Oct - 21 Oct
Hotel Palazzo San niccolò & Spa
Hotel Villa Campomaggio
Exterior

Hotel Villa Campomaggio

4.0 star property
9.2 out of 10, Wonderful, (161)
"Loved our three night stay. Very beautiful property, great food, and lovely staff. "
Hotel Villa Campomaggio
Hotel Il Viandante
Property entrance

Hotel Il Viandante

3.0 star property
9.2 out of 10, Wonderful, (159)
"Great sleep, Wilma recommended a great restaurant within walking distance. We only had a one night stay "
The price is AU$184
includes taxes & fees
19 Oct - 20 Oct
Hotel Il Viandante
Hotel Le Pozze Di Lecchi
Outdoor pool

Hotel Le Pozze Di Lecchi

4.0 star property
9.4 out of 10, Exceptional, (61)
"Great value, and couldn’t be more tucked away. Breakfast is a great amenity. Close to so many wineries."
The price is AU$210
includes taxes & fees
29 Sept - 30 Sept
Hotel Le Pozze Di Lecchi
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

Castello di Spaltenna- Small Luxury Hotels of the World

Castello di Spaltenna- Small Luxury Hotels of the World

10/10 Excellent
"Of all the beautiful places we stayed on our Italy trip, this was, hands down our favorite. From the moment we pulled up, we were met by staff to take our luggage and drive us to the reception area for check in. We were greeted by a friendly staff members, given a tour of the property and information we might need for our stay. The property is breathtakingly stunning. Our room was absolutely beautiful and the perfect blend of luxury and rustic, Tuscan charm. The dinner we had at one of their restaurants was incredible and the staff attentive in the best way possible- while allowing us the time to savor the delicious meal, converse and just take in all the beautiful atmosphere. We booked time together at their Spa, which we enjoyed, and my husband had a relaxing sports massage. The breakfast in the morning had the greatest variety, attentive staff and quality choices that we have ever experienced. We can’t recommend Castelló di Spaltenna enough, truly a magical place, nestled in the heart of the Chianti region."
Malinda 1-night trip
Posted 5 days ago
Castello di Spaltenna- Small Luxury Hotels of the World

More cheap accommodation in Penna

More cheap accommodation in Penna

Hotel Chenno

Hotel Chenno

Via Don Lorenzo Boschi 29, Subbiano, AR
The price is AU$80 per night from 23 Sept to 24 Sept
AU$80
23 Sept - 24 Sept
includes taxes & fees
7.8/10 Good! (24 reviews)

Frequently asked questions

Where is the best place to stay in Penna?

Borgo Scopeto Wine & Country Relais, located 17 mi (27.4 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 La Certosa di Pontignano and Castello di Spaltenna- Small Luxury Hotels of the World. 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 espresso maker. 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 Scopeto Wine & Country Relais: Features 2 restaurants, 2 outdoor swimming pools and a full-service spa. Castello di Spaltenna- Small Luxury Hotels of the World and Il Borro - Relais & Châteaux 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 8 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 Badia a Coltibuono. You'll also find Castello di Albola and Cantalici Winery 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

Explore a world of travel with Expedia