Hotels in Penna

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2 Cuori e 1 Yurta Glamping in Toscana
2 Cuori e 1 Yurta Glamping in Toscana
Asciano
The price is $308
$346 total
includes taxes & fees
Mar 26 - Mar 27
2 Cuori e 1 Yurta Glamping in Toscana
La Certosa di Pontignano
La Certosa di Pontignano
Castelnuovo Berardenga
9.4 out of 10, Exceptional, (512 reviews)
The price is $96
$111 total
includes taxes & fees
Mar 2 - Mar 3
La Certosa di Pontignano
Fattoria di Corsignano
Fattoria di Corsignano
Castelnuovo Berardenga
9.2 out of 10, Wonderful, (28 reviews)
The price is $209
$234 total
includes taxes & fees
Mar 9 - Mar 10
Fattoria di Corsignano
Castel Monastero - The Leading Hotels of the World
Castel Monastero - The Leading Hotels of the World
5.0 star property
Castelnuovo Berardenga
8.8 out of 10, Excellent, (144 reviews)
  • cleanliness
    Medieval Tuscan charm with golf course, luxury spa, and dining experiences.
The price is $572
$641 total
includes taxes & fees
Mar 23 - Mar 24
Castel Monastero - The Leading Hotels of the World
Borgo Scopeto Wine & Country Relais
Borgo Scopeto Wine & Country Relais
5.0 star property
Castelnuovo Berardenga
9.2 out of 10, Wonderful, (192 reviews)
Borgo Scopeto Wine & Country Relais
Belvedere di San Leonino
Belvedere di San Leonino
4.0 star property
Castellina in Chianti
9.6 out of 10, Exceptional, (177 reviews)
  • cleanliness
    Escape to a Tuscan vineyard hotel with dining, outdoor pool, and hot tub.
The price is $111
$129 total
includes taxes & fees
Mar 8 - Mar 9
Belvedere di San Leonino
Castello di Gargonza
Castello di Gargonza
3.0 star property
Monte San Savino
9.2 out of 10, Wonderful, (39 reviews)
  • cleanliness
    Escape to a historic medieval castle with dining and a seasonal pool in Tuscany.
Castello di Gargonza
Il Monte
Il Monte
3.0 star property
Monte San Savino
8.6 out of 10, Excellent, (39 reviews)
  • cleanliness
    Unwind at this countryside hotel with rooftop terrace views in Monte San Savino.
The price is $70
$111 total
includes taxes & fees
Feb 27 - Feb 28
Il Monte
Villa di Sotto
Villa di Sotto
Castelnuovo Berardenga
9.4 out of 10, Exceptional, (28 reviews)
  • cleanliness
    Experience Tuscan elegance with a rooftop terrace and indulgent spa services.
Villa di Sotto
DormiVeglia B&B
DormiVeglia B&B
Monte San Savino
10.0 out of 10, Exceptional, (27 reviews)
  • cleanliness
    Relax poolside in charming Monte San Savino with hot tub and garden views.
DormiVeglia B&B
Castello La Leccia
Castello La Leccia
Castellina in Chianti
10.0 out of 10, Exceptional, (96 reviews)
The price is $179
$202 total
includes taxes & fees
Mar 13 - Mar 14
Castello La Leccia
Castello di Fonterutoli Wine Resort
Castello di Fonterutoli Wine Resort
Castellina in Chianti
9.4 out of 10, Exceptional, (201 reviews)
  • cleanliness
    Experience Tuscan elegance at this wine resort with on-site winery in Chianti.
The price is $157
$178 total
includes taxes & fees
Feb 27 - Feb 28
Castello di Fonterutoli Wine Resort
Castello di Tornano Wine Resort
Castello di Tornano Wine Resort
Gaiole in Chianti
9.0 out of 10, Wonderful, (100 reviews)
  • cleanliness
    Enchanting Tuscan winery resort offering castle grounds, pool, and tennis courts.
Castello di Tornano Wine Resort
Hotel Colle Etrusco Salivolpi
Hotel Colle Etrusco Salivolpi
3.0 star property
Castellina in Chianti
9.6 out of 10, Exceptional, (116 reviews)
The price is $122
$137 total
includes taxes & fees
Mar 13 - Mar 14
Hotel Colle Etrusco Salivolpi
Albergo Il Colombaio
Albergo Il Colombaio
3.0 star property
Castellina in Chianti
8.4 out of 10, Very Good, (58 reviews)
  • cleanliness
    Tuscany countryside escape with poolside relaxation and local vineyard access.
The price is $145
$163 total
includes taxes & fees
Mar 1 - Mar 2
Albergo Il Colombaio
Castello di Meleto
Castello di Meleto
Gaiole in Chianti
8.8 out of 10, Excellent, (93 reviews)
  • cleanliness
    Stay at a historic castle vineyard with a seasonal outdoor pool in Gaiole in Chianti.
Castello di Meleto
Fondaco del Moro
Fondaco del Moro
Civitella in Val di Chiana
9.6 out of 10, Exceptional, (36 reviews)
  • cleanliness
    Tucked into the Tuscan hills, this charming guesthouse offers hiking adventures.
The price is $76
$84 total
includes taxes & fees
Mar 2 - Mar 3
Fondaco del Moro
Borgo Casa al Vento
Borgo Casa al Vento
Gaiole in Chianti
8.6 out of 10, Excellent, (38 reviews)
  • cleanliness
    Savor Tuscan countryside from two pools, winery, and spa at this tranquil farmhouse.
The price is $191
$220 total
includes taxes & fees
Mar 8 - Mar 9
Borgo Casa al Vento
Borgo di Pietrafitta Relais
Borgo di Pietrafitta Relais
Castellina in Chianti
9.4 out of 10, Exceptional, (169 reviews)
  • cleanliness
    Tuscan winery retreat with massages, plus easy access to Chianti attractions.
The price is $93
$108 total
includes taxes & fees
Mar 17 - Mar 18
Borgo di Pietrafitta Relais
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)
  • cleanliness
    Immerse yourself in Tuscan countryside wellness at this charming Gaiole hotel.
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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Frequently asked questions

What accommodations do travelers like in Penna?
Can I book refundable accommodations in Penna?
If you need the flexibility to change your plans to Penna, most properties provide refundable* rates you can book. You can see these accommodations by searching our site and using the "fully refundable" filter to narrow down the results.
Where can I stay in Penna if I want a vacation home instead of a hotel?
Browse 6 vacation homes on our site.
What will the weather in Penna be like during my visit?
August and July are typically the warmest months in Penna when the average temp is 71°F. January and February are the coldest months when the average temperature is 42°F. November and October are the months with the most rain.
Why should I book my Penna hotel with Hotels.com?
There are lots of reasons to book your Penna trip with us: our free cancellations on selected hotels gives you flexibility, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™* on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.