Hotels in Penna
Free cancellation options if plans change
Earn rewards on every night you stay
Save more with Member Prices
Check prices for these dates
Tonight
Aug 20 - Aug 21Tomorrow
Aug 21 - Aug 22This weekend
Aug 21 - Aug 23Next weekend
Aug 28 - Aug 30Top 5 hotels in Penna at a glance
- Hotel Il Viandante — 3-star hotel in Terranuova Bracciolini. Guest rating: 9.2/10 — Wonderful.
- Moody smart & comfy Hotel — 3-star hotel in Terranuova Bracciolini. Guest rating: 9.4/10 — Exceptional.
- Hotel Valdarno — 4-star hotel in Montevarchi. Guest rating: 8.8/10 — Excellent.
- Dimora Casa Eugenia — Located in Loro Ciuffenna. Guest rating: 9.2/10 — Wonderful.
- Hotel Michelangelo — 3-star hotel in Terranuova Bracciolini. Guest rating: 8.8/10 — Excellent.
Where to stay in Penna?




Hotel Il Viandante
Hotel Il ViandanteTerranuova Bracciolini
$100
$133 total
includes taxes & fees
Sep 19 - Sep 20




Moody smart & comfy Hotel
Moody smart & comfy HotelTerranuova Bracciolini
$115
$130 total
includes taxes & fees
Aug 31 - Sep 1




Hotel Valdarno
Hotel ValdarnoMontevarchi
$123
$135 total
includes taxes & fees
Aug 21 - Aug 22




Dimora Casa Eugenia
Dimora Casa EugeniaLoro Ciuffenna
$136
$150 total
includes taxes & fees
Aug 21 - Aug 22




Hotel Michelangelo
Hotel MichelangeloTerranuova Bracciolini
$109
$124 total
includes taxes & fees
Aug 24 - Aug 25




B&B Country House Poggio del Drago
B&B Country House Poggio del DragoCivitella in Val di Chiana
$108
$119 total
includes taxes & fees
Aug 30 - Aug 31




hotel toscana verde
hotel toscana verdePergine Valdarno
$89
$101 total
includes taxes & fees
Sep 18 - Sep 19




Villa Casagrande Resort & SPA
Villa Casagrande Resort & SPAFigline e Incisa Valdarno
$155
$176 total
includes taxes & fees
Aug 22 - Aug 23




Boutique Hotel Fox's Inn
Boutique Hotel Fox's InnSan Giustino Valdarno
$123
$135 total
includes taxes & fees
Aug 22 - Aug 23




Casale La Gora
Casale La GoraFigline e Incisa Valdarno
$119
$134 total
includes taxes & fees
Aug 25 - Aug 26




Il Borro - Relais & Châteaux
Il Borro - Relais & ChâteauxLoro Ciuffenna
$565
$622 total
includes taxes & fees
Aug 27 - Aug 28




Il Gentiluomo Hotel & SPA
Il Gentiluomo Hotel & SPAArezzo
$74
$88 total
includes taxes & fees
Aug 24 - Aug 25




Villa Barberino
Villa BarberinoMeleto
$188
$207 total
includes taxes & fees
Aug 30 - Aug 31




Palagina la cascina
Palagina la cascinaFigline e Incisa Valdarno
$70
$79 total
includes taxes & fees
Aug 27 - Aug 28




Fondaco del Moro
Fondaco del MoroCivitella in Val di Chiana
$75
$82 total
includes taxes & fees
Aug 27 - Aug 28




Badia a Coltibuono
Badia a ColtibuonoGaiole in Chianti
$185
$213 total
includes taxes & fees
Aug 26 - Aug 27




Palagina la Dimora
Palagina la DimoraFigline e Incisa Valdarno
$67
$76 total
includes taxes & fees
Sep 1 - Sep 2




Castello di Tornano Wine Resort
Castello di Tornano Wine ResortGaiole in Chianti
$208
$238 total
includes taxes & fees
Aug 25 - Aug 26
Go beyond your typical stay in Penna
Pet friendly
Apartment
Family friendly
Farm
Check out reviews of Penna hotels guests love
Borgo Vescine
10/10 Excellent
"Had an amazing time. Rooms can be a bit hot at times but everything else was spectacular. Highly recommended"
Castello Vicchiomaggio
10/10 Excellent
"Beautiful old castle. Massive room with kitchen and living area. AC only in bedroom but was good for sleeping. Lovely grounds. Nice wine as well. Location pretty good outside Greve Restaurant food was pretty good."
Hotel Le Fontanelle
10/10 Excellent
"A genuinely 5/5 experience! A beautiful and very well maintained property. More than enough facilities to enjoy your time without going offsite. Incredibly attentive and helpful team at the front desk (a shout out to Mattia for the cycling itinerary he put together for us) and restaurant. Top quality ingredients for the breakfast, and what a view for dinner!"
Villa Casagrande Resort & SPA
10/10 Excellent
"A beautiful hotel in a lovely little town. The staff were amazing, so helpful. The rooms were very clean and comfortable. I didn’t use the indoor pool or spa facilities so can’t comment on them. The outdoor pool is across the road and up a steep hill, so great if you have a car but not so much if you are on foot! Overall a very good stay."
Dievole Wine Resort
10/10 Excellent
"Canadian hospitality can learn from this INCREDIBLE winery❣️ HIGHLY recommended"
Hotel Fattoria degli Usignoli
10/10 Excellent
"Gorgeous place, amazing views. They overbooked dinner and we had a wait of 2 hours for our food to come out. Pool was amazing and there was two to choose from, one looked quieter. Main part of the building is 15th century, which was beautiful. Easy to find with google maps NOT Apple Maps. Plenty of parking."
Belvedere di San Leonino
10/10 Excellent
"The most beautiful and breathtaking place to stay. The staff were lovely, the rooms were quiet, the views were exceptional. The breakfast was perfect. Idyllic!"
Hu Norcenni Girasole Village
10/10 Excellent
"Two large pool sites. Helpful staff. Lots of entertainment. Restaurant options and a well stocked reasonably priced food market."
Borgo Scopeto Wine & Country Relais
10/10 Excellent
"We spent a wonderful week at Borgo Scopeto and thoroughly enjoyed every minute. It has everything you'd hope for from a luxury Tuscan retreat: beautiful historic buildings, immaculately kept grounds, and a peaceful atmosphere full of character. The staff were warm, attentive and genuinely welcoming without ever feeling intrusive, and the food was consistently excellent. One of the biggest advantages is its location. Siena is only a short drive away - you can even see the city's campanile while having breakfast - so it was easy to combine days by the pool with exploring one of Tuscany's most beautiful cities (and, inevitably, a bit of shopping to keep our teenage daughter happy). A fantastic place to stay, and one we'd happily recommend."








