Hotels in Penna

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Check prices for these dates

Tonight
Sep 10 - Sep 11
Tomorrow
Sep 11 - Sep 12
This weekend
Sep 11 - Sep 13
Next weekend
Sep 18 - Sep 20

Where to stay in Penna?

1. Hotel Il Viandante

Hotel Il Viandante
Terranuova Bracciolini
$106
$140 total
includes taxes & fees
Oct 10 - Oct 11
Hotel Il Viandante

2. Moody smart & comfy Hotel

Moody smart & comfy Hotel
Terranuova Bracciolini
$118
$133 total
includes taxes & fees
Sep 20 - Sep 21
Moody smart & comfy Hotel

3. Dimora Casa Eugenia

Dimora Casa Eugenia
Loro Ciuffenna
$136
$149 total
includes taxes & fees
Sep 11 - Sep 12
Dimora Casa Eugenia

4. Hotel Valdarno

Hotel Valdarno
Montevarchi
$124
$136 total
includes taxes & fees
Sep 17 - Sep 18
Hotel Valdarno

5. Hotel Michelangelo

Hotel Michelangelo
Terranuova Bracciolini
$104
$118 total
includes taxes & fees
Oct 1 - Oct 2
Hotel Michelangelo

6. Delta Hotel

Delta Hotel
Montevarchi
$133
$146 total
includes taxes & fees
Sep 13 - Sep 14
Delta Hotel

7. Villa Casagrande Resort & SPA

Villa Casagrande Resort & SPA
Figline e Incisa Valdarno
$135
$150 total
includes taxes & fees
Oct 11 - Oct 12
Villa Casagrande Resort & SPA

8. Chapter Chianti, a Member of Design Hotels

Chapter Chianti, a Member of Design Hotels
Cavriglia
$279
$314 total
includes taxes & fees
Oct 7 - Oct 8
Chapter Chianti, a Member of Design Hotels

9. B&B Country House Poggio del Drago

B&B Country House Poggio del Drago
Civitella in Val di Chiana
$127
$140 total
includes taxes & fees
Sep 23 - Sep 24
B&B Country House Poggio del Drago

10. Villa Barberino

Villa Barberino
Meleto
$152
$167 total
includes taxes & fees
Oct 1 - Oct 2
Villa Barberino

11. Il Borro - Relais & Châteaux

Il Borro - Relais & Châteaux
Loro Ciuffenna
$743
$817 total
includes taxes & fees
Oct 5 - Oct 6
Il Borro - Relais & Châteaux

12. Hotel Toscana

Hotel Toscana
Figline e Incisa Valdarno
$133
$148 total
includes taxes & fees
Sep 20 - Sep 21
Hotel Toscana

13. Badia a Coltibuono

Badia a Coltibuono
Gaiole in Chianti
$209
$239 total
includes taxes & fees
Oct 5 - Oct 6
Badia a Coltibuono

14. Borgo Iesolana Country Retreat

Borgo Iesolana Country Retreat
Bucine
$206
$231 total
includes taxes & fees
Oct 11 - Oct 12
Borgo Iesolana Country Retreat

15. Il Verreno

Il Verreno
Ambra
$239
$268 total
includes taxes & fees
Oct 7 - Oct 8
Il Verreno

16. Agriturismo San Sano

Agriturismo San Sano
Gaiole in Chianti
$87
$100 total
includes taxes & fees
Oct 11 - Oct 12
Agriturismo San Sano

17. Palagina la Dimora

Palagina la Dimora
Figline e Incisa Valdarno
$114
$128 total
includes taxes & fees
Sep 13 - Sep 14
Palagina la Dimora

18. Hotel Tenuta Il Burchio

Hotel Tenuta Il Burchio
Figline e Incisa Valdarno
$85
$95 total
includes taxes & fees
Sep 20 - Sep 21
Hotel Tenuta Il Burchio

19. Castello di Tornano Wine Resort

Castello di Tornano Wine Resort
Gaiole in Chianti
$212
$242 total
includes taxes & fees
Oct 11 - Oct 12
Castello di Tornano Wine Resort

20. Palagina la cascina

Palagina la cascina
Figline e Incisa Valdarno
$67
$74 total
includes taxes & fees
Sep 21 - Sep 22
Palagina la cascina
View all properties

Check out reviews of Penna hotels guests love

Villa Le Barone

Villa Le Barone

10/10 Excellent
"Excellent stay with wonderful , friendly staff!"
Kathleen 3-night trip
Posted 23 hours ago
Villa Le Barone
Borgo Vescine

Borgo Vescine

10/10 Excellent
"This place is simply perfection From the moment you check in to the moment you leave , you feel like royalty . Staff is impressive how polite , accommodating and welcoming Thank you Lorenzo at the bar ! Honestly no words besides EXCELLENT Anna /Canada !!!!"
Anna 3-night trip
Posted 1 day ago
Borgo Vescine
Palagina la Dimora

Palagina la Dimora

10/10 Excellent
"Wonderful Tuscany escape. Charming villa with spectacular views and amazing restaurant overlooking vineyards. Tecla at reception and the rest of the staff made the stay so special. Can’t wait to return!"
Daniel 2-night trip
Posted 1 day ago
Palagina la Dimora
Villa Pitiana

Villa Pitiana

10/10 Excellent
"We spent our honeymoon here and it was absolutely beautiful"
Rochelle 3-night trip
Posted 1 day ago
Villa Pitiana
Hotel Villa Campomaggio

Hotel Villa Campomaggio

10/10 Excellent
"This resort is one of the most beautiful properties I have ever stayed in. Free use of the spa just was icing on the cake! Great breakfast spread and our dinner in the restaurant was delicious! We will be back!!"
Jayni 2-night trip
Posted 1 day ago
Hotel Villa Campomaggio
Villa Il Palagio

Villa Il Palagio

10/10 Excellent
"Great loved everything thank you!"
Amber 2-night trip
Posted 3 days ago
Villa Il Palagio
Hotel Continentale

Hotel Continentale

8/10 Good
"Great location! Lovely rooftop terrace. No restaurant option on the property. Continental breakfast available. Bar service sporadic. Our power went out one day, but they were able to quickly fix."
Melody 4-night trip
Posted 3 days ago
Hotel Continentale
Castello Vicchiomaggio

Castello Vicchiomaggio

10/10 Excellent
"Very nice place in the heart of Chianti Pool and premises are extraordinary"
Maryse 3-night trip
Posted 4 days ago
Castello Vicchiomaggio
Borgo San Felice Resort

Borgo San Felice Resort

10/10 Excellent
"An unforgettable stay in Tuscany!** Our stay at Borgo San Felice was truly incredible from beginning to end. From the moment our private driver picked us up at the train station and brought us through the beautiful Tuscan countryside to the resort, everything felt seamless and special. The property itself is absolutely breathtaking pictures truly don’t do it justice. We enjoyed dinner on the property, a wonderful couples massage, a private wine tour and tasting, and a relaxing pool day. We especially loved the live piano music in the evenings; it added such a romantic and elegant touch to the entire experience. The service was one of the highlights of our stay. A special shout-out to **Herman at the pool**, who was always attentive and completely on point with everything we needed. We also had an amazing experience at **Poggio Rosso**, where **Matia provided top-notch service** and made our Michelin-starred dinner feel even more memorable. Every detail from the beautiful grounds and peaceful atmosphere to the food, wine, spa, and exceptional hospitality—made our time here unforgettable. Borgo San Felice gave us exactly the Tuscany experience we were hoping for and more. We absolutely loved our stay and would return in a heartbeat. Highly recommend! 🇮🇹🍷✨"
Yael 2-night trip
Posted 5 days ago
Borgo San Felice Resort

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.

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