Hotels in Penna

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Top 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?

A buffet with various food items and utensils.

A hotel entrance with a sign reading "HOTEL il Viandante".

A hotel room with a large bed, bedside tables, a nightstand, a vase with flowers, a tray with pastries, a teapot, and a glass of orange juice.

A modern lobby with a reception desk, two seating areas with orange chairs, and a marble floor.

Hotel Il Viandante

Terranuova Bracciolini

$100

$133 total

includes taxes & fees

Sep 19 - Sep 20

A person pouring a liquid from a bottle into a glass.

A modern building with a glass facade, a car parked in front, and a well-lit entrance area.

A modern interior with a yellow sofa, blue armchair, and a dining area with chairs and a table.

A modern interior with a blue chair, a yellow chair, and a brown sofa. There is a glass door leading to an outdoor area with chairs and plants.

Moody smart & comfy Hotel

Terranuova Bracciolini

$115

$130 total

includes taxes & fees

Aug 31 - Sep 1

A spacious lobby with a reception desk, seating area, and a large vase.

A hotel room with two beds, a desk with a computer, a chair, and a tray of breakfast items.

A modern hotel lobby with a curved reception desk, seating area, and a bar.

A hotel room with a large bed, two armchairs, a small table with a tray of breakfast items, a television, and curtains.

Hotel Valdarno

Montevarchi

$123

$135 total

includes taxes & fees

Aug 21 - Aug 22

A luxurious room with a chandelier, classical columns, and a dining area with wooden chairs and a table.

A traditional European town with stone buildings, a visible staircase, and a clear view of the surrounding hills.

A bedroom with a bed, bedside tables, a desk, a chair, and a rug.

A living room with a staircase, a sofa, a coffee table, and a rug.

Dimora Casa Eugenia

Loro Ciuffenna

$136

$150 total

includes taxes & fees

Aug 21 - Aug 22

A hotel room with a bed, a desk with a laptop, a chair, a nightstand, and a view through the window.

A gym with cardio machines, weightlifting equipment, and dumbbells.

A hotel lobby with a reception desk, seating areas, and a dining area.

A hotel hallway with a polished floor, wooden doors, and a green exit sign.

Hotel Michelangelo

Terranuova Bracciolini

$109

$124 total

includes taxes & fees

Aug 24 - Aug 25

A staircase with a modern design, featuring a combination of stone steps and a carpeted landing.

A hotel room with a bed, a TV, a desk, and a mirror.

A modern reception area with a wooden reception desk, a metal bowl, potted plants, and a seating area with chairs.

A modern kitchen with a built-in microwave, sink, and stove. There is a dining area with a table and chairs, and a window with blinds.

Delta Hotel

Montevarchi

$123

$135 total

includes taxes & fees

Aug 25 - Aug 26

A stone building with outdoor seating and a pool in the background.

A dining table set with various foods, including meats, cheeses, and fruits.

A swimming pool with a breakfast tray of fruits and juice, surrounded by trees and a clear sky.

A bedroom with two beds, a chandelier, a leopard-print chair, and a small table with a vase.

B&B Country House Poggio del Drago

Civitella in Val di Chiana

$108

$119 total

includes taxes & fees

Aug 30 - Aug 31

A pool with sun loungers and umbrellas, surrounded by greenery and hills in the background.

A hotel reception area with a receptionist, a potted plant, and a large arched doorway leading outside.

A bedroom with a four-poster bed, a nightstand with a lamp, a mirror, and a coat rack with a jacket.

An outdoor restaurant with tables covered in beige tablecloths, wooden chairs, and a view of trees through the open sides.

hotel toscana verde

Pergine Valdarno

$89

$101 total

includes taxes & fees

Sep 18 - Sep 19

An indoor courtyard with stone flooring, arched columns, and tables set up for dining.

An indoor swimming pool with clear glass walls, wooden beams, and large windows.

A modern reception area with a stone counter, a sign for SPA VILLA CASAGRANDE, and a staircase leading to a glass door.

A modern spa area with a wooden sauna, a glass-enclosed shower, and a marble-floored pool.

Villa Casagrande Resort & SPA

Figline e Incisa Valdarno

$155

$176 total

includes taxes & fees

Aug 22 - Aug 23

A dining area with tables set for meals, chairs, and a window with a view.

A bed with a plaid bedspread, a metal headboard, and two wall-mounted lamps.

A bedroom with a bed, bedside tables, a wall-mounted shelf, and a door.

A neatly arranged bedroom with a bed, bedside tables, a lamp, a wall-mounted clock, and a basket.

Boutique Hotel Fox's Inn

San Giustino Valdarno

$123

$135 total

includes taxes & fees

Aug 22 - Aug 23

A bedroom with a stone wall, a bed, a nightstand, a window, and a mirror.

A building with a beige facade, arched windows, and a small balcony.

A poolside area with lounge chairs and a swimming pool.

An outdoor dining area with tables and chairs, a stone wall, and a wooden ceiling.

Casale La Gora

Figline e Incisa Valdarno

$119

$134 total

includes taxes & fees

Aug 25 - Aug 26

A dining table set up outdoors with a view of a landscape.

A villa with a swimming pool surrounded by lush greenery and hills in the background.

A hotel with a swimming pool, outdoor seating, and a view of the surrounding hills.

A window seat with a view of a vineyard and distant mountains.

Il Borro - Relais & Châteaux

Loro Ciuffenna

$565

$622 total

includes taxes & fees

Aug 27 - Aug 28

A modern interior with a decorative wall, a bed with pillows, and a small table with a lamp.

A spa area with a circular hot tub surrounded by mosaic tiles, a stone bench, and a small table with a bowl and a candle.

A hallway with a decorative archway leading to a door, a row of plants on the left, and a wall-mounted lamp on the right.

A rooftop terrace with outdoor seating, a pergola, and a view of hills.

Il Gentiluomo Hotel & SPA

Arezzo

$74

$88 total

includes taxes & fees

Aug 24 - Aug 25

A pool with a stone wall and a tree, surrounded by a clear sky and distant mountains.

A stone wall, a pink building, and a pool with a garden.

Villa Barberino

Meleto

$188

$207 total

includes taxes & fees

Aug 30 - Aug 31

An outdoor dining area with multiple tables and umbrellas, surrounded by greenery and hills in the background.

A resort with a large swimming pool, sun loungers, and umbrellas.

A large, two-story building with a covered outdoor seating area and a well-lit entrance.

A dining area with a wooden table, chairs, and a decorative glass centerpiece.

Palagina la cascina

Figline e Incisa Valdarno

$70

$79 total

includes taxes & fees

Aug 27 - Aug 28

A covered outdoor seating area with white chairs and tables, overlooking a scenic landscape with mountains and trees.

An outdoor dining area with long tables set for a meal, surrounded by greenery and trees.

A long table set for a formal event, with clear chairs and white tablecloths, under a large chandelier and surrounded by greenery.

A poolside area with a swimming pool, lounge chairs, and a grassy lawn.

Il Verreno

Ambra

$259

$290 total

includes taxes & fees

Aug 25 - Aug 26

A stone building with multiple windows and a central entrance.

A dining area with a table set for two, white chairs, and a stone-patterned floor.

A hotel room with a bed, a yellow armchair, a stone wall, and a window with a lamp.

A terrace with a sofa and cushions, overlooking a cityscape and mountains.

Fondaco del Moro

Civitella in Val di Chiana

$75

$82 total

includes taxes & fees

Aug 27 - Aug 28

A traditional stone building with a garden featuring geometric hedges and potted plants.

A formal garden with geometric hedges, a stone building with green shutters, and a staircase leading to a covered area.

A spacious room with a high arched ceiling, frescoed walls, a white sofa, and a wooden cabinet.

A view of a garden with neatly trimmed hedges and a central water feature.

Badia a Coltibuono

Gaiole in Chianti

$185

$213 total

includes taxes & fees

Aug 26 - Aug 27

A well-maintained garden with geometric hedges and a pathway leading to a building with multiple windows and outdoor seating.

A cozy living room with a wooden ceiling, a television, a sofa, and a view of greenery outside.

A restaurant with tables set for dining, large umbrellas, and a view of the landscape.

A stone building with a large wooden door and arched entrance, flanked by potted plants.

Palagina la Dimora

Figline e Incisa Valdarno

$67

$76 total

includes taxes & fees

Sep 1 - Sep 2

A rustic stone building with a wooden pergola, outdoor seating, and a garden with various plants.

An aerial view of a castle with a swimming pool, surrounded by dense forest and vineyards.

A historic stone building with a large arched window and a small balcony.

A stone building with a tower, surrounded by people dining at tables with candles.

Castello di Tornano Wine Resort

Gaiole in Chianti

$208

$238 total

includes taxes & fees

Aug 25 - Aug 26

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Go beyond your typical stay in Penna

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Apartment

Spa

Pool

Hot tub

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."

Frequently asked questions

What accommodations do travelers like in Penna?

Guests like Villa Casagrande Resort & SPA, Hu Norcenni Girasole Village and Il Borro - Relais & Châteaux.

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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