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Oct 24 - Oct 25
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Oct 25 - Oct 26
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Our top choices for Penna hotels

An indoor courtyard with stone flooring, arched columns, and tables set up for dining.
A modern reception area with a stone counter, a sign for SPA VILLA CASAGRANDE, and a staircase leading to a glass door.
A historic building with a stone facade, arched entrance, and a wooden balcony.
An indoor swimming pool with clear glass walls, wooden beams, and large windows.

1. Villa Casagrande Resort & SPA

Villa Casagrande Resort & SPA
Figline e Incisa Valdarno
United States
Ana
$108 nightly
$121 total
Nov 8 - Nov 9
Total with taxes and fees
Villa Casagrande Resort & SPA
A spacious lobby with a reception desk, seating area, and a large vase.
A modern hotel lobby with a curved reception desk, seating area, and a bar.
A patio with a round table and chairs, potted plants, and a view of the building's interior.
A hotel room with a large bed, two armchairs, a small table with a tray of breakfast items, a television, and curtains.

2. Hotel Valdarno

Hotel Valdarno
Montevarchi
United States
Emmanuel
$108 nightly
$119 total
Oct 28 - Oct 29
Total with taxes and fees
Hotel Valdarno
A dining area with tables set for meals, chairs, and a window with a view.
A bathroom with a white sink, a mirror with a circular frame, and a shelf with toiletries.
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.

3. Boutique Hotel Fox's Inn

Boutique Hotel Fox's Inn
San Giustino Valdarno
Canada
Peter
$87 nightly
$95 total
Nov 2 - Nov 3
Total with taxes and fees
Boutique Hotel Fox's Inn
A buffet with various food items and utensils.
A hotel entrance with a sign reading "HOTEL il Viandante".
A modern lobby with a reception desk, two seating areas with orange chairs, and a marble floor.
A covered outdoor seating area with wicker furniture and a potted plant.

4. Hotel Il Viandante

Hotel Il Viandante
Terranuova Bracciolini
United States
jessica
$107 nightly
$124 total
Nov 8 - Nov 9
Total with taxes and fees
Hotel Il Viandante
A person pouring a liquid from a bottle into a glass.
A glass table with a sandwich and a drink, a yellow sofa, and a fireplace with flames.
A modern interior with a yellow sofa, blue armchair, and a dining area with chairs and a table.
A modern building with a glass facade, a car parked in front, and a well-lit entrance area.

5. Moody smart & comfy Hotel

Moody smart & comfy Hotel
Terranuova Bracciolini
Belgium
Rocco
$113 nightly
$127 total
Nov 1 - Nov 2
Total with taxes and fees
Moody smart & comfy Hotel
A staircase with a modern design, featuring a combination of stone steps and a carpeted landing.
A modern reception area with a wooden reception desk, a metal bowl, potted plants, and a seating area with chairs.
A modern bar area with a curved counter, a coffee machine, and a variety of bottles and glasses on shelves.
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.

6. Delta Hotel

Delta Hotel
Montevarchi
United States
weixing
$117 nightly
$128 total
Oct 28 - Oct 29
Total with taxes and fees
Delta Hotel
A hotel room with a bed, a desk with a laptop, a chair, a nightstand, and a view through the window.
A hotel lobby with a reception desk, seating areas, and a dining area.
A gym with cardio machines, weightlifting equipment, and dumbbells.
A hotel with a sign reading "Michelangelo HOTEL".

7. Hotel Michelangelo

Hotel Michelangelo
Terranuova Bracciolini
United States
Sushil
$107 nightly
$121 total
Oct 25 - Oct 26
Total with taxes and fees
Hotel Michelangelo
A bedroom with a stone wall, a bed, a nightstand, a window, and a mirror.
A poolside area with lounge chairs and a swimming pool.
A patio area with a gravel path, wooden chairs, and a table. There is a building with a stone wall and a door.
An outdoor dining area with tables and chairs, a stone wall, and a wooden ceiling.

8. Casale La Gora

Casale La Gora
Figline e Incisa Valdarno
United States
Roberto
$68 nightly
$77 total
Nov 8 - Nov 9
Total with taxes and fees
Casale La Gora
A swimming pool with a stone border, surrounded by lounge chairs and a stone wall.
An aerial view of a villa with a swimming pool, surrounded by lush greenery and tall trees.
A pathway flanked by tall cypress trees and various shrubs, leading to a yellow building with green shutters.
A spacious living room with a fireplace, wooden beams, a chandelier, and a large painting.

9. Villa Rigacci

Villa Rigacci
Reggello
United States
Thomas
$132 nightly
$153 total
Oct 28 - Oct 29
Total with taxes and fees
Villa Rigacci
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 dining area with a table set for breakfast, featuring plates, cutlery, and a pitcher of juice.

10. Dimora Casa Eugenia

Dimora Casa Eugenia
Loro Ciuffenna
Norway
Hilde Stendal
$119 nightly
$131 total
Nov 13 - Nov 14
Total with taxes and fees
Dimora Casa Eugenia
A bedroom with a canopy bed, a bedside table, a chair, a potted plant, and a large mirror.
An aerial view of a rural village with traditional stone buildings, terraced fields, and a prominent villa with a swimming pool.
A poolside area with lounge chairs and umbrellas.
A rustic outdoor setting with a stone building, round tables, and outdoor seating.

11. Chapter Chianti, a Member of Design Hotels

Chapter Chianti, a Member of Design Hotels
Cavriglia
Canada
Michael
$269 nightly
$302 total
Oct 25 - Oct 26
Total with taxes and fees
Chapter Chianti, a Member of Design Hotels
A modern lobby with a bar area, seating, and a large window.
A buffet area with various food items, condiments, and a refrigerator.
An outdoor patio with tables and chairs, potted plants, and a view of the cityscape.
A hotel entrance with a covered staircase, potted plants, and a sign indicating it is a hotel and restaurant.

12. Hotel Toscana

Hotel Toscana
Figline e Incisa Valdarno
United States
Anonymous traveler
$116 nightly
$130 total
Nov 22 - Nov 23
Total with taxes and fees
Hotel Toscana
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.
A modern interior with a wooden staircase, a sofa, and a glass coffee table.
A bedroom with a large bed, a chair, and a wooden ceiling.

13. Villa Barberino

Villa Barberino
Meleto
United Kingdom
Claire
$159 nightly
$175 total
Oct 27 - Oct 28
Total with taxes and fees
Villa Barberino
An outdoor patio area with a brick archway, potted plants, and wicker furniture.
A swimming pool with steps leading into it, surrounded by lounge chairs and a stone wall with greenery.
A dining area with a fireplace, wooden beams, and a tiled floor.
An outdoor courtyard with stone walls, potted plants, and a wooden door leading to an interior space.

14. Hotel Tenuta Il Burchio

Hotel Tenuta Il Burchio
Figline e Incisa Valdarno
Netherlands
OY
$73 nightly
$82 total
Nov 5 - Nov 6
Total with taxes and fees
Hotel Tenuta Il Burchio
A clear swimming pool with lounge chairs and umbrellas, surrounded by trees and a building with a balcony.
An outdoor amphitheater with stone steps and a grassy area in front.
An outdoor dining area with stone flooring and tables, surrounded by greenery and a building with multiple balconies.
A room with a large arched window offering a view of a green landscape and distant mountains.

15. Hotel Fattoria degli Usignoli

Hotel Fattoria degli Usignoli
Reggello
Canada
Brittney
$99 nightly
$117 total
Nov 24 - Nov 25
Total with taxes and fees
Hotel Fattoria degli Usignoli
A spacious lobby with a large glass ceiling, comfortable seating, and a view of the outdoors.
A modern indoor pool area with lounge chairs and a central hot tub.
A modern hotel room with a large bed, a bedside table, and a glass shower enclosure.
A modern building with a revolving door and a glass entrance. Inside, there are white sofas and a reception area.

16. A Point Arezzo Park Hotel

A Point Arezzo Park Hotel
Arezzo
Australia
Dion
$76 nightly
$90 total
Oct 25 - Oct 26
Total with taxes and fees
A Point Arezzo Park Hotel
A modern interior with a decorative wall, a bed with pillows, and a small table with a lamp.
A modern hotel lobby with a large mirror, potted plants, and a spacious seating area.
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 rooftop terrace with outdoor seating, a pergola, and a view of hills.

17. Il Gentiluomo Hotel & SPA

Il Gentiluomo Hotel & SPA
Arezzo
United States
Luis Mauricio
$72 nightly
$86 total
Nov 6 - Nov 7
Total with taxes and fees
Il Gentiluomo Hotel & SPA
A covered outdoor seating area with white chairs and tables, overlooking a scenic landscape with mountains and trees.
A poolside area with a swimming pool, lounge chairs, and a grassy lawn.
An aerial view of a villa surrounded by lush greenery and rolling hills.
An outdoor dining area with long tables set for a meal, surrounded by greenery and trees.

18. Il Verreno

Il Verreno
Ambra
Canada
Minna
$200 nightly
$224 total
Oct 25 - Oct 26
Total with taxes and fees
Il Verreno
A spacious dining area with multiple tables and chairs, a bar area with shelves of bottles, and a large window providing a view of the outdoors.
A bedroom with a bed, a window with curtains, a lamp, and a patterned wall.
A swimming pool with lounge chairs, a stone wall, and a building with a tiled roof.
A landscaped garden with a fountain, tall cypress trees, and a brick archway.

19. Viesca Toscana Suites & Villas

Viesca Toscana Suites & Villas
Reggello
Canada
Kerby
$227 nightly
$253 total
Nov 1 - Nov 2
Total with taxes and fees
Viesca Toscana Suites & Villas
A table set for breakfast with a view of a castle on a hill.
A restaurant with multiple tables set for dining, featuring stone arches and wooden beams.
A bar area with a wooden counter, shelves with bottles, and a stone wall.
A stone building with a metal bucket hanging from a curved metal bracket.

20. Hotel Restaurant La Torricella

Hotel Restaurant La Torricella
Poppi
United States
Giorgio
$84 nightly
$92 total
Nov 3 - Nov 4
Total with taxes and fees
Hotel Restaurant La Torricella
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Top Penna Hotel Reviews

Villa Casagrande Resort & SPA

Villa Casagrande Resort & SPA

8/10 Good
"Wine area not open"
Mark 4-night trip
Posted 3 hours ago
Villa Casagrande Resort & SPA
Borgo Del Cabreo

Borgo Del Cabreo

10/10 Excellent
"Beautiful location and surroundings. Great hospitality. We stayed at La Villa and it was spectacular."
ANTONIO 2-night trip
Posted 3 days ago
Borgo Del Cabreo
La Certosa di Pontignano

La Certosa di Pontignano

10/10 Excellent
"Great location amazing place"
Rodolfo 1-night trip
Posted 4 days ago
La Certosa di Pontignano
Hotel Villa Cesi

Hotel Villa Cesi

10/10 Excellent
"Rooms are very clean and staff are very friendly and super helpful and above all they are caring and very accommodating especially with our elderly less abled parents for which we are very grateful. Property is in a beautiful setting. Restaurant staff also very helpful. Thank you very much to all who hosted us at Villa Cesi."
Anshi 2-night trip
Posted 6 days ago
Hotel Villa Cesi
Hotel Continentale

Hotel Continentale

10/10 Excellent
"The location of this hotel is excellent!"
Thanh 2-night trip
Posted 12 days ago
Hotel Continentale
Castello di Spaltenna- Small Luxury Hotels of the World

Castello di Spaltenna- Small Luxury Hotels of the World

10/10 Excellent
"Beautiful quaint 1000 year old monastery turned into a hotel! The staff was extremely accommodating and we really enjoyed our stay. Very easy to get around all of Tuscany from this hotel."
Michelle 3-night trip
Posted 13 days ago
Castello di Spaltenna- Small Luxury Hotels of the World
Borgo Vescine

Borgo Vescine

10/10 Excellent
"The staff was amazing and incredibly kind."
Natalie 2-night trip
Posted 3 weeks ago
Borgo Vescine
Villa Le Barone

Villa Le Barone

10/10 Excellent
"Charming place in Tuscany! Everything was absolutely perfect. We highly suggest to dine at the villa, it was exceptional. Breakfast was delicious as well."
Tereza 2-night trip
Posted 1 month ago
Villa Le Barone
Hu Norcenni Girasole Village

Hu Norcenni Girasole Village

10/10 Excellent
"My family and I had such a great time. Such a kid friendly place and at check in they even had a little playground while you waiting and gave the kids bubbles. So great to be in nature and all of the amenities were lovely. The waterparks that were padded on the ground were genius and we did a family wine tasting which was such a lovely memory. Our stay was so nice with the deck and the grocery store is so affordable for dinners in. Love love love! My toddler played all day and there were so many times we got to relax because they had everything that we wanted or needed right on property."
Maya 4-night trip
Posted 1 month ago
Hu Norcenni Girasole Village

More cheap stays in Penna

Hotel Chenno

Hotel Chenno

Via Don Lorenzo Boschi 29 Subbiano AR
$46 nightly
$54 total
Oct 25 - Oct 26
Total with taxes and fees
Hotel Chenno
Castello di Bossi

Castello di Bossi

Località Bossi Castelnuovo Berardenga SI
$149 nightly
$168 total
Oct 27 - Oct 28
Total with taxes and fees
Castello di Bossi
Villa Norcenni Aparthotel

Villa Norcenni Aparthotel

Via Norcenni 7 Figline e Incisa Valdarno FI
Get ratesVilla Norcenni Aparthotel
Tenuta La Pieve Casale Presciano

Tenuta La Pieve Casale Presciano

Via di Migliari Pergine Valdarno AR
Get ratesTenuta La Pieve Casale Presciano
Castello di Pratelli

Castello di Pratelli

Via Di Pratelli 1/a Figline e Incisa Valdarno FI
Get rates
9.2/10 Wonderful! (5 reviews)
Castello di Pratelli
Agriturismo I Bonsi

Agriturismo I Bonsi

VIA BONSI Reggello FI
Get ratesAgriturismo I Bonsi

Frequently asked questions

What is the best area to stay in Penna?
The best area to stay in Penna, Tuscany, is directly within the historic center of Penna, or in the surrounding countryside just outside the town walls.The historic center of Penna is ideal for those who appreciate being within walking distance of local life. You'll find yourself amidst narrow cobblestone streets, traditional Tuscan architecture, and local shops and eateries. The main piazza, Piazza Amerighi, serves as a central gathering point, often hosting local markets. This area is particularly well-suited for solo travelers or couples who enjoy exploring on foot and experiencing the town's daily rhythms.For those seeking a more tranquil experience with scenic views, the countryside immediately surrounding Penna offers excellent options. Here, you'll find villas and farmhouses located among olive groves and vineyards, often boasting amenities like private pools and expansive gardens.
When is the best time to go to Penna?
The best times to go to Penna, Tuscany, are during the shoulder seasons of April to May and September to October. These periods offer pleasant weather, fewer crowds, and the best opportunities to experience the region's culinary and scenic highlights.For those interested in exploring the Tuscan countryside, late spring (April-May) is ideal. The landscapes are lush and green, wildflowers are in bloom, and the temperatures are comfortable for outdoor activities like hiking or vineyard tours. It's also a wonderful time to enjoy al fresco dining as the days grow longer.Couples looking for a romantic getaway will find early autumn (September-October) perfect. The grape harvest season brings a special vibrancy to the vineyards, and the changing foliage creates stunning backdrops for scenic drives.
Can I cancel my hotel reservation on Expedia?
You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Penna.
How much is the nightly rate at a Penna hotel?
Prices for hotels in Penna often vary, but you can find a great deal from $50 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.

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