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Oct 21 - Oct 22
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Oct 22 - Oct 23
This weekend
Oct 23 - Oct 25
Next weekend
Oct 30 - Nov 1

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Our top choices for Penna hotels

A spacious lobby with a reception desk, seating area, and a large vase.
A hotel room with a large bed, two armchairs, a small table with a tray of breakfast items, a television, and curtains.
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.

1. Hotel Valdarno

Hotel Valdarno
Montevarchi
United States
Emmanuel
$106 nightly
$117 total
Oct 26 - Oct 27
Total with taxes and fees
Hotel Valdarno
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 spa area with a wooden sauna, a glass-enclosed shower, and a marble-floored pool.
A historic building with a stone facade, arched entrance, and a wooden balcony.

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

3. Moody smart & comfy Hotel

Moody smart & comfy Hotel
Terranuova Bracciolini
Belgium
Rocco
$113 nightly
$128 total
Oct 24 - Oct 25
Total with taxes and fees
Moody smart & comfy Hotel
A buffet with various food items and utensils.
A modern lobby with a reception desk, two seating areas with orange chairs, and a marble floor.
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 hotel entrance with a sign reading "HOTEL il Viandante".

4. Hotel Il Viandante

Hotel Il Viandante
Terranuova Bracciolini
United States
Michelle
$107 nightly
$123 total
Nov 1 - Nov 2
Total with taxes and fees
Hotel Il Viandante
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 bar area with a curved counter, a coffee machine, and a variety of bottles and glasses on shelves.

5. Delta Hotel

Delta Hotel
Montevarchi
United States
weixing
$113 nightly
$125 total
Oct 23 - Oct 24
Total with taxes and fees
Delta Hotel
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 bedroom with a bed, bedside tables, a wall-mounted shelf, and a door.
A bed with a plaid bedspread, a metal headboard, and two wall-mounted lamps.

6. Boutique Hotel Fox's Inn

Boutique Hotel Fox's Inn
San Giustino Valdarno
Canada
Peter
$87 nightly
$95 total
Oct 30 - Oct 31
Total with taxes and fees
Boutique Hotel Fox's Inn
A pool with a stone wall and a tree, surrounded by a clear sky and distant mountains.
A neutral-toned room with a sofa, a side table, a mirror, and a door leading to a bathroom.
A bedroom with a bed, bedside tables, a large wooden wardrobe, a bathroom with a bathtub, and a window with a view.
A room with a wooden door, a white cabinet with a book and candles, and two framed pictures on the wall.

7. Villa Barberino

Villa Barberino
Meleto
United Kingdom
Claire
$126 nightly
$138 total
Oct 28 - Oct 29
Total with taxes and fees
Villa Barberino
A hotel room with a bed, a desk with a laptop, a chair, a nightstand, and a view through the window.
A hotel with a sign reading "Michelangelo HOTEL".
A hotel lobby with a reception desk, seating areas, and a dining area.
A gym with cardio machines, weightlifting equipment, and dumbbells.

8. Hotel Michelangelo

Hotel Michelangelo
Terranuova Bracciolini
United States
Sushil
$107 nightly
$121 total
Oct 23 - Oct 24
Total with taxes and fees
Hotel Michelangelo
A modern lobby with a bar area, seating, and a large window.
A hotel entrance with a covered staircase, potted plants, and a sign indicating it is a hotel and restaurant.
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.

9. Hotel Toscana

Hotel Toscana
Figline e Incisa Valdarno
United States
Anonymous traveler
$128 nightly
$142 total
Oct 31 - Nov 1
Total with taxes and fees
Hotel Toscana
A bedroom with a stone wall, a bed, a nightstand, a window, and a mirror.
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.
A building with a beige facade, arched windows, and a small balcony.

10. 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.
A spacious living room with a fireplace, wooden beams, a chandelier, and a large painting.
A pathway flanked by tall cypress trees and various shrubs, leading to a yellow building with green shutters.
An aerial view of a villa with a swimming pool, surrounded by lush greenery and tall trees.

11. Villa Rigacci

Villa Rigacci
Reggello
United States
Thomas
$132 nightly
$153 total
Oct 28 - Oct 29
Total with taxes and fees
Villa Rigacci
An outdoor patio area with a brick archway, potted plants, and wicker furniture.
A dining area with a fireplace, wooden beams, and a tiled floor.
A swimming pool with steps leading into it, surrounded by lounge chairs and a stone wall with greenery.
A room with a large window, a radiator, and a television on a stand.

12. Hotel Tenuta Il Burchio

Hotel Tenuta Il Burchio
Figline e Incisa Valdarno
Netherlands
OY
$66 nightly
$74 total
Nov 2 - Nov 3
Total with taxes and fees
Hotel Tenuta Il Burchio
A bedroom with a canopy bed, a bedside table, a chair, a potted plant, and a large mirror.
A rustic outdoor setting with a stone building, round tables, and outdoor seating.
A modern living room with a white sofa, armchairs, and a coffee table.
An aerial view of a rural village with traditional stone buildings, terraced fields, and a prominent villa with a swimming pool.

13. Chapter Chianti, a Member of Design Hotels

Chapter Chianti, a Member of Design Hotels
Cavriglia
Canada
Michael
$269 nightly
$303 total
Nov 5 - Nov 6
Total with taxes and fees
Chapter Chianti, a Member of Design Hotels
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.
A room with a large arched window offering a view of a green landscape and distant mountains.
An outdoor dining area with stone flooring and tables, surrounded by greenery and a building with multiple balconies.

14. Hotel Fattoria degli Usignoli

Hotel Fattoria degli Usignoli
Reggello
Canada
Brittney
$90 nightly
$107 total
Nov 21 - Nov 22
Total with taxes and fees
Hotel Fattoria degli Usignoli
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 modern bedroom with a large bed, a wooden headboard, a built-in bathtub, and a stone wall.
A large, two-story building with a covered outdoor seating area and a well-lit entrance.

15. Palagina la cascina

Palagina la cascina
Figline e Incisa Valdarno
Canada
Emma
$44 nightly
$50 total
Nov 5 - Nov 6
Total with taxes and fees
Palagina la cascina
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 stone house with a paved driveway and a lawn, surrounded by trees and a white car parked in front.
A bedroom with two beds, a chandelier, a leopard-print chair, and a small table with a vase.

16. B&B Country House Poggio del Drago

B&B Country House Poggio del Drago
Civitella in Val di Chiana
United States
Kristen
$129 nightly
$142 total
Oct 23 - Oct 24
Total with taxes and fees
B&B Country House Poggio del Drago
A restaurant with a bar area, wooden furniture, and a potted plant.
A hotel room with a large bed, a desk, a chair, a chandelier, and a view of a building through the window.
A building with a beige facade, multiple windows with dark shutters, and a tiled roof.
A spacious living room with yellow upholstered sofas, a glass coffee table, and a statue.

17. Hotel Rifugio la Foresta

Hotel Rifugio la Foresta
Reggello
United States
Gezim
$88 nightly
$102 total
Nov 2 - Nov 3
Total with taxes and fees
Hotel Rifugio la Foresta
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 landscaped garden with a fountain, tall cypress trees, and a brick archway.
A dining area with a glass-top table, wicker chairs, a fruit bowl, and a bottle of orange juice.
A bedroom with a bed, a window with curtains, a lamp, and a patterned wall.

18. Viesca Toscana Suites & Villas

Viesca Toscana Suites & Villas
Reggello
Canada
Kerby
$229 nightly
$254 total
Oct 29 - Oct 30
Total with taxes and fees
Viesca Toscana Suites & Villas
A building with a large stained glass window and flower boxes on the railing.
A building with a large arched entrance, a bench outside, and windows with flower boxes.
A bar area with a counter, shelves of bottles, and a ceiling with skylights.
A potted plant in a room with a view of the street outside.

19. Albergo La Posta Arezzo

Albergo La Posta Arezzo
Civitella in Val di Chiana
Canada
Aliaa
$82 nightly
$90 total
Nov 2 - Nov 3
Total with taxes and fees
Albergo La Posta Arezzo
A covered outdoor seating area with white chairs and tables, overlooking a scenic landscape with mountains and trees.
A long table set for a formal event, with clear chairs and white tablecloths, under a large chandelier and surrounded by greenery.
An outdoor dining area with long tables set for a meal, surrounded by greenery and trees.
An aerial view of a villa surrounded by lush greenery and rolling hills.

20. Il Verreno

Il Verreno
Ambra
Canada
Minna
$200 nightly
$225 total
Oct 23 - Oct 24
Total with taxes and fees
Il Verreno
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Top Penna Hotel Reviews

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 7 hours ago
Borgo Del Cabreo
La Certosa di Pontignano

La Certosa di Pontignano

10/10 Excellent
"Great location amazing place"
Rodolfo 1-night trip
Posted 1 day 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 4 days ago
Hotel Villa Cesi
Hotel Continentale

Hotel Continentale

10/10 Excellent
"The location of this hotel is excellent!"
Thanh 2-night trip
Posted 9 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 10 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 3 weeks 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 3 weeks ago
Hu Norcenni Girasole Village
Camping Village Il Poggetto.

Camping Village Il Poggetto.

8/10 Good
"This property was nice. We enjoyed our two nights in a home on property. The home was a little dated but overall nice. Getting to Florence was a bit challenging, due to the property being in an isolated area. On the weekends there are only two busses that so by the property... one in the morning and one at night, so plan accordingly."
Nichole 2-night trip
Posted 5 months ago
Camping Village Il Poggetto.

More cheap stays in Penna

Hotel Chenno

Hotel Chenno

Via Don Lorenzo Boschi 29 Subbiano AR
$46 nightly
$54 total
Oct 22 - Oct 23
Total with taxes and fees
Hotel Chenno
Castello di Bossi

Castello di Bossi

Località Bossi Castelnuovo Berardenga SI
$150 nightly
$170 total
Oct 25 - Oct 26
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
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
Tenuta La Pieve Casale Presciano

Tenuta La Pieve Casale Presciano

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

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 $54 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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