Default HTG hotel image

Find hotels in Penna from $54

Check prices for these dates

Tonight
Oct 17 - Oct 18
Tomorrow
Oct 18 - Oct 19
Next weekend
Oct 23 - Oct 25
In two weeks
Oct 30 - Nov 1

Filter by

Star rating

Guest rating

Our top choices for Penna hotels

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

1. Hotel Valdarno

Hotel Valdarno
Montevarchi
United States
Emmanuel
$103 nightly
$113 total
Oct 23 - Oct 24
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 historic building with a stone facade, arched entrance, and a wooden balcony.
A modern spa area with a wooden sauna, a glass-enclosed shower, and a marble-floored pool.

2. Villa Casagrande Resort & SPA

Villa Casagrande Resort & SPA
Figline e Incisa Valdarno
United States
Ana
$104 nightly
$117 total
Nov 15 - Nov 16
Total with taxes and fees
Villa Casagrande Resort & SPA
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 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.

3. Moody smart & comfy Hotel

Moody smart & comfy Hotel
Terranuova Bracciolini
Belgium
Rocco
$113 nightly
$127 total
Nov 7 - Nov 8
Total with taxes and fees
Moody smart & comfy Hotel
A buffet with various food items and utensils.
A covered outdoor seating area with wicker furniture and a potted plant.
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
$105 nightly
$121 total
Oct 24 - Oct 25
Total with taxes and fees
Hotel Il Viandante
A dining area with tables set for meals, chairs, and a window with a view.
A bedroom with a bed, bedside tables, a wall-mounted shelf, and a door.
A bathroom with a white sink, a mirror with a circular frame, and a shelf with toiletries.
A neatly arranged bedroom with a bed, bedside tables, a lamp, a wall-mounted clock, and a basket.

5. Boutique Hotel Fox's Inn

Boutique Hotel Fox's Inn
San Giustino Valdarno
Canada
Peter
$87 nightly
$95 total
Nov 11 - Nov 12
Total with taxes and fees
Boutique Hotel Fox's Inn
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 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
$108 nightly
$119 total
Oct 23 - Oct 24
Total with taxes and fees
Delta Hotel
A pool with a stone wall and a tree, surrounded by a clear sky and distant mountains.
A bedroom with a bed, bedside tables, a large wooden wardrobe, a bathroom with a bathtub, and a window with a view.
A stone wall, a pink building, and a pool with a garden.
A modern living room with a sectional sofa, a glass coffee table, wooden flooring, and exposed brick walls.

7. Villa Barberino

Villa Barberino
Meleto
United Kingdom
Claire
$126 nightly
$138 total
Nov 4 - Nov 5
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 lobby with a reception desk, seating areas, and a dining area.
A gym with cardio machines, weightlifting equipment, and dumbbells.
A hotel hallway with a polished floor, wooden doors, and a green exit sign.

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
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.
An outdoor courtyard with stone walls, potted plants, and a wooden door leading to an interior space.

9. Hotel Tenuta Il Burchio

Hotel Tenuta Il Burchio
Figline e Incisa Valdarno
Netherlands
OY
$73 nightly
$82 total
Oct 29 - Oct 30
Total with taxes and fees
Hotel Tenuta Il Burchio
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 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.

10. Casale La Gora

Casale La Gora
Figline e Incisa Valdarno
United States
Roberto
$69 nightly
$78 total
Nov 8 - Nov 9
Total with taxes and fees
Casale La Gora
A bedroom with a canopy bed, a bedside table, a chair, a potted plant, and a large mirror.
A modern living room with a white sofa, armchairs, and a coffee table.
A rustic outdoor setting with a stone building, round tables, and outdoor seating.
A modern kitchen with a large window, wooden ceiling, and a view of a forested area.

11. Chapter Chianti, a Member of Design Hotels

Chapter Chianti, a Member of Design Hotels
Cavriglia
Canada
Michael
$269 nightly
$303 total
Oct 20 - Oct 21
Total with taxes and fees
Chapter Chianti, a Member of Design Hotels
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 spacious living room with a fireplace, wooden beams, a chandelier, and a large painting.
An outdoor restaurant with tables set for dining, overlooking a swimming pool and lush greenery.

12. Villa Rigacci

Villa Rigacci
Reggello
United States
Thomas
$132 nightly
$153 total
Nov 1 - Nov 2
Total with taxes and fees
Villa Rigacci
An outdoor dining area with multiple tables and umbrellas, surrounded by greenery and hills in the background.
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.
A resort with a large swimming pool, sun loungers, and umbrellas.

13. Palagina la cascina

Palagina la cascina
Figline e Incisa Valdarno
Canada
Emma
$48 nightly
$54 total
Oct 21 - Oct 22
Total with taxes and fees
Palagina la cascina
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 room with a TV mounted on the wall displaying a SmartTV interface, a small desk with a chair, and a bottle of champagne on the table.

14. Hotel Toscana

Hotel Toscana
Figline e Incisa Valdarno
United States
Anonymous traveler
$128 nightly
$142 total
Oct 30 - Oct 31
Total with taxes and fees
Hotel Toscana
A restaurant with a bar area, wooden furniture, and a potted plant.
A building with a beige facade, multiple windows with dark shutters, and a tiled roof.
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 tiled roof, a wooden door, and two large potted plants.

15. Hotel Rifugio la Foresta

Hotel Rifugio la Foresta
Reggello
United States
Gezim
$82 nightly
$95 total
Nov 17 - Nov 18
Total with taxes and fees
Hotel Rifugio la Foresta
A poolside area with a view of a mountainous landscape, a well-manicured lawn, and outdoor seating with umbrellas.
An outdoor dining area with tables and chairs, overlooking a scenic view of a coastal town during sunset.
A four-poster bed with a view of the outdoors, a desk with a chair, and a sofa in a room with wooden beams on the ceiling.
An indoor dining area with tables set for two, large windows, and potted plants.

16. Villa Sassolini Country Boutique Hotel

Villa Sassolini Country Boutique Hotel
Montevarchi
United Kingdom
Peter
$205 nightly
$226 total
Oct 18 - Oct 19
Total with taxes and fees
Villa Sassolini Country Boutique Hotel
A stone staircase leading to a door, surrounded by stone walls and a potted plant with green leaves and purple flowers.
A stone building with a wooden door, outdoor seating, and a pergola with vines.
A stone building with a window and a light fixture.
A rustic interior with a stone fireplace, wooden beams, and a staircase leading to an upper level.

17. Agriturismo San Sano

Agriturismo San Sano
Gaiole in Chianti
Australia
Glen
$66 nightly
$77 total
Nov 5 - Nov 6
Total with taxes and fees
Agriturismo San Sano
A clear swimming pool with lounge chairs and umbrellas, surrounded by trees and a building with a balcony.
An outdoor dining area with stone flooring and tables, surrounded by greenery and a building with multiple balconies.
An outdoor amphitheater with stone steps and a grassy area in front.
A rustic bar area with wooden beams, a long counter, and large ceramic pots.

18. Hotel Fattoria degli Usignoli

Hotel Fattoria degli Usignoli
Reggello
Canada
Brittney
$93 nightly
$110 total
Nov 17 - Nov 18
Total with taxes and fees
Hotel Fattoria degli Usignoli
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 swimming pool with lounge chairs, a stone wall, and a building with a tiled roof.
A bedroom with a bed, a window with curtains, a lamp, and a patterned wall.
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
$228 nightly
$253 total
Oct 22 - Oct 23
Total with taxes and fees
Viesca Toscana Suites & Villas
A dining table set up outdoors with a view of a landscape.
A hotel with a swimming pool, outdoor seating, and a view of the surrounding hills.
A historic building with multiple stories, surrounded by lush greenery and a well-maintained garden with a central fountain.
A window seat with a view of a vineyard and distant mountains.

20. Il Borro - Relais & Châteaux

Il Borro - Relais & Châteaux
Loro Ciuffenna
United States
Nichole
$455 nightly
$501 total
Nov 5 - Nov 6
Total with taxes and fees
Il Borro - Relais & Châteaux
View all properties
Save an average of 15% on thousands of hotels when you're signed in

Top Penna Hotel Reviews

La Certosa di Pontignano

La Certosa di Pontignano

10/10 Excellent
"Absolutely amazing stay! The room was clean, large with a great view. The staff was always willing to help. Could not have asked for more. Highly recommend!"
Virginia 2-night trip
Posted 2 days ago
La Certosa di Pontignano
Hotel Continentale

Hotel Continentale

10/10 Excellent
"The location of this hotel is excellent!"
Thanh 2-night trip
Posted 4 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 6 days ago
Castello di Spaltenna- Small Luxury Hotels of the World
Il Gentiluomo Hotel & SPA

Il Gentiluomo Hotel & SPA

10/10 Excellent
"It was perfect….the outside was a little run down but the inside was perfect. They had just moved and not cleaned up so that did not help the appearance."
terri 3-night trip
Posted 6 days ago
Il Gentiluomo Hotel & SPA
Borgo Scopeto Wine & Country Relais

Borgo Scopeto Wine & Country Relais

10/10 Excellent
"Beautiful Borgo with views over Sienna and wonderful Tuscan countryside. In peak summer there is a family pool and adults only pool. The family pool was quiet and nice area to relax. About 20-30 mins to Siena we explored lots of lovely hill top places for dinner each night. Pool side dining was ok, club sandwiches that type of thing not extensive choice but adequate. Stunning views, good location to explore surrounding area. Would definitely recommend. I stayed with my family two boys age 9 and 13 and they loved it. Accommodation was very comfortable and spacious."
Louise 4-night trip
Posted 10 days ago
Borgo Scopeto Wine & Country Relais
Borgo Del Cabreo

Borgo Del Cabreo

10/10 Excellent
"Great hotel with an amazing atmosphere and one of the best restaurants I’ve ever visited. The food was absolutely exceptional — a truly memorable experience. Highly recommended!"
Georgios 1-night trip
Posted 12 days ago
Borgo Del Cabreo
Borgo Vescine

Borgo Vescine

10/10 Excellent
"The staff was amazing and incredibly kind."
Natalie 2-night trip
Posted 2 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

More cheap stays in Penna

Hotel Chenno

Hotel Chenno

Via Don Lorenzo Boschi 29 Subbiano AR
$46 nightly
$54 total
Oct 20 - Oct 21
Total with taxes and fees
Hotel Chenno
Castello di Bossi

Castello di Bossi

Località Bossi Castelnuovo Berardenga SI
$152 nightly
$172 total
Nov 3 - Nov 4
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.

Explore a world of travel with Expedia