Book Hotels in Penna

Cabins, apartments, houseboats! We offer comfortable & private vacation rentals

Save an extra 10% or more on select hotels with Member Discounts

Access exclusive hotel deals, only with the Travelocity app

Check prices for these dates

Next weekend
In two weeks

Filter by

Guest rating
Guest rating
Star rating
Payment type
Payment type
Property type
Property type
Neighborhood
Neighborhood
Traveler experience
Traveler experience
Popular locations
Popular locations
Meal plans available
Meal plans available
Amenities
Amenities
Accessibility
Accessibility

Top Penna hotels

Hotel Le Fontanelle

Hotel Le Fontanelle

5 out of 5
SP 408-km 14.7, Pianella, Castelnuovo Berardenga, SI
Fully refundableReserve now, pay when you stay
$535 nightly
The price is $600 total per night from Jun 14 to Jun 15
$600 total
Jun 14 - Jun 15
Total includes taxes and fees
This smoke-free hotel features an attached winery, a full-service spa, and a restaurant. Families will appreciate the arcade/game room, picnic area, and in-room ...
Highlight of our Italy trip
"Our stay at Hotel Le Fontanelle was the highlight of our two week trip to Italy! The views are breathtaking and we enjoyed strolling around the grounds. All of the staff were so friendly and accommodating. We had wonderful meals at the hotel restaurant and the restaurants at the Club House. The shuttle ..."

Reviewed on Oct 11, 2024

Hotel Le Fontanelle
La Certosa di Pontignano

La Certosa di Pontignano

loc. Pontignano, 5, Castelnuovo Berardenga, SI
Fully refundableReserve now, pay when you stay
$115 nightly
The price is $131 total per night from Jun 2 to Jun 3
$131 total
Jun 2 - Jun 3
Total includes taxes and fees
This bed & breakfast features a restaurant, a rooftop terrace, and a bar/lounge. Traveling on business? Take advantage of the business center, free WiFi in public ...
"Wonderful site. We really enjoyed our staying. Obviously not designed to be an hotel so the room’s walls are not soundproof."

Reviewed on May 15, 2025

La Certosa di Pontignano
Castello di Spaltenna- Small Luxury Hotels of the World

Castello di Spaltenna- Small Luxury Hotels of the World

5 out of 5
Via Spaltenna 13, Gaiole in Chianti, SI
Fully refundableReserve now, pay when you stay
$423 nightly
The price is $477 total per night from Jun 13 to Jun 14
$477 total
Jun 13 - Jun 14
Total includes taxes and fees
A full-service spa, 2 restaurants, and an outdoor pool are all featured at this smoke-free hotel. Traveling on business? Take advantage of the business center ...
"Unbelievable hotel. The grounds are beautiful and amenities are some of the best around. The breakfast is the best we’ve ever had at any hotel. The spa access was also a very nice added touch. Cleaning service and staff were outstanding, the best we’ve ever received. Would 100% come back and ..."

Reviewed on May 23, 2025

Castello di Spaltenna- Small Luxury Hotels of the World
Hotel Le Pozze Di Lecchi

Hotel Le Pozze Di Lecchi

4 out of 5
Loc. Molinaccio, Gaiole in Chianti, SI
Fully refundableReserve now, pay when you stay
$139 nightly
The price is $162 total per night from Jun 8 to Jun 9
$162 total
Jun 8 - Jun 9
Total includes taxes and fees
A full-service spa, an outdoor pool, and a restaurant are all featured at this Tuscan-style hotel. Enjoy the sauna and free perks like buffet breakfast and free ...
"A nice little hideaway, perfect for those looking for an escape into the Tuscan hills. Great trails for bikes and hikes all around. Staff was friendly. Air was fresh. No regrets."

Reviewed on Oct 24, 2024

Hotel Le Pozze Di Lecchi
Borgo Vescine

Borgo Vescine

5 out of 5
Località Vescine, Radda in Chianti, SI
Fully refundableReserve now, pay when you stay
$360 nightly
The price is $406 total per night from Jun 4 to Jun 5
$406 total
Jun 4 - Jun 5
Total includes taxes and fees
An attached winery, 2 restaurants, and an outdoor pool are all featured at this luxury hotel. Traveling on business? Take advantage of the free WiFi in public ...
"We highly recommend this place! We will be back!"

Reviewed on Apr 16, 2025

Borgo Vescine
Il Borro - Relais & Châteaux

Il Borro - Relais & Châteaux

Località Borro, 1, San Giustino Valdarno, Loro Ciuffenna, AR
Fully refundableReserve now, pay when you stay
$767 nightly
The price is $844 total per night from Jun 4 to Jun 5
$844 total
Jun 4 - Jun 5
Total includes taxes and fees
An attached winery, 2 restaurants, and 2 outdoor tennis courts are all featured at this Tuscan-style farm stay. Enjoy the 24-hour gym and perks like free self ...
"I really felt like we were punching above our weight class. The staff was gracious and on top of everything. The food felt like Michellin Star quality and experience. The scenery was breath taking. The wine was even better than that. Such a wonderful place to go."

Reviewed on May 15, 2025

Il Borro - Relais & Châteaux
Hu Norcenni Girasole Village

Hu Norcenni Girasole Village

4 out of 5
Via Norcenni 7, Figline e Incisa Valdarno, FI
$61 nightly
The price is $70 total per night from Jun 5 to Jun 6
$70 total
Jun 5 - Jun 6
Total includes taxes and fees
This smoke-free campground features free water park access, an attached winery, and a nightclub. There's fun for all ages with a lazy river and a free kid's ...
"Everything ok 🙂"

Reviewed on Sep 29, 2024

Hu Norcenni Girasole Village
Hotel Continentale

Hotel Continentale

4 out of 5
Piazza Guido Monaco, 7, Arezzo, AR
Fully refundableReserve now, pay when you stay
$141 nightly
The price is $166 total per night from Jun 2 to Jun 3
$166 total
Jun 2 - Jun 3
Total includes taxes and fees
This hotel features a gym and a rooftop terrace. Traveling on business? Take advantage of the business center and free WiFi in public areas. There's a bar/lounge ...
"Jason helped us and made the difference"

Reviewed on May 7, 2025

Hotel Continentale
Borgo San Felice Resort

Borgo San Felice Resort

5 out of 5
San Felice, Castelnuovo Berardenga, SI
$693 nightly
The price is $774 total per night from Jun 29 to Jun 30
$774 total
Jun 29 - Jun 30
Total includes taxes and fees
This luxury hotel features an attached winery, a full-service spa, and 2 restaurants. Families will appreciate the arcade/game room, kid-friendly dining, and ...
"Beautiful property!"

Reviewed on Oct 13, 2024

Borgo San Felice Resort
Don't see what you're looking for?
See all available properties in Penna
View all properties
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

What are the top kid-friendly hotels in Penna?
From unique amenities to larger rooms, kid-friendly hotels come with features that can help transform a regular family vacation into a sensational one. These Penna properties make vacationing with youngsters a snap: You’ll be well looked after at Break House Hotel. It comes with complimentary breakfast, pet-friendly facilities and a flair for making families feel welcome. Alternatively, spend your nights enjoying the comforts of Lo Zolfino. Take advantage of a picnic area, pet-friendly facilities and more here.
Where can I find cheap hotels in Penna?
At Travelocity you’ll find really nice hotels in Penna at great prices. We source incredible prices with our trusted partners, so you have a tempting selection of cheap hotels to choose from. If you can be flexible on dates and location, consider staying at a hotel near Penna rather than in Penna. We may find you even better rates, too.
How do I find the best Penna hotel deals?
Simple! On Travelocity, look through the fantastic offers we’ve already found in Penna then use our filters to find a great deal that’s perfect for you. Enter your travel dates, select the number of rooms you need, and we’ll do the rest. You can get great discounts on flights and car hire, too, when you bundle.
How much does it cost to stay in a hotel in Penna?
The cheapest hotel in Penna is $70. This price was available within the past 7 days, for stays with a check-in date within the next year. Of course, the price you pay depends on your dates of travel, the length of your stay, and the hotel’s location. Prices and availability are subject to change. Additional terms apply.
How many hotels are in Penna?
There are 4,547 hotels in Penna on Travelocity.
What are the best hotels in Penna?
Penna has so many great hotels to choose from at Travelocity — and it’s so easy to find the perfect one. Just choose one of our popular pre-selected hotels with great reviews, or you can refine your search to build your ideal stay. Simply filter hotels based on price or star rating, or select properties with a pool, a hot tub, or a range of other amenities and pick the best place to stay in Penna for you!
When is the best time to visit Penna?
If you want the joy of a fun-filled trip in peak season, visit Penna during May, June and August. If you’d prefer the peace of off-season, book a stay during quieter months, such as February, March and December.
When is the cheapest time to stay in Penna?
Based on historic data is usually the cheapest month to visit Penna. However, we have incredible deals all year round, so we’re confident you’ll find a room in your budget whenever you choose to travel.
Are there any great family-friendly hotels in Penna?
There are multiple hotels in Penna that will please the whole family. Do you need adjoining rooms, babysitting services or a swimming pool? We’ve got you covered. Use our family filter to narrow your search down and use guest reviews to help you pick the perfect place for your next family trip to Penna. We have plenty of kid-friendly hotels in Penna to choose from on Travelocity!
Why book a hotel in Penna through Travelocity?
Because we have the top hotels in Penna! We want to help you travel more and worry less. That’s why we’ve put the most amazing hotel, car rental, and flight deals in one place. When you search for hotels with us, you know you’re getting fantastic prices with no hidden fees and free cancellation on most properties up to 24 hours before your stay. If you become a Travelocity member, you also get exclusive member discounts. Sign up today!
How do I cancel my hotel booking in Penna on Travelocity?
Canceling your booking with Travelocity is easy. Sign into your account and select My Trips. Here, you will see your cancellation options. We offer free cancellation on many properties.

Recent Penna hotel reviews by fellow wanderers