Penna Holidays
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to Rp16.000.000 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Top hotels in Penna
La Certosa di Pontignano
loc. Pontignano, 5 Castelnuovo Berardenga SI
Fully refundableReserve now, pay when you stay
Rp1.756.400
Rp2.095.133 total
19 Oct - 20 Oct
includes taxes & fees
9.4/10 Exceptional! (567 reviews)
"good to stay"
Reviewed on 29 Sept 2026
Villa Pitiana
Via Provinciale Per Tosi 7 Reggello FI
Fully refundableReserve now, pay when you stay
Rp2.135.626
Rp2.491.895 total
5 Oct - 6 Oct
includes taxes & fees
8.6/10 Excellent! (158 reviews)
"Beautiful property with priceless views. The on-site restaurant also offered a nice light lunch. The pool area could have been spruced up a bit with some better furniture, but the room was beautiful. Be careful when using the shower as well as it is easy for the water to spray onto the floor. Make ..."
Reviewed on 24 Sept 2026
Castello di Spaltenna- Small Luxury Hotels of the World
Via Spaltenna 13 Gaiole in Chianti SI
Rp6.004.675
Rp6.808.928 total
30 Oct - 31 Oct
includes taxes & fees
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.
What to do in Penna
Wine Tasting and Cellar Tour in the Heart of Tuscany from Florence
Rp917.020
per adult
Private Tasting of Organic Wines in the Cellar in Mugliano
Rp611.181
per adult
Frequently asked questions
How much does a Penna holiday package cost?
Offering excellent value package deals on Expedia, you'll be thrilled with how little a holiday to Penna costs! Expedia's packages make travel planning easier and save you more.
What are the cheapest months to go to Penna?
January, February and March are the best times to look for cheap Penna holiday packages. Choosing to travel in quieter months means you can generally find better prices on hotels and flights.
How many days is enough for Penna?
The ideal duration for your Penna holiday depends on what you'd like to do and see. Generally, a handful of days to a week will give you plenty of time to visit all the leading attractions and discover some hidden spots along the way.
How to find the best Penna package deals?
Finding a cheap Penna package deal is a breeze with Expedia. After you've entered your travel dates and destination under our "Packages" tab, set your budget range, apply some filters and see what's available. You can customise your search by "Area," "Amenities," "Property type" and more. Sort the results by "Price: low to high" to discover the most economical Penna package deals. Want a simple trick to get the biggest savings? Be flexible with your departure dates and consider travelling on a weekday, when prices are usually lower.
Is it cheaper to book a Penna holiday as a package?
Expedia holiday packages are designed to give you more bang for your buck. Bundle your hotel, flight and car rental into one great-value price and you could save hundreds of dollars. You'll generally snag a better deal than booking each component individually. And you'll still have the freedom to create a personalised Penna holiday by choosing your favourite airline, accommodation type and car class.
When to book a holiday package to Penna?
Enjoy fantastic discounts by booking your flights in advance with Expedia. If being spontaneous is more your thing, snap up one of our last-minute deals for a spur-of-the-moment Penna adventure.
How to plan a trip to Penna?
- Choose when to get away: Check your diary and get your bags packed. Your favourite season and the type of activities on offer will also help you decide when to visit Penna.
- Figure out your budget: Make sure you have enough money to pay for everything from dining out and transportation to flights and experiences. Your accommodation will probably be the biggest expense during your trip to Penna.
- Decide how long to go for: Now that you're more familiar with Penna, you can figure out the ideal length of your holiday. Create a draft itinerary and allocate enough time to get through everything on your must-do list.
- Bundle your bookings: With your travel dates in place, you can combine your car rental, flights, hotels and more into a personalised Penna holiday package.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
