Castiglione dei Pepoli Vacations from $1,980

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Your Castiglione dei Pepoli Vacation

Lock in a custom vacation package to Castiglione dei Pepoli and start looking forward to your next great adventure. Base yourself in the neighborhood of San Benedetto del Querceto, which is great for hiking and views, for a real taste of this lively city. Montovolo is one of the famous attractions to include on your sightseeing agenda during a trip to Castiglione dei Pepoli. Stop dreaming and start adventuring. Browse the multitude of options on Expedia today and finally put your Castiglione dei Pepoli vacation plans into gear!

The Latest Castiglione dei Pepoli vacation packages

Price found within the past 48 hours. Click for updated prices.
Hotel Internazionale

Hotel Internazionale

Historic Center
$1,980
per person
Nov 23 - Nov 28
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Bologna (BLQ)
9/10 Wonderful! (1,015 reviews)
Grand Hotel Majestic già Baglioni

Grand Hotel Majestic già Baglioni

Historic Center
$2,949
per person
Nov 23 - Nov 28
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Bologna (BLQ)
9.6/10 Exceptional! (672 reviews)
Everything and everyone there was amazing. The ONLY thing I would suggest is that they pony up for some soft sheets and pillowcases. Shockingly stiff and uncomfortable. We resorted to wrapping our pillow with a t-shirt.

Reviewed on Aug 8, 2026

Hotel Metropolitan

Hotel Metropolitan

Historic Center
$2,279
per person
Nov 23 - Nov 28
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Bologna (BLQ)
9/10 Wonderful! (1,003 reviews)
It’s in a good location

Reviewed on Sep 8, 2026

Hotel Brun

Hotel Brun

Historic Center
$1,986
per person
Nov 23 - Nov 28
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Bologna (BLQ)
9.6/10 Exceptional! (203 reviews)
Hotel Corona d'Oro

Hotel Corona d'Oro

Historic Center
$2,073
per person
Nov 23 - Nov 28
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Bologna (BLQ)
9.4/10 Exceptional! (1,000 reviews)
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Stay near popular Castiglione dei Pepoli attractions

Monte Coroncina

Commune with nature and explore the great outdoors at Monte Coroncina during your travels in Castiglione dei Pepoli.
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Castiglione dei Pepoli Hotel Deals

Fattoria Ca' di Fatino

Fattoria Ca' di Fatino

Via Nazionale Sud 112 Castiglione dei Pepoli BO
$75 nightly
$83 total
Oct 12 - Oct 13
Total with taxes and fees
9.6/10 Exceptional! (89 reviews)
"My wife and I randomly booked this accommodation as we were looking for a place in the country side close to both Firenze and Bologna - and it was great! The place is in a remote but stunning location and the room was very clean! The hosts were so kind and friendly, giving us hugs and local recommendations ..."

Reviewed on Aug 19, 2026

Fattoria Ca' di Fatino
Boutique Hotel Calzavecchio

Boutique Hotel Calzavecchio

Via Calzavecchio, 1 Casalecchio di Reno BO
$82 nightly
$90 total
Oct 11 - Oct 12
Total with taxes and fees
9.2/10 Wonderful! (667 reviews)
"Nice place in the outskirts of downtown- little hard to find with Mapquest- but we did make it. The hotel is in great shape- the up garden needs a bit of maintenance- but the parking was excellent! Had very good dining experience for dinner- and our room was beautiful- we had the blue suite- which ..."

Reviewed on Jul 28, 2026

Boutique Hotel Calzavecchio
Art Hotel Museo

Art Hotel Museo

Via della Repubblica, 289 Prato PO
Fully refundableReserve now, pay when you stay
$91 nightly
$105 total
Sep 13 - Sep 14
Total with taxes and fees
Art Hotel Museo
See all 1,295 properties in Castiglione dei Pepoli
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.

Find the Best Castiglione dei Pepoli Vacation Packages

Castiglione dei Pepoli Essential Information

Language
Italian
Currency
Euros
Local Welcome
Ciao
Local Goodbye
Ciao
Closest Airport
Guglielmo Marconi Airport (BLQ)
Population
2,800
Max Temp Winter
45ºF
Max Temp Summer
80ºF
Top Sights
Caves of Labante, Museum of Giorgio Morandi and Monte Bibele

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Frequently asked questions

How much does a Castiglione dei Pepoli vacation package cost?
Offering great value package deals from $1,980 on Expedia, you'll be thrilled with how little a vacation to Castiglione dei Pepoli costs! Our packages make travel planning easier and your savings go further.
What are the cheapest months to go to Castiglione dei Pepoli?
November, December and January are great times to look for cheap Castiglione dei Pepoli vacation packages. Traveling in less busy months means you'll typically find reduced prices on flights and accommodations.
How many days is enough for Castiglione dei Pepoli?
Generally, a handful of days is enough to tick off the top sights during your Castiglione dei Pepoli vacation. However, if you prefer to have more time to kick back or take day tours, think about extending your itinerary.
How to find the best Castiglione dei Pepoli package deals?
Begin your search for a Castiglione dei Pepoli package deal by entering your destination and preferred travel dates under our "Packages" tab. Then add some filters, like "Property type" and "Amenities," to fine-tune the results to your exact style. You can also sort by "Package discount" and browse offers that come with irresistible savings. If you don't find the ideal Castiglione dei Pepoli package deal straight away, just change your dates and search again. Remember that deals are only available for a limited time, so book early and get your Castiglione dei Pepoli adventure underway.
Is it cheaper to book a Castiglione dei Pepoli vacation as a package?
Expedia vacation packages are designed to help you keep more money in your pocket. Bundle your car rental, flight and hotel into one great-value price and you could save hundreds of dollars. You'll generally land a better deal than booking each component separately. And you'll still get the freedom to create a customized Castiglione dei Pepoli vacation by choosing your favorite accommodation type, airline and car class.
When to book a vacation package to Castiglione dei Pepoli?
If you've got your Castiglione dei Pepoli travel dates finalized, book early to bag some incredible deals. With Expedia, you can generally reserve some flights up to a year in advance. Prefer spontaneous trips? Our last-minute deals are ideal for traveling on a whim.
Does Expedia offer Book Now, Pay Later Castiglione dei Pepoli vacation packages?
If you're anything like us, you love traveling but don't love the price tag that can come with it. That's why we offer Book Now, Pay Later vacations. With help from online lender Affirm, you can spread the overall cost of your Castiglione dei Pepoli trip across 3, 6 or 12 months. There are also no late payment fees or hidden costs, so you can secure cheap vacation packages with payment plans as soon as you spot them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.