Castiglione dei Pepoli Vacations from $1,450

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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.
Up Hotel

Up Hotel

3.5 out of 5
Price was $1,543, price is now $1,450 per person
$1,450
per person
Jun 6 - Jun 8
found 1 day ago
Roundtrip flight included
Norfolk (ORF) to Bologna (BLQ)
9.8/10 Exceptional! (216 reviews)
Wonderful hotel. Great location. Amazing breakfast with a very nice and helpful staff

Reviewed on Jun 24, 2024

Astoria Suite Hotel

Astoria Suite Hotel

4 out of 5
Marina Centro
Price was $1,666, price is now $1,504 per person
$1,504
per person
Jun 6 - Jun 8
found 1 day ago
Roundtrip flight included
Norfolk (ORF) to Bologna (BLQ)
8.8/10 Excellent! (225 reviews)
Italy vacation; stayed a few days in Rimini at the Astoria Suite Hotel. Great staff, Front Desk, Bar, Restaurant, Housekeeping, everyone were super helpful and friendly. Great hotel near beach (literally a 1/2 block walk). Close to everything. If we find our way back to Rimini, we will be staying at the Astoria Suite Hotel. Thanks

Reviewed on Jul 14, 2023

Open Hotel

Open Hotel

4 out of 5
Marina Centro
Price was $1,607, price is now $1,501 per person
$1,501
per person
Jun 6 - Jun 8
found 1 day ago
Roundtrip flight included
Norfolk (ORF) to Bologna (BLQ)
9.6/10 Exceptional! (29 reviews)
Camere nuove e confortevoli. Colazione variegata ma ahimè con latte a lunga conservazione. Receptionist troppo zelante al limite dell’imbarazzo. Non tornerei piu’.

Reviewed on Apr 19, 2025

Grand Hotel Rimini

Grand Hotel Rimini

5 out of 5
Marina Centro
Price was $1,731, price is now $1,633 per person
$1,633
per person
Jun 6 - Jun 8
found 1 day ago
Roundtrip flight included
Norfolk (ORF) to Bologna (BLQ)
8.4/10 Very Good! (339 reviews)
Very beautiful hotel, great location, walkabilty was great.

Reviewed on Oct 25, 2025

Hotel Vienna Ostenda

Hotel Vienna Ostenda

4 out of 5
Marina Centro
Price was $1,540, price is now $1,462 per person
$1,462
per person
Jun 6 - Jun 8
found 1 day ago
Roundtrip flight included
Norfolk (ORF) to Bologna (BLQ)
8.2/10 Very Good! (102 reviews)
Room was nice and everyone on staff was so kind!

Reviewed on Dec 2, 2025

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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
$82 nightly
The price is $91 total per night from May 15 to May 16
$91 total
May 15 - May 16
Total with taxes and fees
9.6/10 Exceptional! (81 reviews)
la dame et le messieur très bon dejeuner gentil bon dejeuner

Reviewed on Nov 7, 2025

Fattoria Ca' di Fatino
The Gate Hotel

The Gate Hotel

4 out of 5
Area di Servizio Firenze Nord Sesto Fiorentino FI
Fully refundableReserve now, pay when you stay
$70 nightly
The price is $87 total per night from May 3 to May 4
$87 total
May 3 - May 4
Total with taxes and fees
7.4/10 Good! (527 reviews)
The room was hot! Unfortunately due to regulations the A/C couldn’t be turned on until the beginning of May.

Reviewed on Apr 18, 2026

The Gate Hotel
The Farmhouse of Villa Migliorati

The Farmhouse of Villa Migliorati

Vaiano/Italia
9.6/10 Exceptional! (27 reviews)
The views were amazing. Property was clean!

Reviewed on Oct 28, 2025

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The Farmhouse of Villa Migliorati
See all 1,223 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 $1,450 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.