Castiglione dei Pepoli Vacations from $716

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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 Il Guercino

Hotel Il Guercino

4 out of 5
Bologna Fiere District
Price was $851, price is now $716 per person
$716
per person
Nov 14 - Nov 18
found 21 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Bologna (BLQ)
8.6/10 Excellent! (1,000 reviews)
The room we received was dark and weirdly shaped and was not roomy at all. It overlooked the back of the building near a stairwell which didn’t feel safe.

Reviewed on Sep 11, 2025

Grand Hotel Majestic già Baglioni

Grand Hotel Majestic già Baglioni

5 out of 5
Historic Center
Save 100% on your flight
Price was $2,076, price is now $1,665 per person
$1,665
per person
Nov 14 - Nov 18
found 21 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Bologna (BLQ)
9.6/10 Exceptional! (632 reviews)
HIGHLY recommend this property! Absolutely beautiful property in the best location for exploring Bologna. 5 minute walk to restaurants, shops, historic sites! We had a very stressful situation, having lost our passports on the train to Bologna. Through extraordinary efforts by both the Hotel Manager and Concierge Julia, our passports were speedily located and we got them back right away! The Manager also upgraded us to a suite which was very luxurious and appreciated after such a scary day. I encourage anyone who is looking for a centrally located luxury hotel in Bologna with exceptional customer service to select this one. You will not be disappointed!

Reviewed on Sep 5, 2025

Elizabeth Lifestyle Hotel

Elizabeth Lifestyle Hotel

4 out of 5
Bologna Fiere District
Price was $982, price is now $807 per person
$807
per person
Nov 14 - Nov 18
found 21 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Bologna (BLQ)
9/10 Wonderful! (424 reviews)
Did not like that the Refrigerator was being used for a mini bar. Did not like that we had to pay for parking. Did not like that we had to ask for ice. Bed was rock hard. Breakfast was great however the available coffee sucked. We were not aware that we could ask for cappuccino or fresh brewed coffee.

Reviewed on Sep 10, 2025

Albergo Rossini 1936 Small & Charming

Albergo Rossini 1936 Small & Charming

4.5 out of 5
Historic Center
Price was $973, price is now $824 per person
$824
per person
Nov 14 - Nov 18
found 21 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Bologna (BLQ)
8.8/10 Excellent! (111 reviews)
Very central and extremely comfortable. Maximo and Veronica were lovely, very friendly and helpful, as were all the ladies downstairs. A young girl delivered some chocolates and cans of water which was great, but she came around at an awkward time when we were showering prior to going out. Consequently we missed her the second night sadly. Perhaps consider a better time to call?

Reviewed on Sep 6, 2025

Starhotels Excelsior

Starhotels Excelsior

4 out of 5
Historic Center
Price was $928, price is now $788 per person
$788
per person
Nov 14 - Nov 18
found 21 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Bologna (BLQ)
9.2/10 Wonderful! (1,011 reviews)
Quite nice hotel perfectly located across from train station

Reviewed on Sep 9, 2025

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Castiglione dei Pepoli Hotel Deals

Fattoria Ca' di Fatino

Fattoria Ca' di Fatino

Via Nazionale Sud 112, Creda, Castiglione dei Pepoli, BO
$75 nightly
The price is $83 total per night from Oct 11 to Oct 12
$83 total
Oct 11 - Oct 12
Total with taxes and fees
9.4/10 Exceptional! (71 reviews)
"Amazing place close to nature and nice restaurants with great hosts and staff, highly recommended!"

Reviewed on Jul 18, 2025

Fattoria Ca' di Fatino
The Gate Hotel

The Gate Hotel

4 out of 5
Area di Servizio Firenze Nord, Snodo Autostradale A1-A11, Sesto Fiorentino, FI
Fully refundableReserve now, pay when you stay
$69 nightly
The price is $86 total per night from Oct 3 to Oct 4
$86 total
Oct 3 - Oct 4
Total with taxes and fees
7.2/10 Good! (474 reviews)
"Great stay - no complaints at all - staff very helpful!"

Reviewed on Sep 6, 2025

The Gate Hotel
Art Hotel Museo

Art Hotel Museo

4 out of 5
Via della Repubblica, 289, Prato, PO
$127 nightly
The price is $144 total per night from Oct 5 to Oct 6
$144 total
Oct 5 - Oct 6
Total with taxes and fees
8/10 Very Good! (356 reviews)
"Modern and well kept. Recommend it to stay."

Reviewed on Aug 14, 2025

Art Hotel Museo
See all 1,159 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.

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Frequently asked questions

How much does a Castiglione dei Pepoli vacation package cost?
Offering great value package deals from $716 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.