Contessa Entellina Vacations from $1,025

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Your Contessa Entellina Vacation

With a vacation package to Contessa Entellina, say goodbye to endless planning and hello to trouble-free adventure. Every detail of your escape has been taken care of before departing, so you can get on with discovering this awesome city. Calatamauro Castle is one of the famous attractions to check off your itinerary during a trip to Contessa Entellina. Browse Expedia's extensive range of travel options and start organizing your ultimate vacation to Contessa Entellina now.

The Latest Contessa Entellina vacation packages

Price found within the past 48 hours. Click for updated prices.
Archè Design Rooms and Suites

Archè Design Rooms and Suites

3 out of 5
Politeama
Price was $1,167, price is now $1,025 per person
$1,025
per person
Jan 9 - Jan 15
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Palermo (PMO)
9.4/10 Exceptional! (63 reviews)
LOVED everyone here! Great location and amazing stay! Thank you!!

Reviewed on Oct 8, 2026

Grand Hotel et Des Palmes

Grand Hotel et Des Palmes

5 out of 5
Politeama
Price was $2,594, price is now $2,097 per person
$2,097
per person
Jan 5 - Jan 9
found 1 day ago
Roundtrip flight included
Boston (BOS) to Palermo (PMO)
8.4/10 Very Good! (1,002 reviews)
Everything about this property was wonderful. From the Staff, especially VITO (who made exceptional recommendations for us) to the delicious breakfast! Even parking our car was a breeze. Highly recommend this hotel.

Reviewed on Oct 26, 2026

Magaggiari Hotel Resort

Magaggiari Hotel Resort

4 out of 5
Price was $1,257, price is now $1,090 per person
$1,090
per person
Dec 15 - Dec 21
found 14 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Palermo (PMO)
9.4/10 Exceptional! (184 reviews)
We had an early flight and stayed one night. We wish we could have stayed longer. It was a great place. The dinner was excellent.

Reviewed on Nov 2, 2026

Hotel Principe di Villafranca

Hotel Principe di Villafranca

4 out of 5
Politeama
Price was $1,201, price is now $1,051 per person
$1,051
per person
Jan 9 - Jan 15
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Palermo (PMO)
8.4/10 Very Good! (411 reviews)

Porta di Castro Hotel & Spa

Porta di Castro Hotel & Spa

1 out of 5
Palermo Historical Center
Price was $1,549, price is now $1,357 per person
$1,357
per person
Dec 14 - Dec 20
found 19 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Palermo (PMO)
9.4/10 Exceptional! (497 reviews)
Best breakfast in town and best location to explore the city sights

Reviewed on Oct 31, 2026

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Stay near popular Contessa Entellina attractions

Calatamauro Castle

Find out about the history of Contessa Entellina with a stop at Calatamauro Castle. Amble around the area's forest or visit its spas.
See properties

What to do in Contessa Entellina

Wine tasting with a picturesque view from our tasting room

Di Giovanna Winery Tour & 3 Wine Tasting

$38
per adult
Di Giovanna Winery Tour & 3 Wine Tasting
Corleone: Beyond the Godfather Walking Tour

Corleone: Beyond the Godfather Walking Tour

$55
per adult
Corleone: Beyond the Godfather Walking Tour
Bisacquino: Grandpa Mommo's Mill Tour

Bisacquino: Grandpa Mommo's Mill Tour

$17
per adult
Bisacquino: Grandpa Mommo's Mill Tour
See all activities in Contessa Entellina

Contessa Entellina Hotel Deals

Marina Holiday Hotel & Spa

Marina Holiday Hotel & Spa

4 out of 5
Via Riva Dei Pescatori Balestrate PA
Fully refundableReserve now, pay when you stay
$71 nightly
The price is $80 total per night from Nov 15 to Nov 16
$80 total
Nov 15 - Nov 16
Total with taxes and fees
Marina Holiday Hotel & Spa
Mangia's Torre del Barone Resort and SPA

Mangia's Torre del Barone Resort and SPA

5 out of 5
Contrada Sovareto Sciacca AG
$273 nightly
The price is $312 total per night from Nov 5 to Nov 6
$312 total
Nov 5 - Nov 6
Total with taxes and fees
Mangia's Torre del Barone Resort and SPA
Althea Palace

Althea Palace

4 out of 5
Via Caduti Di Nassirya, snc Castelvetrano TP
$65 nightly
The price is $71 total per night from Dec 3 to Dec 4
$71 total
Dec 3 - Dec 4
Total with taxes and fees
Althea Palace
See all 1,865 properties in Contessa Entellina
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 Contessa Entellina Vacation Packages

Contessa Entellina Essential Information

Language
Italian
Currency
Euros
Local Welcome
Ciao
Local Goodbye
Ciao
Population
1,750
Max Temp Winter
55ºF
Max Temp Summer
85ºF
Top Sights
C.I.D.M.A. International Documentary Center of Mafia and the No Mafia Movement, Cascata delle Due Rocche and Castello Soprano

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Frequently asked questions

What's included in a Contessa Entellina vacation package?
A Contessa Entellina vacation package lets you combine round-trip flights, hotel stays, and rental cars. Many hotels in the area, such as Abbazia Santa Maria del Bosco, include free breakfast and free WiFi, which can add value to your trip. Transfers to and from Palermo (PMO-Punta Raisi) airport can also be arranged as part of your package.

Exactly what's included will vary by hotel and package, so it's worth reviewing the details before you confirm your booking.
How can I save money on a Contessa Entellina vacation package?
When you bundle, you can save up to 30%*. To save money on a Contessa Entellina package, consider traveling during the quieter months or be flexible with your dates to find more options. Bundling your flights and hotel together often unlocks savings compared to booking separately. *Members only. Savings vary.
What's the best vacation package for Contessa Entellina?
For families seeking a Contessa Entellina vacation package, a stay at Abbazia Santa Maria del Bosco is a strong choice. This highly-rated property, with a score of 9.1 out of 10, offers family rooms and a game room, providing a comfortable base about 4 miles from central Contessa Entellina.

Travelers interested in cultural exploration and a touch of luxury will also find excellent options among the best vacation packages in Contessa Entellina. Consider a package featuring Abbazia Santa Maria del Bosco, which is rated 9.1 out of 10 and sits about 3 miles from the historic Calatamauro Castle, making it convenient for visiting cultural attractions.
Is Contessa Entellina better suited for a beach vacation or a cultural trip?
A Contessa Entellina vacation is primarily suited for cultural exploration, given its rich history and ancient sites. The area is known for its cultural attractions, including the historic Calatamauro Castle, located about 3 miles from central Contessa Entellina.

While the region does offer coastal access, Menfi Beach is about 27 miles away, making it more of a day trip option rather than a central focus for a beach-centric vacation.
What are the top things to do in Contessa Entellina?
A Contessa Entellina vacation offers a blend of historical exploration and coastal relaxation:

Browse and book things to do in Contessa Entellina on Expedia.
Do you need to rent a car in Contessa Entellina, or is public transport enough?
For a Contessa Entellina vacation package, renting a car is highly recommended for flexibility and ease of exploring the region's cultural attractions and natural beauty. While Contessa Entellina is a central destination, many points of interest, such as Calatamauro Castle about 3 miles away or Menfi Beach about 27 miles away, are best reached by car.

Travelers arriving via Palermo (PMO-Punta Raisi) or Trapani (TPS-Vicenzo Florio) airports will find a rental car convenient for reaching their accommodation and navigating the area at their own pace. This allows you to fully experience all that a Contessa Entellina vacation has to offer.
Can I change or cancel my Contessa Entellina vacation package if my plans change?
Yes, you can cancel your vacation package via your itinerary page on Expedia or by contacting customer service. Remember that some packages are fully refundable, but the details vary based on each unique booking. A fully refundable package may depend on how far out from the travel dates you're canceling and what airline you are traveling with.
Do One Key members get extra savings when booking Contessa Entellina vacation packages?
Yes, members who join our free One Key™ travel rewards program can instantly unlock additional savings and save 10% or more on over 500,000 stays worldwide with Member Prices and over 1 million car rentals.
Does Expedia offer Book Now, Pay Later Contessa Entellina vacation packages?
Yes, with Expedia's Book Now, Pay Later option, powered by Affirm, you can spread the cost of your Contessa Entellina vacation over 3, 6, or 12 months. With no late payment fees or hidden costs, it's easy to secure your ideal vacation package as soon as you spot it.
How do I find last-minute vacation packages to Contessa Entellina?
To find last-minute vacation packages to Contessa Entellina, explore the last-minute deals section for the latest package offers, including flights, departing in the coming weeks. Being flexible with your travel dates and hotel preferences can help you secure the best prices.
How does free cancellation work on Contessa Entellina vacation packages?
Free cancellation on a Contessa Entellina vacation package depends on the specific hotel and rate combination you book. Many bookings allow free cancellation up to a stated deadline (often a few days before travel) where eligible. Read the cancellation terms carefully when reviewing the package, and visit Expedia help center for further details.
Is it cheaper to book a Contessa Entellina vacation as a package or separately?
Booking flights and hotels together can unlock lower overall prices. Better still, you can tailor your Contessa Entellina getaway to match your exact preference. Pick your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.
Why should I book my Contessa Entellina vacation package with Expedia?
Booking your vacation package on Expedia makes it easier to get more out of your trip from the start. With a wide choice of hotels, you can compare prices, reviews and amenities all in one place, then bundle your hotel with flights which could help you save even more. Flexible booking options on selected stays also make it easier to plan with confidence.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.