Casamassella Vacations from $874

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to $1,045 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    Rest easy

    Plan, book, and manage your trip all in one place

Your Casamassella Vacation

When a getaway to the city is calling, answer it with a Casamassella vacation package. The neighborhood of Marina di Andrano, which is great for walking, dining and nature, makes an excellent base for your adventures. Every trip to Casamassella needs a well-crafted itinerary. Fill yours with major attractions such as Otranto Waterfront, Baia Dei Turchi Beach and Otranto Castle. Stop dreaming and start doing. Explore the multitude of options on Expedia today and finally put your Casamassella vacation plans into motion!

The Latest Casamassella vacation packages

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

Hotel Orientale

4 out of 5
Brindisi Historic Center
per person
Sep 8 - Sep 10
found 16 hours ago
Roundtrip flight included
Chicago (CHI) to Brindisi (BDS)
9/10 Wonderful! (404 reviews)
The Oriental was a lovely mid-range hotel needing an upgrade but great staff and location (and price). I’d stay again when in town.

Reviewed on Jul 21, 2025

Torreserena Resort

Torreserena Resort

4 out of 5
per person
Sep 5 - Sep 10
found 1 day ago
Roundtrip flight included
New York (JFK) to Brindisi (BDS)
7.8/10 Good! (17 reviews)
We would definitely recommend this property, just highlighting a lot of confusion around dining table assignments, and that for some reasons the outdoor one kept being moved under the sun despite plenty of availability under the shaded areas and us moving the tables every time clearly annoyed of the sun. Another element of improvement we would have liked is availability of water bottle refilling stations around the property.

Reviewed on Jul 17, 2025

Ethra Reserve - Valentino 4*

Ethra Reserve - Valentino 4*

4 out of 5
per person
Sep 5 - Sep 10
found 1 day ago
Roundtrip flight included
New York (JFK) to Brindisi (BDS)
6.4/10 (22 reviews)
ROBINSON APULIA - All Inclusive

ROBINSON APULIA - All Inclusive

4 out of 5
per person
Sep 5 - Sep 10
found 1 day ago
Roundtrip flight included
New York (JFK) to Brindisi (BDS)
8.6/10 Excellent! (38 reviews)
Could not be bettered. Outstanding standard of food catering for gluten-free. dairy-free and vegetarians as well. Great atmosphere. The property is marketed entirely to the German market so, if your first language is other than German, you need to be aware of this. As English speakers we did not find this a problem but some might.

Reviewed on Oct 13, 2019

Ethra Reserve - Calanè 4*

Ethra Reserve - Calanè 4*

4 out of 5
per person
Sep 5 - Sep 10
found 1 day ago
Roundtrip flight included
New York (JFK) to Brindisi (BDS)
7.8/10 Good! (6 reviews)
Don't see what you're looking for?
See all available trips from Columbus to Casamassella
View all trips

Discover the most popular places to visit in Casamassella

Underground Oil Mill of Mulino a Vento

You can find out about the history of Uggiano la Chiesa with a stop at Underground Oil Mill of Mulino a Vento. Stroll along the marina or visit the spas in this relaxing area.

Underground Oil Mill of Mulino a Vento

What to do in Casamassella

Punta Palascìa Lighthouse

Otranto and Surroundings Full-Day Bike Tour

$160
per adult
Otranto and Surroundings Full-Day Bike Tour
Palascia Lighthouse

Full Day Tour of Otranto City and its Amazing Seacoast from Lecce

$140
per adult
Full Day Tour of Otranto City and its Amazing Seacoast from Lecce
Torre dell'orso Bay

Full Day Tour to Otranto coast most beautiful Beaches from Lecce

$151
per adult
Full Day Tour to Otranto coast most beautiful Beaches from Lecce
See all activities in Casamassella

Casamassella Hotel Deals

La Filanda

La Filanda

Via Uggiano, 27, Casamassella, Uggiano la Chiesa, LE
9.8/10 Exceptional! (32 reviews)
"We were a large family. Irene and her team made sure our stay would be perfect: the rooms were impeccable, breakfast was excellent (they even accomodated some special requests), and they were always charming and responsive with any queries and needs."

Reviewed on Jul 16, 2024

Get rates
La Filanda
Relais Valle dell'Idro

Relais Valle dell'Idro

4 out of 5
Via G.Grasso 4, Otranto, LE
Fully refundableReserve now, pay when you stay
$163 nightly
The price is $186 total per night from Jul 27 to Jul 28
$186 total
Jul 27 - Jul 28
Total includes taxes and fees
8.8/10 Excellent! (244 reviews)
"Excellent location, clean and staff very helpful"

Reviewed on Jun 16, 2025

Relais Valle dell'Idro
Baglioni Masseria Muzza

Baglioni Masseria Muzza

5 out of 5
Via Muzza 7, Otranto, LE
Fully refundableReserve now, pay when you stay
$784 nightly
The price is $870 total per night from Aug 8 to Aug 9
$870 total
Aug 8 - Aug 9
Total includes taxes and fees
9.6/10 Exceptional! (17 reviews)
"The staff were so welcoming and very friendly. They were always on hand to help us plan our itinerary - superb service!"

Reviewed on Jul 22, 2025

Baglioni Masseria Muzza
See all 4,423 properties in Casamassella
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 Casamassella Vacation Packages

Casamassella Essential Information

Language
Italian
Currency
Euros
Local Welcome
Ciao
Local Goodbye
Ciao
Population
1,000
Max Temp Winter
55ºF
Max Temp Summer
85ºF

More vacations you might like

All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Frequently asked questions

How much does a Casamassella vacation package cost?
Offering excellent value package deals from $874 on Expedia, you'll be surprised at how little a vacation to Casamassella costs! Expedia's packages make travel planning easier and save you more.
What are the cheapest months to go to Casamassella?
If you're looking to snag a cheap Casamassella vacation package, consider traveling in October, November and December. You're likely to find lower prices on hotels and airfares during these months — perfect for a budget-friendly getaway.
How many days is enough for Casamassella?
With a well-organized travel plan, you can easily visit the most popular Casamassella attractions in a few days. But if you'd like to discover hidden spots or take day trips, think about booking your Casamassella vacation for longer.
How to find the best Casamassella package deals?
Use Expedia's filters to help you find some of the best Casamassella package deals. When you begin your search, simply set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your trip for midweek, or browse for Casamassella package deals in the off-peak season. Switch up your travel dates and you may land even better discounts. As a rule of thumb, it's usually best to lock in your vacation package as early as possible.
Is it cheaper to book a Casamassella vacation as a package?
You can enjoy significant savings on your next Casamassella escape by booking a personalized vacation package. Check the "Package" heading, then select your travel dates and destination to view the best flight and hotel prices. Bundling can save travelers hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a vacation package to Casamassella?
Score incredible bargains by reserving your flights ahead of time with Expedia. If spontaneity is more your thing, grab one of our last-minute deals for a spur-of-the-moment Casamassella trip.
How to plan a trip to Casamassella?

  1. Pick the right time to travel: Your schedule, favorite season and the type of weather you enjoy can all influence your decision on when to go to Casamassella.
  2. Calculate your budget: Ensure you have enough money to pay for everything from meals and transportation to flights and experiences. Your hotel will likely be the biggest expense during your trip to Casamassella.
  3. Organize your Casamassella getaway with our trip planning tool: Look for and book stays and experiences all in one place. You can also collaborate with friends and family to plan an unforgettable trip to Casamassella together.
  4. Decide how long to go away for: Now that you're more familiar with Casamassella, you can figure out the right length of your vacation. Create a draft itinerary and give yourself enough time for all the things you want to do.
  5. Bundle your accommodations and airfare: After you've settled on your trip dates and duration, book the ideal Casamassella vacation package for you.
  6. Book any activities or day trips: Now to the fun part — organizing everything you want to do and see. Explore some of the top things to do in Casamassella and reserve your tickets in advance to save time (and maybe some spending money too!).

Does Expedia offer Book Now, Pay Later Casamassella vacation packages?
Set off on your perfect trip to Casamassella with help from our Book Now, Pay Later vacations. No need to save up or hold off until your next payday — we've teamed up with online lender Affirm to offer you flexibility with your finances. Our vacation packages with payment plans mean you can spread the cost across 3, 6 or 12 months. With no late payment fees or extra charges, you can easily stick to your budget and snap up cheap deals while they last.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.