Casamassella Vacations from $758

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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.
Palazzo Virgilio

Palazzo Virgilio

4 out of 5
Brindisi Historic Center
Price was $794, price is now $758 per person
$758
per person
Jan 26 - Jan 28
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Brindisi (BDS)
8.8/10 Excellent! (360 reviews)
Close to the station

Reviewed on Sep 28, 2025

Pollicastro Boutique Hotel

Pollicastro Boutique Hotel

4 out of 5
Lecce Historic Center
Price was $927, price is now $850 per person
$850
per person
Jan 26 - Jan 28
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Brindisi (BDS)
9.8/10 Exceptional! (130 reviews)
Hotel was very clean, staff were helpful and location was great.

Reviewed on Nov 14, 2025

Best Western Hotel Nettuno

Best Western Hotel Nettuno

4 out of 5
Price was $1,230, price is now $1,145 per person
$1,145
per person
Jan 26 - Jan 28
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Brindisi (BDS)
8/10 Very Good! (157 reviews)
Very convenient and good value for airport stay.

Reviewed on Oct 25, 2025

Torre del Parco

Torre del Parco

4 out of 5
Price was $821, price is now $766 per person
$766
per person
Jan 26 - Jan 28
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Brindisi (BDS)
9.6/10 Exceptional! (281 reviews)
Very pleasant experience! Very unique property that’s well renovated and turned into a hotel. Nice courtyard, clean spacious room, interesting property to tour around, and great breakfast. The staff are all very friendly and helpful. Street parking is available and is free during the night that’s immediately next to the hotel.

Reviewed on Nov 6, 2025

Ostuni Palace Hotel Bistrot & SPA

Ostuni Palace Hotel Bistrot & SPA

4 out of 5
Price was $814, price is now $775 per person
$775
per person
Jan 26 - Jan 28
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Brindisi (BDS)
9.2/10 Wonderful! (145 reviews)
The hotel is in an excellent location, the facilities are beautiful, and the service is wonderful, with a quick check-in.

Reviewed on Nov 1, 2025

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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

Otranto

Otranto and Castro Full-Day Tour

$300
per adult
Otranto and Castro Full-Day Tour
See all activities in Casamassella

Casamassella Hotel Deals

La Filanda

La Filanda

Via Uggiano, 27 Uggiano la Chiesa LE
9.8/10 Exceptional! (33 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

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La Filanda
Vigne Vecchie

Vigne Vecchie

Via Uggiano La Chiesa 51 Uggiano la Chiesa LE
9.6/10 Exceptional! (13 reviews)
Felt like Rock Stars
We visited mid-week before the start of the season and were the only guests staying at this luxury B&B The place is lovely and the staff treated us like rock-stars! At breakfast there is a wide selection of locally produced food, olive oil and wine are available to try and buy! We had the pool and ...

Reviewed on May 17, 2017

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Vigne Vecchie
Masseria Stali, The Originals Relais

Masseria Stali, The Originals Relais

Via Cisterna Vecchia Caprarica di Lecce LE
Fully refundableReserve now, pay when you stay
$62 nightly
The price is $69 total per night from Jan 9 to Jan 10
$69 total
Jan 9 - Jan 10, 2026
Total with taxes and fees
9.4/10 Exceptional! (101 reviews)
Quality stay near Lecce
Amazing, unpretentious chilled out place with all good facilities near Lecce.

Reviewed on Aug 18, 2025

Masseria Stali, The Originals Relais
See all 4,229 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

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Frequently asked questions

How much does a Casamassella vacation package cost?
Offering excellent value package deals from $758 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.