Alessano Vacations from $379

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Your Alessano Vacation

Say goodbye to planning hassles and hello to a Alessano vacation package. With the finer details organized before you go, you can focus on discovering this city, starting with Marina di Andrano, which is great for walking, dining and nature. Any trip to Alessano needs a well-designed itinerary. Fill yours with leading attractions like Pescoluse Beach, Vado Tower and Spiaggia Tricase Porto. No matter your travel plans or budget, putting together the ultimate tailored Alessano vacation is simple with Expedia.

The Latest Alessano vacation packages

Price found within the past 48 hours. Click for updated prices.
Antica Masseria Martuccio

Antica Masseria Martuccio

4 out of 5
Price was $425, price is now $379 per person
$379
per person
Oct 9 - Oct 11
found 2 hours ago
Roundtrip non-stop flight included
Brussels (BRU) to Brindisi (BDS)
9.6/10 Exceptional! (83 reviews)
We enjoyed our vacation in this lovely accommodation. This place is perfect for relaxing getaway. Staff Is incredibly friendly!

Reviewed on Aug 17, 2025

La Sommità Relais & Chateaux

La Sommità Relais & Chateaux

5 out of 5
Ostuni Historic Centre
Price was $842, price is now $675 per person
$675
per person
Oct 9 - Oct 11
found 2 hours ago
Roundtrip non-stop flight included
Brussels (BRU) to Brindisi (BDS)
9.4/10 Exceptional! (178 reviews)
The staff was so attentive to our every question and need and were so pleasant every step of the way. From the front desk to the driver and everyone during our stay. The hotel was first class, clean, great views, food and easy access. We even had help with our Italian language tips along the way! Can't say enough good things about the people and the property.

Reviewed on Aug 31, 2025

Hotel Del Levante

Hotel Del Levante

4 out of 5
Price was $558, price is now $483 per person
$483
per person
Oct 9 - Oct 11
found 2 hours ago
Roundtrip non-stop flight included
Brussels (BRU) to Brindisi (BDS)
7.6/10 Good! (51 reviews)
Very clean close to beach

Reviewed on Jun 20, 2025

Masseria Malvindi

Masseria Malvindi

5 out of 5
Price was $572, price is now $509 per person
$509
per person
Oct 9 - Oct 11
found 2 hours ago
Roundtrip non-stop flight included
Brussels (BRU) to Brindisi (BDS)
9.6/10 Exceptional! (26 reviews)
The staff were really helpful, but there weren’t enough of them.

Reviewed on Sep 7, 2025

Le Dune Suite Hotel

Le Dune Suite Hotel

4 out of 5
Price was $442, price is now $394 per person
$394
per person
Oct 9 - Oct 11
found 2 hours ago
Roundtrip non-stop flight included
Brussels (BRU) to Brindisi (BDS)
8.6/10 Excellent! (51 reviews)
Beautiful view from rooms facing the ocean. Gardens are also beautiful. Very steep hill to walk around the grounds. Everything else needs to be cleaned up (stairs, windows, balconies, glass elevator) or painted (refresh). Needs lots of updating n rooms. Very big, complete breakfast (where the staff there were very nice compared to front desk). Wifi wasn’t working the whole day (was working previously). We were told when we called, in late afternoon, to try again (which I did may times), because it worked at front desk! It seems it was my problem (no offer to troubleshoot). Front desk is far (steep hill) from rooms, so no easy task to just go there to meet them. Opted to go to delicious, simple and traditional restaurant across the street (S. Marguerita)for dinner. Looks like nothing from stree but has a lovely little inner courtyard.Andrea there was great and accommodating, highly recommend!

Reviewed on Oct 12, 2023

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Discover the most popular places to visit in Alessano

Don Tonino Bello Birthplace

You can spend an afternoon exploring the galleries in Don Tonino Bello Birthplace during your travels in Alessano.

Don Tonino Bello Birthplace

What to do in Alessano

Santa Maria di Leuca: sailing trip with lunch

Santa Maria di Leuca: sailing trip with lunch

$152
per adult
Santa Maria di Leuca: sailing trip with lunch
Excursions to the caves of Santa Maria di Leuca

Excursions to the caves of Santa Maria di Leuca

$41
per adult
Excursions to the caves of Santa Maria di Leuca
3 hours - Boat Tour to the Caves of Santa Maria di Leuca

3 hours - Boat Tour to the Caves of Santa Maria di Leuca

$47
per adult
3 hours - Boat Tour to the Caves of Santa Maria di Leuca
See all activities in Alessano

Alessano Hotel Deals

Hotel ristorante Colibrì

Hotel ristorante Colibrì

Via Boceti 1/3, Alessano, LE
Fully refundable
Get rates
Hotel ristorante Colibrì
Borgo Mulino a Vento - Resort

Borgo Mulino a Vento - Resort

4 out of 5
Via Palombaro n. 13, Uggiano la Chiesa, LE
Fully refundableReserve now, pay when you stay
$191 nightly
The price is $210 total per night from Oct 4 to Oct 5
$210 total
Oct 4 - Oct 5
Total with taxes and fees
Borgo Mulino a Vento - Resort
Messapia Hotel & Resort

Messapia Hotel & Resort

4 out of 5
C.da Masseria Li Turchi, Marina Di Leuca, Castrignano del Capo, LE
Get rates
Messapia Hotel & Resort
See all 7,621 properties in Alessano
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 an Alessano vacation package cost?
You can snap up a vacation package to this top destination from $379 on Expedia. However, how much your vacation to Alessano costs will depend on your hotel choice, length of stay and season.
What are the cheapest months to go to Alessano?
If you're looking to snag a cheap Alessano vacation package, consider visiting in October, November and December. You're likely to find better rates on hotels and flights during these months — ideal for a budget-friendly getaway.
How many days is enough for Alessano?
Typically, a handful of days is enough to explore the main sights during your Alessano vacation. But if you want to have time to relax or go on day tours, think about extending your trip.
How to find the best Alessano package deals?
Landing a cheap Alessano package deal is a cinch with Expedia. Once you've entered your destination and preferred dates under our "Packages" tab, set your maximum budget, apply a couple of filters and see what's available. You can tailor your search by "Property class," "Number of bedrooms," "Traveler experience" and more. Order the results by "Price: low to high" to view the most pocket-friendly Alessano package deals. Want a simple trick to get even more savings? Have some flexibility with your departure dates and consider traveling on a weekday, when prices are usually lower.
Is it cheaper to book an Alessano vacation as a package?
Expedia vacation packages are designed to help you keep more money in your pocket. Bundle your hotel, flight and car rental into one great-value price and enjoy significant savings. You'll usually land a better deal than booking each component separately. And you'll still enjoy the flexibility to create a customized Alessano vacation by choosing your favorite accommodation type, airline and car class.
When to book a vacation package to Alessano?
If you've got your Alessano travel dates confirmed, book early to score some terrific deals. With Expedia, you can generally reserve some flights up to one year ahead of time. Prefer spontaneous getaways? Our last-minute deals are perfect for quick escapes.
How to plan a trip to Alessano?

  1. Choose when to travel: Check your diary and get your bags packed. Your preferred season and the activities available will also help you decide when to visit Alessano.
  2. Set your budget: Factor in costs like flights, meals and transportation when calculating how much to put aside for your trip to Alessano. Then, choose a property that fits your budget, whether that's an affordable stay or a more upscale retreat.
  3. Organize your Alessano escape with our trip planning tool: Look for and book stays and experiences all in one place. You can also collaborate with family and friends to plan an unforgettable trip to Alessano together.
  4. Decide how many days away: Start by compiling a list of the activities and attractions you'd like to experience in Alessano. Then, estimate how long you'll need for each, along with any travel time.
  5. Bundle your bookings: With your travel dates in order, you can combine your hotels, flights, car rental and more into a customized Alessano vacation package.
  6. Book experiences or activities in advance: Whether it's entrance to a major attraction or a day trip, you won't have to worry about missing out on Alessano's best offerings. Find all the fun things to do in Alessano with our dedicated travel guide.

Does Expedia offer Book Now, Pay Later Alessano vacation packages?
Your Alessano getaway is meant to be a relaxing escape from your busy life, not a source of money-related stress. So to give you a bit more flexibility, we've teamed up with online lender Affirm to bring you our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and split up the cost over 3, 6 or 12 months. Plus, there are no hidden costs or late payment fees to worry about.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.