Alessano Vacations from $1,105

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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.
Ostuni Palace Hotel Ristorante & SPA

Ostuni Palace Hotel Ristorante & SPA

4 out of 5
Price was $1,145, price is now $1,105 per person
$1,105
per person
Jan 22 - Jan 24
found 24 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Brindisi (BDS)
9.2/10 Wonderful! (181 reviews)

Vinilia Wine Resort

Vinilia Wine Resort

4 out of 5
Price was $1,271, price is now $1,210 per person
$1,210
per person
Jan 22 - Jan 24
found 24 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Brindisi (BDS)
9.4/10 Exceptional! (91 reviews)

Eos Hotel

Eos Hotel

3 out of 5
Price was $1,162, price is now $1,112 per person
$1,112
per person
Jan 8 - Jan 10
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Brindisi (BDS)
8.8/10 Excellent! (196 reviews)
The staff was friendly and helpful, and the breakfast was fresh and delicious.

Reviewed on Oct 14, 2026

Tenuta Moreno

Tenuta Moreno

4 out of 5
Price was $1,187, price is now $1,139 per person
$1,139
per person
Jan 8 - Jan 10
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Brindisi (BDS)
8.6/10 Excellent! (72 reviews)
My Sons Wedding. Perfect in all ways. Super helpful staff, lovely, clean rooms, Outstanding food, Young man on the bar was brilliant, well kept grounds and pool area, Thank you! A beautiful experience for all our family.

Reviewed on Sep 10, 2026

Tivoli Palazzo 1880 Lecce Hotel

Tivoli Palazzo 1880 Lecce Hotel

5 out of 5
Lecce Historic Center
Price was $1,296, price is now $1,254 per person
$1,254
per person
Jan 22 - Jan 24
found 24 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Brindisi (BDS)
9.2/10 Wonderful! (523 reviews)

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Stay near popular Alessano attractions

Don Tonino Bello Birthplace

6.0/10 (1 review)
You can spend an afternoon exploring the galleries in Don Tonino Bello Birthplace during your travels in Alessano.
See properties

What to do in Alessano

Santa Maria di Leuca: Capo di Leuca Boat Tour

Santa Maria di Leuca:Cave Tour, swimming breaks, aperitif

$39
per adult
Santa Maria di Leuca:Cave Tour, swimming breaks, aperitif
Caves Boat Tour with Aperitif & Swim from Santa Maria di Leuca

Caves Boat Tour with Aperitif & Swim from Santa Maria di Leuca

$51
per adult
Caves Boat Tour with Aperitif & Swim from Santa Maria di Leuca
Leuca: Guided panoramic sunset sailing tour with aperitif

Leuca: Guided panoramic sunset sailing tour with aperitif

$79
per adult
Leuca: Guided panoramic sunset sailing tour with aperitif
See all activities in Alessano

Alessano Hotel Deals

Puglia Salento luxury villa with swimming pool and hydro spa. a few km from leuca

Puglia Salento luxury villa with swimming pool and hydro spa. a few km from leuca

alessano Puglia
9.8/10 Exceptional! (53 reviews)
"Maurizio’s property is in a very convenient location for the Salento coastline. It is very well maintained with excellent facilities. Rooms were clean and comfortable and outside areas beautiful. Coffee shop within walking distance and supermarket close by."

Reviewed on Oct 1, 2026

Get rates
Puglia Salento luxury villa with swimming pool and hydro spa. a few km from leuca
Hotel Terminal - Caroli Hotels

Hotel Terminal - Caroli Hotels

3 out of 5
Via C. Colombo 59 Castrignano del Capo LE
Fully refundableReserve now, pay when you stay
$104 nightly
The price is $114 total per night from Dec 3 to Dec 4
$114 total
Dec 3 - Dec 4
Total with taxes and fees
8.4/10 Very Good! (163 reviews)
"Endroit très bien situé face à la mer - accès facile - plage bien entretenue. Piscine très belle - jeux appréciés des jeunes. Le boardwalk superbe pour la marche et voir les couchers de soleil. Une vraie station balnéaire. Chambre très propre - la salle de bains a besoin d’amour - les portes de douche ..."

Reviewed on Oct 6, 2026

Hotel Terminal - Caroli Hotels
Sangiorgio Resort & Spa

Sangiorgio Resort & Spa

5 out of 5
Prov.le Noha-Collepasso Cutrofiano LE
$134 nightly
The price is $147 total per night from Dec 5 to Dec 6
$147 total
Dec 5 - Dec 6
Total with taxes and fees
Sangiorgio Resort & Spa
See all 7,089 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.

Find the Best Alessano Vacation Packages

Alessano Essential Information

Language
Italian
Currency
Euros
Local Welcome
Ciao
Local Goodbye
Ciao
Population
5,100
Max Temp Winter
55ºF
Max Temp Summer
85ºF
Top Sights
Pescoluse Beach, Zinzulusa Cave and Torre Mozza Beach

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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 $1,105 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.