Alessano Vacations from $1,048

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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.
Chiostro dei Domenicani

Chiostro dei Domenicani

4 out of 5
Price was $1,289, price is now $1,048 per person
$1,048
per person
Nov 21 - Nov 26
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Brindisi (BDS)
9.6/10 Exceptional! (92 reviews)
Beautiful property, great staff, amazing breakfast and gorgeous grounds. If they had parking on site it would be better.

Reviewed on Jul 24, 2025

La Fiermontina | Luxury Home

La Fiermontina | Luxury Home

5 out of 5
Lecce Historic Center
Price was $2,321, price is now $1,837 per person
$1,837
per person
Nov 24 - Nov 29
found 2 hours ago
Roundtrip flight included
Miami (MIA) to Brindisi (BDS)
9.8/10 Exceptional! (65 reviews)
Hotel had a “at home vibe”. Loved everything about our stay.

Reviewed on Sep 23, 2025

Arthotel & Park Lecce

Arthotel & Park Lecce

4 out of 5
Price was $1,333, price is now $1,104 per person
$1,104
per person
Nov 21 - Nov 26
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Brindisi (BDS)
8.4/10 Very Good! (167 reviews)
Disappointing area. Absolutely nothing there. Did not appreciate gardener strimming and cutting the grass before 7am, he was still there when we left at 10. Wi-Fi didn’t work. Staff were lovely

Reviewed on Apr 25, 2024

Paragon 700 Boutique Hotel & SPA

Paragon 700 Boutique Hotel & SPA

5 out of 5
Price was $2,505, price is now $2,089 per person
$2,089
per person
Nov 24 - Nov 29
found 2 hours ago
Roundtrip flight included
Miami (MIA) to Brindisi (BDS)
9.8/10 Exceptional! (31 reviews)
Very special place with a nice pool and beautiful rooms

Reviewed on Oct 2, 2025

VISTA Ostuni

VISTA Ostuni

5 out of 5
Price was $3,109, price is now $2,601 per person
$2,601
per person
Nov 21 - Nov 26
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Brindisi (BDS)
10/10 Exceptional! (1 review)
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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

Cave of Vora

3 Hours Guided Boat Excursion towards the Adriatic and Ionian

$41
per adult
3 Hours Guided Boat Excursion towards the Adriatic and Ionian
Excursions to the caves of Santa Maria di Leuca

Excursions to the caves of Santa Maria di Leuca

$35
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

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
$143 nightly
The price is $157 total per night from Oct 16 to Oct 17
$157 total
Oct 16 - Oct 17
Total with taxes and fees
9.4/10 Exceptional! (146 reviews)
Beautiful peaceful Masseria
"Breakfast and dinner were incredible. Fresh vegetables grown in the garden and local produce. Service was exceptional, incredibly friendly and helpful. Wonderful stay."

Reviewed on Oct 1, 2025

Borgo Mulino a Vento - Resort
Hotel Terminal - Caroli Hotels

Hotel Terminal - Caroli Hotels

3 out of 5
Via C. Colombo 59, Santa Maria di Leuca, Castrignano del Capo, LE
Fully refundableReserve now, pay when you stay
$90 nightly
The price is $99 total per night from Nov 5 to Nov 6
$99 total
Nov 5 - Nov 6
Total with taxes and fees
8.4/10 Very Good! (145 reviews)
"Very convenient location to take a swim only few steps out of the door. There is not free parking. I suggest downloading the app EASYPARK, because the machines on the street are not phone or credit card friendly!"

Reviewed on Sep 29, 2025

Hotel Terminal - Caroli Hotels
Victoria Palace Hotel & Zen Wellness

Victoria Palace Hotel & Zen Wellness

4 out of 5
Via Petrarca, Gallipoli, LE
Fully refundableReserve now, pay when you stay
$121 nightly
The price is $139 total per night from Oct 10 to Oct 11
$139 total
Oct 10 - Oct 11
Total with taxes and fees
9/10 Wonderful! (139 reviews)
"Great place to relax."

Reviewed on Sep 26, 2025

Victoria Palace Hotel & Zen Wellness
See all 7,495 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.

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 $1,048 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.