Alessano Holidays

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    Save up to S$134 when you book a flight and hotel together*
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Top hotels in Alessano

Messapia Hotel & Resort
Messapia Hotel & Resort
4 out of 5
C.da Masseria Li Turchi, Marina Di Leuca, Castrignano del Capo, LE
Fully refundableReserve now, pay when you stay
The price is S$196 per night from 28 Jul to 29 Jul
S$196
28 Jul - 29 Jul
includes taxes & fees
7.6/10 Good! (116 reviews)
"Loved the entire property. Nice rooms, pool, parking, and breakfast. There were 2 large groups staying there so they needed to figure out the dining a bit better. A group of 100 and another 35 were there so they set up for dinner for them and forgot about the other 10-12 guests but eventually ( once ..."

Reviewed on 2 Jun, 2025

Messapia Hotel & 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
The price is S$167 per night from 20 Jul to 21 Jul
S$167
20 Jul - 21 Jul
includes taxes & fees
8.2/10 Very Good! (135 reviews)
"Great location!"

Reviewed on 22 Jun, 2025

Hotel Terminal - Caroli Hotels
Baglioni Masseria Muzza
Baglioni Masseria Muzza
5 out of 5
Via Muzza 7, Otranto, LE
Fully refundableReserve now, pay when you stay
The price is S$1,172 per night from 8 Aug to 9 Aug
S$1,172
8 Aug - 9 Aug
includes taxes & fees
9.6/10 Exceptional! (16 reviews)
"Beautiful property near the beach, shall return!"

Reviewed on 9 Jul, 2025

Baglioni Masseria Muzza
See all 7,790 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.

What to do in Alessano

Santa Maria di Leuca: three-hour cave tour

Santa Maria di Leuca: Cave Tour with Aperitif

S$60
per adult
Santa Maria di Leuca: Cave Tour with Aperitif
3 Hour Group Tour by Boat to the Caves of Santa Maria di Leuca

3 Hour Group Tour by Boat to the Caves of Santa Maria di Leuca

S$67
per adult
3 Hour Group Tour by Boat to the Caves of Santa Maria di Leuca
3-Hour Guided Boat Tour to the Caves in Santa Maria di Leuca

3-Hour Guided Boat Tour to the Caves in Santa Maria di Leuca

S$60
per adult
3-Hour Guided Boat Tour to the Caves in Santa Maria di Leuca
See all activities in Alessano

Frequently asked questions

How much does an Alessano holiday package cost?
You can snap up a holiday package to this top destination on Expedia. However, how much your holiday to Alessano costs will depend on your hotel choice, length of stay and season.
What are the cheapest months to go to Alessano?
Plan your getaway for the shoulder or low season and you're likely to score cheap Alessano holiday packages. Keep in mind that public holidays and local events and festivals can impact prices, so do a little research before booking.
How many days is enough for Alessano?
Generally, a handful of days is enough to visit the major attractions during your Alessano holiday. But if you'd like to have time to chill out or take day tours, think about extending your itinerary.
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," "Traveller 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 travelling on a weekday, when prices are usually lower.
Is it cheaper to book an Alessano holiday as a package?
Expedia holiday 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 customised Alessano holiday by choosing your favourite accommodation type, airline and car class.
When to book a holiday 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 get away: Check your diary and get packing. Your preferred time of year and the activities available will also help you decide when to visit Alessano.
  2. Plan your budget wisely: Besides the price of your stay, you'll need to factor in other expenses. These include flights, food and transportation. Also, put aside a little extra for unexpected costs that could arise during your trip to Alessano.
  3. Decide how long to go for: Now that you're more familiar with Alessano, you can work out the perfect length of your break. Create a rough itinerary and give yourself enough time for all the things you want to do.
  4. Combine your hotel and flights: Epic destination, check. Length of stay, check. All that's left now is to choose an Alessano holiday package that brings all your bookings together.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.