Alessano Holidays

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    Save up to S$1,300 when you book a flight and hotel together*
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Top hotels in Alessano

CDSHotels Basiliani

CDSHotels Basiliani

Via Renis Otranto LE
S$222
28 Sept - 29 Sept
includes taxes & fees
CDSHotels Basiliani
Baglioni Masseria Muzza Resort & Spa

Baglioni Masseria Muzza Resort & Spa

Via Muzza 7 Otranto LE
Fully refundableReserve now, pay when you stay
S$917
15 Sept - 16 Sept
includes taxes & fees
Baglioni Masseria Muzza Resort & Spa
Messapia Hotel & Resort

Messapia Hotel & Resort

Contrada Masseria Li Turchi, SNC Castrignano del Capo LE
Fully refundableReserve now, pay when you stay
S$120
1 Sept - 2 Sept
includes taxes & fees
7.8/10 Good! (125 reviews)
"The pool closes in the early evening. Food was not very good. Staff was nice. Room was fine. Loud dance party every night by pool keeps you awake. Cool location. Bed was really hard even by Euro standards. Restaurant seemed like a complete afterthought."

Reviewed on 24 Jun, 2026

Messapia Hotel & Resort
See all 7,423 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.

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

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

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

S$59
per adult
3 hours - Boat Tour to the Caves of Santa Maria di Leuca
Tour to the Caves of St.M. of Leuca

Tour to the Caves of St.M. of Leuca (2 hours)

S$37
per adult
Tour to the Caves of St.M. of Leuca (2 hours)
Tour of the Ionian Slope and Santa Maria di Leuca at Sunset

Tour of the Ionian Slope and Santa Maria di Leuca at Sunset

S$44
per adult
Tour of the Ionian Slope and Santa Maria di Leuca at Sunset
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.