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Oct 23 - Oct 24
Tomorrow
Oct 24 - Oct 25
This weekend
Oct 23 - Oct 25
Next weekend
Oct 30 - Nov 1

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Our top choices for Casamassella hotels

A modern two-story house with a covered patio, large windows, and a well-maintained lawn.
A building with a covered entrance, surrounded by planters with various shrubs and a palm tree.
A hotel room with a bed, a sofa, a dining table, and a TV.
A compact kitchen with a dining area, a small table, and a single bed with a green bedspread.

1. ARIA D'ORIENTE

ARIA D'ORIENTE
Casamassella
CA $107
CA $117 total
includes taxes & fees
Oct 28 - Oct 29
ARIA D'ORIENTE
A rooftop terrace with outdoor seating and a view of the sea.
A hotel room with a large bed, two bedside tables with lamps, a painting of a lighthouse on the wall, and a view of the sea.
A rooftop pool area with lounge chairs and a view of the sea and historic buildings.
A buffet table with a variety of fruits and a stone wall in the background.

2. Est Hotel

Est Hotel
Santa Cesarea Terme
United States
Ian
CA $124
CA $143 total
includes taxes & fees
Oct 31 - Nov 1
Est Hotel
A balcony with a view of a beach and palm trees.
A balcony with a view of the sea, a palm tree, and a building in the background.
A hotel room with a bed, a nightstand, a desk with a hat and sunglasses, a hanging light fixture, and a balcony with a view of the sea.
A bar area with a counter, seating, and a tiled floor.

3. Hotel Miramare

Hotel Miramare
Otranto
United Kingdom
Pamela
CA $107
CA $122 total
includes taxes & fees
Oct 25 - Oct 26
Hotel Miramare
Spa
A bedroom with a bed, a sofa, a dining table with chairs, and a window with blinds.
A stone building with a modern design, featuring a well-lit entrance and a stone pathway leading to it.
A courtyard with stone walls, arched openings, and potted plants.

4. Agriturismo Il Megalite

Agriturismo Il Megalite
Giurdignano
United States
Mato
CA $89
CA $101 total
includes taxes & fees
Oct 25 - Oct 26
Agriturismo Il Megalite
A swimming pool with white sun loungers and umbrellas, surrounded by palm trees and a clear sky.
A cozy living room with a sofa, coffee table, and chairs, surrounded by bookshelves and decorative plates.
A spacious living room with wooden beams, a white sofa, and a view of the outdoors.
An outdoor dining area with tables and chairs, a covered walkway, and a view of the street.

5. Borgo Mulino a Vento - Resort

Borgo Mulino a Vento - Resort
Uggiano la Chiesa
United States
James
CA $191
CA $210 total
includes taxes & fees
Oct 30 - Oct 31
Borgo Mulino a Vento - Resort
A landscaped garden with palm trees, a stone wall, and a view of the sea.
A spacious dining area with high arched ceilings and stone columns, featuring tables set for dining and ambient lighting.
A modern living room with a stone archway, a sofa set, a coffee table, and a bar area with shelves of bottles.
A table with chairs under a pergola with a view of a landscape.

6. Masseria Panareo

Masseria Panareo
Otranto
United States
Alessandro
CA $138
CA $156 total
includes taxes & fees
Oct 24 - Oct 25
Masseria Panareo
An outdoor area with a paved walkway, potted plants, and a view of the sea.
A wooden wardrobe with a mirrored door and multiple drawers.
The exterior of the Albergo Palazzo hotel with illuminated signage, classical columns, and a grand entrance.
A hotel room with a bed, bedside tables, a desk with a chair, a TV, and a view of the outdoors.

7. Albergo Palazzo

Albergo Palazzo
Santa Cesarea Terme
United Kingdom
Peter
CA $76
CA $83 total
includes taxes & fees
Nov 23 - Nov 24
Albergo Palazzo
An outdoor courtyard with stone arches, potted plants, and seating areas.
A modern bar area with a brick ceiling, a white counter with blue decorative items, and seating with grey cushions.
A modern spa area with a hot tub, a staircase, and a decorative black partition.
A modern spa area with a hot tub, a wooden door, and decorative lanterns.

8. Dimora San Giuseppe Hotel & SPA****

Dimora San Giuseppe Hotel & SPA****
Otranto
United States
Lisa M
CA $177
CA $201 total
includes taxes & fees
Oct 31 - Nov 1
Dimora San Giuseppe Hotel & SPA****
A swimming pool with lounge chairs and umbrellas, surrounded by trees and a building in the background.
A hotel room with a bed, two bedside tables, a nightstand, and a window with curtains.
A banquet hall with round tables set for a formal event, featuring white tablecloths and chairs.
A hotel room with a bed, a balcony with a table and chairs, and a view of the countryside.

9. Montevergine Agriresort

Montevergine Agriresort
Otranto
United Kingdom
Nicolas
CA $121
CA $137 total
includes taxes & fees
Oct 24 - Oct 25
Montevergine Agriresort
A swimming pool area at dusk with palm trees and a building in the background.
A modern dining area with a long wooden table, multiple chairs, and a kitchen in the background.
A modern reception area with a curved desk, potted plants, and a seating area with a sofa and armchairs.
A beach with clear turquoise water, rocky cliffs, and a sandy area with people and umbrellas.

10. Sanlu Hotel

Sanlu Hotel
Carpignano Salentino
United Kingdom
Nicholas
CA $137
CA $151 total
includes taxes & fees
Nov 8 - Nov 9
Sanlu Hotel
Two glasses of red drink with orange slices on a white plate, set against a scenic waterfront view.
A small balcony with a white chair, a potted plant, a vase with flowers, and an open book.
A modern reception area with a marble reception desk, several sofas, and a large potted plant.
A buffet with various pastries, fruits, and beverages.

11. Hotel Albània

Hotel Albània
Otranto
Canada
Leroy
CA $137
CA $156 total
includes taxes & fees
Oct 24 - Oct 25
Hotel Albània
A restaurant with a stone archway, tables set with white tablecloths, and a rustic decor.
Restaurant
A spacious room with a stone archway, a wooden desk with a lamp, and a statue.
Room

12. Corte di Nettuno - CDSHotels

Corte di Nettuno - CDSHotels
Otranto
United States
Saralyn
CA $215
CA $242 total
includes taxes & fees
Oct 31 - Nov 1
Corte di Nettuno - CDSHotels
An indoor swimming pool with a stone wall and window seating area.
An outdoor dining area with tables, chairs, and a view of the sunset.
A modern bedroom with a wooden bench, a bed with towels, a bedside table, and a window.
A room with a stone wall, a white table with chairs, and a person walking towards the door.

13. Masseria Bandino & Spa

Masseria Bandino & Spa
Otranto
United States
Timothy
CA $196
CA $222 total
includes taxes & fees
Oct 24 - Oct 25
Masseria Bandino & Spa
An arched doorway leading to a room with a patterned floor and a view of a room with a patterned floor.
A modern living room with a large sectional sofa, two round coffee tables, and a large window providing natural light.
A corridor with white shelving units on both sides, leading to a glass door at the end.
A buffet with various cheeses, fruits, and vegetables.

14. Secolario Masseria Del Viverbene

Secolario Masseria Del Viverbene
Palmariggi
Denmark
Oliver
CA $327
CA $360 total
includes taxes & fees
Oct 25 - Oct 26
Secolario Masseria Del Viverbene
A rooftop terrace with a view of the waterfront at dusk, featuring outdoor seating and ambient lighting.
A spacious living room with a chandelier, red sofas, a dining area with a table and chairs, and a large mirror on the wall.
A hotel reception area with a reception desk, a television, and a seating area with a sofa and chairs.
A restaurant with white table settings, a stone fireplace, and a view of the outdoors.

15. Hotel Palazzo Papaleo

Hotel Palazzo Papaleo
Otranto Historic Centre
United States
Roshanak
CA $221
CA $249 total
includes taxes & fees
Oct 30 - Oct 31
Hotel Palazzo Papaleo
A modern bedroom with a bed, bedside table, and a bench.
A spa area with a stone arch, a hot tub, and decorative vases.
A spa area with a stone wall, a pool, a white leather sofa, and a window with plants.
A modern bedroom with a large bed, bedside tables, a desk, and a mirror.

16. Masseria Muntibianchi AgriResort Restaurant & SPA

Masseria Muntibianchi AgriResort Restaurant & SPA
Giurdignano
United Kingdom
graeme
CA $199
CA $223 total
includes taxes & fees
Nov 1 - Nov 2
Masseria Muntibianchi AgriResort Restaurant & SPA
A modern bathroom with a freestanding bathtub, a wooden vanity, a decorative wall light, and a small bedside table.
A buffet table with various food items, including pastries, fruits, and a covered meat dish.
A bedroom with a large bed, a bathtub, and a balcony with outdoor furniture.
A swimming pool with lounge chairs and umbrellas, surrounded by trees and a clear sky.

17. Corte dei Melograni Hotel Resort

Corte dei Melograni Hotel Resort
Giurdignano
Canada
Anna Maria
CA $127
CA $146 total
includes taxes & fees
Oct 25 - Oct 26
Corte dei Melograni Hotel Resort
A poolside area with lounge chairs and a glass of orange juice with fruit skewers.
A bar area with a wooden counter, hanging light bulbs, and shelves with bottles.
A pathway flanked by stone pillars and large vases, leading through a garden with cacti and trees.
A garden patio with stone flooring, potted plants, and wicker furniture under a pergola.

18. Masseria L'Uliveto

Masseria L'Uliveto
Otranto
United States
Andrew
CA $176
CA $193 total
includes taxes & fees
Oct 30 - Oct 31
Masseria L'Uliveto
A coastal landscape with a rocky cliff and beach.
A neatly made bed with white linens and two pillows, a bedside lamp, and a small picture frame on the wall.
A buffet table with various food items, including pastries, a pineapple, and a bowl of grapes.
A potted olive tree with pink flowers in a square planter on a tiled patio.

19. Tenuta Turchi

Tenuta Turchi
Otranto
Canada
James
CA $113
CA $124 total
includes taxes & fees
Nov 1 - Nov 2
Tenuta Turchi
A hotel with a covered outdoor seating area, palm trees, and a paved walkway.
A dining area with round tables and chairs, a chandelier, and a view through a window.
A spacious bathroom with a large bathtub, a separate shower area, and a cozy sitting area with a chair and a small table.
A spacious living room with a white sofa set, a dining table with chairs, and a chandelier.

20. Hotel Tesoretto

Hotel Tesoretto
Poggiardo
Italy
Stefano
CA $177
CA $195 total
includes taxes & fees
Oct 25 - Oct 26
Hotel Tesoretto
View all properties

Compare top hotels in Casamassella

A rooftop terrace with outdoor seating and a view of the sea.

Est Hotel

Santa Cesarea Terme
View
A balcony with a view of a beach and palm trees.

Hotel Miramare

Otranto
View
Spa

Agriturismo Il Megalite

Giurdignano
View
A swimming pool with white sun loungers and umbrellas, surrounded by palm trees and a clear sky.

Borgo Mulino a Vento - Resort

Uggiano la Chiesa
View
A landscaped garden with palm trees, a stone wall, and a view of the sea.

Masseria Panareo

Otranto
View
9.8
Exceptional
163 reviews
8.8
Excellent
145 reviews
9.6
Exceptional
79 reviews
9.6
Exceptional
177 reviews
8.8
Excellent
75 reviews
CA $124
CA $143 total
includes taxes & fees
Oct 31 - Nov 1
CA $107
CA $122 total
includes taxes & fees
Oct 25 - Oct 26
CA $89
CA $101 total
includes taxes & fees
Oct 25 - Oct 26
CA $191
CA $210 total
includes taxes & fees
Oct 30 - Oct 31
CA $138
CA $156 total
includes taxes & fees
Oct 24 - Oct 25
Save an average of 15% on thousands of hotels when you're signed in

Top Casamassella Hotel Reviews

Palazzo De Mori

Palazzo De Mori

10/10 Excellent
"Quaint small property with only 10 rooms. Very friendly staff that can help with requests. Cars cannot access the historic center streets, so plan accordingly with your luggage. Beautiful terrace to enjoy any time & nice breakfast offering."
Nazanin 2-night trip
Posted 2 days ago
Palazzo De Mori
Masseria Bandino & Spa

Masseria Bandino & Spa

10/10 Excellent
"Situé en pleine campagne mais à quelques minutes d’Otranto, cet établissement permet une pause tranquillité et quiétude entre deux visites de villes remplies de touristes. Le site est charmant (paysage, piscine, bâtiments, salle à manger), la chambre est propre, confortable et comprend toutes les commodités attendues, dont une petite terrasse permettant de prendre l’apéro. Le coup de coeur final a été le repas sept services au restaurant de la Masseria. Une cuisine raffinée et goûteuse, quel délice!"
Gabriel 1-night trip
Posted 5 days ago
Masseria Bandino & Spa
Hotel Miramare

Hotel Miramare

10/10 Excellent
"Extremely clean hotel with superb staff and central location to walk into old quarters. Would highly recommend ."
Pamela 2-night trip
Posted 8 days ago
Hotel Miramare
Masseria Stali, The Originals Relais

Masseria Stali, The Originals Relais

10/10 Excellent
"It is an excellent place to stay. Comfortable room, great staff and most of all amazing breakfast! During our trip to Puglia we stayed in 4 hotels and this Masseria had one of the two best breakfasts (but the other hotel cost 3.5 times more, so it is even better for Masseria Stali). Lots of space outdoors for our kid and dog. Easy parking and easy to drive to."
Michal 2-night trip
Posted 9 days ago
Masseria Stali, The Originals Relais
Tenuta Centoporte

Tenuta Centoporte

10/10 Excellent
"Everything about our stay at Tenuta Centoporte was wonderful. Great service, lovely room in a beautiful setting & fabulous restaurant. All the team at Tenuta Centoporte were attentive, friendly & professional. The pool & gardens are beautiful well maintained."
Clare 3-night trip
Posted 11 days ago
Tenuta Centoporte
Hotel La Roccia

Hotel La Roccia

8/10 Good
"Great location & lovely staff. Bed was very hard but that seems to be a common trend in Italy. We didn’t eat or drink at the hotel bar, but the restaurant/bar looked beautiful!"
Maggie 1-night trip
Posted 2 weeks ago
Hotel La Roccia
La Filanda

La Filanda

10/10 Excellent
"Excelente servicio y atención"
CARLOS 1-night trip
Posted 2 weeks ago
La Filanda
Borgo Mulino a Vento - Resort

Borgo Mulino a Vento - Resort

10/10 Excellent
"friendly"
James 3-night trip
Posted 2 weeks ago
Borgo Mulino a Vento - Resort
Sanlu Hotel

Sanlu Hotel

10/10 Excellent
"Very well equipped hotel with friendly and helpful staff"
Nicholas 1-night trip
Posted 3 weeks ago
Sanlu Hotel

More cheap stays in Casamassella

Residence Solaris

Residence Solaris

Litoranea San Cataldo Melendugno LE
Get rates
8/10 Very good! (2 reviews)
Residence Solaris

Frequently asked questions

What is the best area to stay in Casamassella?
The best area to stay in Casamassella is within the village centre itself, particularly around the main piazza, as it offers the most convenient and authentic experience.Casamassella is a small, quiet village, and its centre is easily navigable on foot. The main piazza is a natural gathering point, often hosting local events and providing a glimpse into daily life. You'll find a few local shops and eateries here, making it convenient for essentials and a taste of local cuisine. The village is also home to the historic Palazzo Bacile di Castiglione, a popular landmark.For couples seeking a peaceful retreat, staying within the village centre is ideal. It provides a relaxed base away from larger tourist crowds, allowing for quiet strolls through the narrow streets and enjoying the slow pace of Puglian life. From here, it's also easy to drive to nearby Otranto for coastal excursions or Lecce for city exploration.Families will also find the village centre a good fit. The quiet streets and local atmosphere mean children can experience a more traditional Italian village setting.
When is the best time to go to Casamassella?
The best time to visit Casamassella, Puglia, is during the shoulder seasons of May, June, September, and early October.These months offer pleasant weather, with warm temperatures superb for exploring the region's historical sites and enjoying its beautiful coastline without the intense heat and crowds of mid-summer. You'll find it comfortable for strolling through towns like Lecce or visiting the trulli of Alberobello.For those looking for a quieter experience, May and early June provide lush landscapes and fewer tourists. The sea is warm enough for swimming towards the end of May, and local festivals begin to emerge.September and early October are ideal for food and wine enthusiasts. The grape harvest is underway, and many local sagre (food festivals) celebrate the region's produce.
Can I cancel my hotel reservation on Expedia?
You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Casamassella.
How much is the nightly rate at a Casamassella hotel?
Prices for hotels in Casamassella often vary, but you can find a great deal from CA $83 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.

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