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Our top choices for Casamassella hotels

1. Aia Grande

Aia Grande
Uggiano la Chiesa
10.0 out of 10, Exceptional, (44 reviews)
"We loved our 2 night stay at Aia Grande! Rooms were so clean, spacious, and well laid out. The beds were very comfortable! The breakfast was very good and the staff was both friendly and helpful with dining recommendations and much more! We highly recommend staying at Aia Grande 👍"
United States
Sabina
The price is CA $96
CA $105 total
includes taxes & fees
Jun 26 - Jun 27
Aia Grande

2. Relais da Fabio

Relais da Fabio
Uggiano la Chiesa
10.0 out of 10, Exceptional, (6 reviews)
"Un séjour inoubliable Simona et Manuella sont des hôtes d’exception Nous avons passé un moment mémorable dans un lieu magnifique Le service est exceptionnel Juste envie de revenir Un endroit fabuleux Merci pour ce séjour"
Canada
Pierre
The price is CA $127
CA $140 total
includes taxes & fees
Jun 11 - Jun 12
Relais da Fabio

3. La Filanda

La Filanda
Uggiano la Chiesa
10.0 out of 10, Exceptional, (35 reviews)
"Irene Is awesome! The hotel is lovely, everything was built with love, till the last small detail. Very quiet area, great as a base to visit the area around town and go to the beach. Breakfast is incredible, the beds are very comfortable and Irene is always great at recommending place to visit. If we visit puglia again we will definitely stay again at La Filanda"
Canada
Marco
The price is CA $113
CA $124 total
includes taxes & fees
Jun 11 - Jun 12
La Filanda

4. Vigne Vecchie

Vigne Vecchie
Uggiano la Chiesa
9.6 out of 10, Exceptional, (13 reviews)
"Bella struttura, piscina e giardino curatissimi"
Italy
Chiara
The price is CA $122
CA $134 total
includes taxes & fees
Jun 9 - Jun 10
Vigne Vecchie

5. ARIA D'ORIENTE

ARIA D'ORIENTE
Casamassella
The price is CA $138
CA $152 total
includes taxes & fees
Jul 1 - Jul 2
ARIA D'ORIENTE

6. Contrada Macchia B&B

Contrada Macchia B&B
Tricase
The price is CA $111
CA $122 total
includes taxes & fees
Jun 9 - Jun 10
Contrada Macchia B&B

7. Masseria Luci Grande

Masseria Luci Grande
Scorrano
The price is CA $258
CA $283 total
includes taxes & fees
Jul 1 - Jul 2
Masseria Luci Grande

8. Tenuta San Lorenzo

Tenuta San Lorenzo
Giurdignano
10.0 out of 10, Exceptional, (3 reviews)
"Nous avons passé 2 nuits en famille dans la propriété San Lorenzo, nous avons été merveilleuement bien acceuilli par les propriétaires, les chambres sont tŕès grandes, la litterie est parfaite, et le logement très propre. Nous avons été comblés par un petit deĵeuner avec de nombreuses specialités locales faites maisons, charcuteries, fruits et mention pour les produits sans gluten. Nous recommandons vivement San Lorenzo."
France
karen
The price is CA $130
CA $146 total
includes taxes & fees
Jun 10 - Jun 11
Tenuta San Lorenzo

9. Masseria Pizzofalcone

Masseria Pizzofalcone
4.0 star property
Supersano
9.0 out of 10, Wonderful, (29 reviews)
"Trevlig personal, magiskt ställe, fint rum. Kan varmt rekommendera. "
Sweden
Caroline
The price is CA $125
CA $137 total
includes taxes & fees
Jun 14 - Jun 15
Masseria Pizzofalcone

10. Masseria Stali, The Originals Relais

Masseria Stali, The Originals Relais
Caprarica di Lecce
9.6 out of 10, Exceptional, (104 reviews)
"Great pool and spacious rooms. "
United Kingdom
Richard
The price is CA $136
CA $150 total
includes taxes & fees
Jul 6 - Jul 7
Masseria Stali, The Originals Relais

11. Corte Janca

Corte Janca
Montesano Salentino
10.0 out of 10, Exceptional, (16 reviews)
"Struttura estremamente raffinata ed elegante, sapientemente ristrutturata mantenendo intatta l'identità del contesto e delle case a corte salentine. Un puls è l'attenzione del titolare Massimo sempre disponibile ad attento alle esigenze dei suoi clienti. Al nostro arrivo Massimo ci ha mostrato le camere e ci ha dato la possibilità di sceglierla.. veramente difficile perché sono una più bella dell'altra, tutte con jacuzzi in camera. A nostra disposizione totalmente gratuito anche frigobar in...
Italy
Mirko Antonio
The price is CA $144
CA $159 total
includes taxes & fees
Jun 10 - Jun 11
Corte Janca

12. Corte Dei Granai Meeting&SPA Raro Rooms

Corte Dei Granai Meeting&SPA Raro Rooms
Centro Storico
9.2 out of 10, Wonderful, (5 reviews)
"⭐⭐⭐⭐⭐ Soggiorno perfetto: privacy, tecnologia e massima cura Ho soggiornato di recente presso questa struttura e sono rimasta estremamente soddisfatta. È stata un'esperienza impeccabile sotto ogni aspetto. Il servizio è moderno, efficiente e pensato per chi cerca autonomia: la gestione tramite link per l'apertura delle porte rende il check-in e il soggiorno fluidi e senza intoppi. Questa modalità garantisce una riservatezza davvero preziosa, che ho molto apprezzato. Nonostante la gestione sia...
Italy
Francesca
The price is CA $81
CA $129 total
includes taxes & fees
Jun 24 - Jun 25
Corte Dei Granai Meeting&SPA Raro Rooms

13. Secolario Masseria Del Viverbene

Secolario Masseria Del Viverbene
Palmariggi
10.0 out of 10, Exceptional, (3 reviews)
"A estadia foi otima!!Hotel muito bom,funcionarios muito atenciosos,tudo muito organizado!Adoramos e recomendanos!"
Brazil
Diogo
The price is CA $397
CA $436 total
includes taxes & fees
Jun 21 - Jun 22
Secolario Masseria Del Viverbene

14. Masseria Pozzelle

Masseria Pozzelle
Giurdignano
The price is CA $247
CA $275 total
includes taxes & fees
Jun 19 - Jun 20
Masseria Pozzelle

15. Hotel Naitendi

Hotel Naitendi
3.0 star property
Cutrofiano
9.0 out of 10, Wonderful, (17 reviews)
"Amazing. Friendly staff very accommodating property has wow factory. Superbly designed"
United Kingdom
David
The price is CA $122
CA $134 total
includes taxes & fees
Jun 9 - Jun 10
Hotel Naitendi

16. Masseria Rifisa AgriResort

Masseria Rifisa AgriResort
Caprarica di Lecce
9.2 out of 10, Wonderful, (7 reviews)
"Very good breakfast, the Dinner was not in a good mood. Nice Pool."
Germany
Verena
The price is CA $162
CA $178 total
includes taxes & fees
Jun 17 - Jun 18
Masseria Rifisa AgriResort

17. Tenuta Masseria & Spa Chicco Rizzo

Tenuta Masseria & Spa Chicco Rizzo
Sternatia
10.0 out of 10, Exceptional, (21 reviews)
"We enjoyed our evening here — especially the delicious dinner! The dishes prepared at their restaurant were a highlight of our trip"
United States
Cara
The price is CA $227
CA $250 total
includes taxes & fees
Jun 11 - Jun 12
Tenuta Masseria & Spa Chicco Rizzo

18. Poesis Park Glamping

Poesis Park Glamping
Roca
The price is CA $128
CA $144 total
includes taxes & fees
Jun 9 - Jun 10
Poesis Park Glamping

19. Relais Casina Copini

Relais Casina Copini
3.0 star property
Spongano
8.2 out of 10, Very good, (12 reviews)
"What an amazing quiet place to stay. The rooms are cute and well designed with comfort. Has a huge pool to relax. The breakfast is delicious and plentiful with freshly served coffee if your choice. Family owned business and very friendly owners, they will help you with anything you need. It was a really nice and relaxing stay after all day of sightseeing and walking. Location is easily reachable from nearby popular towns and cities in puglia "
United Kingdom
Deepak
The price is CA $84
CA $92 total
includes taxes & fees
Jun 9 - Jun 10
Relais Casina Copini

20. Aurora e del Benessere

Aurora e del Benessere
4.0 star property
Santa Cesarea Terme
7.6 out of 10, Good, (44 reviews)
"Beautiful hotel and great staff, I recommend it. "
United States
Joe
The price is CA $104
CA $121 total
includes taxes & fees
Jun 9 - Jun 10
Aurora e del Benessere
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.
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Top Casamassella Hotel Reviews

More cheap stays in Casamassella

Residence Solaris

Residence Solaris

Litoranea San Cataldo Melendugno LE
8/10 Very Good! (2 reviews)

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 can I save on a Casamassella hotel booking with Expedia?
Members always get our best prices. Find our best Casamassella hotel deals by joining Expedia's free travel rewards program today. As a member, you can unlock instant savings and member perks when you're logged in to your account. Another tip is to book your hotel and flights together on Expedia, where bundling can result in significant savings.
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 $100 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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