Title: Book the Best Greek Islands WINERY Hotels in 2025 | Expedia.ca [Greek Islands Travel Guide](https://expedia.ca/Greek-Islands.dx6271742)[Hotels in Greek Islands](https://expedia.ca/Greek-Islands-Hotels.d6271742.Travel-Guide-Hotels)[Vacation Rentals in Greek Islands](https://expedia.ca/Greek-Islands-Vacation-Rentals.d6271742.Travel-Guide-VacationRentals)[Flights to Greek Islands](https://expedia.ca/Cheap-Flights-To-Greek-Islands.d6271742.Travel-Guide-Flights)[Things to do in Greek Islands](https://expedia.ca/Things-To-Do-In-Greek-Islands.d6271742.Travel-Guide-Activities)[Greek Islands Car Rentals](https://expedia.ca/Car-Rentals-In-Greek-Islands.d6271742.Car-Rental-Guide)[Greek Islands Vacation Packages](https://expedia.ca/Greek-Islands.d6271742.Destination-Travel-Guides) ![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/73000/73082-Sunset-Beach.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Winery Hotels in Greek Islands ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) ![bed illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Greek Islands Winery Hotels Tonight [Sep 23 - Sep 24](https://www.expedia.ca/Hotel-Search?regionId=6271742&startDate=2025-09-23&endDate=2025-09-24&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Sep 24 - Sep 25](https://www.expedia.ca/Hotel-Search?regionId=6271742&startDate=2025-09-24&endDate=2025-09-25&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Sep 26 - Sep 28](https://www.expedia.ca/Hotel-Search?regionId=6271742&startDate=2025-09-26&endDate=2025-09-28&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 3 - Oct 5](https://www.expedia.ca/Hotel-Search?regionId=6271742&startDate=2025-10-03&endDate=2025-10-05&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Greek Islands Winery Hotels ![Exterior](https://images.trvl-media.com/lodging/75000000/74520000/74514700/74514632/edc873f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Suite, Hot Tub, Sea View | Balcony view](https://images.trvl-media.com/lodging/75000000/74520000/74514700/74514632/50327e79.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Suite, Hot Tub, Sea View | Living area](https://images.trvl-media.com/lodging/75000000/74520000/74514700/74514632/c81e8f9c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Room, Hot Tub, Sea View | View from room](https://images.trvl-media.com/lodging/75000000/74520000/74514700/74514632/b301efd5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Onyx Hotel & Suites Santorini 10/10 Exceptional (134) "Very friendly staff, beautiful and exceptionally clean property, outdoor dining for breakfast. Lovely pool area. " CA $146 CA $174 total includes taxes & fees Sep 23 - Sep 24 [](https://www.expedia.ca/Santorini-Hotels-Onyx-Hotel-Suites.h74514632.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/101000000/100490000/100480500/100480472/cc19a14b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Junior Suite with Outdoor Hot Tub](https://images.trvl-media.com/lodging/101000000/100490000/100480500/100480472/8a982aa1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/101000000/100490000/100480500/100480472/23679e27.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/101000000/100490000/100480500/100480472/17ffeb13.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Domus Blanc Boutique Hotel, Member of Domus Elegance Collection Halepa 10/10 Exceptional (37) "Perfect little gem from which to explore western Crete. Staff are extremely friendly and the service level very good. The food in the restaurant for breakfast lunch and dinner was very high-quality and very tasty." CA $252 CA $311 total includes taxes & fees Sep 23 - Sep 24 [](https://www.expedia.ca/Chania-Hotels-DOMUS-BLANC.h100480472.Hotel-Information) ![Deluxe Double Room with Sea View and Jet Tub | View from room](https://images.trvl-media.com/lodging/103000000/102860000/102850100/102850071/a5b04770.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/103000000/102860000/102850100/102850071/9d1c3f27.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Double Room with Sea View and Jet Tub](https://images.trvl-media.com/lodging/103000000/102860000/102850100/102850071/95684b2b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Double Room with Jet Tub](https://images.trvl-media.com/lodging/103000000/102860000/102850100/102850071/4ac4d550.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mr & Mrs White Paros Suites & More Paros 9.4/10 Exceptional (18) "Great stay!!" CA $232 CA $280 total includes taxes & fees Sep 26 - Sep 27 [](https://www.expedia.ca/Paros-Hotels-Mr-Mrs-White-Suites-More.h102850071.Hotel-Information) ![Restaurant](https://images.trvl-media.com/lodging/102000000/101550000/101546200/101546186/b9862f66.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/102000000/101550000/101546200/101546186/307c3faf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/102000000/101550000/101546200/101546186/447343e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Junior Suite | Living area](https://images.trvl-media.com/lodging/102000000/101550000/101546200/101546186/0ab9f042.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Thalassa Cape Philian Collection Skiathos 9.6/10 Exceptional (15) "Pleasant room & wonderful staff." CA $114 CA $146 total includes taxes & fees Oct 12 - Oct 13 [](https://www.expedia.ca/Skiathos-Hotels-Thalassa-Cape-Philian-Collection.h101546186.Hotel-Information) ![Beach/ocean view](https://images.trvl-media.com/lodging/108000000/107220000/107215400/107215367/638dc0c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/108000000/107220000/107215400/107215367/6c443b9e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Suite, Hot Tub, Oceanfront](https://images.trvl-media.com/lodging/108000000/107220000/107215400/107215367/0319a31f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Junior Suite, Terrace, Sea View | Terrace/patio](https://images.trvl-media.com/lodging/108000000/107220000/107215400/107215367/44400d6d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Elia Sea Suites Chania Town 9.6/10 Exceptional (28) "We had a lovely break for 5 days, our stay was perfect, location and staff were amazing ." CA $320 CA $372 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/Chania-Hotels-Elia-Sea-Suites.h107215367.Hotel-Information) ![Deluxe Double Room, Hot Tub, Sea View | Balcony view](https://images.trvl-media.com/lodging/103000000/102590000/102584000/102583981/a5448ca3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/103000000/102590000/102584000/102583981/1acb5b63.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Double Room, Hot Tub, Sea View | Private kitchenette](https://images.trvl-media.com/lodging/103000000/102590000/102584000/102583981/865b7f78.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Double Room, Hot Tub, Partial Sea View](https://images.trvl-media.com/lodging/103000000/102590000/102584000/102583981/1abb2124.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Nastram Suites Oia Santorini 9.8/10 Exceptional (17) "Hotel manager Raphael was the very best. He did everything you would want a hotel rep to do as far as giving superior customer service. He went very above and beyond to make sure our stay and trip would be memorable. Very nice, honest, and trustworthy guy! Would definitely recommend this place. -JAYSON, " CA $128 CA $154 total includes taxes & fees Sep 27 - Sep 28 [](https://www.expedia.ca/Santorini-Hotels-Theros-Suites-Oia.h102583981.Hotel-Information) ![Standard Room | Terrace/patio](https://images.trvl-media.com/lodging/45000000/44770000/44764700/44764680/c26be682.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/45000000/44770000/44764700/44764680/ca2f87d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Comfort Studio Suite](https://images.trvl-media.com/lodging/45000000/44770000/44764700/44764680/2d9f1320.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room](https://images.trvl-media.com/lodging/45000000/44770000/44764700/44764680/df9450e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Milia Mountain Retreat Kissamos 9.8/10 Exceptional (10) "Very authentic cretan mountain dwellings. Great food. Very authentic. Lovely staff and pets" CA $139 CA $162 total includes taxes & fees Oct 3 - Oct 4 [](https://www.expedia.ca/Kissamos-Hotels-Milia-Mountain-Retreat.h44764680.Hotel-Information) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/102000000/101190000/101189700/101189699/b2f22220.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/102000000/101190000/101189700/101189699/3e9bbb92.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free WiFi, bed sheets](https://images.trvl-media.com/lodging/102000000/101190000/101189700/101189699/887c050c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free WiFi, bed sheets](https://images.trvl-media.com/lodging/102000000/101190000/101189700/101189699/a4ed6cea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Three Anchors Rooms Santorini 8.4/10 Very good (28) "Very clean but basic accommodation. A distance away from Fira and Oia but we already knew that. Good value for money for a quick stopover with the family. " CA $57 CA $69 total includes taxes & fees Sep 23 - Sep 24 [](https://www.expedia.ca/Santorini-Hotels-The-Three-Anchors-Rooms.h101189699.Hotel-Information) ![Property entrance](https://images.trvl-media.com/lodging/22000000/21440000/21437000/21436969/6b4ebc35.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property entrance](https://images.trvl-media.com/lodging/22000000/21440000/21437000/21436969/3d5b3b72.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/22000000/21440000/21437000/21436969/a6d16f75.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Grand Suite | Living area](https://images.trvl-media.com/lodging/22000000/21440000/21437000/21436969/cb3caf5d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### J&G Suites Old Town Chania 10/10 Exceptional (71) "The property was amazing, the hotel staff were very helpful and informative. The room was very nice and clean. Would recommend this to everyone " CA $137 CA $160 total includes taxes & fees Oct 1 - Oct 2 [](https://www.expedia.ca/Chania-Hotels-JG-Suites.h21436969.Hotel-Information) ![Exclusive Suite, Hot Tub, Sea View | Terrace/patio](https://images.trvl-media.com/lodging/104000000/103860000/103854300/103854285/83f08a09.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exclusive Suite, Hot Tub, Sea View](https://images.trvl-media.com/lodging/104000000/103860000/103854300/103854285/a4ed7613.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Elite Suite, Hot Tub, Sea View | Terrace/patio](https://images.trvl-media.com/lodging/104000000/103860000/103854300/103854285/7535513f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Family Room, Sea View | Living area](https://images.trvl-media.com/lodging/104000000/103860000/103854300/103854285/17471f06.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### MAEVA Santorini Suites Santorini 9.6/10 Exceptional (5) "I really enjoyed my stay. The property manager was so sweet and extra accommodating and helpful. " CA $163 CA $188 total includes taxes & fees Sep 24 - Sep 25 [](https://www.expedia.ca/Santorini-Hotels-MAEVA-Santorini-Suites.h103854285.Hotel-Information) 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. [View all properties](https://expedia.ca/Hotel-Search?startDate=2025-10-06&endDate=2025-10-07®ionId=6271742&adults=2&location_highlights_explore=winery&sort=RECOMMENDED&openPlayBack=true) ## Top Greek Islands Hotel Reviews ![Ira Hotel & Spa - Adults Only](//images.trvl-media.com/lodging/7000000/6120000/6116900/6116875/c1b6b3c6_y.jpg) ### Ira Hotel & Spa - Adults Only 10/10 Excellent "Exceptional stay! Such lovely staff and beautiful place. The view was a dream. The included breakfast was fresh and delicious. Thank you for a memorable experience of a lifetime! " [](https://expedia.ca/Santorini-Hotels-Ira-Hotel-Spa.h6116875.Hotel-Information) ![Volcano View Hotel Santorini](//images.trvl-media.com/lodging/2000000/1080000/1071600/1071551/a63cc6f8_y.jpg) ### Volcano View Hotel Santorini 10/10 Excellent "I usually do not leave reviews but I just have to for this property. The staff went above and beyond to accommodate my friend and I. Everything about the property is top tier. It is extremely quiet and clean. We went as strangers and left as family." [](https://expedia.ca/Santorini-Hotels-Volcano-View-Hotel-Santorini.h1071551.Hotel-Information)