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 ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![](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) ![](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 [Oct 15 - Oct 16](https://www.expedia.ca/Hotel-Search?regionId=6271742&startDate=2025-10-15&endDate=2025-10-16&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 16 - Oct 17](https://www.expedia.ca/Hotel-Search?regionId=6271742&startDate=2025-10-16&endDate=2025-10-17&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=6271742&startDate=2025-10-17&endDate=2025-10-19&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=6271742&startDate=2025-10-24&endDate=2025-10-26&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Greek Islands Winery Hotels ![Private spa tub](https://images.trvl-media.com/lodging/39000000/38260000/38257900/38257893/e7cd1329.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Genesis Suite Hot Tub Caldera View](https://images.trvl-media.com/lodging/39000000/38260000/38257900/38257893/b8c3fc87.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Iphigenia Suite Hot Tub Partial Sea View](https://images.trvl-media.com/lodging/39000000/38260000/38257900/38257893/059a8e87.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Phaedra Suite Caldera View](https://images.trvl-media.com/lodging/39000000/38260000/38257900/38257893/93cf00cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Symphony Suites Santorini 10/10 Exceptional (217) "Awesome place to stay, very helpfull and friendly staff! " CA $145 CA $168 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Santorini-Hotels-Symphony-Suites.h38257893.Hotel-Information) ![Seasonal outdoor pool, open 10:00 AM to 6:00 PM, free cabanas](https://images.trvl-media.com/lodging/2000000/1750000/1746400/1746352/206dcb9f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/2000000/1750000/1746400/1746352/42c750c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Master Suite Caldera View](https://images.trvl-media.com/lodging/2000000/1750000/1746400/1746352/536a922e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Presidential Suite outdoor private pool, Caldera View | Private pool](https://images.trvl-media.com/lodging/2000000/1750000/1746400/1746352/b73c6599.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Suites of the Gods Cave Spa Santorini 8.6/10 Excellent (283) "Beautiful views and a nice stay " CA $176 CA $206 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Santorini-Hotels-Suites-Of-The-Gods-Cave-Spa.h1746352.Hotel-Information) ![Restaurant](https://images.trvl-media.com/lodging/90000000/89770000/89767000/89766945/3d640bb2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![70-inch flat-screen TV with digital channels, TV](https://images.trvl-media.com/lodging/90000000/89770000/89767000/89766945/db28ecfb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/90000000/89770000/89767000/89766945/a863e526.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Grand Suite](https://images.trvl-media.com/lodging/90000000/89770000/89767000/89766945/3912090f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mythical Coast Wellness Retreat Lesvos 8.6/10 Excellent (46) "I booked a junior suite. The description does not match the room. The room was to have a balcony and it does not. It was a basic room of 30 square metres with two single beds pushed together and a chair and small table. The service was terrible. The person at teh front desk in the morning was rude and basically could not wait to get me out. This was out of character witht he wonderful hospitality elsewhere on the island. I would NEVER recommend this place. " CA $133 CA $170 total includes taxes & fees Oct 16 - Oct 17 [](https://www.expedia.ca/Lesvos-Hotels-Mythical-Coast-Wellness-Retreat.h89766945.Hotel-Information) ![Honeymoon Suite, Hot Tub, Sea View (Caldera View) | Private spa tub](https://images.trvl-media.com/lodging/3000000/2930000/2921200/2921178/8b3d4d38.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Junior Suite (Caldera View)](https://images.trvl-media.com/lodging/3000000/2930000/2921200/2921178/52751d7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Suite, Sea View (Caldera View)](https://images.trvl-media.com/lodging/3000000/2930000/2921200/2921178/0e86bb7d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/3000000/2930000/2921200/2921178/1f2c9f9b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Agali Houses Santorini 9.6/10 Exceptional (374) "Couldnt have asked for a better stay" CA $251 CA $302 total includes taxes & fees Oct 31 - Nov 1 [](https://www.expedia.ca/Santorini-Hotels-Agali-Houses.h2921178.Hotel-Information) ![View from room](https://images.trvl-media.com/lodging/1000000/890000/889500/889455/39a35fad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior entrance](https://images.trvl-media.com/lodging/1000000/890000/889500/889455/513a4b5e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Minibar, in-room safe, individually furnished, desk](https://images.trvl-media.com/lodging/1000000/890000/889500/889455/b1ad50b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room amenity](https://images.trvl-media.com/lodging/1000000/890000/889500/889455/4a581f06.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Theoxenia Caldera Hotel Santorini 9.2/10 Wonderful (267) "The hotel staff were fantastic in helping us with luggage up the staircase. We had a comfortable stay in a great spot. " CA $174 CA $201 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Santorini-Hotels-Theoxenia-Boutique-Hotel.h889455.Hotel-Information) ![4 outdoor pools](https://images.trvl-media.com/lodging/77000000/76200000/76192400/76192350/d8976689.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/77000000/76200000/76192400/76192350/26bec34c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/77000000/76200000/76192400/76192350/8082770a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Building design](https://images.trvl-media.com/lodging/77000000/76200000/76192400/76192350/e25102b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sea Breeze Santorini Beach Resort, Curio Collection Hilton Santorini 9.6/10 Exceptional (60) "Excellent hotel with excellent breakfast and very good staff and service. Lovely private beach. Would highly reccomend a car if staying here as very limited options for dining within walking distance and it’s really easy to drive and explore the island. Very highly reccomend " CA $215 CA $268 total includes taxes & fees Oct 22 - Oct 23 [](https://www.expedia.ca/Santorini-Hotels-Sea-Breeze-Santorini-Beach-Resort.h76192350.Hotel-Information) ![Outdoor pool, free cabanas, pool umbrellas](https://images.trvl-media.com/lodging/16000000/15750000/15748300/15748288/c8b3c347.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/16000000/15750000/15748300/15748288/4371188a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/16000000/15750000/15748300/15748288/c2f71363.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Honeymoon Villa, Private Pool, Sea View](https://images.trvl-media.com/lodging/16000000/15750000/15748300/15748288/32d3cd1c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Desiterra Resort & Spa Santorini 9.6/10 Exceptional (206) "We loved this property! Amazing views and excellent staff." CA $135 CA $177 total includes taxes & fees Oct 16 - Oct 17 [](https://www.expedia.ca/Santorini-Hotels-Desiterra-Resort.h15748288.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/75000000/74520000/74514700/74514632/edc873f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Suite, Hot Tub, Sea View | Balcony view](https://images.trvl-media.com/lodging/75000000/74520000/74514700/74514632/w6720h4473x0y7-1e795877.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) ![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 (142) "Really enjoyed our stay at Onyx, the staff was definitely the best part about it and everything met our expectations" [](https://www.expedia.ca/Santorini-Hotels-Onyx-Hotel-Suites.h74514632.Hotel-Information) ![Dock](https://images.trvl-media.com/lodging/2000000/1420000/1418900/1418881/e7439afa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, Sea View | Terrace/patio](https://images.trvl-media.com/lodging/2000000/1420000/1418900/1418881/909b919f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, Sea View | View from room](https://images.trvl-media.com/lodging/2000000/1420000/1418900/1418881/da31bfb5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Room, Sea View | Terrace/patio](https://images.trvl-media.com/lodging/2000000/1420000/1418900/1418881/7cf75ab2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lilium Hotel Santorini 9.6/10 Exceptional (815) "A beautiful property with the nicest staff." CA $245 CA $303 total includes taxes & fees Oct 16 - Oct 17 [](https://www.expedia.ca/Santorini-Hotels-Lilium-Villas.h1418881.Hotel-Information) ![Seasonal outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/880000/874600/874572/ef0d028c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Executive Suite Outdoor Hot Tub Sea View](https://images.trvl-media.com/lodging/1000000/880000/874600/874572/bbf85f7b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Suite, Private Pool, Sea View](https://images.trvl-media.com/lodging/1000000/880000/874600/874572/53a6804e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Gym](https://images.trvl-media.com/lodging/1000000/880000/874600/874572/2322b512.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Paros Agnanti Resort & Spa Paros 9.2/10 Wonderful (257) "Perfect stay and location" CA $294 CA $359 total includes taxes & fees Oct 16 - Oct 17 [](https://www.expedia.ca/Paros-Hotels-Paros-Agnanti-Hotel.h874572.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=2025-10-29&endDate=2025-10-30®ionId=6271742&adults=2&location_highlights_explore=winery&sort=RECOMMENDED&openPlayBack=true) ## Top Greek Islands Hotel Reviews ![Hotel Sunny Villas](//images.trvl-media.com/lodging/2000000/1100000/1095700/1095677/1e5cde74_y.jpg) ### Hotel Sunny Villas 10/10 Excellent "The best stay ever would go back again great ocean view ❤️" [](https://expedia.ca/Santorini-Hotels-Hotel-Sunny-Villas.h1095677.Hotel-Information) ![Absolute Bliss](//images.trvl-media.com/lodging/3000000/2190000/2180400/2180348/9c318ca7_y.jpg) ### Absolute Bliss 10/10 Excellent "Our stay at Absolute Bliss was perfection. The location, spacious room, comfortable bed, outstanding views, and fabulous made to order breakfast were simply unbeatable. The hotel is right on the walking path to Oia and Fira in a central location walking distance to fantastic restaurants and stores. We watched the sunset nightly from our balcony with a complimentary bottle of Rose'. The staff is absolutely incredible. Bora tended to our every need, answered all of our questions, arranged transportation and provided us with invaluable suggestions. We would not hesitate to recommend Absolute Bliss to others and would love a return visit." [](https://expedia.ca/Santorini-Hotels-Absolute-Bliss.h2180348.Hotel-Information) ![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 "Room was small but great. The patio opened up to the pool and the incredible view. You can walk into town either way super easy or to the bus Station to go to the beach or Oia. " [](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 "Thank you, Volcano View Hotel, for your exceptional service! Everyone we met—from the reception desk to the breakfast bar and room service—showed genuine hospitality and professionalism. Your entire team truly defines the best of Greek hospitality. You made our trip to Santorini wonderfully relaxing and absolutely unforgettable. A special mention to Kostas, the waiter at the breakfast bar and also our private half-day driver and tour guide—he was the highlight of our stay! The view is one of the best on the island. You won’t be disappointed. Highly recommended!" [](https://expedia.ca/Santorini-Hotels-Volcano-View-Hotel-Santorini.h1071551.Hotel-Information)