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 25 - Sep 26](https://www.expedia.ca/Hotel-Search?regionId=6271742&startDate=2025-09-25&endDate=2025-09-26&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Sep 26 - Sep 27](https://www.expedia.ca/Hotel-Search?regionId=6271742&startDate=2025-09-26&endDate=2025-09-27&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 ![Indoor pool, seasonal outdoor pool, free cabanas, pool umbrellas](https://images.trvl-media.com/lodging/59000000/58110000/58100300/58100251/f691f6ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/59000000/58110000/58100300/58100251/a7f91e06.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Two Bedroom Sea View Villa Private Pool | Water view](https://images.trvl-media.com/lodging/59000000/58110000/58100300/58100251/45b5e91e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cape Three Bedroom Sea Front Villa with Private Pool | Beach/ocean view](https://images.trvl-media.com/lodging/59000000/58110000/58100300/58100251/77ec3358.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lesante Cape - The Leading Hotels of the World Zakynthos 9.8/10 Exceptional (76) "Great resort" CA $525 CA $621 total includes taxes & fees Oct 12 - Oct 13 [](https://www.expedia.ca/Zakynthos-Hotels-Lesante-Cape.h58100251.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) ![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) ![Restaurant](https://images.trvl-media.com/lodging/77000000/76200000/76192400/76192350/26bec34c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sea Breeze Santorini Beach Resort, Curio Collection Hilton Santorini 9.8/10 Exceptional (57) "The service was 5 star" CA $246 CA $304 total includes taxes & fees Oct 22 - Oct 23 [](https://www.expedia.ca/Santorini-Hotels-Sea-Breeze-Santorini-Beach-Resort.h76192350.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) ![Beach bar](https://images.trvl-media.com/lodging/1000000/880000/874600/874572/d4eeda8f.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 (254) "The staff was outstanding!!!" CA $294 CA $360 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Paros-Hotels-Paros-Agnanti-Hotel.h874572.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/4000000/3690000/3688000/3687986/b511a533.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/4000000/3690000/3688000/3687986/bc44b322.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property entrance](https://images.trvl-media.com/lodging/4000000/3690000/3688000/3687986/5fa733c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Couples treatment rooms, steam room, Turkish bath, body treatments](https://images.trvl-media.com/lodging/4000000/3690000/3688000/3687986/f597e343.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Liostasi Ios 9.8/10 Exceptional (215) "Very friendly staff. Room service lunch was 10/10" CA $155 CA $200 total includes taxes & fees Sep 28 - Sep 29 [](https://www.expedia.ca/Ios-Hotels-Liostasi-Hotel.h3687986.Hotel-Information) ![Indoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/7000000/6510000/6507600/6507530/fbba18f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Classic Suite, Sea View | Terrace/patio](https://images.trvl-media.com/lodging/7000000/6510000/6507600/6507530/5dd86195.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite,Sea View (Indoor & Outdoor Jetted Plunge Pools)Iconic | Living area](https://images.trvl-media.com/lodging/7000000/6510000/6507600/6507530/9236f84e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Room, Sea View | View from room](https://images.trvl-media.com/lodging/7000000/6510000/6507600/6507530/cb879063.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Iconic Santorini by Sandglass Santorini 10/10 Exceptional (123) "Such a wonderful stay with stunning foods, amazing staff for any needs, and a great breakfast to start the day. " CA $378 CA $453 total includes taxes & fees Oct 24 - Oct 25 [](https://www.expedia.ca/Santorini-Hotels-Iconic-Santorini.h6507530.Hotel-Information) ![Sundeck](https://images.trvl-media.com/lodging/3000000/2840000/2836100/2836021/b20d95c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Double Room, Jetted Tub, Sea View | View from room](https://images.trvl-media.com/lodging/3000000/2840000/2836100/2836021/be4dca6d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![City view from property](https://images.trvl-media.com/lodging/3000000/2840000/2836100/2836021/055a2668.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Double Room, Jetted Tub, Sea View | Jetted tub](https://images.trvl-media.com/lodging/3000000/2840000/2836100/2836021/34ef1f3e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mykonos Bay Resort & Villas Mykonos 9.6/10 Exceptional (572) "Amazing stay!" CA $237 CA $287 total includes taxes & fees Sep 28 - Sep 29 [](https://www.expedia.ca/Mykonos-Hotels-Mykonos-Bay-Resort-Villas.h2836021.Hotel-Information) ![Aerial view](https://images.trvl-media.com/lodging/6000000/5010000/5005600/5005550/92159b9e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Villa](https://images.trvl-media.com/lodging/6000000/5010000/5005600/5005550/e7ee9cf7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Junior Suite (with Plunge Pool) | Terrace/patio](https://images.trvl-media.com/lodging/6000000/5010000/5005600/5005550/4f3d9b6b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach/ocean view](https://images.trvl-media.com/lodging/6000000/5010000/5005600/5005550/1d335051.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Grace Hotel, Auberge Collection Santorini 9.8/10 Exceptional (130) "View is stunning and the service is exceptional. Everyone was amazingly nice, friendly and helpful. We are definitely coming back to stay again at the Grace." CA $487 CA $611 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Santorini-Hotels-Grace-Hotel-Santorini.h5005550.Hotel-Information) ![Double or Twin Room, 1 Bedroom, Balcony | Balcony view](https://images.trvl-media.com/lodging/1000000/890000/889500/889457/7003f521.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property - evening/night](https://images.trvl-media.com/lodging/1000000/890000/889500/889457/3cc59d6e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lunch, dinner served; local and international cuisine, pool views ](https://images.trvl-media.com/lodging/1000000/890000/889500/889457/ec048276.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property entrance](https://images.trvl-media.com/lodging/1000000/890000/889500/889457/631cdbfb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Aressana Spa Hotel and Suites Santorini 9.6/10 Exceptional (497) "Excellent hotel and staff. " CA $257 CA $308 total includes taxes & fees Oct 3 - Oct 4 [](https://www.expedia.ca/Santorini-Hotels-Aressana-Spa-Hotel-And-Suites.h889457.Hotel-Information) ![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) ![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) ![Nefeli Suite Hot Tub Caldera View](https://images.trvl-media.com/lodging/39000000/38260000/38257900/38257893/64b7cbba.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) ### Symphony Suites Santorini 10/10 Exceptional (205) "Very nice apartment suites and delicious breakfast " CA $146 CA $169 total includes taxes & fees Oct 8 - Oct 9 [](https://www.expedia.ca/Santorini-Hotels-Symphony-Suites.h38257893.Hotel-Information) ![Lobby lounge, ocean views, open daily](https://images.trvl-media.com/lodging/16000000/15270000/15264500/15264461/5de98024.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private beach, sun loungers, beach umbrellas, beach towels](https://images.trvl-media.com/lodging/16000000/15270000/15264500/15264461/d6b4a40f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/16000000/15270000/15264500/15264461/22226c65.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Junior Suite, Jetted Tub, Sea Facing (Seafront)](https://images.trvl-media.com/lodging/16000000/15270000/15264500/15264461/w3836h2556x4y4-8b6bb891.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### White Rocks Hotel Kefalonia Kefalonia 9.2/10 Wonderful (102) "Great hotel in the perfect spot on the island. " CA $215 CA $261 total includes taxes & fees Oct 10 - Oct 11 [](https://www.expedia.ca/Kefalonia-Hotels-White-Rocks-Hotel-Kefalonia.h15264461.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=2025-10-09&endDate=2025-10-10®ionId=6271742&adults=2&location_highlights_explore=winery&sort=RECOMMENDED&openPlayBack=true) ## Top Greek Islands Hotel Reviews ![Volcano View Hotel Santorini](//images.trvl-media.com/lodging/2000000/1080000/1071600/1071551/a63cc6f8_y.jpg) ### Volcano View Hotel Santorini 10/10 Excellent "The view speaks for itself. Sunsets are stunning. The staff at this hotel is exceptionally helpful and friendly. Ask the concierge to schedule a tour of Santorini. It is well worth it." [](https://expedia.ca/Santorini-Hotels-Volcano-View-Hotel-Santorini.h1071551.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 "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)