Title: Book the Best HISTORIC Hotels in Greek Islands 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 Historic 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 Historic Hotels Tonight [Oct 2 - Oct 3](https://www.expedia.ca/Hotel-Search?regionId=6271742&startDate=2025-10-02&endDate=2025-10-03&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 3 - Oct 4](https://www.expedia.ca/Hotel-Search?regionId=6271742&startDate=2025-10-03&endDate=2025-10-04&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This 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) Next weekend [Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=6271742&startDate=2025-10-10&endDate=2025-10-12&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Greek Islands Historic Hotels ![Seasonal outdoor pool, open 8:00 AM to 7:00 PM, pool umbrellas](https://images.trvl-media.com/lodging/2000000/1100000/1098400/1098349/6d4d7325.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/2000000/1100000/1098400/1098349/5a79dedf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property entrance](https://images.trvl-media.com/lodging/2000000/1100000/1098400/1098349/be6a4e30.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/2000000/1100000/1098400/1098349/ddfb56d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### GDM Megaron Historical Monument Hotel Heraklion 9.8/10 Exceptional (1000) "Hotel was great and it was nice to be so walkable to many great parts of Heraklion!" CA $194 CA $221 total includes taxes & fees Nov 1 - Nov 2 [](https://www.expedia.ca/Heraklion-Hotels-GDM-Megaron-Historical-Monument-Hotel.h1098349.Hotel-Information) ![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/3000000/2770000/2761800/2761704/1a81e24f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Plunge Pool Superior Suite with Sunset View](https://images.trvl-media.com/lodging/3000000/2770000/2761800/2761704/b6c56a77.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/3000000/2770000/2761800/2761704/59507861.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Honeymoon Plunge Pool Suite with Sunset View | View from room](https://images.trvl-media.com/lodging/3000000/2770000/2761800/2761704/816b6165.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Esperas Santorini Santorini 9.6/10 Exceptional (306) "Staff was so helpful. Views from the room were breathtaking and the breakfast was delicious! Well worth splurging on a room at Esperas as you have your own private (not crowded) view of the famous Oia sunset!" CA $276 CA $318 total includes taxes & fees Nov 1 - Nov 2 [](https://www.expedia.ca/Santorini-Hotels-Esperas-Santorini.h2761704.Hotel-Information) ![Lobby sitting area](https://images.trvl-media.com/lodging/2000000/1210000/1206300/1206241/b3655418.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/2000000/1210000/1206300/1206241/37517d04.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast, lunch, dinner served; Mediterranean cuisine ](https://images.trvl-media.com/lodging/2000000/1210000/1206300/1206241/c1c1b76d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Room, Sea View](https://images.trvl-media.com/lodging/2000000/1210000/1206300/1206241/abfaa2ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Kefalonia Grand Hotel Kefalonia 9.2/10 Wonderful (258) "Property and location were wonderful! Shopping and restaurants are within walking distance. Breakfast was delicious. " CA $128 CA $162 total includes taxes & fees Oct 6 - Oct 7 [](https://www.expedia.ca/Kefalonia-Hotels-Kefalonia-Grand-Hotel.h1206241.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/4000000/3850000/3842700/3842629/f18b343a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast, lunch, dinner served; Mediterranean cuisine ](https://images.trvl-media.com/lodging/4000000/3850000/3842700/3842629/7ee2091f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/4000000/3850000/3842700/3842629/d0ae7976.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property - evening/night](https://images.trvl-media.com/lodging/4000000/3850000/3842700/3842629/ea8603f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Kydon, The Heart City Hotel Chania Town 9.4/10 Exceptional (632) "Great hotel, friendly staff, excellent location for exploring Chania from." CA $144 CA $169 total includes taxes & fees Nov 1 - Nov 2 [](https://www.expedia.ca/Chania-Hotels-Kydon.h3842629.Hotel-Information) ![Penthouse (Suite) | View from room](https://images.trvl-media.com/lodging/1000000/570000/565000/564933/d7b0774f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Penthouse (Suite) | Living area](https://images.trvl-media.com/lodging/1000000/570000/565000/564933/645ac2e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/570000/565000/564933/00c73cf1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bars/lounges](https://images.trvl-media.com/lodging/1000000/570000/565000/564933/d58759d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Samaria Hotel Chania Town 9.8/10 Exceptional (821) "Amazing stay overall, the staff was " CA $175 CA $204 total includes taxes & fees Nov 1 - Nov 2 [](https://www.expedia.ca/Chania-Hotels-Samaria-Hotel.h564933.Hotel-Information) ![Infinity pool](https://images.trvl-media.com/lodging/3000000/2840000/2835900/2835868/2731c750.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Topaz Suite | Living room](https://images.trvl-media.com/lodging/3000000/2840000/2835900/2835868/26707d93.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Opal Suite | Balcony view](https://images.trvl-media.com/lodging/3000000/2840000/2835900/2835868/024b4334.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Aqua Marine Suite | View from room](https://images.trvl-media.com/lodging/3000000/2840000/2835900/2835868/df40f62d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Adamant Suites Santorini 9.6/10 Exceptional (156) "Super friendly staff . Amazing views from every room ." CA $257 CA $292 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Santorini-Hotels-Adamant-Suites.h2835868.Hotel-Information) ![Deluxe Room, 1 Double or 2 Single Beds](https://images.trvl-media.com/lodging/19000000/18310000/18302200/18302165/8c420ecb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Classic Room, 1 Double or 2 Single Beds | View from room](https://images.trvl-media.com/lodging/19000000/18310000/18302200/18302165/df86b793.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/19000000/18310000/18302200/18302165/db2bd887.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/19000000/18310000/18302200/18302165/9c15fe73.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ibis Styles Heraklion Central Heraklion 9.4/10 Exceptional (530) "Nice" CA $120 CA $142 total includes taxes & fees Nov 1 - Nov 2 [](https://www.expedia.ca/Heraklion-Hotels-Ibis-Styles-Heraklion-Central.h18302165.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/490000/483400/483342/f9761d93.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast, lunch, dinner served; Mediterranean cuisine, pool views ](https://images.trvl-media.com/lodging/1000000/490000/483400/483342/6c55b776.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/490000/483400/483342/85dc9d64.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Double Room, Sea View (mini spa)](https://images.trvl-media.com/lodging/1000000/490000/483400/483342/b14a443f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Semeli Hotel Mykonos 9.4/10 Exceptional (553) "I could not say more incredible things about the hotel and its staff. From the moment I arrived to check out everything was wonderful. " CA $247 CA $306 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Mykonos-Hotels-Semeli-Hotel.h483342.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) ![Property entrance](https://images.trvl-media.com/lodging/1000000/890000/889500/889457/631cdbfb.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) ### Aressana Spa Hotel and Suites Santorini 9.6/10 Exceptional (501) "Amazing location and clean property. " CA $229 CA $277 total includes taxes & fees Oct 3 - Oct 4 [](https://www.expedia.ca/Santorini-Hotels-Aressana-Spa-Hotel-And-Suites.h889457.Hotel-Information) ![Outdoor pool, open 10:00 AM to 9:00 PM, sun loungers](https://images.trvl-media.com/lodging/19000000/18580000/18570300/18570288/b0e2e588.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, Hot Tub, Sea View (King, Outdoor Hot Tub) | Living area](https://images.trvl-media.com/lodging/19000000/18580000/18570300/18570288/f2858161.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, Hot Tub, Sea View (King, Outdoor Hot Tub) | Living area](https://images.trvl-media.com/lodging/19000000/18580000/18570300/18570288/980985f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Porch](https://images.trvl-media.com/lodging/19000000/18580000/18570300/18570288/59bf2475.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Keti Hotel Santorini 9.8/10 Exceptional (246) "Prime view and proximity of to all that Fira has to offer. Breakfast was the best of our trip. Staff was extremely kind and courteous. Would love to visit again!!" CA $207 CA $244 total includes taxes & fees Oct 17 - Oct 18 [](https://www.expedia.ca/Santorini-Hotels-Keti-Hotel.h18570288.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=2025-10-16&endDate=2025-10-17®ionId=6271742&adults=2&specialized_stays_group_explore=historic_property&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 "This is our absolute favourite place in Santorini. It is the most beautiful hotel with the most amazing staff. And the view is absolutely breathtaking. Don’t think twice about staying here. " [](https://expedia.ca/Santorini-Hotels-Volcano-View-Hotel-Santorini.h1071551.Hotel-Information) ![Alkyna Lifestyle Beach Resort - Adults Only](//images.trvl-media.com/lodging/3000000/2460000/2458500/2458471/5e74952b_y.jpg) ### Alkyna Lifestyle Beach Resort - Adults Only 10/10 Excellent "Lovely hotel and good food with a great selection of drinks to choose from. The hotel is quite isolated at the end of a small bay, guests stayed in the hotel grounds so sunbeds were quite difficult to get unless you were very early risers. For us there wasn’t enough evening entertainment or seating for guests. All in all though a lovely relaxing holiday. " [](https://expedia.ca/Corfu-Hotels-Alkyna-Lifestyle-Beach-Resort.h2458471.Hotel-Information) ![Mitsis Rinela](//images.trvl-media.com/lodging/3000000/2340000/2335600/2335564/84b4839f_y.jpg) ### Mitsis Rinela 10/10 Excellent "Room was beautiful, clean and well stocked with drinks. Staff were friendly and attentive. Lovely resort. " [](https://expedia.ca/Hersonissos-Hotels-Mitsis-Rinela-Beach-Resort-Spa-All-Inclusive.h2335564.Hotel-Information) ![Neptune Luxury Resort](//images.trvl-media.com/lodging/1000000/930000/922700/922682/ecb72719_y.jpg) ### Neptune Luxury Resort 10/10 Excellent "Amazing stay!" [](https://expedia.ca/Kos-Hotels-Neptune-Hotels-Resort.h922682.Hotel-Information) ![Amus Hotel & Spa](//images.trvl-media.com/lodging/3000000/2280000/2278800/2278712/d1290cf6_y.jpg) ### Amus Hotel & Spa 10/10 Excellent "Great hotel fantastic staff " [](https://expedia.ca/Rhodes-Hotels-Rhodes-Bay-Hotel-Spa.h2278712.Hotel-Information) ![Galaxy Hotel Iraklio](//images.trvl-media.com/lodging/1000000/80000/72400/72370/b288de6a_y.jpg) ### Galaxy Hotel Iraklio 10/10 Excellent "Wonderful hotel and staff, lovely pool, great food. " [](https://expedia.ca/Heraklion-Hotels-Galaxy-Hotel-Iraklio.h72370.Hotel-Information) ![Palladium Hotel](//images.trvl-media.com/lodging/1000000/530000/527300/527270/f6fbd8e2_y.jpg) ### Palladium Hotel 10/10 Excellent "The people at this hotel were the best. The same 6 or so staff members are the desk clerks, concierge, baristas, restaurant servers, luggage handlers. Always a smile and friendly. Morning breakfast was outstanding." [](https://expedia.ca/Mykonos-Hotels-Palladium-Hotel.h527270.Hotel-Information) ![Harmony Boutique Hotel](//images.trvl-media.com/lodging/2000000/1920000/1916100/1916074/4fc51c2e_y.jpg) ### Harmony Boutique Hotel 10/10 Excellent "This hotel was a perfect location for shopping and restaurants - vey easy walking distance. The hotel is clean, safe, has beautiful views of the sunset from the pool. Staff was very helpful in arranging transportation. Would love to come back! " [](https://expedia.ca/Mykonos-Hotels-Harmony-Boutique-Hotel.h1916074.Hotel-Information) ![Sheraton Rhodes Resort](//images.trvl-media.com/lodging/1000000/800000/791200/791134/14bf6f85_y.jpg) ### Sheraton Rhodes Resort 10/10 Excellent "Excellent " [](https://expedia.ca/Rhodes-Hotels-Sheraton-Rhodes-Resort.h791134.Hotel-Information)