Title: Book the Best HISTORIC Hotels in Aegean Islands in 2026 | Expedia.ca [Aegean Islands Travel Guide](https://expedia.ca/Aegean-Islands.dx553248635050901425)[Hotels in Aegean Islands](https://expedia.ca/Aegean-Islands-Hotels.d553248635050901425.Travel-Guide-Hotels)[Vacation Rentals in Aegean Islands](https://expedia.ca/Aegean-Islands-Vacation-Rentals.d553248635050901425.Travel-Guide-VacationRentals)[Flights to Aegean Islands](https://expedia.ca/Cheap-Flights-To-Aegean-Islands.d553248635050901425.Travel-Guide-Flights)[Things to do in Aegean Islands](https://expedia.ca/Things-To-Do-In-Aegean-Islands.d553248635050901425.Travel-Guide-Activities)[Aegean Islands Car Rentals](https://expedia.ca/Car-Rentals-In-Aegean-Islands.d553248635050901425.Car-Rental-Guide)[Aegean Islands Vacation Packages](https://expedia.ca/Aegean-Islands.d553248635050901425.Destination-Travel-Guides) ![Pefkos Beach featuring a beach](https://images.trvl-media.com/place/6138862/51d41bf4-bdc8-4d57-b675-626739b91c04.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Historic Hotels in Aegean Islands from CA $63 - ![](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 Aegean Islands Historic Hotels Tonight [Dec 15 - Dec 16](https://www.expedia.ca/Hotel-Search?regionId=553248635050901425&startDate=2025-12-15&endDate=2025-12-16&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Dec 16 - Dec 17](https://www.expedia.ca/Hotel-Search?regionId=553248635050901425&startDate=2025-12-16&endDate=2025-12-17&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=553248635050901425&startDate=2025-12-19&endDate=2025-12-21&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=553248635050901425&startDate=2025-12-26&endDate=2025-12-28&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Aegean Islands historic hotels ![Beach nearby, sun loungers, beach umbrellas, beach towels](https://images.trvl-media.com/lodging/34000000/33770000/33762200/33762171/70b5437a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Stone Room | Terrace/patio](https://images.trvl-media.com/lodging/34000000/33770000/33762200/33762171/0270ab33.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Suite Lindos with Hot Tub](https://images.trvl-media.com/lodging/34000000/33770000/33762200/33762171/ab589c90.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/34000000/33770000/33762200/33762171/048dbd80.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 10GR Boutique Hotel and Wine Bar [](https://www.expedia.ca/Rhodes-Hotels-10GR-Hotel-And-Wine-Bar-Adults-Only.h33762171.Hotel-Information) Rhodes Old Town 9.8/10 Exceptional (335) "Lovely hotel in the center of old town. Helpful staff, great location, excellent dining" ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Dino CA $152 CA $173 total includes taxes & fees Jan 7 - Jan 8, 2026 [](https://www.expedia.ca/Rhodes-Hotels-10GR-Hotel-And-Wine-Bar-Adults-Only.h33762171.Hotel-Information) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/13000000/12320000/12319300/12319222/a275125a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property entrance](https://images.trvl-media.com/lodging/13000000/12320000/12319300/12319222/b1fce897.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Family Room, Annex Building](https://images.trvl-media.com/lodging/13000000/12320000/12319300/12319222/23c82c90.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Turkish bath, 1 treatment room, massages](https://images.trvl-media.com/lodging/13000000/12320000/12319300/12319222/f5f8b32f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Theofilos Paradise Boutique Hotel [](https://www.expedia.ca/Lesvos-Hotels-Theofilos-Paradise-Boutique-Hotel.h12319222.Hotel-Information) Lesvos 9.6/10 Exceptional (159) "Beautiful hotel e great staff and service. Perfect location. Great breakfast. My go to! I will pay the two night minimum even if I stay one night!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sean [](https://www.expedia.ca/Lesvos-Hotels-Theofilos-Paradise-Boutique-Hotel.h12319222.Hotel-Information) ![Superior Double Room, 1 Double or 2 Single Beds](https://images.trvl-media.com/lodging/12000000/11430000/11429300/11429237/cbb03e43.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Daily buffet breakfast (EUR 10 per person)](https://images.trvl-media.com/lodging/12000000/11430000/11429300/11429237/3ec5a511.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Double Room, 1 Double or 2 Single Beds](https://images.trvl-media.com/lodging/12000000/11430000/11429300/11429237/0f40d873.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Double Room](https://images.trvl-media.com/lodging/12000000/11430000/11429300/11429237/3f69455f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Capetan Giorgantas [](https://www.expedia.ca/Milos-Hotels-Capetan-Giorgantas.h11429237.Hotel-Information) Milos 9.4/10 Exceptional (139) "Great little place. Cute room, comfy bed, outdoor area off room and great breakky. Would definitely stay again. " ![Australia](https://a.travel-assets.com/egds/marks/flags/au.svg) Nell CA $122 CA $139 total includes taxes & fees Dec 20 - Dec 21 [](https://www.expedia.ca/Milos-Hotels-Capetan-Giorgantas.h11429237.Hotel-Information) ![Royal Suite Indoor Hot Tub | Living area](https://images.trvl-media.com/lodging/58000000/57250000/57249200/57249144/1a11d5d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor spa tub](https://images.trvl-media.com/lodging/58000000/57250000/57249200/57249144/13749433.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exclusive Suite, Hot Tub, Partial Sea View](https://images.trvl-media.com/lodging/58000000/57250000/57249200/57249144/426722fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Royal Suite Indoor Hot Tub | Living area](https://images.trvl-media.com/lodging/58000000/57250000/57249200/57249144/c09e4b82.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hill Suites [](https://www.expedia.ca/Santorini-Hotels-Hill-Suites.h57249144.Hotel-Information) Santorini 9.8/10 Exceptional (308) "Tomas was an amazing host and the location is perfect!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael CA $135 CA $154 total includes taxes & fees Dec 17 - Dec 18 [](https://www.expedia.ca/Santorini-Hotels-Hill-Suites.h57249144.Hotel-Information) ![Egyptian cotton sheets, premium bedding, minibar, in-room safe](https://images.trvl-media.com/lodging/122000000/121340000/121330700/121330658/dd20d70d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/122000000/121340000/121330700/121330658/efbf44eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Classic Room, 2 Single Beds, Sea View](https://images.trvl-media.com/lodging/122000000/121340000/121330700/121330658/854b2db1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/122000000/121340000/121330700/121330658/17396f08.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Archontiko Hotel [](https://www.expedia.ca/Kalymnos-Hotels-Archontiko-Hotel.h121330658.Hotel-Information) Kalymnos CA $96 CA $109 total includes taxes & fees Dec 16 - Dec 17 [](https://www.expedia.ca/Kalymnos-Hotels-Archontiko-Hotel.h121330658.Hotel-Information) ![Superior Suite with Sea View | Balcony](https://images.trvl-media.com/lodging/2000000/1510000/1504300/1504263/65a285ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Suite with Sea View](https://images.trvl-media.com/lodging/2000000/1510000/1504300/1504263/11046dda.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, open 10:00 AM to 7:30 PM, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/2000000/1510000/1504300/1504263/0f799494.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Suite with Sea View](https://images.trvl-media.com/lodging/2000000/1510000/1504300/1504263/c85ba533.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Samos Hotel [](https://www.expedia.ca/Samos-Hotels-Samos-City-Hotel.h1504263.Hotel-Information) Samos 7.6/10 Good (231) "Central location Extremely small rooms for two single beds. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Phyllis CA $105 CA $117 total includes taxes & fees Dec 16 - Dec 17 [](https://www.expedia.ca/Samos-Hotels-Samos-City-Hotel.h1504263.Hotel-Information) ![Front of property - evening/night](https://images.trvl-media.com/lodging/114000000/113150000/113147100/113147006/6059e6eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/114000000/113150000/113147100/113147006/74fb08d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Suite, Balcony, Sea View](https://images.trvl-media.com/lodging/114000000/113150000/113147100/113147006/w7984h5323x11y0-35434b3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property - evening/night](https://images.trvl-media.com/lodging/114000000/113150000/113147100/113147006/7bcdaaad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Portiani Suites [](https://www.expedia.ca/Milos-Hotels-Portiani-Suites.h113147006.Hotel-Information) Milos 9.6/10 Exceptional (25) "Great hotel location and friendly staff. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nayeli CA $126 CA $143 total includes taxes & fees Dec 16 - Dec 17 [](https://www.expedia.ca/Milos-Hotels-Portiani-Suites.h113147006.Hotel-Information) ![Beach nearby](https://images.trvl-media.com/lodging/12000000/11430000/11429600/11429539/cb024a4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from room](https://images.trvl-media.com/lodging/12000000/11430000/11429600/11429539/07344c58.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast area](https://images.trvl-media.com/lodging/12000000/11430000/11429600/11429539/dc82c718.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/12000000/11430000/11429600/11429539/a2f0b939.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Meltemi Hotel [](https://www.expedia.ca/Milos-Hotels-Meltemi-Hotel.h11429539.Hotel-Information) Milos 9.0/10 Wonderful (40) "Convenient location" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Alexandra CA $100 CA $114 total includes taxes & fees Dec 16 - Dec 17 [](https://www.expedia.ca/Milos-Hotels-Meltemi-Hotel.h11429539.Hotel-Information) ![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/17000000/16890000/16889500/16889433/4e628b54.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 2 Bedrooms (Cave, Shared Terrace)](https://images.trvl-media.com/lodging/17000000/16890000/16889500/16889433/de383a97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Junior Suite, outdoor Tub, Sea View | View from room](https://images.trvl-media.com/lodging/17000000/16890000/16889500/16889433/de90648b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/17000000/16890000/16889500/16889433/13116226.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Thireas Hotel [](https://www.expedia.ca/Santorini-Hotels-Thireas-Hotel.h16889433.Hotel-Information) Santorini 9.4/10 Exceptional (356) "Excellent location. Staff was very helpful. Good breakfast. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Charles CA $174 CA $203 total includes taxes & fees Dec 22 - Dec 23 [](https://www.expedia.ca/Santorini-Hotels-Thireas-Hotel.h16889433.Hotel-Information) ![In-room safe, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/45000000/44030000/44022600/44022583/0b967cfb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Family Room](https://images.trvl-media.com/lodging/45000000/44030000/44022600/44022583/0772a8ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Basic Double Room | Bathroom](https://images.trvl-media.com/lodging/45000000/44030000/44022600/44022583/3f60fa6e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Budget Family Studio](https://images.trvl-media.com/lodging/45000000/44030000/44022600/44022583/87103d57.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Eternal Town [](https://www.expedia.ca/Mykonos-Hotels-Eternal-Town-Suites.h44022583.Hotel-Information) Mykonos 9.4/10 Exceptional (35) "Very nice and clean studio - would stay again!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Christopher CA $54 CA $63 total includes taxes & fees Dec 21 - Dec 22 [](https://www.expedia.ca/Mykonos-Hotels-Eternal-Town-Suites.h44022583.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=2025-12-19&endDate=2025-12-30®ionId=553248635050901425&adults=2&specialized_stays_group_explore=historic_property&sort=RECOMMENDED&openPlayBack=true) ## Top Aegean Islands Hotel Reviews ![Chios Chandris Hotel](https://images.trvl-media.com/lodging/1000000/590000/581100/581006/a57bd16a_y.jpg) ### Chios Chandris Hotel 10/10 Excellent "Great staff, lovely food, incredible view - generally awesome." [](https://expedia.ca/Chios-Hotels-Chios-Chandris-Hotel.h581006.Hotel-Information) ![Athina Luxury Suites](https://images.trvl-media.com/lodging/2000000/1850000/1841600/1841546/d25e88d8_y.jpg) ### Athina Luxury Suites 10/10 Excellent "The staff was very helpful and friendly. " [](https://expedia.ca/Santorini-Hotels-Athina-Luxury-Suites.h1841546.Hotel-Information) ![Hotel Sunny Villas](https://images.trvl-media.com/lodging/2000000/1100000/1095700/1095677/1e5cde74_y.jpg) ### Hotel Sunny Villas 10/10 Excellent "The staff was incredible and the view was so beautiful. The people in Santorini were all so very kind. I would love to go back in the future" [](https://expedia.ca/Santorini-Hotels-Hotel-Sunny-Villas.h1095677.Hotel-Information) ![Harmony Boutique Hotel](https://images.trvl-media.com/lodging/2000000/1920000/1916100/1916074/4fc51c2e_y.jpg) ### Harmony Boutique Hotel 10/10 Excellent "Went late November, great hotel but the town is very quiet at this time of the year " [](https://expedia.ca/Mykonos-Hotels-Harmony-Boutique-Hotel.h1916074.Hotel-Information) ![Volcano View Hotel Santorini](https://images.trvl-media.com/lodging/2000000/1080000/1071600/1071551/a63cc6f8_y.jpg) ### Volcano View Hotel Santorini 10/10 Excellent "Excellent views and a good room with decent amenities. " [](https://expedia.ca/Santorini-Hotels-Volcano-View-Hotel-Santorini.h1071551.Hotel-Information) ![Ira Hotel & Spa - Adults Only](https://images.trvl-media.com/lodging/7000000/6120000/6116900/6116875/c1b6b3c6_y.jpg) ### Ira Hotel & Spa - Adults Only 10/10 Excellent "Nice vi" [](https://expedia.ca/Santorini-Hotels-Ira-Hotel-Spa.h6116875.Hotel-Information) ![Kosta Palace](https://images.trvl-media.com/lodging/2000000/1870000/1867100/1867054/f61340e5_y.jpg) ### Kosta Palace 10/10 Excellent "Location is great, and room with balcony overlooking the harbour is highly recommended. Staff very professional and hotel is good value for money. Rooms are spotless, with good shower, bed and tea/coffee facilites with mini fridge. TV has extensive channels in case you get rained in!! (which is rare)" [](https://expedia.ca/Kos-Hotels-Kosta-Palace.h1867054.Hotel-Information) ![Nefeli Homes - Adults Only](https://images.trvl-media.com/lodging/3000000/2910000/2909000/2908974/c271ee0e_y.jpg) ### Nefeli Homes - Adults Only 10/10 Excellent "Nefeli homes was the best stay we had in Santorini. Our room had the best view and the views from the hotel pool is also amazing! It was super comfortable, spacious, had the friendliest staff who helped us with our every need. I highly recommend this place and would love to stay here again in the future" [](https://expedia.ca/Santorini-Hotels-Nefeli-Homes.h2908974.Hotel-Information) ![Palladium Hotel](https://images.trvl-media.com/lodging/1000000/530000/527300/527270/f6fbd8e2_y.jpg) ### Palladium Hotel 10/10 Excellent "Excellent hotel with great staff!" 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