Title: Book the Best HISTORIC Hotels in Aegean Islands in 2026 | Expedia.ca

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![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 $109

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## Check availability on Aegean Islands Historic Hotels

Tonight

[Dec 11 - Dec 12](https://www.expedia.ca/Hotel-Search?regionId=553248635050901425&startDate=2025-12-11&endDate=2025-12-12&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Dec 12 - Dec 13](https://www.expedia.ca/Hotel-Search?regionId=553248635050901425&startDate=2025-12-12&endDate=2025-12-13&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=553248635050901425&startDate=2025-12-12&endDate=2025-12-14&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next 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)

## Our top choices for Aegean Islands historic hotels

![Property entrance](https://images.trvl-media.com/lodging/13000000/12320000/12319300/12319222/96fa5ce4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Seasonal outdoor pool, open 9:00 AM to 9:00 PM, pool umbrellas](https://images.trvl-media.com/lodging/13000000/12320000/12319300/12319222/d8ec2389.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily continental breakfast](https://images.trvl-media.com/lodging/13000000/12320000/12319300/12319222/71a3c86d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Superior Suite, Sauna | Living room](https://images.trvl-media.com/lodging/13000000/12320000/12319300/12319222/d37e1a1f.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)

![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)

![Restaurant](https://images.trvl-media.com/lodging/34000000/33770000/33762200/33762171/1ab1a3f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Stone Room | View from room](https://images.trvl-media.com/lodging/34000000/33770000/33762200/33762171/981db167.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)

### 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 $174

CA $198 total

includes taxes & fees

Dec 20 - Dec 21

[](https://www.expedia.ca/Rhodes-Hotels-10GR-Hotel-And-Wine-Bar-Adults-Only.h33762171.Hotel-Information)

![Outdoor spa tub](https://images.trvl-media.com/lodging/58000000/57250000/57249200/57249144/d2ae0a25.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor spa tub](https://images.trvl-media.com/lodging/58000000/57250000/57249200/57249144/e226e9ba.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/b1849fa4.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

(305)

"Tomas was an amazing host and the location is perfect!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Michael

CA $158

CA $181 total

includes taxes & fees

Jan 11 - Jan 12, 2026

[](https://www.expedia.ca/Santorini-Hotels-Hill-Suites.h57249144.Hotel-Information)

![In-room safe, soundproofing, free cribs/infant beds, free WiFi](https://images.trvl-media.com/lodging/12000000/11430000/11429300/11429237/e5b8aa1f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Superior Triple Room, Sea View | Terrace/patio](https://images.trvl-media.com/lodging/12000000/11430000/11429300/11429237/6bdc9adf.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)

![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)

### 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 $128

CA $146 total

includes taxes & fees

Dec 12 - Dec 13

[](https://www.expedia.ca/Milos-Hotels-Capetan-Giorgantas.h11429237.Hotel-Information)

![Superior Suite with Sea View | Balcony view](https://images.trvl-media.com/lodging/2000000/1510000/1504300/1504263/afe456a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Poolside bar](https://images.trvl-media.com/lodging/2000000/1510000/1504300/1504263/5e78fe7c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![One Bedroom Junior Suite with Side Sea View](https://images.trvl-media.com/lodging/2000000/1510000/1504300/1504263/be643c2a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Rooftop bar](https://images.trvl-media.com/lodging/2000000/1510000/1504300/1504263/224b79e8.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 $104

CA $117 total

includes taxes & fees

Dec 12 - Dec 13

[](https://www.expedia.ca/Samos-Hotels-Samos-City-Hotel.h1504263.Hotel-Information)

![Deluxe Double Room, Balcony, Harbour View](https://images.trvl-media.com/lodging/122000000/121340000/121330700/121330658/a9103301.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/122000000/121340000/121330700/121330658/daba283c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Classic Room, 2 Single Beds, Sea View | Beach/ocean view](https://images.trvl-media.com/lodging/122000000/121340000/121330700/121330658/41b16b96.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/122000000/121340000/121330700/121330658/901a3312.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 $95

CA $109 total

includes taxes & fees

Dec 12 - Dec 13

[](https://www.expedia.ca/Kalymnos-Hotels-Archontiko-Hotel.h121330658.Hotel-Information)

![Property entrance](https://images.trvl-media.com/lodging/12000000/11430000/11429600/11429539/5f2e466d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach nearby](https://images.trvl-media.com/lodging/12000000/11430000/11429600/11429539/cb024a4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby sitting area](https://images.trvl-media.com/lodging/12000000/11430000/11429600/11429539/1292500a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![In-room safe, free WiFi, bed sheets](https://images.trvl-media.com/lodging/12000000/11430000/11429600/11429539/ceae10cb.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 $99

CA $114 total

includes taxes & fees

Dec 12 - Dec 13

[](https://www.expedia.ca/Milos-Hotels-Meltemi-Hotel.h11429539.Hotel-Information)

![Standard Room, Sea View](https://images.trvl-media.com/lodging/2000000/1400000/1398700/1398700/c41d4904.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Scooter/moped](https://images.trvl-media.com/lodging/2000000/1400000/1398700/1398700/d524460e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Executive Suite](https://images.trvl-media.com/lodging/2000000/1400000/1398700/1398700/8a718cf2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/2000000/1400000/1398700/1398700/d22d8aab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Elena Hotel

[](https://www.expedia.ca/Mykonos-Hotels-Elena-Hotel.h1398700.Hotel-Information)

Mykonos

8.8/10

Excellent

(243)

"Rooms were excellent and service was great"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Paul

[](https://www.expedia.ca/Mykonos-Hotels-Elena-Hotel.h1398700.Hotel-Information)

![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)

![Exterior](https://images.trvl-media.com/lodging/114000000/113150000/113147100/113147006/1b149223.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily continental breakfast](https://images.trvl-media.com/lodging/114000000/113150000/113147100/113147006/2f975f82.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)

### 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 $143

CA $163 total

includes taxes & fees

Dec 14 - Dec 15

[](https://www.expedia.ca/Milos-Hotels-Portiani-Suites.h113147006.Hotel-Information)

![Exterior detail](https://images.trvl-media.com/lodging/19000000/18240000/18235900/18235874/2a8581de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Junior Suite with Caldera View and Private Jacuzzi - A-](https://images.trvl-media.com/lodging/19000000/18240000/18235900/18235874/73e0510e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Down comforters, pillowtop beds, in-room safe, soundproofing](https://images.trvl-media.com/lodging/19000000/18240000/18235900/18235874/3fe7335a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Superior Suite with Caldera View and Private Jacuzzi | Terrace/patio](https://images.trvl-media.com/lodging/19000000/18240000/18235900/18235874/fa1dfaa2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### On the Cliff

[](https://www.expedia.ca/Santorini-Hotels-On-The-Cliff.h18235874.Hotel-Information)

Santorini

8.6/10

Excellent

(303)

"The room was very clean and interesting, as it is like a cave. Staff was friendly and helpfull.Good center location and great view.Recommend."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Carlos D

CA $146

CA $166 total

includes taxes & fees

Dec 12 - Dec 13

[](https://www.expedia.ca/Santorini-Hotels-On-The-Cliff.h18235874.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=2025-12-25&endDate=2025-12-26&regionId=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)

![Merovigliosso Apartments](https://images.trvl-media.com/lodging/3000000/2810000/2806300/2806230/8c4dfa70_y.jpg)

### Merovigliosso Apartments

10/10 Excellent

"The only bus stop at Imerovigli was confusing and not label that caused us missing the bus for Fira. As infrequent as the bus schedule was in November, we were thankful being picked up by a wandering taxi to give us ride to Oia (30 Euro) and then Oia to Fira (30 Euro) which in my opinion much preferred in a tight schedule. The hotel offered me courtesy drop-off at the airport which was super nice of Kostas."

[](https://expedia.ca/Santorini-Hotels-Merovigliosso-Apartments.h2806230.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)

![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!"

[](https://expedia.ca/Mykonos-Hotels-Palladium-Hotel.h527270.Hotel-Information)

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- [Hotels with Tennis Courts in Cyclades Islands ](https://www.expedia.ca/Cyclades-Islands-Hotels-Hotels-With-Tennis-Courts.0-0-d6051353-tHotelswithTennisCourts.Travel-Guide-Filter-Hotels)
- [Lgbt Friendly Hotels in Cyclades Islands ](https://www.expedia.ca/Cyclades-Islands-Hotels-LGBT-Friendly-Hotel.0-0-d6051353-tLGBTFriendlyHotel.Travel-Guide-Filter-Hotels)
- [Lake Hotels in Cyclades Islands ](https://www.expedia.ca/Cyclades-Islands-Hotels-Lake-Hotels.0-0-d6051353-tLakeHotels.Travel-Guide-Filter-Hotels)
- [Luxury Hotels in Cyclades Islands ](https://www.expedia.ca/Cyclades-Islands-Hotels-Luxury-Hotel.0-0-d6051353-tLuxuryHotel.Travel-Guide-Filter-Hotels)
- [Oceanfront Hotels in Cyclades Islands ](https://www.expedia.ca/Cyclades-Islands-Hotels-Oceanfront-Hotels.0-0-d6051353-tOceanfrontHotels.Travel-Guide-Filter-Hotels)
- [Romantic Hotels in Cyclades Islands ](https://www.expedia.ca/Cyclades-Islands-Hotels-Romantic-Hotel.0-0-d6051353-tRomanticHotel.Travel-Guide-Filter-Hotels)
- [Spa Hotels in Cyclades Islands ](https://www.expedia.ca/Cyclades-Islands-Hotels-Spa-Hotel.0-0-d6051353-tSpaHotel.Travel-Guide-Filter-Hotels)
- [Waterpark Hotels in Cyclades Islands ](https://www.expedia.ca/Cyclades-Islands-Hotels-Waterpark-Hotels.0-0-d6051353-tWaterparkHotels.Travel-Guide-Filter-Hotels)
- [Hotel Wedding Venues Hotels in Cyclades Islands ](https://www.expedia.ca/Cyclades-Islands-Hotels-Wedding-Hotels.0-0-d6051353-tWeddingHotels.Travel-Guide-Filter-Hotels)
- [Winery Hotels in Cyclades Islands ](https://www.expedia.ca/Cyclades-Islands-Hotels-Winery-Hotel.0-0-d6051353-tWineryHotel.Travel-Guide-Filter-Hotels)
- [Cyclades Islands Hotels ](https://www.expedia.ca/Cyclades-Islands-Hotels.d6051353.Travel-Guide-Hotels)
- [Inns in Cyclades Islands ](https://www.expedia.ca/Cyclades-Islands-Inns.d6051353-aaInns.Travel-Guide-Accommodation)
- [Lodges in Cyclades Islands ](https://www.expedia.ca/Cyclades-Islands-Lodges.d6051353-aaLodges.Travel-Guide-Accommodation)
- [Pensions in Cyclades Islands ](https://www.expedia.ca/Cyclades-Islands-Pensions.d6051353-aaPensions.Travel-Guide-Accommodation)
- [Resorts in Cyclades Islands ](https://www.expedia.ca/Cyclades-Islands-Resort-Hotels.d6051353-aaResortHotels.Travel-Guide-Accommodation)
- [Townhomes in Cyclades Islands ](https://www.expedia.ca/Cyclades-Islands-Townhomes.d6051353-aaTownhomes.Travel-Guide-Accommodation)

- [Flights to Cyclades Islands ](https://www.expedia.ca/Cheap-Flights-To-Cyclades-Islands.d6051353.Travel-Guide-Flights)
- [Flights from Cairo to Cyclades Islands ](https://www.expedia.ca/lp/flights/178243/6051353/cairo-to-cyclades-islands)
- [Flights from San Francisco to Cyclades Islands ](https://www.expedia.ca/lp/flights/178305/6051353/san-francisco-to-cyclades-islands)
- [Flights from Geneva to Cyclades Islands ](https://www.expedia.ca/lp/flights/180003/6051353/geneva-to-cyclades-islands)
- [Flights from Cyclades Islands ](https://www.expedia.ca/lp/flights/6051353/flights-from-cyclades-islands)

- [Cyclades Islands Vacations ](https://www.expedia.ca/Cyclades-Islands.d6051353.Destination-Travel-Guides)

- [Auto Rent Rental Cars in Cyclades Islands ](https://www.expedia.ca/Auto-Rent-Car-Rentals-In-Cyclades-Islands.d6051353-c1006.Car-Rental-Guide-Suppliers)
- [Car rentals near Cyclades Islands ](https://www.expedia.ca/Car-Rentals-In-Cyclades-Islands.d6051353.Car-Rental-Guide)
- [First-Car Rental Cars in Cyclades Islands ](https://www.expedia.ca/First-Car-Car-Rentals-In-Cyclades-Islands.d6051353-c1019.Car-Rental-Guide-Suppliers)