Title: Book the Best HISTORIC Hotels in São Jorge Island in 2025 | Expedia.ca [São Jorge Island Travel Guide](https://expedia.ca/Sao-Jorge-Island.dx3182)[Hotels in São Jorge Island](https://expedia.ca/Sao-Jorge-Island-Hotels.d3182.Travel-Guide-Hotels)[Vacation Rentals in São Jorge Island](https://expedia.ca/Sao-Jorge-Island-Vacation-Rentals.d3182.Travel-Guide-VacationRentals)[Flights to São Jorge Island](https://expedia.ca/Cheap-Flights-To-Sao-Jorge-Island.d3182.Travel-Guide-Flights)[Things to do in São Jorge Island](https://expedia.ca/Things-To-Do-In-Sao-Jorge-Island.d3182.Travel-Guide-Activities)[São Jorge Island Car Rentals](https://expedia.ca/Car-Rentals-In-Sao-Jorge-Island.d3182.Car-Rental-Guide)[São Jorge Island Vacation Packages](https://expedia.ca/Sao-Jorge-Island.d3182.Destination-Travel-Guides) ![](https://mediaim.expedia.com/destination/1/bae1828a23a2f59dd1088c13f4564adb.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Historic Hotels in São Jorge Island ![](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 São Jorge Island Historic Hotels Tonight [Oct 10 - Oct 11](https://www.expedia.ca/Hotel-Search?regionId=3182&startDate=2025-10-10&endDate=2025-10-11&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 11 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=3182&startDate=2025-10-11&endDate=2025-10-12&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=3182&startDate=2025-10-10&endDate=2025-10-12&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=3182&startDate=2025-10-17&endDate=2025-10-19&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top São Jorge Island Historic Hotels We don't have any properties that match your exact search [See all properties in São Jorge Island](https://expedia.ca/Hotel-Search?startDate=2025-10-24&endDate=2025-10-25®ionId=3182&adults=2) ## Recommended hotels in São Jorge Island ![View from room](https://images.trvl-media.com/lodging/3000000/2700000/2691900/2691841/e60c235e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Single Room](https://images.trvl-media.com/lodging/3000000/2700000/2691900/2691841/6ca98512.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/3000000/2700000/2691900/2691841/64435d7c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/3000000/2700000/2691900/2691841/b206ff61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### São Jorge Garden Velas 9.0/10 Wonderful (99) "Amazing and helpful staff! Loved the stunning garden grounds which are well groomed and maintained regularly. Overall a beautiful hotel! " CA $133 CA $138 total includes taxes & fees Nov 1 - Nov 2 [](https://www.expedia.ca/Velas-Hotels-Sao-Jorge-Garden.h2691841.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/89000000/88450000/88444000/88443976/ecaf04e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/89000000/88450000/88444000/88443976/9c111add.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior House | Terrace/patio](https://images.trvl-media.com/lodging/89000000/88450000/88444000/88443976/a6340dc0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/89000000/88450000/88444000/88443976/337ae9cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Kuanza Nature Experience Calheta 10/10 Exceptional (7) "Staff wonderful , friendly and clean. Beautiful place . " CA $140 CA $152 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Calheta-Hotels-Kuanza-Nature-Experience.h88443976.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/33000000/32730000/32722200/32722172/cfe20210.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Room, Ocean View (06) | Balcony view](https://images.trvl-media.com/lodging/33000000/32730000/32722200/32722172/ada2e053.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Double Room, Ocean View (09)](https://images.trvl-media.com/lodging/33000000/32730000/32722200/32722172/f03efd04.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/33000000/32730000/32722200/32722172/579a87c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Quinta da Magnólia Velas 9.8/10 Exceptional (30) "The rooms and property are really lovely and quiet and the staff was very generous and wanted to make our stay special. " CA $127 CA $133 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Velas-Hotels-Quinta-Da-Magnolia.h32722172.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/25000000/25000000/24994000/24993980/fe4c9295.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior entrance](https://images.trvl-media.com/lodging/25000000/25000000/24994000/24993980/eb8d97c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/25000000/25000000/24994000/24993980/3f05a204.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Basic Double or Twin Room, Accessible, Private Bathroom](https://images.trvl-media.com/lodging/25000000/25000000/24994000/24993980/e4a53980.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Casa d'Avó Guesthouse Velas 9.8/10 Exceptional (51) "Beautiful property, excellent customer service, wonderful & kind staff " CA $81 CA $85 total includes taxes & fees Nov 1 - Nov 2 [](https://www.expedia.ca/Velas-Hotels-Casa-DAvo-Guesthouse.h24993980.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/104000000/103740000/103735100/103735044/577b6934.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/104000000/103740000/103735100/103735044/99d974b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/104000000/103740000/103735100/103735044/a1ba305c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/104000000/103740000/103735100/103735044/f705ad53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Apartment 'Moradia Machado' with Private Terrace, Balcony and Wi-Fi Topo Calheta São Jorge Açores CA $187 CA $187 total includes taxes & fees Oct 12 - Oct 13 [](https://www.expedia.ca/Calheta-Hotels-Apartment-Moradia-Machado-With-Private-Terrace.h103735044.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/91000000/90600000/90592900/90592830/d166b737.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/91000000/90600000/90592900/90592830/69d2c8b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/91000000/90600000/90592900/90592830/93efe3e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach](https://images.trvl-media.com/lodging/91000000/90600000/90592900/90592830/4890e023.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Stylish 2 Bedroom Stone House With Stunning Views, São Jorge, Azores (Vista) São Jorge 10/10 Exceptional (1) "serviço competente e atencioso, arquitectura enquadrada no contexto, local ideal para passeios e descanso." CA $316 CA $352 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Calheta-Hotels-Cosy-2-Bedroom-House-With-Stunning-Views-In-Sao-Jorge.h90592830.Hotel-Information) ![Beach](https://images.trvl-media.com/lodging/118000000/117640000/117636000/117635916/3999e5a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/118000000/117640000/117636000/117635916/70ef90f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/118000000/117640000/117636000/117635916/e34f0a3f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/118000000/117640000/117636000/117635916/78db988a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Herdade das Hortênsias São Jorge 10/10 Exceptional (1) "Ruhig gelegen mit genügend Platz." CA $123 CA $185 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Calheta-Hotels-Herdade-Das-Hortensias.h117635916.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/91000000/90590000/90584000/90583992/5b0f5cdd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/91000000/90590000/90584000/90583992/bd608d61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/91000000/90590000/90584000/90583992/cffb0cdc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach](https://images.trvl-media.com/lodging/91000000/90590000/90584000/90583992/5506bfb1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Stylish 2 Bedroom Stone House On Ocean Front In São Jorge, Azores (Belo Surf) São Jorge 10/10 Exceptional (4) "location, location, location plus the thoughtful design, adaptive reuse of structures, and the evident and abundant care of ownership and staff all added up to bliss for our group perhaps not for everyone, but the adventure of getting there and provisioning one’s stay can make for an even more satisfying stay." CA $337 CA $393 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Calheta-Hotels-Stylish-2-Bedroom-Stone-House-On-Ocean-Front-In-Sao-Jorge.h90583992.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/97000000/96350000/96341300/96341293/2eb817c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/97000000/96350000/96341300/96341293/720ca393.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/97000000/96350000/96341300/96341293/dcfe45d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/97000000/96350000/96341300/96341293/2c2008d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cantinho das Japoneiras Velas, São Jorge, Açores CA $179 CA $251 total includes taxes & fees Oct 11 - Oct 12 [](https://www.expedia.ca/Velas-Hotels-Cantinho-Das-Japoneiras.h96341293.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/92000000/91270000/91260600/91260534/83afbe1f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/92000000/91270000/91260600/91260534/4738c201.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/92000000/91270000/91260600/91260534/ca554e6f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach](https://images.trvl-media.com/lodging/92000000/91270000/91260600/91260534/aea26ed7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beautiful 2 Bedroom Ocean Front House In São Jorge, Azores - Mamba São Jorge CA $300 CA $334 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Calheta-Hotels-Beautiful-2-Bedroom-Ocean-Front-House-In-Sao-Jorge.h91260534.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. 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[Flights from Velas](https://www.expedia.ca/lp/flights/182256/flights-from-velas) - [Flights from Pico Island](https://www.expedia.ca/lp/flights/2802/flights-from-pico-island) - [Flights from Lajes do Pico](https://www.expedia.ca/lp/flights/6159823/flights-from-lajes-do-pico) - [Flights from Calheta](https://www.expedia.ca/lp/flights/6345213/flights-from-calheta) - [Flights from Lisbon (LIS) to Sao Jorge Island (SJZ)](https://www.expedia.ca/lp/flights/lis/sjz/lisbon-to-sao-jorge-island) - [Flights from Ponta Delgada (PDL) to Sao Jorge Island (SJZ)](https://www.expedia.ca/lp/flights/pdl/sjz/ponta-delgada-to-sao-jorge-island) - [Flights from Montreal (YUL) to Sao Jorge Island (SJZ)](https://www.expedia.ca/lp/flights/yul/sjz/montreal-to-sao-jorge-island) - [Flights from Vancouver (YVR) to Sao Jorge Island (SJZ)](https://www.expedia.ca/lp/flights/yvr/sjz/vancouver-to-sao-jorge-island) - [Flights from Winnipeg (YWG) to Sao Jorge Island (SJZ)](https://www.expedia.ca/lp/flights/ywg/sjz/winnipeg-to-sao-jorge-island) - [Flights from Toronto (YYZ) to Sao Jorge Island (SJZ)](https://www.expedia.ca/lp/flights/yyz/sjz/toronto-to-sao-jorge-island) - [Lajes do Pico Vacations](https://www.expedia.ca/Lajes-Do-Pico.d6159823.Destination-Travel-Guides) - [Visit Lajes do Pico](https://www.expedia.ca/Lajes-Do-Pico.dx6159823) - [Visit Manadas](https://www.expedia.ca/Manadas.dx553248635975858340) - [Pico Island Vacations](https://www.expedia.ca/Pico-Island.d2802.Destination-Travel-Guides) - [Visit Pico Island](https://www.expedia.ca/Pico-Island.dx2802) - [Visit Pontas Negras](https://www.expedia.ca/Pontas-Negras.dx6324554) - [Visit São Miguel Arcanjo](https://www.expedia.ca/Sao-Miguel-Arcanjo.dx553248635975869997) - [Car rental Calheta](https://www.expedia.ca/Car-Rentals-In-Calheta.d6345213.Car-Rental-Guide) - [Car rental Lajes do Pico](https://www.expedia.ca/Car-Rentals-In-Lajes-Do-Pico.d6159823.Car-Rental-Guide) - [Car rentals near Pico Island](https://www.expedia.ca/Car-Rentals-In-Pico-Island.d2802.Car-Rental-Guide) - [Rental cars Sao Jorge Island airport](https://www.expedia.ca/Car-Rentals-In-Sao-Jorge-Island.d6024902.Car-Rental-Guide) - [Car rental Sao Roque do Pico](https://www.expedia.ca/Car-Rentals-In-Sao-Roque-Do-Pico.d6133974.Car-Rental-Guide) - [Car rental Velas](https://www.expedia.ca/Car-Rentals-In-Velas.d182256.Car-Rental-Guide) - [Enterprise Rental Cars in Pico Island](https://www.expedia.ca/Enterprise-Car-Rentals-In-Pico-Island.d2802-c15.Car-Rental-Guide-Suppliers) - [Goldcar rental Rental Cars in Pico Island](https://www.expedia.ca/Goldcar-Rental-Car-Rentals-In-Pico-Island.d2802-c1022.Car-Rental-Guide-Suppliers) - [National Car Rental Rental Cars in Pico Island](https://www.expedia.ca/National-Car-Rental-Car-Rentals-In-Pico-Island.d2802-c42.Car-Rental-Guide-Suppliers) - [Priceless Car Rental Rental Cars in Pico Island](https://www.expedia.ca/Priceless-Car-Rental-Car-Rentals-In-Pico-Island.d2802-c1060.Car-Rental-Guide-Suppliers) - [Rent A Wreck Rental Cars in Pico Island](https://www.expedia.ca/Rent-A-Wreck-Car-Rentals-In-Pico-Island.d2802-c33.Car-Rental-Guide-Suppliers) - [Calheta de Nesquim Vacation Rentals](https://www.expedia.ca/Calheta-De-Nesquim-Vacation-Rentals.d3000021632.Travel-Guide-VacationRentals) - [Lajes do Pico Vacation Rentals](https://www.expedia.ca/Lajes-Do-Pico-Vacation-Rentals.d6159823.Travel-Guide-VacationRentals) - [Pico Island Vacation Rentals](https://www.expedia.ca/Pico-Island-Vacation-Rentals.d2802.Travel-Guide-VacationRentals) - [Pontas Negras Vacation Rentals](https://www.expedia.ca/Pontas-Negras-Vacation-Rentals.d6324554.Travel-Guide-VacationRentals) - [Sao Roque do Pico Vacation Rentals](https://www.expedia.ca/Sao-Roque-Do-Pico-Vacation-Rentals.d6133974.Travel-Guide-VacationRentals) - [Things to do in Pico Island](https://www.expedia.ca/Things-To-Do-In-Pico-Island.d2802.Travel-Guide-Activities) - [Things to do in Velas](https://www.expedia.ca/Things-To-Do-In-Velas.d182256.Travel-Guide-Activities)