Title: São Simão Trail Vacation Packages & Trips 2025/2026 from CA $1,177 | Expedia.ca [São Simão Trail Travel Guide](https://expedia.ca/Sao-Simao-Trail.dx760243295416180736)[Hotels in São Simão Trail](https://expedia.ca/Sao-Simao-Trail-Hotels.d760243295416180736.Travel-Guide-Hotels)[Vacation Rentals in São Simão Trail](https://expedia.ca/Sao-Simao-Trail-Vacation-Rentals.d760243295416180736.Travel-Guide-VacationRentals)[Flights to São Simão Trail](https://expedia.ca/Cheap-Flights-To-Sao-Simao-Trail.d760243295416180736.Travel-Guide-Flights)[São Simão Trail Car Rentals](https://expedia.ca/Car-Rentals-In-Sao-Simao-Trail.d760243295416180736.Car-Rental-Guide) ![](https://images.trvl-media.com/place/6358869/81c4a7c1-d6fb-429c-8f44-27a2c956e928.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # São Simão Trail Vacation Packages ## Book a Hotel + Flight or Car together to unlock savings Photo by Diogo Matias - ## Plan, book, travel with confidence - ### Better together Save up to CA $1,096 when you book a flight and hotel together\* - ### Find the right fit With over 300,000 hotels worldwide, it's easy to create a perfect package - ### Rest easy Plan, book, and manage your trip all in one place ## Top São Simão Trail Vacation Deals Price found within the past 48 hours. Click for updated prices. ![Sintra Marmòris Palace](https://images.trvl-media.com/lodging/20000000/19340000/19330500/19330424/70aae4b4_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Sintra Marmòris Palace Santa Maria e São Miguel CA $1,177 per person Jan 24 - Jan 30 found 2 hours ago Roundtrip non-stop flight included Toronto (YYZ) to Lisbon (LIS) 19.6/10 Exceptional! (402 reviews) Just the best. Fabulous grounds and breakfast. Mildew smell in room was a bit off putting and the heater did not work but we loved the grounds and garden. Reviewed on Nov 15, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2026-01-24/2026-01-30/?FromAirport=YYZ&Destination=LIS&NumRoom=1&NumAdult=2&NumChild=0&hotelId=19330424&paandie=true&dealMarker=YwWFt39XDFLbrRbsntd3zboXKs9SoYtXCkjzyGUVrU0yLv5-daDU3OARL3hpTIv3) ![Chiado Arty flats](https://images.trvl-media.com/lodging/22000000/21330000/21322100/21322049/e0ce5afe_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Chiado Arty flats Lisbon City Center CA $1,381 per person Jan 20 - Jan 25 found 20 hours ago Roundtrip non-stop flight included Toronto (YYZ) to Lisbon (LIS) 20/10 Exceptional! (246 reviews) Loved the art work and the loft style. Beautiful. Both staff at the front desk were extremely helpful. Reviewed on Oct 25, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2026-01-20/2026-01-25/?FromAirport=YYZ&Destination=LIS&NumRoom=1&NumAdult=2&NumChild=0&hotelId=21322049&paandie=true&dealMarker=s6gUDuM28LIK29xbVxAHS5cQzin1r9OO2uyveX9-cfBaTgB85si_U0Ey-B0MwX4e) ![TURIM Boulevard Hotel – Adults Only](https://images.trvl-media.com/lodging/37000000/36300000/36299200/36299144/e81a4b81_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### TURIM Boulevard Hotel – Adults Only Lisbon City Center CA $1,343 per person Jan 24 - Jan 30 found 2 hours ago Roundtrip non-stop flight included Toronto (YYZ) to Lisbon (LIS) 9/10 Wonderful! (380 reviews) The room was a it worn, but clean enough. The staff were very friendly and helpful. I didn't use any of the amenities. The location of the hotel is great. Reviewed on Nov 16, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2026-01-24/2026-01-30/?FromAirport=YYZ&Destination=LIS&NumRoom=1&NumAdult=2&NumChild=0&hotelId=36299144&paandie=true&dealMarker=w6jj3aBRTWzhtsOTJ6-WgkRyH01jEwF3D8l1GM88oABsGgW687g1kXw8vNQL4odS) ![Eurostars Lisboa Baixa](https://images.trvl-media.com/lodging/89000000/88300000/88293800/88293770/53bb0399_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Eurostars Lisboa Baixa Lisbon City Center CA $1,340 per person Feb 7 - Feb 13 found 1 day ago Roundtrip non-stop flight included Toronto (YYZ) to Lisbon (LIS) 19.6/10 Exceptional! (217 reviews) We enjoyed the friendly staff and the clean spacious room. Reviewed on Nov 16, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2026-02-07/2026-02-13/?FromAirport=YYZ&Destination=LIS&NumRoom=1&NumAdult=2&NumChild=0&hotelId=88293770&paandie=true&dealMarker=koEcQNa1DcJ_UZmfWSEJe3-GdLdaReeJH16l5fLKkWnyhVudzpchVhdLaAG-Z06z) ![Raw Culture Arts & Lofts Bairro Alto](https://images.trvl-media.com/lodging/22000000/21920000/21912500/21912410/e371fe67_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Raw Culture Arts & Lofts Bairro Alto Lisbon City Center CA $1,321 per person Jan 24 - Jan 30 found 1 hour ago Roundtrip non-stop flight included Toronto (YYZ) to Lisbon (LIS) 19.6/10 Exceptional! (153 reviews) Great staff and accommodation! Reviewed on Aug 28, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2026-01-24/2026-01-30/?FromAirport=YYZ&Destination=LIS&NumRoom=1&NumAdult=2&NumChild=0&hotelId=21912410&paandie=true&dealMarker=w6jj3aBRTWzhtsOTJ6-WglSmSNSDj_PVMn4n6lh99e2Pc0Q3BdlyV07MG9K_KEu3) ## Ready to book your vacation to São Simão Trail? Choose your dates ## São Simão Trail Hotel Deals ![Convento da Serta Hotel](https://images.trvl-media.com/lodging/9000000/8730000/8720400/8720314/2b905004_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Convento da Serta Hotel Alameda da Carvalha, Serta CA $122 CA $129 total Nov 19 - Nov 20 includes taxes & fees 9.6/10 Exceptional! (105 reviews) This hotel is an oasis of calm and tranquillity. Rooms are bright and in good condition. The bed was comfortable and it was a pleasure to wake up to warm sunlight from the Juliet balcony. The location is great, with easy walking access to several restaurants in town. The staff are a credit to their ... Reviewed on Sep 25, 2025 [](https://expedia.ca/Hotel-Search?startDate=19%2F11%2F2025&endDate=20%2F11%2F2025&selected=8720314&PinnedHotelID=8720314&HadPinnedHotel=true®ionId=760243295416180736) ![HD Duecitânia Design Hotel](https://images.trvl-media.com/lodging/7000000/6590000/6581200/6581115/de842ffe_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### HD Duecitânia Design Hotel Ponte Do Espinhal Penela Fully refundableReserve now, pay when you stay CA $152 CA $161 total Nov 20 - Nov 21 includes taxes & fees 9/10 Wonderful! (373 reviews) Beautiful room, friendly and professional staff, excellent food, and wholly relaxing! Reviewed on Sep 30, 2024 [](https://expedia.ca/Hotel-Search?startDate=20%2F11%2F2025&endDate=21%2F11%2F2025&selected=6581115&PinnedHotelID=6581115&HadPinnedHotel=true®ionId=760243295416180736) ![Conimbriga Hotel do Paço](https://images.trvl-media.com/lodging/2000000/1140000/1137600/1137531/e031a3ea_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Conimbriga Hotel do Paço Rua Francisco Lemos, 43 Condeixa a Nova Fully refundableReserve now, pay when you stay CA $150 CA $159 total Nov 23 - Nov 24 includes taxes & fees 9/10 Wonderful! (137 reviews) The staff .. everyone and everywhere :) Reviewed on Jul 7, 2025 [](https://expedia.ca/Hotel-Search?startDate=23%2F11%2F2025&endDate=24%2F11%2F2025&selected=1137531&PinnedHotelID=1137531&HadPinnedHotel=true®ionId=760243295416180736) [See all 292 properties in São Simão Trail](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=19%2F11%2F2025&endDate=20%2F11%2F2025®ionId=760243295416180736) 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. ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) All Inclusive Vacations [](https://expedia.ca/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Beach Vacations [](https://expedia.ca/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Family Vacations [](https://expedia.ca/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Family_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Golf Vacations [](https://expedia.ca/lp/theme-vacations/golf-vacations?rfrr=editorial.Golf_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Luxury Vacations [](https://expedia.ca/lp/theme-vacations/luxury-vacations?rfrr=editorial.Luxury_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Romantic Vacations [](https://expedia.ca/lp/theme-vacations/romantic-vacations?rfrr=editorial.Romantic_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Ski Vacations [](https://expedia.ca/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click) ### What to do in São Simão Trail ![Rabaçal: Lagoa do Vento, Levada Risco and Levada 25 Fontes](https://mediaim.expedia.com/localexpert/48033752/c70cf300-5060-4d87-906d-9f0548f94b4a.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Rabaçal: Lagoa do Vento, Levada Risco and Levada 25 Fontes CA $97 per adult [](https://expedia.ca/things-to-do/rabacal-lagoa-do-vento.a48033752.activity-details) [See all activities in São Simão Trail](https://expedia.ca/things-to-do/search?rid=760243295416180736) ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other ### Lodging - [Aguda Hotels](https://www.expedia.ca/Aguda-Hotels.d553248635975855849.Travel-Guide-Hotels) - [Almofala de Cima Hotels](https://www.expedia.ca/Almofala-De-Cima-Hotels.d553248635975863877.Travel-Guide-Hotels) - [Alvaiazere Hotels](https://www.expedia.ca/Alvaiazere-Hotels.d3000396385.Travel-Guide-Hotels) - [Alvorge Hotels](https://www.expedia.ca/Alvorge-Hotels.d6348325.Travel-Guide-Hotels) - [Ansiao Hotels](https://www.expedia.ca/Ansiao-Hotels.d6347604.Travel-Guide-Hotels) - [Lgbt Friendly Hotels in Arrabal](https://www.expedia.ca/Arrabal-Hotels-LGBT-Friendly-Hotel.0-0-d553248635975860841-tLGBTFriendlyHotel.Travel-Guide-Filter-Hotels) - [Bajouca Hotels](https://www.expedia.ca/Bajouca-Hotels.d553248635975853562.Travel-Guide-Hotels) - [Camelo Hotels](https://www.expedia.ca/Camelo-Hotels.d3000021626.Travel-Guide-Hotels) - [Carnide Hotels](https://www.expedia.ca/Carnide-Hotels.d553248635975863749.Travel-Guide-Hotels) - [Casas de Fonte Cova Hotels](https://www.expedia.ca/Casas-De-Fonte-Cova-Hotels.d553248635975851175.Travel-Guide-Hotels) - [Castanheira de Pêra Hotels](https://www.expedia.ca/Castanheira-De-Pera-Hotels.d3000021568.Travel-Guide-Hotels) - [Leiria District Hotels](https://www.expedia.ca/Destinations-In-Leiria-District.d6232735.Hotel-Destinations) - [Figueiró dos Vinhos Hotels](https://www.expedia.ca/Figueiro-Dos-Vinhos-Hotels.d6358869.Travel-Guide-Hotels) - [Fontainhas Hotels](https://www.expedia.ca/Fontainhas-Leiria-Hotels.0-n553248635976400990-0.Travel-Guide-Filter-Hotels) - [Foz de Alge Hotels](https://www.expedia.ca/Foz-De-Alge-Hotels.d3000021427.Travel-Guide-Hotels) - [Guia Hotels](https://www.expedia.ca/Guia-Hotels.d553248635975852580.Travel-Guide-Hotels) - [Ilha de Baixo Hotels](https://www.expedia.ca/Ilha-De-Baixo-Hotels.d3000021369.Travel-Guide-Hotels) - [Lgbt Friendly Hotels in Leiria](https://www.expedia.ca/Leiria-Hotels-LGBT-Friendly-Hotel.0-0-d5729-tLGBTFriendlyHotel.Travel-Guide-Filter-Hotels) - [Leiria Hotels](https://www.expedia.ca/Leiria-Hotels.d5729.Travel-Guide-Hotels) - [Maçãs de Dona Maria Hotels](https://www.expedia.ca/Macas-De-Dona-Maria-Hotels.d553248635975861586.Travel-Guide-Hotels) - [Mata Mourisca Hotels](https://www.expedia.ca/Mata-Mourisca-Hotels.d553248635975865140.Travel-Guide-Hotels) - [Monte Redondo Hotels](https://www.expedia.ca/Monte-Redondo-Hotels.d3000021257.Travel-Guide-Hotels) - [Pedrógão Grande Hotels](https://www.expedia.ca/Pedrogao-Grande-Hotels.d179467.Travel-Guide-Hotels) - [Pombal Hotels](https://www.expedia.ca/Pombal-Hotels.d6034114.Travel-Guide-Hotels) - [Redinha Hotels](https://www.expedia.ca/Redinha-Hotels.d553248635975862171.Travel-Guide-Hotels) - [Santa Catarina da Serra Hotels](https://www.expedia.ca/Santa-Catarina-Da-Serra-Hotels.d3000021034.Travel-Guide-Hotels) - [Souto da Carpalhosa Hotels](https://www.expedia.ca/Souto-Da-Carpalhosa-Hotels.d3000442985.Travel-Guide-Hotels) - [Vila Facaia Hotels](https://www.expedia.ca/Vila-Facaia-Hotels.d3000471678.Travel-Guide-Hotels) ### Flights - [Flights to Leiria](https://www.expedia.ca/Cheap-Flights-To-Leiria.d5729.Travel-Guide-Flights) - [Flights to Pombal](https://www.expedia.ca/Cheap-Flights-To-Pombal.d6034114.Travel-Guide-Flights) - [Flights from Montreal to Leiria](https://www.expedia.ca/lp/flights/178288/5729/montreal-to-leiria) - [Flights from Leiria District](https://www.expedia.ca/lp/flights/6232735/flights-from-leiria-district) ### Packages - [Visit Ansiao](https://www.expedia.ca/Ansiao.dx6347604) - [Visit Arrabal](https://www.expedia.ca/Arrabal.dx553248635975860841) - [Visit Castanheira de Pêra](https://www.expedia.ca/Castanheira-De-Pera.dx3000021568) - [Visit Leiria District](https://www.expedia.ca/Leiria-District.dx6232735) - [Leiria Vacations](https://www.expedia.ca/Leiria.d5729.Destination-Travel-Guides) - [Visit Pedrógão Grande](https://www.expedia.ca/Pedrogao-Grande.dx179467) - [Pombal Castle](https://www.expedia.ca/Pombal-Castle-Pombal.d6316844.Vacation-Attraction) - [Pombal Vacations](https://www.expedia.ca/Pombal.d6034114.Destination-Travel-Guides) - [Visit Regueira de Pontes](https://www.expedia.ca/Regueira-De-Pontes.dx3000021075) - [Visit Santa Catarina da Serra](https://www.expedia.ca/Santa-Catarina-Da-Serra.dx3000021034) ### Cars - [Car rental Leiria](https://www.expedia.ca/Car-Rentals-In-Leiria.d5729.Car-Rental-Guide) - [Car rental Pombal](https://www.expedia.ca/Car-Rentals-In-Pombal.d6034114.Car-Rental-Guide) - [Hertz Rental Cars in Leiria](https://www.expedia.ca/Hertz-Car-Rentals-In-Leiria.d5729-c40.Car-Rental-Guide-Suppliers) ### Vacation Rental - [Vila Facaia Vacation Rentals](https://www.expedia.ca/Vila-Facaia-Vacation-Rentals.d3000471678.Travel-Guide-VacationRentals) ### Other - [Things to do in Leiria District](https://www.expedia.ca/Things-To-Do-In-Leiria-District.d6232735.Travel-Guide-Activities) \* Savings based on package bookings compared to the price of the same components booked separately. 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Scan the QR code with your device camera and download our app ![QR code to download the app](data:image/png;base64,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)