Title: São Simão Trail Vacation Packages & Trips 2026 from CA $1,085 | 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

- ##  
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Save up to CA $1,096 when you book a flight and hotel together\*
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## Top São Simão Trail Vacation Deals

Price found within the past 48 hours. Click for updated prices.

![Rossio Terrace](https://images.trvl-media.com/lodging/116000000/115550000/115545600/115545595/cacbb6ef_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Rossio Terrace

Lisbon City Center

CA $1,085

per person

Mar 23 - Mar 25

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to Lisbon (LIS)

No reviews

![Casa Rosário : Three Bedroom Villa with Private Pool;](https://images.trvl-media.com/lodging/104000000/103820000/103813700/103813640/bf9770dd_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Casa Rosário : Three Bedroom Villa with Private Pool;

CA $2,245

per person

Feb 14 - Feb 20

found 1 day ago

Roundtrip flight included

Halifax (YHZ) to Lisbon (LIS)

4/10 (1 review)

![Pestana Cidadela Cascais - Pousada & Art District](https://images.trvl-media.com/lodging/5000000/4800000/4796600/4796582/dacb1a80_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Pestana Cidadela Cascais - Pousada & Art District

CA $2,381

per person

Mar 23 - Mar 29

found 1 hour ago

Roundtrip non-stop flight included

Halifax (YHZ) to Lisbon (LIS)

9.2/10 Wonderful! (546 reviews)

clean room, great location, historic venue, 2 minutes away from the marina and also 2 minutes from main entertainment spot

Reviewed on Dec 19, 2025

![TURIM Boulevard Hotel](https://images.trvl-media.com/lodging/37000000/36300000/36299200/36299144/e81a4b81_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### TURIM Boulevard Hotel

Lisbon City Center

CA $1,745

per person

Mar 31 - Apr 5

found 11 hours ago

Roundtrip non-stop flight included

Montreal (YUL) to Lisbon (LIS)

9.2/10 Wonderful! (391 reviews)

It's 5 star hotel but is more like 4\. Breakfast is very average. But the staffs at the bar were amazing

Reviewed on Jan 9, 2026

![Hapimag Resort Lisbon](https://images.trvl-media.com/lodging/25000000/24460000/24454800/24454718/4b957abc_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Hapimag Resort Lisbon

Lisbon City Center

CA $2,107

per person

Mar 22 - Mar 28

found 1 day ago

Roundtrip non-stop flight included

Halifax (YHZ) to Lisbon (LIS)

8/10 Very Good! (5 reviews)

## Ready to book your vacation to São Simão Trail?

Choose your dates

## São Simão Trail Hotel Deals

![Palácio da Lousã Boutique Hotel](https://images.trvl-media.com/lodging/2000000/1210000/1201900/1201858/9df1b5fd_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Palácio da Lousã Boutique Hotel

Rua Viscondessa do Espinhal Lousa Coimbra

Fully refundableReserve now, pay when you stay

CA $173

CA $183 total

Jan 18 - Jan 19

includes taxes & fees

8.8/10 Excellent! (303 reviews)

Nice quiet hotel, close to Coimbra, without the crowds and noise. Amazing breakfast buffet daily and good selection of restaurants within walking distance. Good size room, with balcony.

Reviewed on Oct 1, 2025

[](https://expedia.ca/Hotel-Search?startDate=18%2F01%2F2026&endDate=19%2F01%2F2026&selected=1201858&PinnedHotelID=1201858&HadPinnedHotel=true&regionId=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 

CA $156

CA $165 total

Feb 2 - Feb 3

includes taxes & fees

9/10 Wonderful! (374 reviews)

Beautiful room, friendly and professional staff, excellent food, and wholly relaxing!

Reviewed on Sep 30, 2024

[](https://expedia.ca/Hotel-Search?startDate=02%2F02%2F2026&endDate=03%2F02%2F2026&selected=6581115&PinnedHotelID=6581115&HadPinnedHotel=true&regionId=760243295416180736)

![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 

Fully refundableReserve now, pay when you stay

CA $128

CA $136 total

Jan 18 - Jan 19

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=18%2F01%2F2026&endDate=19%2F01%2F2026&selected=8720314&PinnedHotelID=8720314&HadPinnedHotel=true&regionId=760243295416180736)

[See all 286 properties in São Simão Trail](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=14%2F01%2F2026&endDate=15%2F01%2F2026&regionId=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)

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\* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.

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