Title: São Simão Trail Vacation Packages & Trips 2026 from CA $2,099 | 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

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Photo by Diogo Matias

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## Top São Simão Trail Vacation Deals

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

![Eurostars Lisboa Parque](https://images.trvl-media.com/lodging/1000000/930000/921500/921478/fc904b5f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Eurostars Lisboa Parque

Lisbon City Center

CA $2,099

per person

May 10 - May 17

found 1 day ago

Roundtrip flight included

Halifax (YHZ) to Lisbon (LIS)

8.6/10 Excellent! (1,000 reviews)

Arrived January 20 for a week. It was conveniently located, making it walkable to all areas. The room was spotless. Check in was fast and staff were very helpful. They always had their famous little tarts in the lobby with fruit water. I would recommend this hotel.

Reviewed on Jan 28, 2026

![Eurostars Das Letras](https://images.trvl-media.com/lodging/3000000/2060000/2059200/2059158/05a8d24e_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Eurostars Das Letras

Lisbon City Center

CA $2,190

per person

May 10 - May 17

found 1 day ago

Roundtrip flight included

Halifax (YHZ) to Lisbon (LIS)

9/10 Wonderful! (1,001 reviews)

With a super location to explore Lisbon, the hotel provides luxurious comfort at the end of a day of walking. Our twin room was airy, bright and had everything you needed. Breakfast buffet was great and worth upgrading the stay. All staff we spoke to were very friendly and polite and sincerely wanted to make sure we were enjoying our stay. Book it. You wont be disappointed!

Reviewed on Mar 2, 2026

![Aurea Museum by Eurostars Hotel Company](https://images.trvl-media.com/lodging/22000000/21130000/21121600/21121501/fe4d4d82_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Aurea Museum by Eurostars Hotel Company

Lisbon City Center

CA $2,676

per person

May 10 - May 17

found 1 day ago

Roundtrip flight included

Halifax (YHZ) to Lisbon (LIS)

9.4/10 Exceptional! (1,002 reviews)

All was excellent!!! 11 out of 10\. Thank you

Reviewed on Feb 24, 2026

![Hotel Hotel - Member of Design Hotels](https://images.trvl-media.com/lodging/2000000/1600000/1590500/1590488/852bf0b9_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Hotel Hotel - Member of Design Hotels

Lisbon City Center

CA $2,299

per person

May 11 - May 18

found 1 day ago

Roundtrip flight included

Halifax (YHZ) to Lisbon (LIS)

9.8/10 Exceptional! (297 reviews)

Wonderful staff, everyone we met was welcoming and warm. Also helpful in offering information and tips about places to visit.

Reviewed on Feb 18, 2026

![Solar Do Castelo, a Lisbon Heritage Collection](https://images.trvl-media.com/lodging/1000000/880000/875100/875047/5e730592_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Solar Do Castelo, a Lisbon Heritage Collection

Lisbon City Center

CA $2,313

per person

May 18 - May 25

found 1 day ago

Roundtrip flight included

Halifax (YHZ) to Lisbon (LIS)

9.6/10 Exceptional! (1,001 reviews)

Fantastic hotel, with very friendly and helpful staff. Henri on reception went beyond the call of duty with his offer to give us a lift in the golf-buggy in the pouring rain. Our room was delightful; comfortable and clean, with a lovely view of the courtyard with its resident peacocks. The endless supply of delicious food and drink at breakfast and cakes and drinks throughout the afternoon and evening was a great source of pleasure to come back to. We would definitely recommend the hotel to others.

Reviewed on Feb 7, 2026

![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh)

## 

The Annual Vacation Sale 

Members save up to 40% on hotels and homes. Plan this year’s big trip and save. 

[Book now](https://expedia.ca/deals?rfrr=PKG_SPRING_PROMO_760243295416180736)

## 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/edf990ad_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Convento da Serta Hotel

Alameda da Carvalha Serta 

Fully refundableReserve now, pay when you stay

CA $118

CA $126 total

Mar 5 - Mar 6

includes taxes & fees

9.8/10 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=05%2F03%2F2026&endDate=06%2F03%2F2026&selected=8720314&PinnedHotelID=8720314&HadPinnedHotel=true&regionId=760243295416180736)

![Belem Hotel](https://images.trvl-media.com/lodging/5000000/4280000/4274800/4274781/82802f6e_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Belem Hotel

Avenida Herois Do Ultramar 185 Pombal 

Fully refundableReserve now, pay when you stay

CA $134

CA $142 total

Mar 6 - Mar 7

includes taxes & fees

[](https://expedia.ca/Hotel-Search?startDate=06%2F03%2F2026&endDate=07%2F03%2F2026&selected=4274781&PinnedHotelID=4274781&HadPinnedHotel=true&regionId=760243295416180736)

![Bed and Breakfast Equitare Rural ](https://images.trvl-media.com/lodging/109000000/108170000/108164200/108164149/f21f3059_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Bed and Breakfast Equitare Rural 

Rua Eusébio Tamagnini Miranda do Corvo Coimbra

Fully refundableReserve now, pay when you stay

CA $107

CA $114 total

Mar 8 - Mar 9

includes taxes & fees

9.8/10 Exceptional! (23 reviews)

Nice and memorable stay

We enjoyed our stay. Clean and spacious. Kids also loved interacting with the animals.

Reviewed on Sep 2, 2025

[](https://expedia.ca/Hotel-Search?startDate=08%2F03%2F2026&endDate=09%2F03%2F2026&selected=108164149&PinnedHotelID=108164149&HadPinnedHotel=true&regionId=760243295416180736)

[See all 281 properties in São Simão Trail](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=03%2F03%2F2026&endDate=04%2F03%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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