A forest with a calm river, large rocks in the foreground, and dense green trees.
Photo by Diogo Matias
Open Photo by Diogo Matias

São Simão Trail Vacation Packages

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    Save up to CA $4,200 when you book a flight and hotel together*

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The Latest São Simão Trail Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • A cobblestone street leading to a hotel entrance with a signboard, a lamp post, and an archway.
    Jan 18 - Jan 25

    Hotel Convento do Salvador + Flight

    Lisbon City Center
    6 nights
    3.0 star property
    9.4/10 - Exceptional (1,001 reviews)
    "River view room had excellent views! Very quaint hotel!"
    Reviewed November 12, 2026
    Roundtrip • Toronto (YTO) - Lisbon (LIS)
    YTZ - LIS • 1 stop LIS - YTZ • 1 stop
    CA $1,292
    CA $906
    per traveller
    found 1 day ago
    Hotel Convento do Salvador
  • A bar area with a green bar counter, multiple seating options, and a high ceiling with glass panels.
    Jan 18 - Jan 25

    The Emerald House Lisbon, Curio Collection By Hilton + Flight

    Lisbon Old Town
    6 nights
    4.0 star property
    9.6/10 - Exceptional (631 reviews)
    "Love this hotel, we have stayed here twice and will keep coming back."
    Reviewed November 12, 2026
    Roundtrip • Toronto (YTO) - Lisbon (LIS)
    YTZ - LIS • 1 stop LIS - YTZ • 1 stop
    CA $1,603
    CA $1,055
    per traveller
    found 1 day ago
    The Emerald House Lisbon, Curio Collection By Hilton
  • A hotel facade with large windows, a prominent entrance, and a tiled walkway.
    Jan 17 - Jan 24

    Eurostars Lisboa Baixa + Flight

    Lisbon City Center
    6 nights
    4.0 star property
    9.8/10 - Exceptional (374 reviews)
    Roundtrip • Montreal (YUL) - Lisbon (LIS)
    YUL - LIS • Nonstop LIS - YUL • 1 stop
    CA $1,653
    CA $1,132
    per traveller
    found 21 hours ago
    Eurostars Lisboa Baixa
  • A grand building with large arched windows, a central entrance with a staircase, and a decorative circular window above the door.
    Jan 18 - Jan 25

    Aurea Museum by Eurostars Hotel Company + Flight

    Lisbon City Center
    6 nights
    5.0 star property
    9.4/10 - Exceptional (1,002 reviews)
    Roundtrip • Toronto (YTO) - Lisbon (LIS)
    YTZ - LIS • 1 stop LIS - YTZ • 1 stop
    CA $1,652
    CA $1,132
    per traveller
    found 1 day ago
    Aurea Museum by Eurostars Hotel Company
  • A multi-story hotel with a classic facade, large windows, and a ground-level restaurant.
    Jan 18 - Jan 22

    Chiado Arty flats + Flight

    Lisbon City Center
    3 nights
    4.0 star property
    10/10 - Exceptional (297 reviews)
    "It was a great trip!"
    Reviewed October 25, 2026
    Roundtrip • Calgary (YYC) - Lisbon (LIS)
    YYC - LIS • 1 stop LIS - YYC • 1 stop
    CA $1,693
    CA $1,175
    per traveller
    found 19 hours ago
    Chiado Arty flats

São Simão Trail Hotel Deals

A modern building with large windows and a wooden deck.

Hotel Parque Serra da Lousã

Hotel Parque Serra da Lousã
4.0 star property
18.9 km from São Simão Trail
9.6 out of 10, Exceptional, (172 reviews)
The price is CA $120
CA $127 total
includes taxes & fees
Dec 1 - Dec 2
Hotel Parque Serra da Lousã
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.
See all properties in São Simão Trail
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.