Simcoe Island Vacation Packages

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The Latest Simcoe Island Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • A living room with a brick wall, a fireplace, a sofa, a TV, and a wooden cabinet.
    Dec 28 - Jan 1

    Jackson's Falls Country Inn + Flight

    Prince Edward
    4 nights
    3.0 star property
    9.4/10 - Exceptional (301 reviews)
    "Nice secluded place to stay, very quiet"
    Reviewed November 3, 2026
    Roundtrip • Fredericton (YFC) - Kingston (YGK)
    YFC - YOW • 1 stop YOW - YFC • Nonstop
    CA $900
    CA $823
    per traveller
    found 1 day ago
    Jackson's Falls Country Inn
  • A large indoor swimming pool with clear water, surrounded by windows and potted plants.
    Dec 18 - Dec 22

    The Hotel at Claramount Club + Flight

    Picton
    4 nights
    4.0 star property
    9.6/10 - Exceptional (225 reviews)
    Roundtrip • Halifax (YHZ) - Kingston (YGK)
    YHZ - YOW • Nonstop YOW - YHZ • Nonstop
    CA $1,621
    CA $1,421
    per traveller
    found 21 hours ago
    The Hotel at Claramount Club
  • A large brick house with a wrap-around porch, a stone fire pit, and a garden with yellow flowers.
    Dec 28 - Jan 1

    Merrill House + Flight

    Prince Edward
    4 nights
    4.0 star property
    9.4/10 - Exceptional (254 reviews)
    Roundtrip • Fredericton (YFC) - Kingston (YGK)
    YFC - YOW • 1 stop YOW - YFC • Nonstop
    CA $1,266
    CA $1,152
    per traveller
    found 1 day ago
    Merrill House
  • A person walking towards a beach from a room with a large window overlooking the water.
    Dec 28 - Jan 1

    Wander the Resort + Flight

    Prince Edward
    4 nights
    2.5 star property
    9.8/10 - Exceptional (67 reviews)
    "Such a peaceful amazing getaway - no tv. Just calm, great quality time spent with the family. It made our visit to PEC so much better."
    Reviewed November 6, 2026
    Roundtrip • Fredericton (YFC) - Kingston (YGK)
    YFC - YOW • 1 stop YOW - YFC • Nonstop
    CA $2,377
    CA $2,221
    per traveller
    found 1 day ago
    Wander the Resort
  • A modern living room with a large bathtub, a chandelier, and a fireplace.
    Dec 18 - Dec 22

    Cribs on Main + Flight

    Prince Edward
    4 nights
    3.0 star property
    9.8/10 - Exceptional (285 reviews)
    "Excellent location, clean and staff were great. Would return"
    Reviewed November 4, 2026
    Roundtrip • Halifax (YHZ) - Kingston (YGK)
    YHZ - YOW • Nonstop YOW - YHZ • Nonstop
    CA $1,299
    CA $1,232
    per traveller
    found 21 hours ago
    Cribs on Main

Simcoe Island Hotel Deals

A hotel with a modern design, featuring a large entrance, multiple floors, and a prominent hotel name on the facade.

Holiday Inn Express Kingston West by IHG

Holiday Inn Express Kingston West by IHG
2.5 star property
12.4 km from Simcoe Island
9.4 out of 10, Exceptional, (1,000 reviews)
"We would be happy to go back there when we are in Kingston"
The price is CA $115
CA $141 total
includes taxes & fees
Dec 7 - Dec 8
Holiday Inn Express Kingston West by IHG
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 Simcoe Island
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.