Simcoe Island Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 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

The Latest Simcoe Island Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • A lobby with a brown leather sofa, a glass-top coffee table, a painting, a television, a window with a view of a road and fields, and an exit door.
    Dec 10 - Dec 12

    Masterson's Motel + Flight

    Greater Napanee
    2 nights
    2.5 star property
    8.4/10 - Very good (1,001 reviews)
    Roundtrip • Moncton (YQM) - Kingston (YGK)
    YQM - YGK • 1 stop YGK - YQM • 2 stops
    CA $554
    CA $553
    per traveller
    found 9 hours ago
    Masterson's Motel
  • A large brick house with a wrap-around porch, a stone fire pit, and a garden with yellow flowers.
    Dec 10 - Dec 12

    Merrill House + Flight

    Prince Edward
    2 nights
    4.0 star property
    9.4/10 - Exceptional (254 reviews)
    Roundtrip • Moncton (YQM) - Kingston (YGK)
    YQM - YGK • 1 stop YGK - YQM • 2 stops
    CA $794
    CA $710
    per traveller
    found 9 hours ago
    Merrill House
  • A restaurant with a modern interior, featuring geometric ceiling design, large windows, and a mix of seating arrangements.
    Dec 10 - Dec 12

    The Hotel at Claramount Club + Flight

    Picton
    2 nights
    4.0 star property
    9.6/10 - Exceptional (223 reviews)
    "The staff was very accommodating to our request and the breakfast was excellent. The room that was provided was very nice and overlooked the harbour"
    Reviewed November 4, 2026
    Roundtrip • Moncton (YQM) - Kingston (YGK)
    YQM - YGK • 1 stop YGK - YQM • 2 stops
    CA $960
    CA $870
    per traveller
    found 9 hours ago
    The Hotel at Claramount Club
  • A modern living room with a large bathtub, a chandelier, and a fireplace.
    Dec 10 - Dec 12

    Cribs on Main + Flight

    Prince Edward
    2 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 • Moncton (YQM) - Kingston (YGK)
    YQM - YGK • 1 stop YGK - YQM • 2 stops
    CA $843
    CA $801
    per traveller
    found 9 hours ago
    Cribs on Main
  • A wooden sign with "CRIBS" and "Prince Edward County" written on it, placed on a stone base with flowers.
    Dec 10 - Dec 12

    Cribs On The Hill + Flight

    Prince Edward
    2 nights
    4.0 star property
    9.2/10 - Wonderful (283 reviews)
    "We had a nice stay overall. Check-in was easy, and the place was clean and well-kept. The host was quick to respond. A few minor drawbacks: no dishwasher, small ensuite bathroom, and limited space to hang clothes. It would be nice to have some extra garbage bags available. Other than that, it was a pleasant stay!"
    Reviewed October 31, 2026
    Roundtrip • Moncton (YQM) - Kingston (YGK)
    YQM - YGK • 1 stop YGK - YQM • 2 stops
    CA $714
    CA $681
    per traveller
    found 9 hours ago
    Cribs On The Hill

Simcoe Island Hotel Deals

A modern cafe with seating areas, a coffee station, and a large TV screen.

Holiday Inn Express & Suites Kingston Central by IHG

Holiday Inn Express & Suites Kingston Central by IHG
2.5 star property
11.1 km from Simcoe Island
9.0 out of 10, Wonderful, (1,711 reviews)
"clean the washroom and replace bathtub!"
The price is CA $119
CA $141 total
includes taxes & fees
Dec 6 - Dec 7
Holiday Inn Express & Suites Kingston Central 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.