Simcoe Island Vacations from $616

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The Latest Simcoe Island vacation packages

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

Riverview B&B

$616

per person

Oct 22 - Oct 26

found 8 hours ago

Roundtrip non-stop flight included

Boston (BOS) to Kingston (YGK)

9.2/10 Wonderful! (336 reviews)

Very friendly staff. Breakfast was delicious, but the name Riverview "Bed & Breakfast" feels misleading, even if it is just $7 more for breakfast. Was disappointed to have a dbl bed, didn't realize when I booked. But still a great experience I would recommend.

Reviewed on Aug 15, 2026

Merrill House

$823

per person

Oct 5 - Oct 8

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Kingston (YGK)

9.4/10 Exceptional! (229 reviews)

The staff were so welcoming and we had a lovely stay in the beautiful hotel. Can highly recommend.

Reviewed on Aug 26, 2026

The Hotel at Claramount Club

$1,317

per person

Nov 3 - Nov 6

found 1 day ago

Roundtrip non-stop flight included

Jacksonville (JAX) to Kingston (YGK)

9.8/10 Exceptional! (121 reviews)

The Glen House Resort

$720

per person

Oct 22 - Oct 26

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Kingston (YGK)

8.4/10 Very Good! (218 reviews)

I’m

Reviewed on Aug 23, 2026

Lakeside Motel

$1,172

per person

Oct 8 - Oct 12

found 1 day ago

Roundtrip non-stop flight included

Chicago (CHI) to Kingston (YGK)

9.2/10 Wonderful! (180 reviews)

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Simcoe Island Hotel Deals

Delta Hotels by Marriott Kingston Waterfront

1 Johnson Street Kingston ON

Fully refundableReserve now, pay when you stay

$149 nightly

$177 total

Aug 30 - Aug 31

Total with taxes and fees

9/10 Wonderful! (1,224 reviews)

"We had a pleasant stay at the Delta Hotel. The food was delicious, and the property is beautifully situated along the waterfront in an excellent location. Our room was clean and comfortable. However, the towels appeared worn and could use an upgrade. Overall, we enjoyed our stay and would recommend ..."

Reviewed on Aug 28, 2026

Comfort Suites Kingston Central

33 Benson Street, Building 2 Kingston ON

Fully refundable

$95 nightly

$112 total

Sep 27 - Sep 28

Total with taxes and fees

8.2/10 Very Good! (1,130 reviews)

"Staff were all so pleasant and helpful"

Reviewed on Aug 27, 2026

Confederation Place - Hotel

237 Ontario St Kingston ON

Fully refundableReserve now, pay when you stay

$142 nightly

$169 total

Sep 27 - Sep 28

Total with taxes and fees

See all 243 properties in Simcoe Island

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.