Simcoe Island Vacations from $431

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The Latest Simcoe Island vacation packages

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

Riverview B&B

$431

per person

Oct 22 - Oct 26

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Kingston (YGK)

9.2/10 Wonderful! (336 reviews)

Everything about this property was excellent and exceeded my expectations.

Reviewed on Sep 2, 2026

Merrill House

$750

per person

Oct 22 - Oct 26

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Kingston (YGK)

9.4/10 Exceptional! (234 reviews)

We had an amazing stay here! Beautiful place! Staff very friendly & helpful! I wouldn’t change anything.

Reviewed on Aug 31, 2026

The Glen House Resort

$515

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! (219 reviews)

I’m

Reviewed on Aug 23, 2026

Cribs On The Hill

$1,055

per person

Oct 22 - Oct 26

found 24 hours ago

Roundtrip non-stop flight included

Boston (BOS) to Kingston (YGK)

9.2/10 Wonderful! (268 reviews)

Cribs on Main

$948

per person

Oct 22 - Oct 26

found 24 hours ago

Roundtrip non-stop flight included

Boston (BOS) to Kingston (YGK)

9.8/10 Exceptional! (268 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

Oct 4 - Oct 5

Total with taxes and fees

9/10 Wonderful! (1,224 reviews)

"Hotel was well maintained. Front desk staff were friendly and very helpful. My room keys stopped working a couple of times but staff got me new ones no problem. Parking was kind of expensive..."

Reviewed on Sep 4, 2026

Confederation Place - Hotel

237 Ontario St Kingston ON

Fully refundableReserve now, pay when you stay

$129 nightly

$154 total

Sep 7 - Sep 8

Total with taxes and fees

8.6/10 Excellent! (1,905 reviews)

"Great location, parking available underground at a reasonable price. Very nice staff! Swimming pool is not heated, very cold even on warm days! Breakfast was great, although too much food for me that went to waste as it's given in a bento box. Cleanliness could be better. It's odd having a kitchenette ..."

Reviewed on Sep 2, 2026

Quality Inn & Conference Centre Kingston Central

33 Benson Street, Building 1 Kingston ON

Fully refundable

$84 nightly

$100 total

Sep 13 - Sep 14

Total with taxes and fees

See all 240 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.