Highlands East Vacation Packages
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Top Highlands East Vacation Deals
Price found within the past 48 hours. Click for updated prices.
JW Marriott The Rosseau Muskoka Resort & Spa
Price was CA $3,314, price is now CA $2,690 per person
CA $2,690
per person
Jul 1 - Jul 8
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Muskoka (YQA)
8.6/10 Excellent! (1,000 reviews)
The hotel is grand and luxurious. The staff are very friendly and accommodating. The food is amazing at the on-site restaurants.
Reviewed on May 14, 2026
Muskoka Waterfront Retreat
Price was CA $2,133, price is now CA $1,756 per person
CA $1,756
per person
Jul 1 - Jul 8
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Muskoka (YQA)
8.6/10 Excellent! (82 reviews)
Excellent view. Right on the water. The cleaning staff were completely on top of everything. Quiet place. One issue - we reached out 3 separate times in advance of our stay as we had a few questions and while we were able to reach on 2 occasions a live agent and on the third time left a vm message, no one returned our calls. The live voice agent was not able to answer our questions and despite saying she would have someone call us back, no one did.
Reviewed on May 10, 2026
Windermere House
Price was CA $2,751, price is now CA $2,364 per person
CA $2,364
per person
Jul 1 - Jul 8
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Muskoka (YQA)
9/10 Wonderful! (959 reviews)
Very kind and helpful staff, my partner and I loved the barrel saunas, and the amenities were top notch! Shout out in particular to the maintenance crew for being kind, helpful, and non-judgemental during an embarrassing call up to our room.
Reviewed on May 10, 2026
Highlands East Hotel Deals
Somerset Lakeside Resort
27075 Hwy 28 South Highlands East ON
Fully refundableReserve now, pay when you stay
The price is CA $182 per night from May 18 to May 19
CA $182
CA $206 total
May 18 - May 19
includes taxes & fees
9.2/10 Wonderful! (74 reviews)
Really enjoyed our stay in the bungalo on the property. Great views of the lake. Used the ipad to order food from the restaurant - the food was incredible. We ordered the pulled pork sliders, mac & cheese and cheesecake 5/5.
Reviewed on May 14, 2026
Lakefront cottage with hot tub and amazing porch, 4 season in Haliburton
Gooderham ON
9.8/10 Exceptional! (8 reviews)
We really enjoyed our time here. The screened in deck was great, especially on the one rainy day. The lake is nice and it's quiet. The cottage was spotless, and the bed was even comfortable.
Reviewed on Sep 6, 2025
Need to get away from your busy lives? Here is your chance to un-wine and relax.
Tory Hill ON
9.8/10 Exceptional! (6 reviews)
Lots of room inside and out
The kitchen lacks essencials eg. no coffee maker etc. The mattresses are uncomfortable. unveuncomfortable
Reviewed on Aug 17, 2024
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.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
