Highlands East Vacation Packages

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Top Highlands East Vacation Deals

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

Muskoka Waterfront Retreat

CA $723
per person
Oct 19 - Oct 23
found 23 hours ago
Roundtrip non-stop flight included
Windsor (YQG) to Muskoka (YQA)
8.4/10 Very good! (120 reviews)
Great location right on Lake of Bays, perfect for paddling on the Oxtongue River or swimming and paddle boarding off the dock. The dock offered a great dark sky to see the stars on comfy Muskoka Chairs. Also really appreciated the way the property is illuminated with sensors, helping you feel safe and able to navigate the property in the evenings. The cabin was simple, yet well stocked with everything we needed for a long weekend. The chairs, sofa and bed were all comfortable. Very clean inside. Felt the bathroom was a bit tight; however for 2 nights it wasn't an issue. Only request is for more prompt and personalized communication when asking a question. I sent the same question a few times while on property and received a templated response that was never followed up on. In the end, it was not important; however had it been this could have been an issue.

Reviewed on Sep 10, 2026

Algonquin Lakeside Resort

Algonquin Lakeside Resort

CA $744
per person
Oct 19 - Oct 23
found 23 hours ago
Roundtrip non-stop flight included
Windsor (YQG) to Muskoka (YQA)
6.8/10 (921 reviews)
It was just okay. NOT worth $295.00/night. The room was very impersonal and cold. The A/C was left ON for a very cool raining day. When I walking in was greeted by a fridge sensation atmosphere. The website pictures of the place did NOT make justice to the real place as a cozy and warm room. The fireplace was NOT working to give it a sense of warmth, also no microwave to make a cup of tea or cook packed foods, and the restaurant at the property was also NOT open. I had to drive out looking for a place to eat. Not worth the money. Wouldn’t stay there again or recommend.

Reviewed on Sep 10, 2026

Sandy Lane Resort

Sandy Lane Resort

CA $932
per person
Oct 19 - Oct 23
found 23 hours ago
Roundtrip non-stop flight included
Windsor (YQG) to Muskoka (YQA)
No reviews
White Birches Cottages

White Birches Cottages

CA $1,122
per person
Oct 19 - Oct 23
found 23 hours ago
Roundtrip non-stop flight included
Windsor (YQG) to Muskoka (YQA)
8.2/10 Very good! (13 reviews)
Stayed with my family for two nights. The cottage is very quiet even though the cottages are located in close proximity to each other. The check in and check out was simple and easy. There are plenty of water activities available to take part in (paddle board, canoes, and kayak). We would stay here again.

Reviewed on Oct 11, 2025

Lakewoods Cottage Resort

Lakewoods Cottage Resort

CA $921
per person
Oct 19 - Oct 23
found 23 hours ago
Roundtrip non-stop flight included
Windsor (YQG) to Muskoka (YQA)
9/10 Wonderful! (14 reviews)
Nice place. Nice beach.

Reviewed on Sep 14, 2026

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Highlands East Hotel Deals

Somerset Lakeside Resort

Somerset Lakeside Resort

27075 Hwy 28 South Highlands East ON
Fully refundableReserve now, pay when you stay
CA $132
CA $150 total
Oct 12 - Oct 13
includes taxes & fees
Somerset Lakeside Resort
Our Happy Place: Hot Tub & Trail Access: STR25-00043

Our Happy Place: Hot Tub & Trail Access: STR25-00043

Tory Hill ON
9.6/10 Exceptional! (16 reviews)
"Everything was good. The house was clean. Hot tub, very nice. Except the single beds. Very hard & uncomfortable"

Reviewed on Sep 6, 2026

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Our Happy Place: Hot Tub & Trail Access: STR25-00043
Need to get away from your busy lives? Here is your chance to un-wine and relax.

Need to get away from your busy lives? Here is your chance to un-wine and relax.

Tory Hill ON
9.2/10 Wonderful! (7 reviews)
"Unfortunately, the stay was disappointing in terms of basic amenities. There were no towels or paper towels provided, and there was not enough toilet paper for the stay. There were also no garbage bags or blankets available. These are basic necessities that we expected to be provided, so this made ..."

Reviewed on Aug 13, 2026

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Need to get away from your busy lives? Here is your chance to un-wine and relax.
See all 665 properties in Highlands East
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.

Stay near popular Highlands East attractions

Silent Lake Provincial Park

9.4/10 (17 reviews)
You can take time to visit Silent Lake Provincial Park during your travels to Highlands East. While you're in the area, wander around the parks.
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Paudash Lake

8.6/10 (9 reviews)
Commune with nature and explore the great outdoors at Paudash Lake during your travels in Highlands East. While you're in the area, wander around the parks.
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Contau Lake

8.0/10 (1 review)
Commune with nature and explore the great outdoors at Contau Lake during your travels in Highlands East. While you're in the area, wander around the parks.
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Gooderham Lake

Commune with nature and explore the great outdoors at Gooderham Lake during your travels in Gooderham.
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Farrel Lake

Commune with nature and explore the great outdoors at Farrel Lake during your travels in Highlands East. While you're in the area, wander around the parks.
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Paudash Lake Marina

Explore the waterfront in Highlands East with a trip to Paudash Lake Marina. While you're in the area, wander around the parks.
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Pusey Lake

Commune with nature and explore the great outdoors at Pusey Lake during your travels in Highlands East. While you're in the area, wander around the parks.
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Haliburton County Public Library - Highland Grove Branch

Haliburton County Public Library - Highland Grove Branch is just one of the places to see in Highland Grove, so why not enjoy the other things to explore during your travels?
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Frequently asked questions

How much does a Highlands East vacation package cost?
Offering excellent value package deals from CA $723 on Expedia, you'll be pleasantly surprised at how much a vacation to Highlands East costs! Expedia's packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Highlands East?
Plan your trip for the low or shoulder season and you're likely to get cheap Highlands East vacation packages. Keep in mind that school vacation periods and local festivals and events can have an impact on prices, so do some research before booking.
How many days is enough for Highlands East?
The ideal length for your Highlands East vacation depends on what you'd like to do and see. Typically, a few days to a week will give you plenty of time to visit all the major attractions and explore some hidden treasures along the way.
How to find the best Highlands East package deals?
Landing a cheap Highlands East package deal is a cinch with Expedia. After you've entered your destination and travel dates under our "Packages" tab, set your budget range, apply some filters and browse what's available. You can tailor your search by "Property class," "Number of bedrooms," "Traveller experience" and more. Sort the results by "Price: low to high" to discover the most pocket-friendly Highlands East package deals. Want a simple trick to score the biggest savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are often lower.
Is it cheaper to book a Highlands East vacation as a package?
You can enjoy significant savings on your Highlands East escape by booking a personalized vacation package. Click on the "Package" heading, then enter your travel dates and destination to view some great flight and hotel prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a vacation package to Highlands East?
If you're planning a spur-of-the-moment Highlands East vacation, browse our last-minute deals that can be booked up to a week before you take off. Prefer not to wait until the last minute? You can land sensational deals on your flights and hotels by booking well in advance.
How to plan a trip to Highlands East?
  1. Choose when to travel: Check your diary and pack your bags. Your preferred time of year and the type of activities available will also help you decide when to vacation in Highlands East.
  2. Set a budget: Factor in costs like food, flights and transportation when calculating how much to set aside for your trip to Highlands East. Then, pick a hotel that fits your budget, whether that's an affordable stay or a more upscale getaway.
  3. Decide how many days away: Start by making a list of all the sights and activities you'd like to get to in Highlands East. Then, estimate how long you'll need at each, including any travel time.
  4. Bundle your bookings: With your travel dates in place, you can combine your flights, hotels, car rental and more into a personalized Highlands East vacation package.

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.