Highlands East Vacations from $937

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The Latest Highlands East vacation packages

Price found within the past 48 hours. Click for updated prices.
Jolly Roger Inn & Resort

Jolly Roger Inn & Resort

$937
per person
Oct 6 - Oct 13
found 1 day ago
Roundtrip flight included
Jacksonville (JAX) to Muskoka (YQA)
8/10 Very Good! (736 reviews)
Haliburton Post House

Haliburton Post House

$1,329
per person
Oct 6 - Oct 13
found 14 hours ago
Roundtrip flight included
Jacksonville (JAX) to Muskoka (YQA)
10/10 Exceptional! (3 reviews)
Recently stayed here Aug. 14-16. Check in was seamless. A pair of chocolate truffles welcomed us on arrival with a hand written note saying as much. The mattress was firm and in excellent condition, the room was fully pre-stocked stocked with crisp, fresh linens and a mini fridge with several non-alcoholic drinks at no extra charge, coffee pods and a coffee maker. The room and washroom sparkled and smelled of fresh cedar logs, instantly transporting us into Vacay Mode. The complimentary brekky was fresh and generous enough to let us get going on our early morning paddle to explore the lake by canoe or kayak. Fresh, plush towels were available outdoors, too, right near the dock. The sauna located in the gym, the outdoor fireplace and games would also be great to try during a longer stay. I can suggest to offer guests to make marshmallows in summer by the firepit one night of the week. Front of House lead, Justine, took very good care of us and responded to any request we made and checked back in during our stay, in case we wanted to opt in for dinner or brunch reservations. Very attentive staff overall. Would go back here in a heartbeat in another season to continue exploring the area. A magical hidden gem in Haliburton that actually does live up to its 5 star rating. Outstanding service by the whole team. I cannot wait to tell my close friends how wonderful our visit here was.

Reviewed on Aug 18, 2026

Rocky Crest Golf Resort

Rocky Crest Golf Resort

$1,150
per person
Oct 6 - Oct 13
found 1 day ago
Roundtrip flight included
Jacksonville (JAX) to Muskoka (YQA)
8.4/10 Very Good! (431 reviews)
Didn’t love the room cleanliness. It was good but not great. Could use a fresh floor and coat of paint. All the rest is perfect. Zero complaints or concerns. I’d go back!

Reviewed on Aug 19, 2026

Muskoka Waterfront Retreat

Muskoka Waterfront Retreat

$1,230
per person
Oct 6 - Oct 13
found 1 day ago
Roundtrip flight included
Jacksonville (JAX) to Muskoka (YQA)
8.4/10 Very Good! (111 reviews)
The location was excellent and the staff were friendly and quick to respond to any communication. The property itself was good overall. However, we experienced a water outage for one night during our stay, which was disappointing and the rooms were not super clean. Since I booked last-minute, I paid a premium rate, and given the issues, I don’t think the property quite justified that price.

Reviewed on Aug 12, 2026

Algonquin Lakeside Resort

Algonquin Lakeside Resort

$1,006
per person
Oct 6 - Oct 13
found 18 hours ago
Roundtrip flight included
Jacksonville (JAX) to Muskoka (YQA)
6.6/10 (898 reviews)
Was everything we needed

Reviewed on Aug 17, 2026

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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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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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Minnicock Lake

Commune with nature and explore the great outdoors at Minnicock 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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Gooderham Lake

Commune with nature and explore the great outdoors at Gooderham Lake during your travels in Gooderham.
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Haliburton County Public Library - Cardiff Branch

After visiting Haliburton County Public Library - Cardiff Branch, make a plan to see the other sights and activities in Cardiff.
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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
$142 nightly
$161 total
Sep 15 - Sep 16
Total with taxes and fees
9.2/10 Wonderful! (108 reviews)
"Everything was excellent about this property. I'm looking forward to returning next summer."

Reviewed on Aug 19, 2026

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

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

Tory Hill ON
10/10 Exceptional! (14 reviews)
"The host Mickey was very responsive to questions. The kitchen was very well equipped with nice appliances. Very comfortable and relaxing spot. Fire pit was an enjoyable way to end the day."

Reviewed on Jul 19, 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 663 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.

Find the Best Highlands East Vacation Packages

Highlands East Essential Information

Language
English
Currency
Canadian dollars
Max Temp Winter
25ºF
Max Temp Summer
75ºF
Top Sights
Silent Lake Provincial Park and Paudash Lake

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Frequently asked questions

How much does a Highlands East vacation package cost?
You'll find cheap prices from $937 on Expedia for your Highlands East escape. However, factors like the hotel choice, length of stay and season will determine how much your vacation to Highlands East costs.
What are the cheapest months to go to Highlands East?
February, November and December are great times to look for cheap Highlands East vacation packages. Traveling in less busy months means you can typically find reduced prices on flights and hotels.
How many days is enough for Highlands East?
Generally, a handful of days is enough to check out the main attractions during your Highlands East vacation. But if you'd like to have some time to unwind or go on day tours, think about extending your itinerary.
How to find the best Highlands East package deals?
Use Expedia's filters to find some terrific Highlands East package deals. When you start your search, simply set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your trip for midweek, or look for Highlands East package deals in the off-season. Switch up your travel dates and you may score even better discounts. As a rule of thumb, it's typically best to book your vacation package well in advance.
Is it cheaper to book a Highlands East vacation as a package?
An Expedia vacation package could land you considerable savings when compared to booking hotels and flights separately. Better still, you can personalize your Highlands East escape to fit your exact style. Choose your preferred flight time, select the hotel type and add a rental car. Browse our great deals to see how much you can save.
When to book a vacation package to Highlands East?
If you're planning a spur-of-the-moment Highlands East getaway, check out 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 find sensational deals on your flights and hotels by booking well in advance.
Does Expedia offer Book Now, Pay Later Highlands East vacation packages?
If you're like us, you love discovering new places but are not a fan of the price tag that can come with it. That's why we offer Book Now, Pay Later vacations. With help from online lender Affirm, you can spread the overall cost of your Highlands East break over 3, 6 or 12 months. There are also no hidden costs or late payment fees, so you can secure cheap vacation packages with payment plans as soon as you see them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.