Highlands East Vacation Packages

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Top Highlands East Vacation Deals

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

Algonquin Lakeside Inn

2.5 out of 5
Price was CA $875, price is now CA $816 per person
CA $816
per person
Sep 25 - Sep 29
found 23 hours ago
Roundtrip flight included
Tampa (TPA) to Muskoka (YQA)
6.6/10 (872 reviews)
The place was generally clean but everything was falling apart. The owners tried to maintain as best as they could. They were a lovely couple, honest, straightforward and helpful. The rooms were big, with a view of the lake from every room. The beach was at a steep slant, so a bit difficult to get up and down. The water was clean. They had a few kayaks but they weren't that great and there was a cost for using them. I feel like the kayaks should have been included in the cost of renting a cottage. There were fire pits but no wood to burn. It seemed like one had to get their own wood. It was ok for a weekend, but I wouldn't go back.

Reviewed on Jul 8, 2026

Rocky Crest Golf Resort

Rocky Crest Golf Resort

4 out of 5
Price was CA $1,127, price is now CA $975 per person
CA $975
per person
Sep 25 - Sep 29
found 23 hours ago
Roundtrip flight included
Tampa (TPA) to Muskoka (YQA)
8.2/10 Very good! (402 reviews)
Incredible experience.. super great time!

Reviewed on Jul 7, 2026

Muskoka Waterfront Retreat

Muskoka Waterfront Retreat

3 out of 5
Price was CA $1,376, price is now CA $1,266 per person
CA $1,266
per person
Sep 25 - Sep 29
found 23 hours ago
Roundtrip flight included
Tampa (TPA) to Muskoka (YQA)
8.6/10 Excellent! (101 reviews)
very peaceful and quiet place. no outside traffic. other cottages are even at quiet distance so make it very comfortable. private beach too.

Reviewed on Jun 18, 2026

Severn Lodge

Severn Lodge

3.5 out of 5
Price was CA $1,370, price is now CA $1,302 per person
CA $1,302
per person
Sep 25 - Sep 29
found 23 hours ago
Roundtrip flight included
Tampa (TPA) to Muskoka (YQA)
10/10 Exceptional! (1 review)
Came here for the first time my family. Amazing place. Lots of stuff to do. Very kids friendly. Definitely recommend;

Reviewed on Jun 29, 2026

Terrawoods Resort Muskoka

Terrawoods Resort Muskoka

2 out of 5
Price was CA $1,399, price is now CA $1,346 per person
CA $1,346
per person
Sep 25 - Sep 29
found 23 hours ago
Roundtrip flight included
Tampa (TPA) to Muskoka (YQA)
7.8/10 Good! (11 reviews)
Rhody was very helpful.

Reviewed on Jul 7, 2026

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Highlands East Hotel Deals

Somerset Lakeside Resort

Somerset Lakeside Resort

3 out of 5
27075 Hwy 28 South Highlands East ON
Fully refundableReserve now, pay when you stay
The price is CA $321 per night from Aug 9 to Aug 10
CA $321
CA $363 total
Aug 9 - Aug 10
includes taxes & fees
9.2/10 Wonderful! (91 reviews)
"We had a very happy stay. excellent location and a beautiful lake to dip our toes in."

Reviewed on Jul 7, 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! (13 reviews)
"Excellent communication!"

Reviewed on Jul 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
9.8/10 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

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Need to get away from your busy lives? Here is your chance to un-wine and relax.
See all 651 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.
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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.
See properties

Frequently asked questions

How much does a Highlands East vacation package cost?
Offering excellent value package deals from CA $816 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.

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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.