Haliburton Highlands Vacation Packages 2026 from $958

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Your Haliburton Highlands Vacation

Set off on your next epic adventure with a Haliburton Highlands vacation package, and leave relaxed knowing the finer details are already organized. Plus with the ability to tailor your escape, it'll be one you won't forget! Dysart et al, Harcourt and Highlands East are some of the most well-known cities here. Make sure your trip to Haliburton Highlands includes a stop in at least one of them! Whether you plan to travel on a shoestring or in the lap of luxury, Expedia are here to help you tailor-make your next dream Haliburton Highlands vacation.

The Latest Haliburton Highlands vacation packages

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

The Dudley Inn

$958

per person

Nov 22 - Nov 28

found 1 day ago

Roundtrip flight included

Tampa (TPA) to Muskoka (YQA)

9.8/10 Exceptional! (104 reviews)

Loved this cute property. The attention to detail was top notch. Comfortable beds, handy Nespresso maker and other thoughtful amenities.

Reviewed on Oct 15, 2026

Touchstone Resort

$1,930

per person

Nov 22 - Nov 28

found 1 day ago

Roundtrip flight included

Tampa (TPA) to Muskoka (YQA)

8.6/10 Excellent! (457 reviews)

I loved the location , I stayed in one of the beachouses and sat with a fire ( really loved that option avaiy), I only wish the spa stayed open past 5:00pm since check in is later than most hotels doesn’t really give enough time to attend the spa

Reviewed on Oct 16, 2026

Windermere House

$1,116

per person

Nov 22 - Nov 28

found 1 day ago

Roundtrip flight included

Tampa (TPA) to Muskoka (YQA)

9.2/10 Wonderful! (1,009 reviews)

Reviewed on Oct 17, 2026

Casa Albanese on Farlain Lake

$1,234

per person

Nov 22 - Nov 28

found 1 day ago

Roundtrip flight included

Tampa (TPA) to Muskoka (YQA)

No reviews

Sandy Lane Resort

$1,177

per person

Nov 22 - Nov 28

found 1 day ago

Roundtrip flight included

Tampa (TPA) to Muskoka (YQA)

No reviews

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Stay near popular Haliburton Highlands attractions

Haliburton Forest and Wild Life Reserve

9.2/10 (40 reviews)

You can take time to visit Haliburton Forest and Wild Life Reserve during your travels to Dysart et al. Stroll along the lakeside or visit the spas in this relaxing area.

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Sir Sam's Ski / Ride

6.6/10 (8 reviews)

Hit the slopes at Sir Sam's Ski / Ride during your trip to Dysart et al. Stroll along the lakeside or visit the spas in this relaxing area.

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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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Pinestone Golf Course

6.2/10 (41 reviews)

Enjoy a round of golf in Haliburton at Pinestone Golf Course. Stroll along the lakeside or visit the spas in this family-friendly area.

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Haliburton Highlands Museum

6.6/10 (17 reviews)

You can spend time studying the exhibits at Haliburton Highlands Museum during your trip to Haliburton. Stroll along this relaxing area's lakeside, or simply enjoy its restaurants.

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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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Haliburton Sculpture Forest

8.8/10 (76 reviews)

Explore the great outdoors at Haliburton Sculpture Forest, a lovely green space in Haliburton. Stroll along this relaxing area's lakeside, or simply enjoy its restaurants.

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Haliburton Rail Trail

8.0/10 (42 reviews)

You can take time to visit Haliburton Rail Trail during your travels to Haliburton. Stroll along the lakeside in this relaxing area, or seek out the golf courses.

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Haliburton Highlands Hotel Deals

Sir Sam's Inn & Waterspa - Adults Only

1491 Sir Sam's Rd Dysart et al ON

Fully refundableReserve now, pay when you stay

$170 nightly

$192 total

Nov 8 - Nov 9

Total with taxes and fees

8.4/10 Very Good! (405 reviews)

"The property is quiet. The lake view is beautiful. The food was delicious, but a bit on the pricier side. We also enjoyed an hour long boat ride of the Eagle Lake, which was therapeutic."

Reviewed on Oct 14, 2026

Somerset Lakeside Resort

27075 Hwy 28 South Highlands East ON

Fully refundableReserve now, pay when you stay

$120 nightly

$136 total

Nov 2 - Nov 3

Total with taxes and fees

9.2/10 Wonderful! (126 reviews)

"Wonderful, clean place to stay at the lodge. We had dinner at the restaurant and the chef was able to accommodate our dairy free, gluten free needs. Great stay"

Reviewed on Oct 16, 2026

Silver Maple Motel

48 Highland St Dysart et al ON

Fully refundableReserve now, pay when you stay

$117 nightly

$132 total

Oct 29 - Oct 30

Total with taxes and fees

See all 423 properties in Haliburton Highlands

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.