Haliburton Highlands Vacation Packages 2026 from $721

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.

Touchstone Resort

$721

per person

Oct 13 - Oct 16

found 1 day ago

Roundtrip non-stop flight included

Chicago (CHI) to Muskoka (YQA)

8.6/10 Excellent! (440 reviews)

Haliburton Post House

$2,158

per person

Oct 7 - Oct 12

found 1 day ago

Roundtrip flight included

Hartford (BDL) to Muskoka (YQA)

10/10 Exceptional! (7 reviews)

Muskoka Waterfront Retreat

$1,429

per person

Oct 7 - Oct 12

found 1 day ago

Roundtrip flight included

Hartford (BDL) to Muskoka (YQA)

8.4/10 Very Good! (118 reviews)

Great Lake view, and staff. But need improvements at the grillers

Reviewed on Aug 30, 2026

The Dudley Inn

$1,467

per person

Oct 7 - Oct 12

found 1 day ago

Roundtrip flight included

Hartford (BDL) to Muskoka (YQA)

9.8/10 Exceptional! (93 reviews)

Convient location to towns. Clean, quiet, roomy.

Reviewed on Aug 21, 2026

Rocky Crest Golf Resort

$1,438

per person

Oct 7 - Oct 12

found 1 day ago

Roundtrip flight included

Hartford (BDL) to Muskoka (YQA)

8.2/10 Very Good! (446 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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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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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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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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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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Kennisis Lake

10.0/10 (1 review)

Commune with nature and explore the great outdoors at Kennisis Lake during your travels in Dysart et al. Amble around this relaxing area's lakeside, or seek out the golf courses.

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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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Minden Wild Water Preserve

9.6/10 (5 reviews)

Explore the great outdoors at Minden Wild Water Preserve, a lovely green space in Minden. Stroll along the lakeside in this family-friendly 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

$214 nightly

$241 total

Sep 21 - Sep 22

Total with taxes and fees

8.4/10 Very Good! (389 reviews)

"Nice little spot to relax and unwind . This is our second time and we loved it . Outdoor pool , indoor pool and spa and the lake , all there … so lovely. Quaint room, good food , we were very happy . Would highly recommend for a couples getaway ! Staff were all excellent and helpful ! Donna B"

Reviewed on Aug 31, 2026

Pinestone Resort & Conference Centre

4252 County Rd. #21 Dysart et al ON

$103 nightly

$117 total

Oct 1 - Oct 2

Total with taxes and fees

6.6/10 (781 reviews)

"Not so good! A property well past its prime! I was shocked to see how poor the condition was remembering how it looked in the 80s & 90s! Absolutely no investment has been put into this place!"

Reviewed on Aug 30, 2026

Lakeview Motel

4951 County Road 21 Dysart et al ON

$138 nightly

$156 total

Sep 3 - Sep 4

Total with taxes and fees

9.2/10 Wonderful! (288 reviews)

"Everything was lovely. This is my second time being there and I love it. The rooms were prefect shape and staff were friendly. Only thing is the fire pit is not much of pit and located in odd spot and now where to sit. we tried to get it to do smores ,but were not successful . More of fireplace for ..."

Reviewed on Aug 31, 2026

See all 439 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.