Highlands East Vacation Packages 2026 from $733

Highlands East flight + hotel vacation packages

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

Miners Bay Lodge

$733

per person

Aug 31 - Sep 3

found 14 hours ago

Roundtrip non-stop flight included

Milwaukee (MKE) to Muskoka (YQA)

This smoke-free hotel features a private beach, 2 outdoor tennis courts, and a restaurant. Bring the family and enjoy the free kid's club, playground, and arcade/game room. Free self parking, a coffee shop, and a terrace are also offered.

Haliburton Post House

$960

per person

Aug 31 - Sep 3

found 14 hours ago

Roundtrip non-stop flight included

Milwaukee (MKE) to Muskoka (YQA)

A private beach, a 24-hour gym, and a restaurant are all featured at this smoke-free resort. Relax with a drink at the bar/lounge and enjoy perks like free self parking and free WiFi. A garden, a lobby fireplace, and a picnic area are also on offer.

Top Highlands East hotels deals

Somerset Lakeside Resort

27075 Hwy 28 South Highlands East ON

$181 nightly

$204 total

Aug 5 - Aug 6

Total with taxes and fees

This hotel features a restaurant, a bar/lounge, and a beach bar. Guests will appreciate free perks like free self parking and WiFi in public areas.

Pet friendly

Parking included

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

Tory Hill ON

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A hot tub is featured at this vacation home, along with a garden and laundry facilities. Barbecue grills are provided for your convenience.

Hot Tub

Kitchen

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

Tory Hill ON

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This cottage includes a garden and barbecue grills.

Kitchen

Free WiFi

Stunning, Year Round Lakefront Cottage with Hot Tub

Haliburton ON

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This cottage features a hot tub and a sauna. There's fun for all ages with a playground and an arcade/game room, and barbecue grills are available on site. A garden and laundry facilities are also provided.

Hot Tub

Kitchen

Sir Sam's Inn & Waterspa - Adults Only

1491 Sir Sam's Rd Dysart et al ON

Free Cancellation

Reserve now, pay when you stay

$199 nightly

$225 total

Jul 27 - Jul 28

Total with taxes and fees

A private beach, a full-service spa, and 2 outdoor tennis courts are all featured at this luxury hotel. Enjoy a day at the beach kayaking, or relax with beach umbrellas. Enjoy a meal from the restaurant and perks like free self parking and free WiFi.

On private beach

Pool

Pinestone Resort & Conference Centre

4252 County Rd. #21 Dysart et al ON

$108 nightly

$122 total

Jul 27 - Jul 28

Total with taxes and fees

A golf course and an indoor pool are featured at this smoke-free resort. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the gym and perks like free self parking.

Pool

Pet friendly

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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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Frequently asked questions

How much are vacation packages to Highlands East?

$733 is all you'll need for an exhilarating escape in Highlands East. Bundle your hotel and flights into a vacation package with Travelocity and see how much the savings grow. With prices as good as these, you'll want to start packing your bags now!

Where can I get the best vacation package deals for Highlands East?

It's hard to top Travelocity when it comes to finding your Highlands East package deal. There are as many as 400 air carriers and 1,000,000 properties worldwide to choose from. Secure your trip now and get ready to tick another place off your bucket list.

Why should I book my Highlands East vacation package with Travelocity?

By booking your hotel, flights, activities and car rental altogether, you'll save both time and money. All our bookings come with a professional customer service support team available round-the-clock, and you'll know that you'll always be getting the lowest price possible with our Price Match Guarantee. So, what's stopping you? Book that dream vacation today and get packing!

Will I save money on my Highlands East car rental if I combine it with a hotel or flight?

Combining your car, flight and hotel into a Highlands East vacation package is the best way to score the best deal. Plus, having your own wheels gives you absolute freedom to get to all those landmarks you're hoping to see. Situated 100 mi from Highlands East, Canadas Wonderland is one attraction that should be on your to-do list. Fill up the tank and make a day trip of it.

What is the best time of year to go to Highlands East?

Consider visiting in April, May and September to experience this place at its most exciting. Even though they're the most crowded months, the buzz associated with peak season is part of the allure. If you're seeking a more mellowed pace, February, November and December may fit your plans better. Don't want to shell out for a place to stay? Try to avoid booking a room in , when prices usually surge. Find something cozy and cheap in instead.

What is there to do in Highlands East?

Highlands East is overflowing with places to explore, such as Silent Lake Provincial Park and Paudash Lake. These two impressive attractions top most travelers' travel schedules.

Where should I stay when visiting Highlands East?

The Somerset Lakeside Resort is the number one choice of many visitors. Book soon before it's too late.