Deals on vacations and trips to Highlands East

Save when you book Highlands East package deals

Choose two or more items and save on your trip:

Highlands East flight + hotel vacation packages

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

Sunnylea Resort

2.5 out of 5
Price was $437, price is now $405 per person
$405
per person
Sep 27 - Sep 30
found 19 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Muskoka (YQA)
A seasonal outdoor pool, free self parking, and barbecue grills are featured at this holiday park. WiFi in public areas is free. A picnic area is also provided.
Rocky Crest Golf Resort

Rocky Crest Golf Resort

4 out of 5
Price was $628, price is now $558 per person
$558
per person
Sep 27 - Sep 30
found 19 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Muskoka (YQA)
This smoke-free resort features a golf course, free water park access, and 3 restaurants. Dine at the beachfront restaurant and relax with sun loungers. There's fun for all ages with a children's pool and a playground, and babysitting is an added bonus.
Touchstone Resort

Touchstone Resort

4 out of 5
Price was $631, price is now $561 per person
$561
per person
Sep 27 - Sep 30
found 19 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Muskoka (YQA)
This smoke-free aparthotel features a private beach, a full-service spa, and a restaurant. A seasonal outdoor pool, a gym, and a sauna are also on offer.
The Dudley Inn

The Dudley Inn

2.5 out of 5
Price was $554, price is now $504 per person
$504
per person
Sep 27 - Sep 30
found 19 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Muskoka (YQA)
This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. Express check-out and a virtual front desk are also provided.
Windermere House

Windermere House

3.5 out of 5
Price was $894, price is now $813 per person
$813
per person
Sep 27 - Sep 30
found 19 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Muskoka (YQA)
A full-service spa, 2 restaurants, and an outdoor pool are all featured at this smoke-free resort. Enjoy the 24-hour gym and free perks like full breakfast and free self parking. You'll appreciate the outdoor tennis court, bar/lounge, and wedding services.

Top Highlands East hotels deals

Somerset Lakeside Resort

Somerset Lakeside Resort

3 out of 5
27075 Hwy 28 South Highlands East ON
$156 nightly
The price is $176 total per night
$176 total
Sep 21 - Sep 22
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

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

Tory Hill ON
Get rates
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.

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

Tory Hill ON
Get rates
This cottage includes a garden and barbecue grills.
Kitchen
Free WiFi
Steps away to gooderham lake plus pet friendly

Steps away to gooderham lake plus pet friendly

Gooderham ON
$112 nightly
The price is $126 total per night
$126 total
Aug 30 - Aug 31
Total with taxes and fees
This cabin includes a garden and barbecue grills.
Pet friendly
Free WiFi
The Stellar Haven

The Stellar Haven

Tory Hill ON
Get rates
A garden is available at this cabin.
Kitchen
Outdoor Space
Sir Sam's Inn & Waterspa - Adults Only

Sir Sam's Inn & Waterspa - Adults Only

4.5 out of 5
1491 Sir Sam's Rd Dysart et al ON
Free Cancellation
Reserve now, pay when you stay
$189 nightly
The price is $213 total per night
$213 total
Aug 31 - Sep 1
Total with taxes and fees
This smoke-free hotel features a private beach, a full-service spa, and a restaurant. Enjoy a day at the beach kayaking, or relax with beach umbrellas. Enjoy the outdoor pool and perks like free self parking and free WiFi.
On private beach
Pool
Don't see what you're looking for?
See all available properties in Highlands East
View all properties
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.
See properties

Frequently asked questions

How much are vacation packages to Highlands East?
$405 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.

Photos of local treasures

Browse Highlands East vacation photos for more inspiration

A large lake surrounded by dense forest.
A river surrounded by dense green forest.
A vast forested landscape with a large lake and a small settlement by the shore.
A dense forest with a small clearing.
A grassy field with picnic tables and a gravel path leading to a road.