Highlands East Holidays

  • Plan, book, travel with confidence

  • Better together

    Save up to S$1,300 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

Top hotels in Highlands East

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 S$260 per night from 13 Jul to 14 Jul
S$260
13 Jul - 14 Jul
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 7 Jul, 2026

Somerset Lakeside Resort
Pinestone Resort & Conference Centre

Pinestone Resort & Conference Centre

3.5 out of 5
4252 County Rd. #21 Dysart et al ON
The price is S$157 per night from 12 Jul to 13 Jul
S$157
12 Jul - 13 Jul
includes taxes & fees
6.6/10 (727 reviews)
"Stayed one night for a nearby family event. No restaurant open so had to get our own food in town and no cable. But for a one night stay it was fine. Property was clean but outdated."

Reviewed on 10 Jul, 2026

Pinestone Resort & Conference Centre
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
Fully refundableReserve now, pay when you stay
The price is S$271 per night from 12 Jul to 13 Jul
S$271
12 Jul - 13 Jul
includes taxes & fees
8.4/10 Very good! (362 reviews)
"Food was excellent!"

Reviewed on 11 Jul, 2026

Sir Sam's Inn & Waterspa - Adults Only
See all 650 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.

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 holiday package cost?
You'll find cheap prices on Expedia for your Highlands East escape. However, factors like the hotel choice, length of stay and season will determine how much your holiday to Highlands East costs.
What are the cheapest months to go to Highlands East?
To pick up cheap Highlands East holiday packages, organise your getaway outside of peak periods such as school holidays. You'll typically find lower prices and better availability for hotels and flights.
How many days is enough for Highlands East?
With a well-planned itinerary, you can easily visit the top Highlands East attractions in a few days. But if you want to discover lesser-known spots or go on day trips, think about booking your Highlands East holiday for longer.
How to find the best Highlands East package deals?
Use Expedia's filters to find some terrific Highlands East package deals. When you start your search, simply set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your trip for midweek, or look for Highlands East package deals in the off-season. Switch up your travel dates and you may score even better discounts. As a rule of thumb, it's typically best to book your holiday package well in advance.
Is it cheaper to book a Highlands East holiday as a package?
An Expedia holiday package could land you considerable savings when compared to booking hotels and flights separately. Better still, you can personalise your Highlands East escape to fit your exact style. Choose your preferred flight time, select the hotel type and add a rental car. Browse our great deals to see how much you can save.
When to book a holiday package to Highlands East?
If you're planning a spur-of-the-moment Highlands East getaway, check out 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 find sensational deals on your flights and hotels by booking well in advance.
How to plan a trip to Highlands East?

  1. Pick your dates: The things you plan to do in Highlands East and your favourite season will help you decide when to go.
  2. Set your budget: Factor in costs like flights, transportation and food when calculating how much to put aside for your trip to Highlands East. Then, select a hotel that suits your budget, whether that's a low-cost stay or a more luxurious retreat.
  3. Decide how long to go away for: Now that you know more about Highlands East, you can work out the perfect length of your break. Pull together a rough itinerary and allocate enough time to get through everything on your must-do list.
  4. Bundle your bookings: With your travel dates in order, you can combine your car rental, hotels, flights and more into a tailored Highlands East holiday package.

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.