Cumberland Beach Holidays

Photo by Sophia Field

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Top hotels in Cumberland Beach

Days Inn by Wyndham Orillia

Days Inn by Wyndham Orillia

2.5 out of 5
5850 Rama Road, Ramara, ON
Fully refundableReserve now, pay when you stay
The price is S$138 per night from 18 Aug to 19 Aug
S$138
18 Aug - 19 Aug
includes taxes & fees
8.6/10 Excellent! (1,633 reviews)
"Great"

Reviewed on 13 Aug, 2025

Days Inn by Wyndham Orillia
The Champlain Waterfront Hotel, an Ascend Hotel Collection

The Champlain Waterfront Hotel, an Ascend Hotel Collection

2.5 out of 5
2 Front St N, Orillia, ON
Fully refundableReserve now, pay when you stay
The price is S$116 per night from 20 Aug to 21 Aug
S$116
20 Aug - 21 Aug
includes taxes & fees
8.4/10 Very Good! (1,014 reviews)
"Had a wonderful stay here and will definitely be back again. The staff were excellent, very friendly and helpful."

Reviewed on 8 Aug, 2025

The Champlain Waterfront Hotel, an Ascend Hotel Collection
Residence Inn by Marriott Gravenhurst Muskoka Wharf

Residence Inn by Marriott Gravenhurst Muskoka Wharf

3 out of 5
285 Steamship Bay Road, Gravenhurst, ON
Fully refundableReserve now, pay when you stay
The price is S$269 per night from 1 Sept to 2 Sept
S$269
1 Sept - 2 Sept
includes taxes & fees
9/10 Wonderful! (1,003 reviews)
"Everything was fantastic - unit, staff and amenities. The unit could use an upgrade in the kitchen supplied materials but all was useable. Bedroom dresser drawers kept sliding out so migh5 need to be tilted up. All in all wonderful!"

Reviewed on 10 Aug, 2025

Residence Inn by Marriott Gravenhurst Muskoka Wharf
See all 672 properties in Cumberland Beach
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.

Popular places to visit

Orillia Square Mall

You can search for that perfect souvenir at Orillia Square Mall during your visit to Severn. While you're in the area, find time to visit its casinos.

Orillia Square Mall

What to do in Cumberland Beach

Crime Solving Detective Experience Orillia

Murder Mystery Detective Experience in Orillia ON

S$14
per adult
Murder Mystery Detective Experience in Orillia ON
Private 4 Day Algonquin Park Backcountry Canoe Trip

Private 4 Day Algonquin Park Backcountry Canoe Trip

S$1,403
per adult
Private 4 Day Algonquin Park Backcountry Canoe Trip
See all activities in Cumberland Beach

Frequently asked questions

How much does a Cumberland Beach holiday package cost?
You'll find cheap prices on Expedia for your Cumberland Beach break. However, a range of factors like the length of stay, the season and your choice of hotel will determine how much your holiday to Cumberland Beach costs.
What are the cheapest months to go to Cumberland Beach?
January, February and March are the best times to search for cheap Cumberland Beach holiday packages. Choosing to travel in quieter months means you'll typically find reduced prices on flights and hotels.
How many days is enough for Cumberland Beach?
Generally, a handful of days is enough to explore the main sights during your Cumberland Beach holiday. But if you want to have time to kick back or go on day tours, think about extending your itinerary.
How to find the best Cumberland Beach package deals?
Use Expedia's handy filters to help you find some great Cumberland Beach package deals. When you start your search, simply set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your adventure for midweek, or browse for Cumberland Beach package deals in the off-season. Switch up your travel dates and you may score even bigger discounts. As a rule of thumb, it's typically best to lock in your holiday package as soon as possible.
Is it cheaper to book a Cumberland Beach holiday as a package?
Expedia holiday packages are designed to help you keep more cash in your pocket. Bundle your flight, hotel and car rental into one great-value price and enjoy significant savings. You'll generally land a better deal than booking each component separately. And you'll still have the freedom to create a personalised Cumberland Beach holiday by choosing your preferred airline, accommodation type and car class.
When to book a holiday package to Cumberland Beach?
If you've got your Cumberland Beach travel dates locked in, book as early as you can to score some unbeatable deals. With Expedia, you can typically reserve some flights up to one year ahead of time. Prefer spontaneous trips? Our last-minute deals are ideal for jetting off on a whim.
How to plan a trip to Cumberland Beach?

  1. Choose your travel dates: What you plan to do in Cumberland Beach and your preferred season will help you decide when to go.
  2. Budget wisely: As well as the price of your stay, you'll need to consider other expenses too. These include flights, transportation and food. Also, set aside some extra funds for unexpected costs that may arise during your trip to Cumberland Beach.
  3. Set the duration of your trip: Start by listing all the activities and attractions you'd like to experience in Cumberland Beach. Then, estimate how long you'll need at each, including any travel time.
  4. Combine your accommodation and airfare: After you've nailed down your dates and duration, book the perfect Cumberland Beach holiday package for you.

* 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.