Cumberland Beach Holidays

Book a Hotel + Flight or Car together to unlock savings

Photo by Sophia Field

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 2.813.662 ₫ per night from 7 Jul to 8 Jul
2.813.662 ₫
3.179.476 ₫ total
7 Jul - 8 Jul
includes taxes & fees
8.6/10 Excellent! (1,546 reviews)
"It was easier for my husband to get around in his wheelchair."

Reviewed on 26 Jun 2025

Days Inn by Wyndham Orillia
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 5.590.442 ₫ per night from 7 Jul to 8 Jul
5.590.442 ₫
6.569.888 ₫ total
7 Jul - 8 Jul
includes taxes & fees
9/10 Wonderful! (1,000 reviews)
Very Satisfied
"It was amazing, very nice, clean and quiet. Beautiful area. Service was amazing. Thank you."

Reviewed on 24 Jun 2025

Residence Inn by Marriott Gravenhurst Muskoka Wharf
Muskoka Bay Resort
Muskoka Bay Resort
3.5 out of 5
1217 N Muldrew Lake Rd, Gravenhurst, ON
Fully refundableReserve now, pay when you stay
The price is 6.100.080 ₫ per night from 28 Jul to 29 Jul
6.100.080 ₫
8.361.668 ₫ total
28 Jul - 29 Jul
includes taxes & fees
8.6/10 Excellent! (303 reviews)
"Wonderful resort! Staff was excellent, the rooms are beautiful and very clean. Food and drinks are delicious and the views are incredible. Highly recommend!!!"

Reviewed on 22 Jun 2025

Muskoka Bay Resort
See all 666 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.

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.

Popular places to visit

Hawk Ridge Golf and Country Club

Enjoy a round of golf in Severn at Hawk Ridge Golf and Country Club. While you're in the area, find time to visit its casinos.

Hawk Ridge Golf and Country Club

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