Cumberland Beach Vacation Packages

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Your Cumberland Beach Vacation

The adventure-packed city of Cumberland Beach is calling. Discover all its secrets with a Cumberland Beach vacation package that's custom made for you. If sightseeing is a priority during your trip to Cumberland Beach, make sure you stop by leading attractions like Hawk Ridge Golf and Country Club and Orillia Square Mall. Expedia has what you need to escape the everyday. Tailor your vacation to Cumberland Beach to match your travel style, whatever that may look like.

Top Cumberland Beach Vacation Deals

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

Tally Ho Inn

2.5 out of 5
Price was CA $778, price is now CA $725 per person
CA $725
per person
Jan 18 - Jan 22
found 1 day ago
Roundtrip non-stop flight included
London (YXU) to Muskoka (YQA)
8.6/10 Excellent! (1,026 reviews)

Sunnylea Resort

Sunnylea Resort

2.5 out of 5
Price was CA $958, price is now CA $855 per person
CA $855
per person
Jan 18 - Jan 22
found 1 day ago
Roundtrip non-stop flight included
London (YXU) to Muskoka (YQA)
8.4/10 Very good! (118 reviews)

The Dudley Inn

The Dudley Inn

2.5 out of 5
Price was CA $916, price is now CA $831 per person
CA $831
per person
Jan 18 - Jan 22
found 1 day ago
Roundtrip non-stop flight included
London (YXU) to Muskoka (YQA)
9.8/10 Exceptional! (112 reviews)
Check in was easy and the staff was great. Well maintained and updated property in a great location! Highly recommend

Reviewed on Oct 25, 2026

Windermere House

Windermere House

3.5 out of 5
Price was CA $1,007, price is now CA $913 per person
CA $913
per person
Jan 18 - Jan 22
found 1 day ago
Roundtrip non-stop flight included
London (YXU) to Muskoka (YQA)
9.2/10 Wonderful! (1,017 reviews)
none

Reviewed on Oct 28, 2026

Terrawoods Resort Muskoka

Terrawoods Resort Muskoka

2 out of 5
Price was CA $1,572, price is now CA $1,451 per person
CA $1,451
per person
Jan 18 - Jan 22
found 1 day ago
Roundtrip non-stop flight included
London (YXU) to Muskoka (YQA)
7.6/10 Good! (12 reviews)
Rhody was very helpful.

Reviewed on Jul 7, 2026

Ready to book your vacation to Cumberland Beach?

 

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Cumberland Beach Hotel Deals

Carriage Ridge Resort, an Ascend Collection Resort

Carriage Ridge Resort, an Ascend Collection Resort

2.5 out of 5
3303 Line 3 N Oro-Medonte ON
Fully refundableReserve now, pay when you stay
The price is CA $118 per night from Nov 29 to Nov 30
CA $118
CA $138 total
Nov 29 - Nov 30
includes taxes & fees
Carriage Ridge Resort, an Ascend Collection Resort
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 CA $275 per night from Nov 1 to Nov 2
CA $275
CA $323 total
Nov 1 - Nov 2
includes taxes & fees
Muskoka Bay Resort
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 CA $127 per night from Nov 22 to Nov 23
CA $127
CA $143 total
Nov 22 - Nov 23
includes taxes & fees
8.8/10 Excellent! (1,887 reviews)
"They took my $200. deposit on a credit card and 8 days later it is still on my card. I should not have to chase them. Mastercard says I need to before asking to cancel it."

Reviewed on Oct 28, 2026

Days Inn by Wyndham Orillia
See all 572 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.
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What to do in Cumberland Beach

Treetop Trekking Barrie Zipline and Aerial Game Trek

Treetop Trekking Barrie Zipline and Aerial Game Trek

CA $76
per adult
Treetop Trekking Barrie Zipline and Aerial Game Trek
See all activities in Cumberland Beach

Frequently asked questions

How much does a Cumberland Beach vacation package cost?
You can pick up a vacation package to this popular destination from CA $725 on Expedia. But how much your vacation to Cumberland Beach costs will depend on the season, length of stay and hotel choice.
What are the cheapest months to go to Cumberland Beach?
January, February and March are great times to search for cheap Cumberland Beach vacation packages. Travelling in quieter months means you can typically find reduced prices on flights and accommodations.
How many days is enough for Cumberland Beach?
Usually, a handful of days is enough to explore the major sights during your Cumberland Beach vacation. However, if you want to have more time to rest or go on day trips, think about extending your trip.
How to find the best Cumberland Beach package deals?
Use Expedia's filter tool to help you find some of the best Cumberland Beach package deals. When you begin your search, just set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your break for midweek, or browse for Cumberland Beach package deals in the off-peak season. Play around with your travel dates and you may land even bigger discounts. As a rule of thumb, it's usually best to book your vacation package well in advance.
Is it cheaper to book a Cumberland Beach vacation as a package?
Expedia vacation packages are designed to help you keep more money in your pocket. Bundle your flight, hotel and car rental into one great-value price and enjoy significant savings. You'll generally get a better deal than booking each component individually. And you'll still get the flexibility to create a tailored Cumberland Beach vacation by choosing your favourite airline, accommodation type and car class.
When to book a vacation package to Cumberland Beach?
Score amazing discounts by booking your flights ahead of time with Expedia. If being spontaneous is more your style, grab one of our last-minute deals for an impromptu Cumberland Beach trip.
How to plan a trip to Cumberland Beach?

  1. Pick the perfect time to travel: Your schedule, preferred season and the type of weather you enjoy can all influence your decision on when to travel to Cumberland Beach.
  2. Work out your budget: Ensure you have enough money to pay for everything from transportation and food to airfares and activities. Your hotel will probably be the largest expense during your trip to Cumberland Beach.
  3. Work out your trip length: Think about how much time you want to spend discovering Cumberland Beach. Plan your days so you can get to all the attractions and activities you're interested in at a comfortable pace.
  4. Bundle your flights and hotel: Epic destination, check. Length of stay, check. Now all that's left is to find a Cumberland Beach vacation package that brings all your bookings together.

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.