Cumberland Beach Vacation Packages

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    Save up to CA $4,200 when you book a flight and hotel together*

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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.

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Cumberland Beach Hotel Deals

Muskoka Bay Resort

Muskoka Bay Resort

1217 N Muldrew Lake Rd Gravenhurst ON
Fully refundableReserve now, pay when you stay
CA $228
CA $268 total
Oct 7 - Oct 8
includes taxes & fees
Muskoka Bay Resort
Carriage Ridge Resort, an Ascend Collection Resort

Carriage Ridge Resort, an Ascend Collection Resort

3303 Line 3 N Oro-Medonte ON
Fully refundableReserve now, pay when you stay
CA $109
CA $127 total
Oct 4 - Oct 5
includes taxes & fees
8.8/10 Excellent! (1,013 reviews)
"Everything about this place was great! The rooms are spacious with very comfortable beds. It was clean, well maintained and fully stocked with everything we could need. Thank you for the great service!"

Reviewed on Sep 6, 2026

Carriage Ridge Resort, an Ascend Collection Resort
Residence Inn by Marriott Gravenhurst Muskoka Wharf

Residence Inn by Marriott Gravenhurst Muskoka Wharf

285 Steamship Bay Road Gravenhurst ON
Fully refundableReserve now, pay when you stay
CA $254
CA $299 total
Sep 15 - Sep 16
includes taxes & fees
9.2/10 Wonderful! (1,003 reviews)
"The room was very clean, nice layout and nice view. Breakfast was great. One of the best I have had during my travel. The lady at front desk was very nice, attentive and helpful."

Reviewed on Sep 6, 2026

Residence Inn by Marriott Gravenhurst Muskoka Wharf
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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Frequently asked questions

How much does a Cumberland Beach vacation package cost?
You can pick up a vacation package to this popular destination 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.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.