Windermere Vacation Packages
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Your Windermere Vacation
Enjoy unforgettable adventures when you book a Windermere vacation package. Whether you're a foodie, art enthusiast or just a traveler who loves experiencing new places, there's something for everyone in this interesting city. If a sightseeing tour is on the to-do list during your trip to Windermere, swing by big attractions like Lake Joseph Golf Club, Diamond In The Ruff Golf Course and The Port Carling Wall. Expedia is here to help you escape the everyday. Tailor your vacation to Windermere to suit your travel style, whatever that may be.
Top Windermere Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Windermere Hotel Deals
Windermere House
2508 Windermere Road Muskoka Lakes ON
Fully refundableReserve now, pay when you stay
The price is CA $149 per night from Apr 12 to Apr 13
CA $149
CA $224 total
Apr 12 - Apr 13
includes taxes & fees
9/10 Wonderful! (937 reviews)
Breakfast was fantastic, staffs were amazing, our friends enjoyed hot tub and sauna. Everything was good except for the dust. As a person with dust allergy, the hallway and rooms are horrible. My sinus flared up and got sick. Also there’s no other restaurant nearby, except 35 minutes drive so you ...
Reviewed on Apr 10, 2026
Charming Muskoka Wilderness Cottage
Windermere ON
9/10 Wonderful! (2 reviews)
Loved my stay here! Great little couples get away spot. Nice and clean inside the cabin, peaceful location and close to nearby restaurants, owners are very friendly and will help with any questions you may have. Over all a great experience, highly recommend!
Reviewed on Feb 9, 2026
JW Marriott The Rosseau Muskoka Resort & Spa
1050 Paignton House Road Muskoka Lakes ON
Fully refundableReserve now, pay when you stay
The price is CA $278 per night from Apr 19 to Apr 20
CA $278
CA $402 total
Apr 19 - Apr 20
includes taxes & fees
8.6/10 Excellent! (1,000 reviews)
The best in everything, Ever.
Reviewed on Apr 5, 2026
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.
Discover the most popular places to visit in Windermere
Torrance Barrens Dark-Sky Preserve
Explore the great outdoors at Torrance Barrens Dark-Sky Preserve, a lovely green space in Torrance. Wander the lakeside in this family-friendly area.
Hardy Lake Provincial Park
You can take time to visit Hardy Lake Provincial Park during your travels to Muskoka Lakes. Wander the lakeside in this family-friendly area.
Muskoka Lakes Winery
You can enjoy a tasting or tour at Muskoka Lakes Winery during your travels to Bala. Visit the spas in this romantic area, or simply enjoy its restaurants.
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- Niagara Falls Hotels
- Toronto Hotels
- Hotels near Windermere Golf & Country Club
- Hotels near Windermere Marina
- Aspen Valley Wildlife Sanctuary
- Bala Vacations
- Bala's Museum
- Dee Bank Falls
- Diamond In The Ruff Golf Course
- Hardy Lake Provincial Park
- High Falls Water Park
- Lake Joseph Golf Club
- Lake Joseph
- Lake Muskoka
- Mactier Vacations
- Minett Vacations
- Muskoka District Vacations
- Muskoka Highlands Golf Course
- Muskoka Lakes Museum
- Muskoka Lakes Winery
- Muskoka Lakes Vacations
- Visit Muskoka Lakes
- Muskoka Sports and Recreation
- North Granite Ridge Golf Club
- Nutt Lake
- Pine Ridges Golf Course
- Port Carling Vacations
- Rocky Crest Golf Club
- Rosseau Vacations
- Santa's Village
- The Port Carling Wall
- The Rock Golf Course
- Torrance Vacations
- Windermere Golf & Country Club
- Windermere Marina
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
