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.

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Windermere Hotel Deals

Windermere House
Windermere House
3.5 out of 5
2508 Windermere Road, Muskoka Lakes, ON
The price is CA $110 per night from Sep. 29 to Sep. 30
CA $110
CA $179 total
includes taxes & fees
Sep 29 - Sep 30
8.6/10 Excellent! (477 reviews)
"Excellent"

Reviewed on Sep. 24, 2024

Windermere House
JW Marriott The Rosseau Muskoka Resort & Spa
JW Marriott The Rosseau Muskoka Resort & Spa
4.5 out of 5
1050 Paignton House Road, Muskoka Lakes, ON
Fully refundableReserve now, pay when you stay
The price is CA $339 per night from Oct. 7 to Oct. 8
CA $339
CA $487 total
includes taxes & fees
Oct 7 - Oct 8
8.6/10 Excellent! (923 reviews)
"The staff were truly excellent. Shawn, Ashdoop, Annika. Brandon, Kevin, Sarah, Maya and all of the rest of the team made our vacation experience super! Many thanks too all of them"

Reviewed on Sep. 16, 2024

JW Marriott The Rosseau Muskoka Resort & Spa
Holiday Inn Express & Suites Huntsville, an IHG Hotel
Holiday Inn Express & Suites Huntsville, an IHG Hotel
2.5 out of 5
100 Howland Dr, Huntsville, ON
Fully refundable
The price is CA $156 per night from Oct. 27 to Oct. 28
CA $156
CA $183 total
includes taxes & fees
Oct 27 - Oct 28
8.8/10 Excellent! (1,002 reviews)
"Large comfortable room. However the air conditioning was particularly loud and made it difficult to sleep."

Reviewed on Sep. 24, 2024

Holiday Inn Express & Suites Huntsville, an IHG Hotel
See all 1,060 properties in Windermere
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.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

Frequently asked questions

How much does a Windermere vacation package cost?
Browse and book everything in one place with our Windermere vacation packages, which start from only . Choose the flights and hotels that suit your style. Then, add on one or two experiences or tours for an unforgettable adventure.
How do I get a cheap travel package to Windermere?
Browse and lock in everything in the one place with our Windermere vacation packages. We have incredible bargains on hotels, flights and more that’ll keep your credit card happy and your adventurous spirit busy. And, with more than 550 airlines and 1,000,000 hotels around the globe to pick from, you’ll have the flexibility to mix and match all you want.
Where should I stay in Windermere?
You’ll want to stay where the action is. Many people favor hotels around top sights, such as Windermere Golf & Country Club, Dee Bank Falls and Windermere Marina.
What are the top hotels in Windermere?
If this will be your first time in Windermere, book a room at Muskoka Shores Cottages or Spectacular Log Home On The Falls. Both hotels offer comfy beds and are favorites with lots of travelers.
How far in advance should I book my Windermere vacation?
To score discount prices, book as soon as you can. Airlines usually advertise flights, along with some of the lowest fares, up to 12 months in advance. Hotels, activities and car rental should also be booked early to avoid disappointment. If you’ve decided on a last-minute getaway to Windermere, there are always plenty of great deals on Expedia. Check them out now!
What does an Expedia Windermere travel package include?
It comes down to what you want. If you’re traveling solo, you might decide to bundle hotels and flights. Bringing the entire family to Windermere? A travel package that includes hotels, flights and rental cars might suit you better. Expedia gives you the flexibility to tailor-make your travel package.
What should I know before booking a Windermere travel package?
So many places to travel to, so many things to see and do. With a package, you can tick more of them off your list. Combine your hotels, rental cars and flights and score big savings.
Can I choose my airline with a Windermere Expedia vacation package?
Yes, and with over 550 airlines to choose from around the world, you’re spoiled for choice. Browse the available options and see which airline best fits your needs and budget.
If I'm not able to travel, can I cancel my Windermere vacation package?
Plans can change suddenly, so yes. You may be able to cancel or amend your Windermere vacation package at no cost within 24 hours of booking. For bookings older than that, you can still make the necessary changes, but your airline, hotel or car rental company may impose a charge. Need more information? Take a look at our Customer Service Portal. We’re here to help make sure your getaway goes off without a hitch.

Discover the most popular places to visit in Windermere

Image for Muskoka Lakes Winery

Muskoka Lakes Winery

4.5/5(31 reviews)

You can enjoy a tasting or tour at Muskoka Lakes Winery during your travels to Bala. Visit the spas in this family-friendly area, or simply enjoy its restaurants.

Muskoka Lakes Winery
Image for Hardy Lake Provincial Park

Hardy Lake Provincial Park

5/5(5 reviews)

Explore the great outdoors at Hardy Lake Provincial Park, a lovely green space in Muskoka Lakes. Wander the lakeside in this family-friendly area.

Hardy Lake Provincial Park
Image for Torrance Barrens Dark-Sky Preserve

Torrance Barrens Dark-Sky Preserve

4/5(23 reviews)

Explore the great outdoors at Torrance Barrens Dark-Sky Preserve, a lovely green space in Torrance. Wander the lakeside in this relaxing area.

Torrance Barrens Dark-Sky Preserve
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.