Deals on vacations and trips to Windermere

Save when you book Windermere package deals

Choose two or more items and save on your trip:

Top Windermere hotels deals

Windermere House

Windermere House

3.5 out of 5
2508 Windermere Road Muskoka Lakes ON
Free Cancellation
Reserve now, pay when you stay
$291 nightly
The price is $328 total per night
$328 total
Jul 26 - Jul 27
Total with taxes and fees
A full-service spa, 2 restaurants, and an outdoor pool are all featured at this smoke-free resort. Enjoy the 24-hour gym and free perks like full breakfast and free self parking. You'll appreciate the outdoor tennis court, bar/lounge, and wedding services.
Pool
Hot Tub
Muskoka Tiny Home

Muskoka Tiny Home

Windermere ON
Get rates
This cabin features laundry facilities.
Kitchen
Washer
Charming Muskoka Wilderness Cottage

Charming Muskoka Wilderness Cottage

Windermere ON
Get rates
This cottage featured laundry facilities and barbecue grills.
Washer
Dryer
3 Mile Lakehouse

3 Mile Lakehouse

Utterson ON
$447 nightly
The price is $506 total per night
$506 total
Jul 22 - Jul 23
Total with taxes and fees
Stay at this cottage in Muskoka Lakes. Enjoy air conditioning. Popular attractions Lake Rosseau and Dee Bank Falls are located nearby.
Pet friendly
Air conditioning
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
$520 nightly
The price is $588 total per night
$588 total
Aug 9 - Aug 10
Total with taxes and fees
This luxury resort features a private beach, a full-service spa, and a marina. Enjoy the 2 outdoor pools and perks like free WiFi. You'll find 5 restaurants and 3 hot tubs on site, along with a bar/lounge to unwind.
On private beach
Pool
Residence Inn by Marriott Gravenhurst Muskoka Wharf

Residence Inn by Marriott Gravenhurst Muskoka Wharf

3 out of 5
285 Steamship Bay Road Gravenhurst ON
Free Cancellation
Reserve now, pay when you stay
$229 nightly
The price is $269 total per night
$269 total
Jul 22 - Jul 23
Total with taxes and fees
This hotel features an indoor pool and a hot tub. There's no skimping on freebies - guests receive free continental breakfast, free WiFi, and free self parking. A 24-hour business center, a garden, and a free grocery shopping service are also on offer.
Pool
Hot Tub
Don't see what you're looking for?
See all available properties in Windermere
View all properties
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.

Stay near popular Windermere attractions

Windermere Golf & Country Club

8.8/10 (29 reviews)
Enjoy a round of golf in Windermere at Windermere Golf & Country Club. Stroll along the lakeside or visit the spas in this family-friendly area.
See properties

Frequently asked questions

How much are vacation packages to Windermere?
Travelocity has great package deals to Windermere, including flights and hotels, from an impressive . With all the money you save, you could book some cool tours or maybe add on a few extra nights to your getaway.
How long should my Windermere vacation be?
Many travelers choose to spend about 3 nights in Windermere, but it's totally up to you. If you intend to venture out and explore all the fantastic things this destination offers, why not hang around for a couple of extra nights?
Where can I get the best vacation package deals for Windermere?
There are exciting Windermere package deals to be snapped up with Travelocity. Did you know we partner with as many as 400 airlines and 1,000,000 properties around the world? Keep that in mind the next time you're ready to cross another place off your bucket list.
Why should I book my Windermere vacation package via Travelocity?
By booking your flights, hotel, activities and car rental all in one place, you'll save big bucks as well as precious time. All our bookings come with a professional customer service support team available round-the-clock, and you'll know that you'll always score the best deal in town with our Price Match Guarantee. So, what's stopping you? Book that dream vacation today and start packing!
Can I save money on my Windermere car rental if I book it with a hotel or flight?
Bundling your car, hotel and flight into a Windermere vacation package is a surefire way to score better prices. Plus, having your own car rental gives you total freedom to make your way to all those big-name sights you're itching to check out. Located 90 mi from Windermere, Canadas Wonderland is one place that should be on your to-do list. Buckle up and make a day trip of it.
What is the best time of year to go to Windermere?
If a tight budget is what's driving your decision making, you'll score the best prices in . is the costliest time of year. Most people head here during February, July and August. If you want to avoid peak time, visit during September, November and December.
Where should I stay when visiting Windermere?
If you're looking for a place to lay your head, take a look at the Windermere House. It's the top pick for many visitors.

Photos of local treasures

Browse Windermere vacation photos for more inspiration