Book Hotels in Windermere

Cabins, apartments, houseboats! We offer comfortable & private vacation rentals

Save an extra 10% or more on select hotels with Member Discounts

Access exclusive hotel deals, only with the Travelocity app

Check prices for these dates

This weekend
Sep 25 - Sep 27
Next weekend
Oct 2 - Oct 4

Filter by

Guest rating
Guest rating
Star rating
Payment type
Payment type
Property type
Property type
Neighborhood
Neighborhood
Traveler experience
Traveler experience
Popular locations
Popular locations
Meal plans available
Meal plans available
Property amenities
Property amenities
Accessibility
Accessibility

Top Windermere hotels

Muskoka Tiny Home

Muskoka Tiny Home

Windermere ON
This cabin features laundry facilities.
"Great little cottage for a couple on a short stay. Enjoyed the location."

Reviewed on Sep 17, 2026

Get rates
Opens in a new windowMuskoka Tiny Home
Charming Muskoka Wilderness Cottage

Charming Muskoka Wilderness Cottage

Windermere ON
This cottage featured laundry facilities and barbecue grills.
"It was a great couples getaway! Clean and quiet. Not too far from small towns, provincial parks but also in a cute quiet area."

Reviewed on Aug 31, 2026

Get rates
Opens in a new windowCharming Muskoka Wilderness Cottage
Last Two Weeks of Summer Available- Large Dock, Hot Tub, Beach w Water Toys

Last Two Weeks of Summer Available- Large Dock, Hot Tub, Beach w Water Toys

Utterson ON
A hot tub is featured at this cottage, along with a garden and laundry facilities. Families will appreciate the playground and barbecue grills.
"."

Reviewed on Sep 23, 2026

Get rates
Opens in a new windowLast Two Weeks of Summer Available- Large Dock, Hot Tub, Beach w Water Toys
Windermere House

Windermere House

3.5 out of 5
2508 Windermere Road Muskoka Lakes ON
Fully refundableReserve now, pay when you stay
$222 nightly
The price is $251 total per night from Oct 18 to Oct 19
$251 total
Oct 18 - Oct 19
Total with taxes and fees
A full-service spa, 2 restaurants, and an outdoor pool are all featured at this smoke-free resort. Relax with a drink at one of the 2 bars/lounges and enjoy ...
"The Windermere was as charming and beautiful as you can imagine. We had a wonderful and relaxing stay. The views are incredible, and the staff is so attentive. We loved it so much it’s going to be an annual trip for us. Such a special place"

Reviewed on Sep 24, 2026

Opens in a new windowWindermere 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
$308 nightly
The price is $348 total per night from Oct 25 to Oct 26
$348 total
Oct 25 - Oct 26
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 ...
"Great stay beautiful place"

Reviewed on Sep 24, 2026

Opens in a new windowJW Marriott The Rosseau Muskoka Resort & Spa
Comfort Inn

Comfort Inn

2.5 out of 5
86 King William St Huntsville ON
Fully refundable
$127 nightly
The price is $149 total per night from Oct 25 to Oct 26
$149 total
Oct 25 - Oct 26
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free full breakfast, free WiFi, and free self parking. Business travelers can take advantage of the business ...
"Basic room, older property but clean. Best thing was the breakfast - options for pancakes, waffles, toast, bagels, cereal, eggs, sausages/bacon - and the lovely gentleman ensuring there was enough for everybody."

Reviewed on Sep 21, 2026

Opens in a new windowComfort Inn
3 Mile Lakehouse

3 Mile Lakehouse

Utterson ON
$443 nightly
The price is $501 total per night from Sep 27 to Sep 28
$501 total
Sep 27 - Sep 28
Total with taxes and fees
Stay at this cottage in Muskoka Lakes. Enjoy air conditioning. Popular attractions Dee Bank Falls and Three Mile Lake are located nearby.
"STAY AWAY FROM THIS PLACE: House was dirty, refrigerator dirty, oven filthy, after 9:00 we tried to go to bed NO SHEETS ON THE BED. Check in was late by 2 1/2 hours. We were promised a refund by the owner, if we left. We left. Now he’s refusing the refund. Stay away from this place."

Reviewed on Sep 24, 2026

Opens in a new window3 Mile Lakehouse
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
$179 nightly
The price is $205 total per night from Oct 6 to Oct 7
$205 total
Oct 6 - Oct 7
Total with taxes and fees
A golf course and a gym are featured at this hotel. There's fun for all ages with a children's pool and a playground, and families will appreciate the onsite ...
Opens in a new windowMuskoka Bay Resort
Tru By Hilton Bracebridge, On

Tru By Hilton Bracebridge, On

2.5 out of 5
320 Taylor Road Bracebridge ON
Fully refundableReserve now, pay when you stay
$88 nightly
The price is $103 total per night from Oct 25 to Oct 26
$103 total
Oct 25 - Oct 26
Total with taxes and fees
This hotel features an indoor pool and a 24-hour gym. There's no skimping on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. ...
Opens in a new windowTru By Hilton Bracebridge, On
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.

Windermere Hotel & Travel Guide\n

For those that are journeying through Huntsville and are planning on spending some time in Windermere, there are some hotels, apartments and other accommodation options. Within an easy driving distance of Windermere, travelers will find 2 highly regarded long and short-stay accommodation options.

The Muskoka Shores Cottages is a great base for your stay as it is one of the best-positioned places to stay, one of just a few options within walking distance of the Windermere central area.

The Taboo Resort Golf And Spa is about 15 miles (25 kilometers) from the center of Windermere. An alternative place to stay is the JW Marriott The Rosseau Muskoka Resort & Spa, which is located about 6 miles (10 kilometers) away. The Windermere House and also the Rocky Crest Golf Resort are two alternative bases in Windermere.

The extended Southern Ontario region is worth exploring as well. Southern Ontario offers beaches and coastal plains. Commonly visited vacation sights include traditional villages and churches. In this fascinating part of Canada adventurous travelers might try their hand at skiing, cross-country skiing and snow shoeing.

The closest places to stay in Huntsville are Dwight and Port Carling. Dwight is 30 miles (45 kilometers) to the northeast of Windermere, while Port Carling is 6 miles (10 kilometers) to the northeast. Dwight accommodations are the Logging Chain Lodge Cottages and Dwight Village Motel. The Sherwood Inn and Shamrock Lodge Muskoka are a number of the hotels and apartments in Port Carling.

Before you make your way home from Huntsville, be sure you experience some fast-paced sport. Stop by Barrie Molson Centre, located to the south of Windermere. Find accommodation in the thick the sporting action at the Holiday Inn Express Hotel & Suites Barrie or the Hampton Inn & Suites Barrie.

Situated 85 miles (133 kilometers) outside the downtown precinct of Windermere is Jack Garland Airport. Stay nearby in Travelocity-listed accommodation at Hampton Inn by Hilton North Bay or Comfort Inn Airport.

Frequently asked questions

What are the top kid-friendly hotels in Windermere?
Family vacations are where lifelong memories are made, but traveling with young ones can be demanding. These kid-friendly Windermere hotels offer perks that aim to keep travelers of all ages relaxed and happy: You're well catered for at Windermere House. It comes with complimentary breakfast, a nearby beach and a passion for making families feel at home. Alternatively, spend your evenings in Windermere at Magnificent Lakefront Cottage @ Windermere. Make the most of a swimming pool, a nearby beach and more here.
Where can I find cheap hotels in Windermere?
At Travelocity you'll find really nice hotels in Windermere at great prices. We source incredible prices with our trusted partners, so you have a tempting selection of cheap hotels to choose from. If you can be flexible on dates and location, consider staying at a hotel near Windermere rather than in Windermere. We may find you even better rates, too.
How do I find the best Windermere hotel deals?
Simple! On Travelocity, look through the fantastic offers we've already found in Windermere then use our filters to find a great deal that's perfect for you. Enter your travel dates, select the number of rooms you need, and we'll do the rest. You can get great discounts on flights and car hire, too, when you bundle.
How much does it cost to stay in a hotel in Windermere?
The cheapest hotel in Windermere is $103. This price was available within the past 7 days, for stays with a check-in date within the next year. Of course, the price you pay depends on your dates of travel, the length of your stay, and the hotel's location. Prices and availability are subject to change. Additional terms apply.
How many hotels are in Windermere?
There are 1,039 hotels in Windermere on Travelocity.
What are the best hotels in Windermere?
Windermere has so many great hotels to choose from at Travelocity — and it's so easy to find the perfect one. Just choose one of our popular pre-selected hotels with great reviews, or you can refine your search to build your ideal stay. Simply filter hotels based on price or star rating, or select properties with a pool, a hot tub, or a range of other amenities and pick the best place to stay in Windermere for you!
When is the best time to visit Windermere?
If you want the joy of a fun-filled trip in peak season, visit Windermere during February, July and August. If you'd prefer the peace of off-season, book a stay during quieter months, such as September, November and December.
When is the cheapest time to stay in Windermere?
Based on historic data is usually the cheapest month to visit Windermere. However, we have incredible deals all year round, so we're confident you'll find a room in your budget whenever you choose to travel.
Are there any great family-friendly hotels in Windermere?
There are multiple hotels in Windermere that will please the whole family. Do you need adjoining rooms, babysitting services or a swimming pool? We've got you covered. Use our family filter to narrow your search down and use guest reviews to help you pick the perfect place for your next family trip to Windermere. We have plenty of kid-friendly hotels in Windermere to choose from on Travelocity!
Why book a hotel in Windermere through Travelocity?
Because we have the top hotels in Windermere! We want to help you travel more and worry less. That's why we've put the most amazing hotel, car rental, and flight deals in one place. When you search for hotels with us, you know you're getting fantastic prices with no hidden fees and free cancellation on most properties up to 24 hours before your stay. If you become a Travelocity member, you also get exclusive member discounts. Sign up today!
How do I cancel my hotel booking in Windermere on Travelocity?
Canceling your booking with Travelocity is easy. Sign into your account and select My Trips. Here, you will see your cancellation options. We offer free cancellation on many properties.

Recent Windermere hotel reviews by fellow wanderers

Windermere House

Windermere House

5 out of 5
Posted 3 hours ago
Travelocity Verified Review
"The Windermere was as charming and beautiful as you can imagine. We had a wonderful and relaxing stay. The views are incredible, and the staff is so attentive. We loved it so much it’s going to be an annual trip for us. Such a special place"
A verified traveler stayed at Windermere House
Windermere House

Explore More Ways to Travel with Travelocity