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Top Windermere hotels

Muskoka Tiny Home

Muskoka Tiny Home

Windermere ON
This cabin features laundry facilities.
"Overall experience was great. Few little things that I would like to pin point was window coverings. The bedroom has no window coverings and so as the living room window. Rest was a great experience and the cabin was uniquely comfortable and clean. ⭐️ ⭐️ ⭐️ ⭐️ ⭐️"

Reviewed on Sep 30, 2026

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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.
"Very nice property. Well maintained and truly lovely property. We had a wonderful stay."

Reviewed on Sep 27, 2026

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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

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Opens in a new windowLast Two Weeks of Summer Available- Large Dock, Hot Tub, Beach w Water Toys
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
$156 nightly
The price is $184 total per night from Nov 8 to Nov 9
$184 total
Nov 8 - Nov 9
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 ...
"Staff was not overly positive. They didn't seem to want to be there. We asked for an early check in and all they said was no. We asked for a one hour late check out, and all they said was no. So every room was being cleaned at 11:00 a.m.? There isn't much to do there once the golf game is over. I ..."

Reviewed on Oct 7, 2026

Opens in a new windowMuskoka Bay Resort
Howard Johnson by Wyndham Gravenhurst

Howard Johnson by Wyndham Gravenhurst

2 out of 5
1165 Muskoka Rd South Gravenhurst ON
Fully refundableReserve now, pay when you stay
$98 nightly
The price is $115 total per night from Nov 1 to Nov 2
$115 total
Nov 1 - Nov 2
Total with taxes and fees
A gym, free self parking, and free newspapers are featured at this motel. Guests will appreciate free perks like on-the-go breakfast and WiFi in public areas. ...
"The front desk staff at check-in was friendly and the process was simple. There was plenty of well lit off-street parking included. The building, as well as both rooms which were nicely appointed with 1960's Mod Art theme. The bathrooms were OK but small. The building structure is mostly block so ..."

Reviewed on Oct 8, 2026

Opens in a new windowHoward Johnson by Wyndham Gravenhurst
3 Mile Lakehouse

3 Mile Lakehouse

Utterson ON
$441 nightly
The price is $499 total per night from Oct 12 to Oct 13
$499 total
Oct 12 - Oct 13
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
Windermere House

Windermere House

3.5 out of 5
2508 Windermere Road Muskoka Lakes ON
Fully refundableReserve now, pay when you stay
$146 nightly
The price is $165 total per night from Nov 8 to Nov 9
$165 total
Nov 8 - Nov 9
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 ...
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
Fully refundableReserve now, pay when you stay
$286 nightly
The price is $324 total per night from Nov 1 to Nov 2
$324 total
Nov 1 - Nov 2
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 ...
Opens in a new windowJW Marriott The Rosseau Muskoka Resort & Spa
Residence Inn by Marriott Gravenhurst Muskoka Wharf

Residence Inn by Marriott Gravenhurst Muskoka Wharf

3 out of 5
285 Steamship Bay Road Gravenhurst ON
Fully refundableReserve now, pay when you stay
$119 nightly
The price is $139 total per night from Nov 8 to Nov 9
$139 total
Nov 8 - Nov 9
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. ...
Opens in a new windowResidence Inn by Marriott Gravenhurst Muskoka Wharf
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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 $115. 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 1,029 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

Howard Johnson by Wyndham Gravenhurst

Howard Johnson by Wyndham Gravenhurst

4 out of 5
Posted 6 hours ago
Travelocity Verified Review
"The front desk staff at check-in was friendly and the process was simple. There was plenty of well lit off-street parking included. The building, as well as both rooms which were nicely appointed with 1960's Mod Art theme. The bathrooms were OK but small. The building structure is mostly block so it will be difficult to modernize. We'd be happy to stay again when in the area."
A verified traveler stayed at Howard Johnson by Wyndham Gravenhurst
Howard Johnson by Wyndham Gravenhurst

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