Book Windermere hotels

Start date: Check-in selected.
To Date
End date: Check-out

More Flash, Less Cash - Take advantage of our Price Pledge** (even on luxey stays)

We keep it easy with the option to pay now or later on select accommodation

Book up 'til the last second - millions of rooms to crash tonight^

Check hotel availability in Windermere

Cheap Windermere hotels

Windermere House

Windermere House

3.5 out of 5
2508 Windermere Road Muskoka Lakes ON
The price is NZ$259 per night from 15 Dec to 16 Dec
NZ$259
15 Dec - 16 Dec
includes taxes & fees
Stay at this beach resort in Muskoka Lakes. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the helpful staff and the property condition ...
Opens in a new windowWindermere House
Cozy Muskoka Winter Escape **Hot Tub** **Hidden Valley Ski Resort**

Cozy Muskoka Winter Escape **Hot Tub** **Hidden Valley Ski Resort**

Utterson ON
Stay at this family-friendly cottage in Muskoka Lakes. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Dee Bank Falls and Diamond In The ...
Opens in a new windowCozy Muskoka Winter Escape **Hot Tub** **Hidden Valley Ski Resort**
3 Mile Lakehouse

3 Mile Lakehouse

Utterson ON
The price is NZ$888 per night from 14 Dec to 15 Dec
NZ$888
14 Dec - 15 Dec
includes taxes & fees
Stay at this cottage in Muskoka Lakes. Enjoy air conditioning. Popular attractions Dee Bank Falls and Windermere Golf & Country Club are located nearby.
Opens in a new window3 Mile Lakehouse
Save an average of 15% on thousands of hotels when you're signed in
Muskoka Tiny Home

Muskoka Tiny Home

Windermere ON
Stay at this cabin in Muskoka Lakes. Enjoy laundry facilities and air conditioning. Popular attractions Dee Bank Falls and Windermere Golf & Country Club are ...
Opens in a new windowMuskoka Tiny Home
Home2 Suites by Hilton Huntsville

Home2 Suites by Hilton Huntsville

3 out of 5
159 Howland Drive Huntsville ON
Fully refundableReserve now, pay when you stay
The price is NZ$166 per night from 21 Dec to 22 Dec
NZ$166
21 Dec - 22 Dec
includes taxes & fees
Stay at this business-friendly hotel in Huntsville. Enjoy free breakfast, free parking and a 24-hour fitness centre. Our guests praise the breakfast and the ...
Opens in a new windowHome2 Suites by Hilton Huntsville
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
The price is NZ$257 per night from 22 Dec to 23 Dec
NZ$257
22 Dec - 23 Dec
includes taxes & fees
Stay at this hotel in Gravenhurst. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the helpful staff and the property condition in their ...
Opens in a new windowResidence Inn by Marriott Gravenhurst Muskoka Wharf
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 NZ$512 per night from 4 Jan to 5 Jan
NZ$512
4 Jan - 5 Jan 2026
includes taxes & fees
Stay at this luxury resort in Muskoka Lakes. Enjoy free Wi-Fi, 2 outdoor pools and a full-service spa. Our guests praise the helpful staff in their reviews. ...
Opens in a new windowJW Marriott The Rosseau Muskoka Resort & Spa
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
The price is NZ$146 per night from 28 Dec to 29 Dec
NZ$146
28 Dec - 29 Dec
includes taxes & fees
Stay at this hotel in Bracebridge. Enjoy free breakfast, free Wi-Fi and free parking. Popular attractions Rotary Centennial Gardens and Bracebridge Fair Grounds ...
Opens in a new windowTru By Hilton Bracebridge, On
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
The price is NZ$169 per night from 28 Dec to 29 Dec
NZ$169
28 Dec - 29 Dec
includes taxes & fees
Stay at this business-friendly motel in Gravenhurst. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the helpful staff in their reviews. ...
Opens in a new windowHoward Johnson by Wyndham Gravenhurst
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.

Hotels In Windermere

Thinking of a romantic getaway and heading to Huntsville? We have a number of quality accommodation options close by.

Even though you won't exactly be blown away by the vast number of accommodation choices within 3-kilometre of downtown Windermere, you'll find the Muskoka Shores Cottages is a handy option.

Check out the Taboo Resort Golf And Spa and also the JW Marriott The Rosseau Muskoka Resort & Spa. The Taboo Resort Golf And Spa is positioned 25 kilometres away from the centre of Windermere. The JW Marriott The Rosseau Muskoka Resort & Spa is situated 10 kilometres away. More alternatives worth checking out are the Windermere House and the Rocky Crest Golf Resort.

Time permitting, be sure to travel further in Southern Ontario. Explore the traditional villages and churches in Southern Ontario, and admire the region's beaches, coastal plains and forests. Locals and visitors alike in this region of Canada can also enjoy skiing, cross-country skiing and snow shoeing.

The closest accommodations in Huntsville include Dwight and Port Carling. Dwight is 45 kilometres to the northeast of Windermere, while Port Carling is 10 kilometres to the southwest of Windermere. Dwight hotels and apartments are the Logging Chain Lodge Cottages and Dwight Village Motel. The Sherwood Inn and Shamrock Lodge Muskoka are amongst the accommodation options in Port Carling.

If sport is your thing, be sure to take a trip to Barrie Molson Centre, which is 95 kilometres to the south of Windermere. The Holiday Inn Express Hotel & Suites Barrie and the Hampton Inn & Suites Barrie are good options if you want to really get into your sport.

Visitors planning on arriving or departing through Jack Garland Airport might like to book a room at the Hampton Inn by Hilton North Bay or the Comfort Inn Airport, which are both a short distance away.

Windermere hotels essential information

Accommodation
942 hotels
Lowest Price
NZ$146
Highest Price
NZ$888
Popular hotels
Windermere House, Cozy Muskoka Winter Escape **Hot Tub** **Hidden Valley Ski Resort**, 3 Mile Lakehouse, Muskoka Tiny Home, Home2 Suites by Hilton Huntsville, Residence Inn by Marriott Gravenhurst Muskoka Wharf, JW Marriott The Rosseau Muskoka Resort & Spa, Tru By Hilton Bracebridge, On, Howard Johnson by Wyndham Gravenhurst

Most recent Windermere hotel reviews

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.