Windermere Holidays

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to S$134 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    Rest easy

    Plan, book, and manage your trip all in one place

Top hotels in Windermere

Windermere House

Windermere House

3.5 out of 5
2508 Windermere Road, Muskoka Lakes, ON
The price is S$319 per night from 7 Sept to 8 Sept
S$319
7 Sept - 8 Sept
includes taxes & fees
8.8/10 Excellent! (795 reviews)
"Enjoyed swimming in the lake and the pool"

Reviewed on 20 Aug, 2025

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 S$536 per night from 14 Sept to 15 Sept
S$536
14 Sept - 15 Sept
includes taxes & fees
8.6/10 Excellent! (1,001 reviews)
"Although the property was full you never felt crowded."

Reviewed on 22 Aug, 2025

JW 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
The price is S$240 per night from 21 Sept to 22 Sept
S$240
21 Sept - 22 Sept
includes taxes & fees
9/10 Wonderful! (1,001 reviews)
"Great location. We brought our small fishing boat and was able to launch it right in front of the hotel property. Only negative was that there wasn’t a bath mat for the tub."

Reviewed on 22 Aug, 2025

Residence Inn by Marriott Gravenhurst Muskoka Wharf
See all 977 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.

Popular places to visit

Diamond In The Ruff Golf Course

Enjoy a round of golf in Utterson at Diamond In The Ruff Golf Course. Amble around this relaxing area's lakeside or seek out the canoeing opportunities.

Diamond In The Ruff Golf Course

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.