Windermere Holidays

  • Plan, book, travel with confidence

  • Better together

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

  • Find the right fit

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

  • 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
Fully refundableReserve now, pay when you stay
The price is S$192 per night from 30 Mar to 31 Mar
S$192
30 Mar - 31 Mar
includes taxes & fees
9/10 Wonderful! (924 reviews)
The property is beautiful, very clean, and thoughtfully updated. There were considerate touchea throughout the experience, the food was excellent, and the amenities were superb.

Reviewed on 23 Mar, 2026

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$312 per night from 2 Apr to 3 Apr
S$312
2 Apr - 3 Apr
includes taxes & fees
8.6/10 Excellent! (1,002 reviews)
We loved it!

Reviewed on 28 Mar, 2026

JW 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 S$119 per night from 26 Apr to 27 Apr
S$119
26 Apr - 27 Apr
includes taxes & fees
9/10 Wonderful! (369 reviews)
Didn’t care for spicy sausages, breakfast sausage would be better.

Reviewed on 26 Mar, 2026

Tru By Hilton Bracebridge, On
See all 1,003 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

Explore a world of travel with Expedia

* 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.