A lake with boats, a grassy area with people, and mountains in the background.

Find Historic Hotels in Windermere from CA $76

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Windermere Historic Hotels

This weekend
Oct 30 - Nov 1
Next weekend
Nov 6 - Nov 8

Our top choices for Windermere historic hotels

A hotel with a distinctive architectural style, featuring large wooden barrel-shaped structures, a white exterior, and a red roof.

1. Windermere House

Windermere House
3.5 star property
Muskoka Lakes
9.2 out of 10, Wonderful, (1,000 reviews)
"Breakfast is good and room is clean"
Canada
Jun
The price is CA $146
CA $221 total
includes taxes & fees
Nov 1 - Nov 2
Windermere House
A calm lake with dense trees reflecting on the water, a small dock, and a cabin in the distance.

2. Sherwood Inn

Sherwood Inn
4.0 star property
Muskoka Lakes
8.8 out of 10, Excellent, (938 reviews)
"Very nice place and very clean"
Canada
Manuela
The price is CA $119
CA $167 total
includes taxes & fees
Nov 20 - Nov 21
Sherwood Inn
A large, multi-story hotel with a pool, landscaped gardens, and a scenic sunset view.

3. JW Marriott The Rosseau Muskoka Resort & Spa

JW Marriott The Rosseau Muskoka Resort & Spa
4.5 star property
Muskoka Lakes
8.8 out of 10, Excellent, (1,002 reviews)
"Great stay beautiful place"
Canada
ashleigh
The price is CA $356
CA $461 total
includes taxes & fees
Nov 8 - Nov 9
JW Marriott The Rosseau Muskoka Resort & Spa
A hotel room with a large bed, a bench, a bedside table, a nightstand, a mirror, and a window with a view of greenery.

4. The Dudley Inn

The Dudley Inn
2.5 star property
Muskoka Lakes
9.8 out of 10, Exceptional, (117 reviews)
"Great place to stay!"
Australia
Heidi
The price is CA $140
CA $159 total
includes taxes & fees
Nov 29 - Nov 30
The Dudley Inn
A hotel room with two beds, a sofa, a TV, and a kitchenette.

5. Wellington Inn

Wellington Inn
2.5 star property
Bracebridge
9.2 out of 10, Wonderful, (515 reviews)
"Great place to stay"
Canada
Joan
The price is CA $102
CA $120 total
includes taxes & fees
Oct 31 - Nov 1
Wellington Inn
A room with a view of a lake and trees, featuring a wooden floor and a patterned cushion.

6. Muskoka Lake Cottages

Muskoka Lake Cottages
3.0 star property
Muskoka Lakes
7.4 out of 10, Good, (139 reviews)
"It was a nice experience"
Canada
Naureen
The price is CA $174
CA $293 total
includes taxes & fees
Nov 4 - Nov 5
Muskoka Lake Cottages
A wooden deck with a table and chairs, overlooking a body of water and a grassy area.

7. Inn at the Falls

Inn at the Falls
3.5 star property
Bracebridge
9.0 out of 10, Wonderful, (1,000 reviews)
"Great place to stay!"
Canada
Deb
The price is CA $157
CA $185 total
includes taxes & fees
Nov 29 - Nov 30
Inn at the Falls
A modern living room with a fireplace, seating area, and a kitchen counter.

8. Howard Johnson by Wyndham Gravenhurst

Howard Johnson by Wyndham Gravenhurst
2.0 star property
Gravenhurst
8.2 out of 10, Very good, (1,000 reviews)
"We had a pleasant stay. The staff was polite and friendly."
Canada
Pheni
The price is CA $125
CA $147 total
includes taxes & fees
Nov 29 - Nov 30
Howard Johnson by Wyndham Gravenhurst
A modern indoor pool area with a clear pool, seating by the pool, and a wall with circular logos.

9. Tru By Hilton Bracebridge, On

Tru By Hilton Bracebridge, On
2.5 star property
Bracebridge
9.0 out of 10, Wonderful, (682 reviews)
"Loved this hotel. Amazing stay."
United States
Charlie
The price is CA $99
CA $116 total
includes taxes & fees
Nov 30 - Dec 1
Tru By Hilton Bracebridge, On
A Knights Inn sign with a knight's helmet and sword logo, mounted on a metal pole against a clear sky.

10. Knights Inn Huntsville, ON

Knights Inn Huntsville, ON
2.0 star property
Huntsville
7.8 out of 10, Good, (1,001 reviews)
"Good place to stay"
Canada
Kalsang
The price is CA $67
CA $76 total
includes taxes & fees
Nov 29 - Nov 30
Knights Inn Huntsville, ON
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.
View all properties

Top Windermere Hotel Reviews

Residence Inn by Marriott Gravenhurst Muskoka Wharf

Residence Inn by Marriott Gravenhurst Muskoka Wharf

10/10 Excellent
"The stay was comfortable, as expected. Brian at the front desk was very helpful and assisted me in reserving the best room. However, housekeeping needs to be a little more vigilant. Some of the dishes were not properly cleaned and had been left dirty inside the dishwasher. Additionally, someone had cut a plastic bottle and left it inside the dressing cabinet in my son’s room, which unfortunately went unnoticed by housekeeping. Overall, we loved our stay. The property is beautiful, and we thoroughly enjoyed walking around and taking in the stunning waterfront views. Thank you for a pleasant stay!"
Amarpreet 2-night trip
Posted 6 hours ago
Residence Inn by Marriott Gravenhurst Muskoka Wharf
Windermere House

Windermere House

10/10 Excellent
"none"
Sukanta 1-night trip
Posted 2 days ago
Windermere House

Frequently asked questions

What should a history buff expect from a stay in Windermere?
A trip to the historical sites in Windermere is probably at the top of your sightseeing list. You can also enjoy all there is to see and do including the lake views and golf courses
How many historical hotels are there in Windermere?
In Windermere, there are 19 hotels and other accommodations bookable on Expedia though you won't find many designated historic hotels.
What are the must-see historical places and other sights in Windermere?
Favorite places to visit include Windermere Golf & Country Club, Windermere Marina, and Lake Rosseau. Additionally, you might want to add Three Mile Lake to your agenda.
What is a historic hotel like in Windermere?
When you book a historic hotel, you'll enjoy a vacation in a building that has an official historic designation. A stately home, palace or even a lodge, old police station, or skyscraper can be transformed into a historic hotel as long as it's of special interest. Traditional architecture and period features are typically preserved in the guestrooms or communal spaces of historic hotels in Windermere, giving a sense of history.
What is the difference between a historic hotel and a heritage hotel?
"Heritage hotel" is a term often used in Asia and Europe, wheareas the term "historic hotel" is more commonly used in the U.S. though overall the terms are quite similar. The architecture and building of a historic hotel tends to be what's most important. For a heritage hotel, it's often the cultural value as well as how it shaped the community.
Do historic hotels in Windermere have modern facilities?
Hotels have the safety features and modern conveniences you've come to expect, while every effort is made to preserve the historic aspects and traditions. Private rooms with updated bathroom facilities, heating and air conditioning, free and fast Internet, and the amenities found in most hotels will also be available in a historic hotel. When you choose a historic hotel in Windermere, don't worry that you'll find a place that is rundown or uncomfortable.

Explore a world of travel with Expedia