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

Find Historic Hotels in Windermere from CA $76

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Check availability on Windermere Historic Hotels

Tonight
Oct 26 - Oct 27
Tomorrow
Oct 27 - Oct 28
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.
A white building with a black entrance labeled "Lobby," surrounded by greenery and a stone pathway.
An aerial view of a large resort with a main building, multiple smaller structures, and a marina with boats.
A pool area with lounge chairs and a building with a red roof and flags.

1. Windermere House

Windermere House
Muskoka Lakes
Canada
Jun
CA $163
CA $240 total
includes taxes & fees
Oct 29 - Oct 30
Windermere House
A calm lake with dense trees reflecting on the water, a small dock, and a cabin in the distance.
A two-story house with a porch, snow-covered ground, and a fire pit.
Room
A dining area with a wooden table and chairs, a wine rack with bottles, and pendant lights.

2. Sherwood Inn

Sherwood Inn
Muskoka Lakes
Canada
Jeffrey
CA $107
CA $154 total
includes taxes & fees
Oct 30 - Oct 31
Sherwood Inn
A large, multi-story hotel with a pool, landscaped gardens, and a scenic sunset view.
A lakeside beach with kayaks and lounge chairs.
A large resort with multiple buildings, a swimming pool, and snow-covered grounds.
An outdoor patio area with seating and tables, surrounded by snow and trees, overlooking a body of water.

3. JW Marriott The Rosseau Muskoka Resort & Spa

JW Marriott The Rosseau Muskoka Resort & Spa
Muskoka Lakes
Canada
ashleigh
CA $356
CA $461 total
includes taxes & fees
Nov 2 - Nov 3
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.
A covered outdoor area with stone pillars, yellow Adirondack chairs, and flower beds.
An aerial view of a forested area with a small building and a parking lot.
A modern bathroom with a large mirror, a sink, and a shower area.

4. The Dudley Inn

The Dudley Inn
Muskoka Lakes
Canada
Ramin
CA $141
CA $159 total
includes taxes & fees
Nov 8 - Nov 9
The Dudley Inn
A room with a view of a lake and trees, featuring a wooden floor and a patterned cushion.
A wooden cabin interior with a sofa, a television, and a bench.
A cabin by a lake with a dock, surrounded by trees.
A stone pathway leading through a forested area with tall trees and a body of water in the background.

5. Muskoka Lake Cottages

Muskoka Lake Cottages
Muskoka Lakes
Canada
Naureen
CA $174
CA $293 total
includes taxes & fees
Oct 27 - Oct 28
Muskoka Lake Cottages
A Knights Inn sign with a knight's helmet and sword logo, mounted on a metal pole against a clear sky.
A hotel room with two beds, a sofa, a desk, a mirror, and a television.
A motel with a green roof, a flag, and a parking lot with cars.
A motel with a two-story structure, a covered front porch with outdoor seating, and a visible staircase leading to the entrance.

6. Knights Inn Huntsville, ON

Knights Inn Huntsville, ON
Huntsville
Canada
Kalsang
CA $67
CA $76 total
includes taxes & fees
Nov 2 - Nov 3
Knights Inn Huntsville, ON
An outdoor patio area with tables and chairs, surrounded by a garden with various plants and flowers.
A living room with a fireplace, a wooden bench, and three upholstered chairs.
A wooden deck with a railing overlooking a body of water, surrounded by trees with autumn foliage.
A two-story house with a large balcony and a tower-like structure on the roof.

7. Inn at the Falls

Inn at the Falls
Bracebridge
Canada
Deb
CA $157
CA $185 total
includes taxes & fees
Nov 24 - Nov 25
Inn at the Falls
A hotel room with two beds, a sofa, a TV, and a kitchenette.
A motel with a covered parking area and a row of single-story rooms with individual windows and outdoor seating.
A reception desk with a wicker basket, a surfboard, and a potted plant.
A small brick building with a sign labeled "OFFICE" on the front.

8. Wellington Inn

Wellington Inn
Bracebridge
Canada
Joan
CA $102
CA $120 total
includes taxes & fees
Oct 28 - Oct 29
Wellington Inn
A bar area with a wooden bar counter, bar stools, a television displaying a scenic view, and shelves with glasses.
A reception desk with a Pine Lodge Inn logo, wooden beams, and hanging lights.
A staircase leading to a dining area with a view of the outdoors.
A backyard with a fire pit, red Adirondack chairs, and a covered patio area.

9. 3 Pines Lodge Muskoka

3 Pines Lodge Muskoka
Huntsville
Canada
Sherry
CA $90
CA $106 total
includes taxes & fees
Nov 24 - Nov 25
3 Pines Lodge Muskoka
A hotel room with two beds, a desk with a chair, a television, and a window with curtains.
A hotel room with a large bed, a desk with a lamp, a chair, a small table, and a view of the outside.
A parking lot with several cars, a sign for Huntsville Inn, and a building with a sign for Muskogee Auto Parts.
A compact hotel room with a kitchenette, a television, a dining area with a table and chairs, and a red carpeted floor.

10. Huntsville Inn

Huntsville Inn
Huntsville
Canada
Raiza Mae
CA $70
CA $82 total
includes taxes & fees
Oct 27 - Oct 28
Huntsville Inn
View all properties

Top Windermere Hotel Reviews

Windermere House

Windermere House

8/10 Good
"Beautiful old-fashioned property by the lake. Friendly staff and comfortable rooms. I did not like the breakfast, comprised in the price of the room. At that price (about 400$ a night) I'd like better coffee and fresh non-processed eggs. There was no omelette, and no soft boiled eggs. The potatoes were dry and the sausage unsavoury. What is the 49$ "property fee" for? To conclude, a beautiful property with friendly staff who need to improve the quality of breakfast."
Frederic 1-night trip
Posted 4 hours ago
Windermere House
Residence Inn by Marriott Gravenhurst Muskoka Wharf

Residence Inn by Marriott Gravenhurst Muskoka Wharf

8/10 Good
"The property has a great location by the lake and near a hiking trail. There are several restaurants and shops at walking distance and more within a short drive. The only thing that needed improvement might be the breakfast buffet layout. The space was quite narrow and many of the guests were bumping on one another."
Aida 2-night trip
Posted 8 hours ago
Residence Inn by Marriott Gravenhurst Muskoka Wharf
Quality Inn

Quality Inn

8/10 Good
"Great room, good price, clean and bright. We were upstairs for the first time. There is no elevator. I love this hotel and it's convenience."
Claudia 1-night trip
Posted 19 hours ago
Quality Inn

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.

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