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

Find Historic Hotels in Windermere from CA $126

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Check availability on Windermere Historic Hotels

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
9.4 out of 10, Exceptional, (1,001 reviews)
"Beautiful resort. Everyone was friendly and helpful."
Canada
NELSON
The price is CA $154
CA $229 total
includes taxes & fees
Nov 15 - Nov 16
Windermere House
A two-story house with a balcony, dock, and chairs by the water.

2. Sherwood Inn

Sherwood Inn
4.0 star property
Muskoka Lakes
8.8 out of 10, Excellent, (946 reviews)
"Very nice place and very clean"
Canada
Manuela
The price is CA $119
CA $167 total
includes taxes & fees
Nov 27 - Nov 28
Sherwood Inn
A large resort with multiple buildings, a swimming pool, and snow-covered grounds.

3. JW Marriott The Rosseau Muskoka Resort & Spa

JW Marriott The Rosseau Muskoka Resort & Spa
4.5 star property
Muskoka Lakes
8.6 out of 10, Excellent, (1,002 reviews)
"Great stay beautiful place"
Canada
ashleigh
The price is CA $365
CA $471 total
includes taxes & fees
Nov 22 - Nov 23
JW Marriott The Rosseau Muskoka Resort & Spa
A modern room with two leather chairs, a small round table, a lamp, 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, (120 reviews)
"Great place to stay!"
Australia
Heidi
The price is CA $151
CA $171 total
includes taxes & fees
Nov 15 - Nov 16
The Dudley Inn
A lakeside property with docked boats, a red-roofed building, and lush greenery.

5. Residence Inn by Marriott Gravenhurst Muskoka Wharf

Residence Inn by Marriott Gravenhurst Muskoka Wharf
3.0 star property
Gravenhurst
9.2 out of 10, Wonderful, (1,001 reviews)
"Staff was exceptionally friendly."
Canada
Randall
The price is CA $169
CA $199 total
includes taxes & fees
Nov 29 - Nov 30
Residence Inn by Marriott Gravenhurst Muskoka Wharf
A deck with chairs and a table overlooking a lake, with a railing and greenery in the background.

6. Inn at the Falls

Inn at the Falls
3.5 star property
Bracebridge
9.0 out of 10, Wonderful, (1,001 reviews)
"The location and the view from the private balcony was amazing."
Canada
Randy
The price is CA $159
CA $187 total
includes taxes & fees
Dec 14 - Dec 15
Inn at the Falls
A lobby with a fireplace, seating area, and large windows.

7. Holiday Inn Express & Suites Huntsville by IHG

Holiday Inn Express & Suites Huntsville by IHG
2.5 star property
Huntsville
8.8 out of 10, Excellent, (1,001 reviews)
"Great location"
Canada
Debbie
The price is CA $107
CA $126 total
includes taxes & fees
Dec 13 - Dec 14
Holiday Inn Express & Suites Huntsville by IHG
A covered patio with red Adirondack chairs, a fire pit, and a grill area.

8. Home2 Suites by Hilton Huntsville

Home2 Suites by Hilton Huntsville
3.0 star property
Huntsville
9.2 out of 10, Wonderful, (1,030 reviews)
"Overall great place to stay"
Canada
Myles
The price is CA $125
CA $147 total
includes taxes & fees
Dec 10 - Dec 11
Home2 Suites by Hilton Huntsville
A modern hotel reception area with a circular desk, comfortable seating, and a large window providing natural light.

9. Tru By Hilton Bracebridge, On

Tru By Hilton Bracebridge, On
2.5 star property
Bracebridge
9.0 out of 10, Wonderful, (695 reviews)
"Amazing place"
Canada
Mercedes
The price is CA $115
CA $135 total
includes taxes & fees
Nov 29 - Nov 30
Tru By Hilton Bracebridge, On
A lakeside campsite with two Adirondack chairs and a table, surrounded by trees and a clear view of the lake.

10. Muskoka Lake Cottages

Muskoka Lake Cottages
3.0 star property
Muskoka Lakes
7.4 out of 10, Good, (140 reviews)
"It was a nice experience"
Canada
Naureen
The price is CA $176
CA $295 total
includes taxes & fees
Nov 15 - Nov 16
Muskoka Lake Cottages
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.
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Top Windermere Hotel Reviews

Residence Inn by Marriott Gravenhurst Muskoka Wharf

Residence Inn by Marriott Gravenhurst Muskoka Wharf

10/10 Excellent
"Stay was wonderful, Monica at the front desk was excellent and added some extra touches that made our stay memeorable. Wil definitely be back."
Denise 1-night trip
Posted 6 days ago
Residence Inn by Marriott Gravenhurst Muskoka Wharf

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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