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Find Historic Hotels in Windermere from CA $125

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Check availability on Windermere Historic Hotels

Tonight
Oct 6 - Oct 7
Tomorrow
Oct 7 - Oct 8
This weekend
Oct 9 - Oct 11
Next weekend
Oct 16 - Oct 18

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 pool area with lounge chairs and a building with a red roof and flags.
A white building with a black entrance labeled "Lobby," surrounded by greenery and a stone pathway.
A dining table set for six with a view of a lake through large windows.

1. Windermere House

Windermere House
Muskoka Lakes
United States
M. Jane
CA $212
CA $295 total
includes taxes & fees
Nov 2 - Nov 3
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 $119
CA $167 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.
An outdoor patio area with seating and tables, surrounded by snow and trees, overlooking a body of water.
A spacious dining area with multiple tables and benches, large windows offering a view of greenery, and a modern chandelier.

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 1 - Nov 2
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.
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.
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
Muskoka Lakes
Canada
Olugbenga
CA $170
CA $192 total
includes taxes & fees
Oct 12 - Oct 13
The Dudley Inn
A wooden cabin with a large sliding door, a small window, and a view of a deck and trees.
A wooden cabin kitchen with a stove, refrigerator, and shelves with dishes.
A stone pathway leading through a forested area with tall trees and a body of water in the background.
A bedroom with a checkered bedspread, a teal-painted headboard, and a mirror above the dresser.

5. Muskoka Lake Cottages

Muskoka Lake Cottages
Muskoka Lakes
Canada
Naureen
CA $170
CA $288 total
includes taxes & fees
Oct 14 - Oct 15
Muskoka Lake Cottages
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 restaurant with a stone wall, wooden tables, and chairs.
A wooden deck with a railing overlooking a body of water, surrounded by trees with autumn foliage.

6. Inn at the Falls

Inn at the Falls
Bracebridge
Canada
Deb
CA $159
CA $187 total
includes taxes & fees
Nov 1 - Nov 2
Inn at the Falls
A modern indoor pool area with a clear pool, seating by the pool, and a wall with circular logos.
A modern breakfast area with a coffee machine, yogurt and oatmeal dispenser, and a sign advertising pancakes.
A modern hotel reception area with a circular desk, comfortable seating, and a large window providing natural light.
A modern hotel building with a mix of brick and wood facade, multiple windows, and a prominent 'tru by Hilton' sign.

7. Tru By Hilton Bracebridge, On

Tru By Hilton Bracebridge, On
Bracebridge
Canada
Sarah
CA $107
CA $125 total
includes taxes & fees
Nov 1 - Nov 2
Tru By Hilton Bracebridge, On
A lakeside property with docked boats, a red-roofed building, and lush greenery.
A patio with a fire pit, outdoor seating, and a grill area.
A waterfront hotel with multiple balconies, a dock, and a boat.
A spacious living area with a stone fireplace, leather armchairs, and a dining area with a bar.

8. Residence Inn by Marriott Gravenhurst Muskoka Wharf

Residence Inn by Marriott Gravenhurst Muskoka Wharf
Gravenhurst
Canada
Payman
CA $186
CA $219 total
includes taxes & fees
Nov 1 - Nov 2
Residence Inn by Marriott Gravenhurst Muskoka Wharf
Spa
Meeting facility
Exterior
Reception

9. The Bala Bay Inn

The Bala Bay Inn
Bala
Canada
Andreas
CA $193
CA $218 total
includes taxes & fees
Oct 15 - Oct 16
The Bala Bay Inn
A log cabin with a stone foundation, large windows, and a stone roof.
A room with large windows overlooking a lake and greenery.
An outdoor deck with tables and chairs, umbrellas, and a view of the water.
Lake

10. Rocky Crest Golf Resort

Rocky Crest Golf Resort
Seguin
Canada
Angela
CA $186
CA $261 total
includes taxes & fees
Oct 12 - Oct 13
Rocky Crest Golf Resort
View all properties

Top Windermere Hotel Reviews

Quality Inn

Quality Inn

8/10 Good
"Be aware the bowling is only available on weekends. Wifi is also not great so plan for that. The whole thing is pretty awesome overall though. Rooms are nice and big and everything is well kept. Ask for a room on the main floor and you can walk outside to the pool easier. It did smell like someones cooking on the upper floors but we just passed through so wasnt anything that we cared about."
Sarah 1-night trip
Posted 8 hours ago
Quality Inn
Residence Inn by Marriott Gravenhurst Muskoka Wharf

Residence Inn by Marriott Gravenhurst Muskoka Wharf

10/10 Excellent
"Fantastic place"
Payman 2-night trip
Posted 2 days ago
Residence Inn by Marriott Gravenhurst Muskoka Wharf
Windermere House

Windermere House

10/10 Excellent
"Lake view was incredible, breakfast was varied and delicious, lots of fresh and healthy options. Amenities were clean and private, no waiting in lines or overcrowded hot tub."
Katharine 2-night trip
Posted 2 days ago
Windermere House
Howard Johnson by Wyndham Gravenhurst

Howard Johnson by Wyndham Gravenhurst

8/10 Good
"Luv the fact we were on first floor. Breakfast was great"
Diane 2-night trip
Posted 7 days ago
Howard Johnson by Wyndham Gravenhurst

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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