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

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Check availability on Windermere Family Hotels

Tonight
Oct 14 - Oct 15
Tomorrow
Oct 15 - Oct 16
This weekend
Oct 16 - Oct 18
Next weekend
Oct 23 - Oct 25

Our top choices for Windermere family-friendly 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.
A dining table set for six with a view of a lake through large windows.
An aerial view of a large resort with a main building, multiple smaller structures, and a marina with boats.

1. Windermere House

Windermere House
Muskoka Lakes
  • Family paradise with a gated outdoor pool, tennis, pickleball courts, and access to kayaking at beautiful Lake Rosseau.
₩167,376
₩240,880 total
includes taxes & fees
Nov 9 - Nov 10
Windermere House
A snow-covered outdoor seating area with a fire pit, skis, and a covered shelter.
A large, multi-story hotel with a pool, landscaped gardens, and a scenic sunset view.
A lakeside beach with kayaks and lounge chairs.
A spacious dining area with multiple tables and benches, large windows offering a view of greenery, and a modern chandelier.

2. JW Marriott The Rosseau Muskoka Resort & Spa

JW Marriott The Rosseau Muskoka Resort & Spa
Muskoka Lakes
₩332,695
₩431,083 total
includes taxes & fees
Nov 2 - Nov 3
JW Marriott The Rosseau Muskoka Resort & Spa
A wooden cabin with a large sliding door, a small window, and a view of a deck and trees.
A stone pathway leading through a forested area with tall trees and a body of water in the background.
A rustic cabin with a metal roof, a porch with a bench, and a large tree in the background.
A wooden deck with two chairs and a small table, overlooking a lake with a sailboat in the distance.

3. Muskoka Lake Cottages

Muskoka Lake Cottages
Muskoka Lakes
₩158,965
₩269,393 total
includes taxes & fees
Oct 15 - Oct 16
Muskoka Lake Cottages
A pool area with lounge chairs, a staircase to a balcony, and a view of trees.
A beach with chairs and boats, a calm lake, and a forested shoreline.
A wooden pier with lounge chairs and a building with a balcony overlooking the water.
A modern living room with a stone fireplace, comfortable seating, and large windows offering a view of greenery.

4. Touchstone Resort

Touchstone Resort
Muskoka Lakes
₩318,771
₩389,028 total
includes taxes & fees
Oct 15 - Oct 16
Touchstone Resort
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.
A modern room with two leather chairs, a small round table, a lamp, and a window with a view of greenery.
A modern bathroom with a large mirror, a sink, and a shower area.

5. The Dudley Inn

The Dudley Inn
Muskoka Lakes
₩154,535
₩174,624 total
includes taxes & fees
Oct 20 - Oct 21
The Dudley Inn
An outdoor patio area with tables and chairs, surrounded by a garden with various plants and flowers.
A wooden deck with a table and chairs, overlooking a body of water and a grassy area.
A restaurant with a stone wall, wooden tables, and chairs.
A room with a view of a balcony, a chair, and a lamp.

6. Inn at the Falls

Inn at the Falls
Bracebridge
₩138,419
₩162,671 total
includes taxes & fees
Nov 5 - Nov 6
Inn at the Falls
A covered patio with red Adirondack chairs, a fire pit, and a grill area.
A gym with exercise equipment, including dumbbells and medicine balls, and a large mirror.
A modern hotel with a prominent "HOME2" sign, a parking lot, and a scenic sunset backdrop.
An indoor swimming pool with clear glass walls, a tiled floor, and a shallow area marked.

7. Home2 Suites by Hilton Huntsville

Home2 Suites by Hilton Huntsville
Huntsville
₩159,853
₩187,860 total
includes taxes & fees
Nov 13 - Nov 14
Home2 Suites by Hilton Huntsville
A lounge area with blue and purple seating, a pink ottoman, and a mural of Bridgeport.
A modern indoor pool area with a clear pool, seating by the pool, and a wall with circular logos.
A modern hotel reception area with a circular desk, comfortable seating, and a large window providing natural light.
A modern breakfast area with a coffee machine, yogurt and oatmeal dispenser, and a sign advertising pancakes.

8. Tru By Hilton Bracebridge, On

Tru By Hilton Bracebridge, On
Bracebridge
₩107,285
₩126,082 total
includes taxes & fees
Nov 1 - Nov 2
Tru By Hilton Bracebridge, On
Spa
Bathroom
Exterior
Restaurant

9. The Bala Bay Inn

The Bala Bay Inn
Bala
₩180,665
₩204,152 total
includes taxes & fees
Oct 15 - Oct 16
The Bala Bay Inn
A clear blue swimming pool with a wooden deck and a rock feature.
A patio with wicker chairs and a fire pit overlooking a golf course.
A rustic lodge with a stone chimney, a large tree in the foreground, and a view of the mountains in the background.
A large building with a stone roof, surrounded by autumn foliage and a winding road.

10. Muskoka Bay Resort

Muskoka Bay Resort
Gravenhurst
  • Endless summer fun for families at Muskoka Bay Resort with pools, playground, and free activities near Lake Muskoka.
₩195,623
₩272,555 total
includes taxes & fees
Oct 15 - Oct 16
Muskoka Bay Resort
View all properties

Choose what matters most at family-friendly hotels in Windermere

Breakfast included
Pool
All-inclusive
4 stars
5 stars

Top Windermere Hotel Reviews

Windermere House

Windermere House

10/10 Excellent
"No complaints. Good value. Great pool Hot tub golf course great free breakfast was end of season,"
Joel 2-night trip
Posted 2 hours ago
Windermere House
Knights Inn Huntsville, ON

Knights Inn Huntsville, ON

10/10 Excellent
"The view was nice and the room was good."
Fabian Roudra 1-night trip
Posted 4 hours ago
Knights Inn Huntsville, ON
Residence Inn by Marriott Gravenhurst Muskoka Wharf

Residence Inn by Marriott Gravenhurst Muskoka Wharf

10/10 Excellent
"Great Location"
Sagar 1-night trip
Posted 7 hours ago
Residence Inn by Marriott Gravenhurst Muskoka Wharf
JW Marriott The Rosseau Muskoka Resort & Spa

JW Marriott The Rosseau Muskoka Resort & Spa

8/10 Good
"Beautiful hotel , great facilities, wonderful staff. Just recommend to have water dispenser at the lobby all day long please . Maybe add a half an hour free boat ride to each stay for fall . That may exciting the new client to see colourful fall"
maryam 2-night trip
Posted 10 hours ago
JW Marriott The Rosseau Muskoka Resort & Spa
Howard Johnson by Wyndham Gravenhurst

Howard Johnson by Wyndham Gravenhurst

10/10 Excellent
"We had a pleasant stay. The staff was polite and friendly."
Pheni 2-night trip
Posted 11 hours ago
Howard Johnson by Wyndham Gravenhurst
Comfort Inn

Comfort Inn

10/10 Excellent
"Great staff, very helpful, provided a good stay"
Kimberley 2-night trip
Posted 16 hours ago
Comfort Inn
Motel 6 Huntsville, ON

Motel 6 Huntsville, ON

10/10 Excellent
"good parking"
Murray 2-night trip
Posted 17 hours ago
Motel 6 Huntsville, ON
Pinedale Inn

Pinedale Inn

8/10 Good
"Great location."
Daniel 1-night trip
Posted 18 hours ago
Pinedale Inn
Holiday Inn Express & Suites Huntsville by IHG

Holiday Inn Express & Suites Huntsville by IHG

8/10 Good
"The breakfast was delicious. The breakfast staff was fantastic and very helpful."
Lynn 2-night trip
Posted 1 day ago
Holiday Inn Express & Suites Huntsville by IHG

Frequently asked questions

What's Windermere like for family-friendly vacations?
You might want to consider the relaxing destination of Windermere if you've been thinking about a trip for the whole family. The lake views, sporting events, and golfing are just some of the things that make this the perfect spot for family trips. Fly into Muskoka, ON (YQA), which is located 18.1 mi (29.1 km) from the city center.
What's the best hotel for a family vacation to Windermere?
Windermere House is a resort with an outdoor pool and 2 restaurants, and it's a top choice on Expedia for families.
When's the best time to book a family-friendly vacation in Windermere?
The hottest months are usually July and August with an average temp of 64°F, while the coldest months are January and February with an average of 22°F. Average annual precipitation for Windermere is 48 inches.
What's there to see and do with your family in Windermere?
While you are visiting Windermere, you might want to round up the kiddos and make time to see interesting attractions such as Windermere Marina and Muskoka Sports and Recreation. Make sure you have lots of time for activities like Diamond In The Ruff Golf Course and High Falls Water Park.

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