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Find Hotels with Bar in Windermere from CA $169

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Check availability on Windermere Hotels with Bar

Tonight
Sep 16 - Sep 17
Tomorrow
Sep 17 - Sep 18
This weekend
Sep 18 - Sep 20
Next weekend
Sep 25 - Sep 27

Our top choices for Windermere hotels with a bar

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.
An aerial view of a large resort with a main building, multiple smaller structures, and a marina with boats.
A white building with a black entrance labeled "Lobby," surrounded by greenery and a stone pathway.

1. Windermere House

Windermere House
Muskoka Lakes
Canada
Mike
CA $269
CA $408 total
includes taxes & fees
Sep 20 - Sep 21
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.
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 $124
CA $173 total
includes taxes & fees
Oct 15 - Oct 16
Sherwood Inn
A large, multi-story hotel with a pool, landscaped gardens, and a scenic sunset view.
An outdoor patio area with seating and tables, surrounded by snow and trees, overlooking a body of water.
A lakeside beach with kayaks and lounge chairs.
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
Muskoka Lakes
Canada
Lan Qiang
CA $399
CA $510 total
includes taxes & fees
Oct 8 - Oct 9
JW Marriott The Rosseau Muskoka Resort & Spa
An outdoor patio area with tables and chairs, surrounded by a garden with various plants and flowers.
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.
A restaurant with a stone wall, wooden tables, and chairs.

4. Inn at the Falls

Inn at the Falls
Bracebridge
Canada
Ellery
CA $143
CA $169 total
includes taxes & fees
Sep 20 - Sep 21
Inn at the Falls
A riverside walkway with a metal railing, a lamp post, and a grassy area.
An indoor swimming pool with clear water, surrounded by white chairs and tables, large windows, and ceiling lights.
A wall with a geometric pattern and pendant lights.
A modern building with a glass facade, outdoor seating area, and a well-maintained lawn.

5. Quality Inn

Quality Inn
Bracebridge
Canada
Gibran
CA $153
CA $180 total
includes taxes & fees
Sep 23 - Sep 24
Quality Inn
A log cabin with a stone foundation, large windows, and a stone roof.
A room with large windows overlooking a lake and greenery.
A dining area with large windows, wooden tables, and chairs, overlooking a body of water.

6. Rocky Crest Golf Resort

Rocky Crest Golf Resort
Seguin
Canada
Duncan
CA $160
CA $232 total
includes taxes & fees
Oct 15 - Oct 16
Rocky Crest Golf Resort

7. The Bala Bay Inn

The Bala Bay Inn
Bala
Canada
Andreas
CA $211
CA $238 total
includes taxes & fees
Sep 24 - Sep 25
The Bala Bay Inn
A house surrounded by a forest with a lawn and a path leading to it.
A cozy living room with a fireplace, leather furniture, and a rustic coffee table.
A spacious dining area with multiple tables set for a meal, large windows, and wooden beams on the ceiling.
A lakeside patio with a wooden pergola, picnic table, lounge chairs, and a boat.

8. Trillium Resort & Spa

Trillium Resort & Spa
Huntsville
Canada
Vanessa
CA $180
CA $212 total
includes taxes & fees
Sep 20 - Sep 21
Trillium Resort & Spa
A large building with a stone roof, surrounded by autumn foliage and a winding road.
A patio with wicker chairs and a fire pit overlooking a golf course.
A swimming pool with a waterfall feature, surrounded by rocks and greenery.
A rustic lodge with a stone chimney, a large tree in the foreground, and a view of the mountains in the background.

9. Muskoka Bay Resort

Muskoka Bay Resort
Gravenhurst
Canada
Brad
CA $230
CA $315 total
includes taxes & fees
Oct 6 - Oct 7
Muskoka Bay Resort
View all properties

Top Windermere Hotel Reviews

Residence Inn by Marriott Gravenhurst Muskoka Wharf

Residence Inn by Marriott Gravenhurst Muskoka Wharf

10/10 Excellent
"Very nice stay for 2 nights. Room is spacious and clean."
Jessica 2-night trip
Posted 15 hours ago
Residence Inn by Marriott Gravenhurst Muskoka Wharf
Windermere House

Windermere House

10/10 Excellent
"Had a wonderful stay. Front desk staff was helpful, Pool sauna and hot tub were lovely on chilly evenings."
Victoria 1-night trip
Posted 17 hours ago
Windermere House
Quality Inn

Quality Inn

10/10 Excellent
"Friendly, helpful and courteous staff"
Anonymous traveller 1-night trip
Posted 2 days ago
Quality Inn

Frequently asked questions

Searching for hotels with bars in Windermere?
Though you might not find a hotel in Windermere well-known for its bar, you will find 19 properties to choose from, some of which will have an onsite bar where you can unwind with an evening cocktail after a day out and about. While you're here, consider a visit to Windermere Golf & Country Club and Windermere Marina.
What are the best hotels with bars in Windermere?
Here are some top hotels with bars in and around Windermere: Windermere House: Resort with 2 restaurants. Enjoy the bar, free breakfast, and free WiFi. Muskoka Tiny Home: Hotel with restaurant. Enjoy the 2 poolside bars, free WiFi, and free parking. 3 Mile Lakehouse: Resort with 5 restaurants. Enjoy the bar, free WiFi, and 2 outdoor pools. Last Two Weeks of Summer Available- Large Dock, Hot Tub, Beach w Water Toys: Hotel with restaurant. Enjoy the bar, free WiFi, and free parking. Charming Muskoka Wilderness Cottage: Inn with restaurant. Enjoy the bar, free breakfast, and free WiFi.
What is there to do in Windermere?
In the area, you can visit Windermere Golf & Country Club, Windermere Marina, and Lake Rosseau, then find a cozy spot for a nightcap. Other places to see include Three Mile Lake.
When is the best time to visit Windermere?
Visiting local bars in Windermere is more fun when you know what the weather holds. These rainfall averages and temperatures can help you determine the best time for bar hopping. 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.
How can I get to Windermere and around the area?
You might want to make the most of these transportation options in and around Windermere: Fly into Muskoka, ON (YQA), which is located 18.1 mi (29.1 km) away from the heart of the city. If you'd like to explore around the area, consider renting a car to take in more sights.

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