The Best Luxury Hotels in Windermere from ￥12,471 in 2026

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Our top choices for Windermere luxury hotels

Private beach, water skiing, kayaking, motor boating

5 restaurants; breakfast, lunch, and dinner served

1. JW Marriott The Rosseau Muskoka Resort & Spa

Muskoka Lakes

Luxurious lakeside escape with private beach access, full-service spa, and five exceptional restaurants in scenic Muskoka.

￥44,575

￥56,960 total

includes taxes & fees

Oct 8 - Oct 9

Luxury Room | Pillowtop beds, iron/ironing board, WiFi (free), bed sheets

2. Sherwood Inn

Muskoka Lakes

￥14,981

￥20,590 total

includes taxes & fees

Oct 4 - Oct 5

Premium Suite, 2 Bedrooms, Beach View | Living area | 50-inch TV with cable channels, fireplace

Private beach, white sand, kayaking, rowing

3. Touchstone Resort

Muskoka Lakes

￥31,677

￥38,659 total

includes taxes & fees

Oct 12 - Oct 13

3 restaurants; breakfast, lunch, and dinner served

Suite, 1 King Bed with Sofa bed | Terrace/patio

4. Rocky Crest Golf Resort

Seguin

￥18,304

￥26,350 total

includes taxes & fees

Oct 12 - Oct 13

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Top Windermere Hotel Reviews

Howard Johnson by Wyndham Gravenhurst

10/10 Excellent

"Clean and affordable"

JW Marriott The Rosseau Muskoka Resort & Spa

8/10 Good

"Staff were attentive, restaurant excellent, beautiful surroundings and no complaints. The app only showed 4 stars (programming issue) but it is worth 5 stars."

Residence Inn by Marriott Gravenhurst Muskoka Wharf

10/10 Excellent

"Very nice stay for 2 nights. Room is spacious and clean."

Frequently asked questions

Are you looking for a luxury hotel for your Windermere vacation?

Let Expedia help you arrange your flight to Muskoka, ON (YQA) airport, and then choose from some places to stay that will deliver the luxury you seek. Amenities are an important consideration when you plan a vacation, so we make it easy to find what you need to make your stay special. If you want a posh hotel that has a spa, an indoor pool, or luxury bedding, Expedia can assist you in finding the best luxury hotel experience that Windermere offers. Windermere has some interesting things to see and do including Windermere Golf & Country Club and Windermere Marina, so you might want to take in the local sights during your visit.

When can I expect good weather in Windermere?

Planning for the weather is a good way to make your trip to Windermere relaxing and enjoyable, especially when you're splurging. 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 in Windermere?

When you're in Windermere, enjoy exploring the sights and attractions here including Windermere Golf & Country Club, Windermere Marina, and Lake Rosseau. If you have a little extra time during your trip, you might want to check out Three Mile Lake and The Port Carling Wall.

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Book Luxury Hotels in Windermere on Expedia.ca

Find Luxury Hotels in Windermere

Change your mind

Treat yourself

Be picky

Check availability on Windermere Luxury Hotels

Our top choices for Windermere luxury hotels

1. JW Marriott The Rosseau Muskoka Resort & Spa

2. Sherwood Inn

3. Touchstone Resort

4. Rocky Crest Golf Resort

Top Windermere Hotel Reviews

Howard Johnson by Wyndham Gravenhurst

JW Marriott The Rosseau Muskoka Resort & Spa

Residence Inn by Marriott Gravenhurst Muskoka Wharf

Frequently asked questions

Explore a world of travel with Expedia