Top Resorts in Simcoe County in 2026

A hillside with autumn foliage, a rocky cliff, and a field of wildflowers.

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Our top choices for Simcoe County resorts

A golf course with a clubhouse and a swimming pool.

1. Living Stone Golf Resort

Collingwood

Walter

Rp1.803.213 total

includes taxes & fees

1 Oct - 2 Oct

A pool area with a waterfall feature, surrounded by greenery and stone walls.

2. Living Water Resort and Spa

Collingwood

Claudia

Rp3.047.576 total

includes taxes & fees

27 Sept - 28 Sept

A couple walking towards a pool area surrounded by lush greenery.

3. Georgian Bay Hotel Trademark Collection by Wyndham

Collingwood

Robert

Rp2.504.100 total

includes taxes & fees

27 Sept - 28 Sept

A lakeside property with multiple houses, a dock, and autumn foliage.

4. Bayview Wildwood Resort, an Ascend Collection Resort

Severn

REDDY PRATAP

Rp2.675.784 total

includes taxes & fees

14 Oct - 15 Oct

A wooden deck with benches, a view of a lake, and trees.

5. Rawley Resort, Spa & Marina, Trademark Collection by Wyndham

Severn

Alla

Rp3.738.337 total

includes taxes & fees

1 Oct - 2 Oct

6. Friday Harbour Resort

Innisfil

"The unit we stayed was great! Nicely furnished, very comfortable and nice private outdoor area. We enjoyed the unit. Also had very good meals at 4 different restaurants - enjoyed those. The reason we would not come back is there are too many rules/restrictions for renters -ie only 2 set hours at the pool, no available chairs on the beach, no use of the gym, even restricted times at the volleyball area. As an owner of a similar type of property outside Canada when I rent my unit my...

Michelle

7. Horseshoe Resort

Oro-Medonte

Laurentiu

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Top Simcoe County Hotel Reviews

The Dorchester Hotel

10/10 Excellent

"Rachael at reception made our stay beautiful from the start. I am 91 and require a walker to gat around. She was so cheerful and helpful. She brought the luggage cart around to our car and assisted me to take our luggage to the front lobby, then sent us to our room and followed up with everything. On leaving, did it all again. She is a gem!!"