Find the best Simcoe County Hotels

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Simcoe County Accommodation: Most Popular Cities to Stay

Collingwood which includes heritage architecture
HotelsHotels

Collingwood

Collingwood

Check prices for these dates

Tonight
24 Dec - 25 Dec
Tomorrow
25 Dec - 26 Dec
This weekend
26 Dec - 28 Dec
Next weekend
2 Jan - 4 Jan

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Simcoe County hotels

View from property
Living Water Resort and Spa

Living Water Resort and Spa

Living Water Resort and Spa
3.5 star property
Collingwood
8.4 out of 10, Very good, (1373)
"Comfortable room and beautiful spa "
Canada
Menachem
The price is 6.060.209 ₫
7.344.822 ₫ total
includes taxes & fees
17 Jan - 18 Jan 2026
Living Water Resort and Spa
Indoor pool, seasonal outdoor pool, pool loungers
Georgian Bay Hotel Trademark Collection by Wyndham

Georgian Bay Hotel Trademark Collection by Wyndham

Georgian Bay Hotel Trademark Collection by Wyndham
3.0 star property
Collingwood
8.6 out of 10, Excellent, (1001)
"Amazing staff, quick check in, spotless room, and very good breakfast at the Gustav restaurant! "
Canada
Reem
The price is 3.205.279 ₫
3.936.420 ₫ total
includes taxes & fees
25 Jan - 26 Jan 2026
Georgian Bay Hotel Trademark Collection by Wyndham
Standard Room, 2 Queen Beds - Pet Friendly($) | Individually decorated, desk, iron/ironing board, free WiFi
Living Stone Golf Resort

Living Stone Golf Resort

Living Stone Golf Resort
3.0 star property
Collingwood
8.2 out of 10, Very good, (1059)
"Clean rooms, friendly staff and perfect price! "
Canada
Treena
The price is 5.002.043 ₫
6.075.606 ₫ total
includes taxes & fees
26 Dec - 27 Dec
Living Stone Golf Resort
Exterior
Days Inn & Suites by Wyndham Collingwood

Days Inn & Suites by Wyndham Collingwood

Days Inn & Suites by Wyndham Collingwood
2.5 star property
Collingwood
9.0 out of 10, Wonderful, (1435)
"Spotless hotel and rooms, great amenities, breakfast plentiful, pool clean and quiet, staff were amazing!!! "
Canada
Stephanie
The price is 2.731.990 ₫
3.210.634 ₫ total
includes taxes & fees
11 Jan - 12 Jan 2026
Days Inn & Suites by Wyndham Collingwood
Exterior
Holiday Inn Express & Suites Collingwood by IHG

Holiday Inn Express & Suites Collingwood by IHG

Holiday Inn Express & Suites Collingwood by IHG
2.5 star property
Collingwood
9.4 out of 10, Exceptional, (1473)
"Perfect stay!"
Canada
Michael
The price is 3.174.496 ₫
3.730.706 ₫ total
includes taxes & fees
25 Jan - 26 Jan 2026
Holiday Inn Express & Suites Collingwood by IHG
Lobby
Comfort Inn & Suites

Comfort Inn & Suites

Comfort Inn & Suites
2.5 star property
Collingwood
8.2 out of 10, Very good, (1051)
"Room was excellent and breakfast was very good "
Canada
Toni
The price is 2.753.154 ₫
3.235.507 ₫ total
includes taxes & fees
14 Jan - 15 Jan 2026
Comfort Inn & Suites
Exterior
Candlewood Suites Collingwood by IHG

Candlewood Suites Collingwood by IHG

Candlewood Suites Collingwood by IHG
2.5 star property
Collingwood
9.6 out of 10, Exceptional, (909)
"Enjoyed our stay. "
Canada
Amanda
The price is 2.866.666 ₫
3.368.814 ₫ total
includes taxes & fees
11 Jan - 12 Jan 2026
Candlewood Suites Collingwood by IHG
Premium bedding, blackout curtains, iron/ironing board, free WiFi
Carriage Ridge Resort, an Ascend Collection Resort

Carriage Ridge Resort, an Ascend Collection Resort

Carriage Ridge Resort, an Ascend Collection Resort
2.5 star property
Oro-Medonte
9.0 out of 10, Wonderful, (1002)
"Nice, quiet stay! "
Canada
Paige
The price is 2.327.964 ₫
2.709.518 ₫ total
includes taxes & fees
18 Jan - 19 Jan 2026
Carriage Ridge Resort, an Ascend Collection Resort
Exterior
Bayview Wildwood Resort, an Ascend Collection Resort

Bayview Wildwood Resort, an Ascend Collection Resort

Bayview Wildwood Resort, an Ascend Collection Resort
2.5 star property
Severn
8.6 out of 10, Excellent, (207)
"Did not try the pool,enjoyed the games room,staff were great,convience of location great,beautiful lake views,"
Canada
Carol
The price is 2.007.821 ₫
3.028.668 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
Bayview Wildwood Resort, an Ascend Collection Resort
Pillow-top beds, desk, iron/ironing board, rollaway beds
Days Inn by Wyndham Orillia

Days Inn by Wyndham Orillia

Days Inn by Wyndham Orillia
2.5 star property
Ramara
8.8 out of 10, Excellent, (1755)
"Enjoyed my stay"
Canada
Janet
The price is 2.139.418 ₫
2.417.542 ₫ total
includes taxes & fees
6 Jan - 7 Jan 2026
Days Inn by Wyndham Orillia
Deluxe Suite, 1 King Bed with Sofa bed, City View | Private kitchen | Coffee/tea maker, toaster, paper towels
The Dorchester Hotel

The Dorchester Hotel

The Dorchester Hotel
3.5 star property
Collingwood
9.8 out of 10, Exceptional, (463)
"We have a wonderful stay. "
Canada
Peter
The price is 5.177.314 ₫
6.084.258 ₫ total
includes taxes & fees
8 Jan - 9 Jan 2026
The Dorchester Hotel
Hallway
Luxury Inn

Luxury Inn

Luxury Inn
2.0 star property
Collingwood
8.2 out of 10, Very good, (827)
"Excellent location, helpful staff, beds were comfortable! "
Canada
Rocco
The price is 2.693.512 ₫
3.165.454 ₫ total
includes taxes & fees
5 Jan - 6 Jan 2026
Luxury Inn
Exterior
Somewhere Inn Collingwood

Somewhere Inn Collingwood

Somewhere Inn Collingwood
2.0 star property
Collingwood
9.6 out of 10, Exceptional, (56)
"Great little boutique hotel. Excellent location "
Canada
Ignazio
The price is 5.031.095 ₫
6.252.795 ₫ total
includes taxes & fees
22 Jan - 23 Jan 2026
Somewhere Inn Collingwood
Exterior
Comfort Inn & Suites

Comfort Inn & Suites

Comfort Inn & Suites
2.5 star property
Bradford
9.4 out of 10, Exceptional, (183)
"Great place to stay "
Canada
Dustin
The price is 3.015.771 ₫
3.407.869 ₫ total
includes taxes & fees
28 Dec - 29 Dec
Comfort Inn & Suites
Exterior
Hampton Inn Midland, On

Hampton Inn Midland, On

Hampton Inn Midland, On
2.5 star property
Midland
9.2 out of 10, Wonderful, (498)
"Great hotel. Nice rooms and staff."
Canada
Dale
The price is 2.469.373 ₫
2.902.005 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
Hampton Inn Midland, On
Studio Suite, 1 King Bed, Non Smoking | Desk, iron/ironing board, rollaway beds, free WiFi
Super 8 by Wyndham Midland

Super 8 by Wyndham Midland

Super 8 by Wyndham Midland
2.0 star property
Midland
8.2 out of 10, Very good, (1001)
"Breakfast wa good, staff was very friendly "
United States
Lance
The price is 2.212.527 ₫
2.587.695 ₫ total
includes taxes & fees
28 Dec - 29 Dec
Super 8 by Wyndham Midland
Exterior
Quality Inn & Conference Centre

Quality Inn & Conference Centre

Quality Inn & Conference Centre
2.5 star property
Midland
8.2 out of 10, Very good, (1001)
"Room was clean, the staff was very friendly. "
Canada
Deeanna
The price is 2.090.935 ₫
2.457.268 ₫ total
includes taxes & fees
19 Jan - 20 Jan 2026
Quality Inn & Conference Centre
Front of property
Oasis by the Bay Vacation Suites

Oasis by the Bay Vacation Suites

Oasis by the Bay Vacation Suites
2.0 star property
Wasaga Beach
8.8 out of 10, Excellent, (425)
"Great for short stay"
Canada
Elnaz
The price is 2.213.297 ₫
2.501.118 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
Oasis by the Bay Vacation Suites
Property grounds
Midland Inn & Suites

Midland Inn & Suites

Midland Inn & Suites
2.5 star property
Midland
9.0 out of 10, Wonderful, (1002)
"Clean room nice staff"
Canada
BobbieJo
Midland Inn & Suites
Outdoor pool
Saga Resort

Saga Resort

Saga Resort
2.5 star property
Wasaga Beach
8.8 out of 10, Excellent, (878)
"Everything was great. The staff were very friendly and accommodating. They allowed me to check in early and gave great advice on the best places to visit. The room was very clean and spacious. I will definitely recommend this place."
Canada
Andro
The price is 2.792.017 ₫
3.155.064 ₫ total
includes taxes & fees
18 Jan - 19 Jan 2026
Saga Resort
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties

Great weekend hotel deals in Simcoe County

Showing deals for:2 Jan - 4 Jan

Image gallery for Rawley Resort

View from property

Rawley Resort

4.0 star property
Severn
9.2/10Wonderful (182 reviews)
30% off
Price is 5.197.001 ₫
13.050.042 ₫ total
includes taxes & fees
Rawley Resort
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Simcoe County Hotel Reviews

Kings Inn Midland

Kings Inn Midland

10/10 Excellent
"Fantastic motel. Newly renovated room with walk-in shower and plumbing fixtures. Staff were great, always made sure the snow was removed from our room entrance and parking area. Great location close to shopping and restaurants. 5 stars"
Stephen 2-night trip
Posted 5 days ago
Kings Inn Midland

Explore a world of travel with Expedia