Book Exclusive Simcoe County Vacation Packages

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A historic brick building with green shutters and a sign for 'Arcade'.

Collingwood

Vacations
Collingwood

Simcoe County flight + hotel packages

Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Toronto

Hotel Riu Plaza Toronto

4 out of 5
Downtown Toronto
Save 100% on your flight
Price was CA $1,090, price is now CA $762 per person
CA $762
per person
Dec 10 - Dec 14
found 1 day ago
Roundtrip flight included
Edmonton (YEG) to Toronto (YYZ)
Book a stay at this business-friendly hotel in Toronto. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Popular attractions CN Tower and Rogers Centre are located nearby.
Spectacular Views Apartments

Spectacular Views Apartments

4 out of 5
Downtown Toronto
Save 100% on your flight
Price was CA $1,944, price is now CA $1,206 per person
CA $1,206
per person
Nov 27 - Dec 2
found 16 hours ago
Roundtrip flight included
Vancouver (YVR) to Toronto (YYZ)
Stay at this apartment in Toronto. Enjoy free WiFi, a fitness center, and laundry facilities. Popular attractions CN Tower and Rogers Centre are located nearby.
1 Hotel Toronto

1 Hotel Toronto

5 out of 5
Downtown Toronto
Save 100% on your flight
Price was CA $2,250, price is now CA $1,494 per person
CA $1,494
per person
Dec 11 - Dec 15
found 1 day ago
Roundtrip flight included
Edmonton (YEG) to Toronto (YYZ)
Book a stay at this luxury hotel in Toronto. Enjoy free WiFi, an outdoor pool, and 3 restaurants. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Rogers Centre and CN Tower are located nearby.
Four Seasons Hotel Toronto

Four Seasons Hotel Toronto

5 out of 5
Old Toronto
Save 100% on your flight
Price was CA $5,800, price is now CA $4,008 per person
CA $4,008
per person
Nov 7 - Nov 14
found 1 day ago
Roundtrip flight included
Vancouver (YVR) to Toronto (YYZ)
Book a stay at this luxury hotel in Toronto. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions CF Toronto Eaton Centre and CN Tower are located nearby.
Maple Leaf Square

Maple Leaf Square

3.5 out of 5
Downtown Toronto
Save 100% on your flight
Price was CA $1,045, price is now CA $767 per person
CA $767
per person
Dec 13 - Dec 17
found 1 day ago
Roundtrip flight included
Halifax (YHZ) to Toronto (YYZ)
Stay at this aparthotel in Toronto. Enjoy free WiFi, laundry facilities, and Netflix. Popular attractions Scotiabank Arena and CN Tower are located nearby.

Top Simcoe County hotels deals

Living Stone Golf Resort

Living Stone Golf Resort

3 out of 5
19 Keith Ave Collingwood ON
The price is CA $128 per night
CA $128
CA $161 total
Oct 13 - Oct 14
includes taxes & fees
Book a stay at this golf resort in Collingwood. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Blue Mountain Ski Resort and Scandinave Spa Blue Mountain are located nearby.
Pool
Parking included
Carriage Ridge Resort, an Ascend Collection Resort

Carriage Ridge Resort, an Ascend Collection Resort

2.5 out of 5
3303 Line 3 N Oro-Medonte ON
Free cancellation
The price is CA $95 per night
CA $95
CA $111 total
Nov 1 - Nov 2
includes taxes & fees
Book a stay at this family-friendly hotel in Oro-Medonte. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Horseshoe Valley and Mount St. Louis Moonstone are located nearby.
Pool
Hot tub
Living Water Resort and Spa

Living Water Resort and Spa

3.5 out of 5
9 Harbour Street East Collingwood ON
The price is CA $221 per night
CA $221
CA $271 total
Oct 8 - Oct 9
includes taxes & fees
Book a stay at this spa resort in Collingwood. Enjoy an outdoor pool, a full-service spa, and a marina. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Blue Mountain Ski Resort and Scandinave Spa Blue Mountain are located nearby.
Pool
Hot tub
Days Inn & Suites by Wyndham Collingwood

Days Inn & Suites by Wyndham Collingwood

2.5 out of 5
15 Cambridge Street Collingwood ON
The price is CA $130 per night
CA $130
CA $153 total
Nov 1 - Nov 2
includes taxes & fees
Book a stay at this business-friendly hotel in Collingwood. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Blue Mountain Ski Resort and Scandinave Spa Blue Mountain are located nearby.
Pool
Hot tub
Holiday Inn Express & Suites Collingwood by IHG

Holiday Inn Express & Suites Collingwood by IHG

2.5 out of 5
500 HUME STREET Collingwood ON
Free cancellation
The price is CA $172 per night
CA $172
CA $202 total
Oct 25 - Oct 26
includes taxes & fees
Book a stay at this business-friendly hotel in Collingwood. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Blue Mountain Ski Resort and Scandinave Spa Blue Mountain are located nearby.
Pool
Hot tub
Georgian Bay Hotel Trademark Collection by Wyndham

Georgian Bay Hotel Trademark Collection by Wyndham

3 out of 5
10 Vacation Inn Collingwood ON
Free cancellation
Reserve now, pay when you stay
The price is CA $156 per night
CA $156
CA $192 total
Nov 2 - Nov 3
includes taxes & fees
Stay at this resort in Collingwood. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the pool and the restaurant in our reviews. Popular attractions Blue Mountain Ski Resort and Scandinave Spa Blue Mountain are located nearby.
Pool
Parking included
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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.

Stay near popular Simcoe County attractions

A multi-tiered waterfall cascading over rocky terrain with a coniferous tree in the background.

Casino Rama

8.8/10 (718 reviews)
Why not roll the dice with a visit to Casino Rama during your travels in Chippewas of Rama First Nation? Discover the area's great live music and casinos.
See properties

Photos of local treasures

Browse Simcoe County vacation photos for more inspiration

A hillside with autumn foliage, a rocky cliff, and a field of wildflowers.
A rural landscape with a stone house and a barn.
A marina with several sailboats docked, a lighthouse in the background, and a chain barrier in the foreground.
A boat docked at a pier during sunset.
A rocky shoreline with clear water and icebergs in the background.

Frequently asked questions

How much are vacation packages to Simcoe County?
Adventures are calling in Simcoe County, with Travelocity vacation packages starting from as low as CA $762. Including flights and hotels, these incredible deals are a simple way to experience every corner of the world.
Where can I get the best vacation package deals for Simcoe County?
You'll find an excellent range of Simcoe County package deals on Travelocity. With no less than 400 air carriers and 1,000,000 worldwide properties, organizing your ultimate getaway will be a breeze.
Why should I purchase my Simcoe County vacation package via Travelocity?
With our Price Match Guarantee, we'll match any cheaper price you find. Add to that our 24/7 customer support and top-quality service and your perfect vacation is well within reach.
Can I save on my Simcoe County car rental if I combine it with hotels and flights?
Bundling your bookings into a Simcoe County vacation package will save you some serious money. Choose a car and flight; a hotel, car and flight; or a hotel and car. You won't find a better way to explore the greater Simcoe County region than from behind the wheel of your own rental car. You can also add experiences and activities to your Travelocity package.
Which airport is best for Simcoe County?
Simcoe County is serviced by two main airports — Pearson Intl. Airport (YYZ) and Billy Bishop Toronto City Airport (YTZ).
What is there to do in Simcoe County?
Simcoe County boasts hidden surprises at every turn, but be sure you see CFB Borden Military Museum and Tanger Outlets while you're here. These attractions are popular with visitors.