Book Exclusive Simcoe County Vacation Packages

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Search vacation packages deals in Simcoe County's top destinations

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.
Modern Downtown Apartments

Modern Downtown Apartments

4 out of 5
Downtown Toronto
Price was CA $1,323, price is now CA $975 per person
CA $975
per person
Sep 17 - Sep 20
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Toronto (YYZ)
Stay at this aparthotel in Toronto. Enjoy free WiFi, parking (surcharge), and laundry facilities. Popular attractions CN Tower and Rogers Centre are located nearby.
Fort York Suites Toronto

Fort York Suites Toronto

3.5 out of 5
Old Toronto
Price was CA $2,440, price is now CA $1,622 per person
CA $1,622
per person
Sep 11 - Sep 18
found 5 hours ago
Roundtrip flight included
St. John's (YYT) to Toronto (YYZ)
Book a stay at this business-friendly aparthotel in Toronto. Enjoy free WiFi, a fitness center, and parking (surcharge). Popular attractions RBC Amphitheatre and Rogers Centre are located nearby.
Burano Condos in Downtown Toronto

Burano Condos in Downtown Toronto

3 out of 5
Downtown Toronto
Price was CA $2,011, price is now CA $1,350 per person
CA $1,350
per person
Sep 20 - Sep 26
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Toronto (YYZ)
Stay at this hotel in Toronto. Enjoy free WiFi, parking (surcharge), and Netflix. Popular attractions CF Toronto Eaton Centre and Scotiabank Arena are located nearby.
Beautiful Condos In the Heart of Downtown

Beautiful Condos In the Heart of Downtown

3.5 out of 5
Downtown Toronto
Price was CA $2,316, price is now CA $1,671 per person
CA $1,671
per person
Sep 20 - Sep 26
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Toronto (YYZ)
Stay at this aparthotel in Toronto. Enjoy free WiFi, a 24-hour fitness center, and parking (surcharge). Popular attractions Rogers Centre and CN Tower are located nearby.
Teahouse Condos in Downtown Toronto

Teahouse Condos in Downtown Toronto

4 out of 5
Downtown Toronto
Price was CA $1,337, price is now CA $978 per person
CA $978
per person
Sep 17 - Sep 20
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Toronto (YYZ)
Stay at this aparthotel in Toronto. Enjoy free WiFi, parking (surcharge), and Netflix. Popular attractions CF Toronto Eaton Centre and Scotiabank Arena are located nearby.

Top Simcoe County hotels deals

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 $208 per night
CA $208
CA $256 total
Jul 8 - Jul 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 Scandinave Spa Blue Mountain and Blue Mountain Ski Resort are located nearby.
Pool
Hot tub
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 $135 per night
CA $135
CA $157 total
Aug 3 - Aug 4
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 Vettä Nordic Spa are located nearby.
Pool
Parking included
Days Inn & Suites by Wyndham Collingwood

Days Inn & Suites by Wyndham Collingwood

2.5 out of 5
15 Cambridge Street Collingwood ON
Free cancellation
Reserve now, pay when you stay
The price is CA $172 per night
CA $172
CA $202 total
Jul 12 - Jul 13
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 Scandinave Spa Blue Mountain and Blue Mountain Ski Resort are located nearby.
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 $170 per night
CA $170
CA $208 total
Jul 12 - Jul 13
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 Scandinave Spa Blue Mountain and Blue Mountain Ski Resort are located nearby.
Pool
Parking included
Living Stone Golf Resort

Living Stone Golf Resort

3 out of 5
19 Keith Ave Collingwood ON
The price is CA $136 per night
CA $136
CA $170 total
Jul 8 - Jul 9
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 Scandinave Spa Blue Mountain and Blue Mountain Ski Resort are located nearby.
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 $185 per night
CA $185
CA $217 total
Jul 12 - Jul 13
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 Scandinave Spa Blue Mountain and Blue Mountain Ski Resort are located nearby.
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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 by visiting Casino Rama where you can enjoy the games and entertainment of this top casino 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 $975. 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.