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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.
The Waterside Inn

The Waterside Inn

3.5 out of 5
Port Credit
Price was CA $1,028, price is now CA $695 per person
CA $695
per person
Nov 14 - Nov 18
found 23 hours ago
Roundtrip flight included
Halifax (YHZ) to Toronto (YYZ)
Book a stay at this business-friendly hotel in Mississauga. Enjoy free WiFi, room service, and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Square One Shopping Centre and Lakefront Promenade Park are located nearby.
1 Hotel Toronto

1 Hotel Toronto

5 out of 5
Downtown Toronto
Price was CA $3,560, price is now CA $2,012 per person
CA $2,012
per person
Oct 26 - Oct 31
found 8 hours 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.
Town Inn Suites Hotel

Town Inn Suites Hotel

3.5 out of 5
Downtown Toronto
Price was CA $2,108, price is now CA $1,415 per person
CA $1,415
per person
Sep 24 - Sep 30
found 1 day ago
Roundtrip flight included
Edmonton (YEG) to Toronto (YYZ)
Stay at this hotel in Toronto. Enjoy free WiFi, breakfast (surcharge), and parking (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions CF Toronto Eaton Centre and The Distillery Historic District are located nearby.
Union Hotel

Union Hotel

4 out of 5
Downtown Toronto
Price was CA $1,516, price is now CA $1,029 per person
CA $1,029
per person
Oct 26 - Oct 31
found 8 hours ago
Roundtrip flight included
Edmonton (YEG) to Toronto (YYZ)
Book a stay at this business-friendly hotel in Toronto. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Popular attractions Scotiabank Arena and Ripley's Aquarium of Canada are located nearby.
Cambridge Suites Toronto

Cambridge Suites Toronto

4 out of 5
Downtown Toronto
Price was CA $2,438, price is now CA $1,680 per person
CA $1,680
per person
Sep 24 - Sep 30
found 1 day ago
Roundtrip flight included
Edmonton (YEG) to Toronto (YYZ)
Book a stay at this business-friendly hotel in Toronto. Enjoy free WiFi, breakfast (surcharge), and parking (surcharge). Our guests praise the helpful staff and the convenient parking in our reviews. Popular attractions CF Toronto Eaton Centre and Scotiabank Arena 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
Free cancellation
Reserve now, pay when you stay
The price is CA $133 per night
CA $133
CA $166 total
Aug 23 - Aug 24
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.
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 $149 per night
CA $149
CA $175 total
Sep 7 - Sep 8
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.
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
Reserve now, pay when you stay
The price is CA $121 per night
CA $121
CA $140 total
Sep 13 - Sep 14
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
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 $144 per night
CA $144
CA $177 total
Sep 13 - Sep 14
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
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 $180 per night
CA $180
CA $212 total
Aug 30 - Aug 31
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.
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 $223 per night
CA $223
CA $274 total
Sep 15 - Sep 16
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
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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 $695. 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.