Deals on vacations and trips to Simcoe County

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

Collingwood

Vacations
Collingwood
A beach with people relaxing and playing in the sand, waves crashing onto the shore, and a clear sky.

Wasaga Beach

Vacations
Wasaga Beach

Simcoe County flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
One King West Hotel & Residence

One King West Hotel & Residence

4 out of 5
Downtown Toronto
Price was $1,651, price is now $1,155 per person
$1,155
per person
Sep 7 - Sep 11
found 23 hours ago
Roundtrip flight included
Atlanta (ATL) to Toronto (YYZ)
This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the free WiFi in public areas, express check-out, and valet parking. There's a hot tub on site, and a 24-hour front desk and a coffee shop are also provided.
Four Seasons Hotel Toronto

Four Seasons Hotel Toronto

5 out of 5
Old Toronto
Price was $2,013, price is now $1,356 per person
$1,356
per person
Sep 10 - Sep 13
found 1 day ago
Roundtrip flight included
Boston (BOS) to Toronto (YYZ)
A full-service spa, an indoor pool, and a restaurant are all featured at this luxury hotel. Families will appreciate the onsite laundry facilities and babysitting. Traveling on business? Take advantage of the 24-hour business center, express check-in, and valet parking.
1 Hotel Toronto

1 Hotel Toronto

5 out of 5
Downtown Toronto
Price was $2,025, price is now $1,441 per person
$1,441
per person
Oct 15 - Oct 18
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Toronto (YYZ)
This luxury hotel features 3 restaurants, a bar/lounge, and a 24-hour gym. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. You'll appreciate the seasonal outdoor pool, poolside bar, and coffee shop.
Hotel Riu Plaza Toronto

Hotel Riu Plaza Toronto

4 out of 5
Downtown Toronto
Price was $1,673, price is now $1,253 per person
$1,253
per person
Sep 24 - Sep 27
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Toronto (YYZ)
This hotel doesn't skimp on freebies - guests receive free buffet breakfast and free WiFi. Business travelers can take advantage of the laundry service. Enjoy the 24-hour gym and conveniences like a 24-hour front desk and concierge services.

Top Simcoe County hotels deals

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
$97 nightly
The price is $114 total per night
$114 total
Aug 30 - Aug 31
Total with taxes and fees
This hotel features an indoor pool and a hot tub. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like continental breakfast and free self parking.
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
$90 nightly
The price is $101 total per night
$101 total
Sep 1 - Sep 2
Total with taxes and fees
This hotel features an indoor pool and a gym. There's fun for all ages with a playground and an arcade/game room, and barbecue grills are available on site. Guests will appreciate free perks like free self parking and WiFi in public areas.
Pool
Parking included
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
$90 nightly
The price is $106 total per night
$106 total
Aug 11 - Aug 12
Total with taxes and fees
A golf course and an indoor pool are featured at this traditional resort. Business travelers can take advantage of the free WiFi in public areas. Enjoy the 24-hour gym and perks like free self parking.
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
$134 nightly
The price is $157 total per night
$157 total
Sep 7 - Sep 8
Total with taxes and fees
This resort features an indoor pool, an outdoor tennis court, and a restaurant. Enjoy the gym and perks like free self parking and free WiFi. You'll appreciate the seasonal outdoor pool, bar/lounge, and laundry facilities.
Pool
Parking included
Living Water Resort and Spa

Living Water Resort and Spa

3.5 out of 5
9 Harbour Street East Collingwood ON
$153 nightly
The price is $180 total per night
$180 total
Sep 7 - Sep 8
Total with taxes and fees
A full-service spa, a marina, and 2 hot tubs are all featured at this resort. There's fun for all ages with a waterslide and a playground, and families will appreciate the picnic area. Traveling on business? Take advantage of the conference center and conference space on site.
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
$124 nightly
The price is $146 total per night
$146 total
Aug 30 - Aug 31
Total with taxes and fees
This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the hot tub and free perks like buffet breakfast and free self parking.
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 $1,155. 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.

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