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.
Residence Inn by Marriott Toronto Downtown / Entertainment District

Residence Inn by Marriott Toronto Downtown / Entertainment District

3.5 out of 5
Downtown Toronto
Price was $930, price is now $716 per person
$716
per person
Oct 16 - Oct 19
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Toronto (YYZ)
This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. Enjoy the hot tub and free continental breakfast each morning.
1 Hotel Toronto

1 Hotel Toronto

5 out of 5
Downtown Toronto
Price was $1,517, price is now $1,004 per person
$1,004
per person
Sep 25 - Sep 28
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) 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.
The Hazelton Hotel Toronto

The Hazelton Hotel Toronto

5 out of 5
Old Toronto
Save 100% on your flight
Price was $3,650, price is now $2,709 per person
$2,709
per person
Oct 22 - Oct 29
found 14 hours ago
Roundtrip flight included
New York (NYC) to Toronto (YYZ)
A full-service spa, an indoor pool, and a restaurant are all featured at this luxury hotel. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. You'll appreciate the gym, bar/lounge, and laundry facilities.
The Scotsman Hotel

The Scotsman Hotel

4 out of 5
Old Town Historic District
Price was $2,009, price is now $1,548 per person
$1,548
per person
Sep 14 - Sep 18
found 11 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Toronto (YYZ)
This bed & breakfast features free WiFi in public areas, concierge services, and free self parking. Enjoy the free full breakfast each morning. A terrace, a garden, and a lobby fireplace are also on offer.

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
$89 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
$93 nightly
The price is $109 total per night
$109 total
Aug 9 - Aug 10
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
$137 nightly
The price is $162 total per night
$162 total
Aug 30 - Aug 31
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.
Living Water Resort and Spa

Living Water Resort and Spa

3.5 out of 5
9 Harbour Street East Collingwood ON
$165 nightly
The price is $194 total per night
$194 total
Aug 16 - Aug 17
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
$127 nightly
The price is $149 total per night
$149 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.
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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 $716. 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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