Deals on vacations and trips to Simcoe County

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Search vacation packages deals in Simcoe County's top destinations

Collingwood which includes heritage architecture

Collingwood

Vacations
Collingwood
Wasaga Beach Provincial Park featuring a sandy beach

Wasaga Beach

Vacations
Wasaga Beach

Simcoe County flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Sunrise BnB with Free Parking

Sunrise BnB with Free Parking

2 out of 5
East York
Price was $635, price is now $412 per person
$412
per person
Mar 1 - Mar 7
found 1 day ago
Roundtrip flight included
New York (JFK) to Toronto (YYZ)
This bed & breakfast includes free WiFi in public areas and a virtual front desk. Enjoy the free continental breakfast each morning. Take advantage of the self parking.
Hotel Riu Plaza Toronto

Hotel Riu Plaza Toronto

4 out of 5
Downtown Toronto
Price was $2,458, price is now $1,170 per person
$1,170
per person
Mar 1 - Mar 7
found 1 day ago
Roundtrip flight included
New York (JFK) 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.
Stallion Suites - Entertainment District

Stallion Suites - Entertainment District

4 out of 5
Downtown Toronto
Save 100% on your flight
Price was $1,281, price is now $738 per person
$738
per person
Feb 18 - Feb 22
found 1 day ago
Roundtrip flight included
New York (JFK) to Toronto (YYZ)
A gym is available at this hotel. Take advantage of the self parking.
The Estate Entertainment District

The Estate Entertainment District

4.5 out of 5
Downtown Toronto
Save 100% on your flight
Price was $967, price is now $634 per person
$634
per person
Jan 30 - Feb 5
found 1 day ago
Roundtrip flight included
Miami (MIA) to Toronto (YYZ)
A gym, self parking, and concierge services are featured at this aparthotel. Staff at the 24-hour front desk can provide around-the-clock assistance.
Modern Apartments in North York

Modern Apartments in North York

4 out of 5
North York
Save 100% on your flight
Price was $1,207, price is now $802 per person
$802
per person
Mar 1 - Mar 7
found 13 hours ago
Roundtrip non-stop flight included
New York (JFK) to Toronto (YYZ)
This aparthotel features a gym and a seasonal outdoor pool. Business travelers can take advantage of the free WiFi in public areas. Enjoy the hot tub and perks like free self parking.

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
Free Cancellation
Reserve now, pay when you stay
$237 nightly
The price is $279 total per night
$279 total
Jan 17 - Jan 18, 2026
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. Enjoy a meal from the restaurant and perks like free WiFi.
Pool
Hot Tub
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
$100 nightly
The price is $117 total per night
$117 total
Jan 4 - Jan 5, 2026
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
Pet friendly
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
$104 nightly
The price is $122 total per night
$122 total
Jan 11 - Jan 12, 2026
Total with taxes and fees
This hotel features an indoor pool and a hot tub. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate freebies like continental breakfast and free self parking.
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
Jan 11 - Jan 12, 2026
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
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
$129 nightly
The price is $152 total per night
$152 total
Jan 11 - Jan 12, 2026
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
Candlewood Suites Collingwood by IHG

Candlewood Suites Collingwood by IHG

2.5 out of 5
502 Hume Street Collingwood ON
Free Cancellation
$109 nightly
The price is $128 total per night
$128 total
Jan 11 - Jan 12, 2026
Total with taxes and fees
Self parking is available and the hotel's front desk is staffed around-the-clock. WiFi in public areas is free. A convenience store is also provided.
Free WiFi
Parking available
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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.

Photos of local treasures

Browse Simcoe County vacation photos for more inspiration

Collingwood showing a park, cycling and a bridge
Barrie - Orillia
Barrie - Orillia featuring a bay or harbor
Barrie - Orillia featuring a memorial, a square or plaza and a park
Barrie - Orillia showing a pond

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 $412. 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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