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 $540, price is now $350 per person
$350
per person
Feb 23 - Mar 1
found 8 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) 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.
Spacious 4-Bedroom Retreat

Spacious 4-Bedroom Retreat

3 out of 5
Price was $1,276, price is now $755 per person
$755
per person
Jan 25 - Jan 29
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Toronto (YYZ)
This apartment doesn't skimp on freebies - guests receive free WiFi and free self parking. Families will appreciate the onsite laundry facilities and in-room childcare. Express check-out, luggage storage, and wedding services are also on offer.
Stallion Suites - Entertainment District

Stallion Suites - Entertainment District

4 out of 5
Downtown Toronto
Save 100% on your flight
Price was $1,276, price is now $765 per person
$765
per person
Jan 31 - Feb 4
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Toronto (YYZ)
A gym is available at this hotel. Take advantage of the self parking.
York Residence

York Residence

2 out of 5
Downtown Toronto
Price was $1,049, price is now $759 per person
$759
per person
Feb 23 - Mar 1
found 2 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Toronto (YYZ)
An indoor pool is featured at this hotel, along with self parking. Staff at the 24-hour front desk can provide around-the-clock assistance.
South Landing Inn Niagara on the Lake

South Landing Inn Niagara on the Lake

3.5 out of 5
Queenston
Save 100% on your flight
Price was $999, price is now $723 per person
$723
per person
Feb 23 - Feb 28
found 24 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Toronto (YYZ)
This guesthouse doesn't skimp on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. Business travelers can take advantage of the express check-out. A terrace, a garden, and a picnic area are also on offer.

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
$236 nightly
The price is $278 total per night
$278 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
$178 nightly
The price is $209 total per night
$209 total
Dec 29 - Dec 30
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
$103 nightly
The price is $121 total per night
$121 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 $145 total per night
$145 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
$128 nightly
The price is $151 total per night
$151 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
$108 nightly
The price is $127 total per night
$127 total
Jan 18 - Jan 19, 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 $350. 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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