Cheap Vacations in Simcoe County

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Simcoe County vacations

Price found within the past 48 hours. Click for updated prices.
Sandman Hotel Oakville

Sandman Hotel Oakville

3.5 out of 5
Price was $691, price is now $533 per person
$533
per person
Nov 28 - Dec 3
found 1 day ago
Roundtrip flight included
Miami (MIA) to Toronto (YYZ)
Spectacular Views Apartments

Spectacular Views Apartments

4 out of 5
Downtown Toronto
Save 100% on your flight
Price was $1,484, price is now $944 per person
$944
per person
Nov 28 - Dec 3
found 1 day ago
Roundtrip flight included
Miami (MIA) to Toronto (YYZ)
The Waterside Inn

The Waterside Inn

3.5 out of 5
Port Credit
Price was $869, price is now $609 per person
$609
per person
Nov 28 - Dec 3
found 1 day ago
Roundtrip flight included
Miami (MIA) to Toronto (YYZ)
Plush Hotel

Plush Hotel

2 out of 5
Old Toronto
Price was $1,000, price is now $723 per person
$723
per person
Nov 28 - Dec 3
found 1 day ago
Roundtrip flight included
Miami (MIA) to Toronto (YYZ)
Four Seasons Hotel Toronto

Four Seasons Hotel Toronto

5 out of 5
Old Toronto
Save 100% on your flight
Price was $2,621, price is now $1,906 per person
$1,906
per person
Nov 28 - Dec 2
found 1 day ago
Roundtrip flight included
Miami (MIA) to Toronto (YYZ)
The Brick Hotel

The Brick Hotel

2 out of 5
Old Toronto
Save 100% on your flight
Price was $1,453, price is now $1,090 per person
$1,090
per person
Nov 28 - Dec 3
found 1 day ago
Roundtrip flight included
Miami (MIA) to Toronto (YYZ)
Old Mill Toronto

Old Mill Toronto

4 out of 5
Etobicoke
Price was $1,127, price is now $853 per person
$853
per person
Nov 28 - Dec 3
found 1 day ago
Roundtrip flight included
Miami (MIA) to Toronto (YYZ)
Willowdale Hotel Toronto North York

Willowdale Hotel Toronto North York

3 out of 5
North York
Price was $748, price is now $569 per person
$569
per person
Nov 28 - Dec 3
found 1 day ago
Roundtrip flight included
Miami (MIA) to Toronto (YYZ)
Union Hotel

Union Hotel

4 out of 5
Downtown Toronto
Price was $802, price is now $614 per person
$614
per person
Nov 26 - Nov 30
just found
Roundtrip flight included
Miami (MIA) to Toronto (YYZ)
Cozy & Modern Ensuite Basement Rooms - Steps to Subway & Downsview Rogers Stadium

Cozy & Modern Ensuite Basement Rooms - Steps to Subway & Downsview Rogers Stadium

3 out of 5
North York
Save 100% on your flight
Price was $1,758, price is now $1,347 per person
$1,347
per person
Nov 28 - Dec 3
found 1 day ago
Roundtrip flight included
Miami (MIA) to Toronto (YYZ)

3-night Simcoe County vacations

Price found within the past 48 hours. Click for updated prices.
Vittoria Hotel and Suites

Vittoria Hotel and Suites

3.5 out of 5
Price was $559, price is now $476 per person
$476
per person
Dec 2 - Dec 5
found 1 day ago
Roundtrip non-stop flight included
Miami (MIA) to Toronto (YYZ)
Four Seasons Hotel Toronto

Four Seasons Hotel Toronto

5 out of 5
Price was $1,981, price is now $1,425 per person
$1,425
per person
Dec 4 - Dec 7
found 6 hours ago
Roundtrip flight included
Seattle (SEA) to Toronto (YYZ)
Hotel Riu Plaza Toronto

Hotel Riu Plaza Toronto

4 out of 5
Price was $1,041, price is now $763 per person
$763
per person
Nov 21 - Nov 24
found 24 hours ago
Roundtrip flight included
Miami (MIA) to Toronto (YYZ)
TOOR Hotel Toronto, part of JdV by Hyatt

TOOR Hotel Toronto, part of JdV by Hyatt

4 out of 5
Price was $831, price is now $678 per person
$678
per person
Dec 4 - Dec 7
found 6 hours ago
Roundtrip flight included
Seattle (SEA) to Toronto (YYZ)
Cambridge Suites Toronto

Cambridge Suites Toronto

4 out of 5
Price was $842, price is now $693 per person
$693
per person
Nov 21 - Nov 24
found 24 hours ago
Roundtrip flight included
Miami (MIA) to Toronto (YYZ)
The Beverley Hotel

The Beverley Hotel

3.5 out of 5
Price was $726, price is now $599 per person
$599
per person
Dec 11 - Dec 14
found 1 day ago
Roundtrip flight included
San Francisco (SFO) to Toronto (YYZ)
Novotel Toronto Vaughan Centre

Novotel Toronto Vaughan Centre

3 out of 5
Price was $776, price is now $648 per person
$648
per person
Dec 7 - Dec 10
found 2 hours ago
Roundtrip flight included
Seattle (SEA) to Toronto (YYZ)
Town Inn Suites Hotel

Town Inn Suites Hotel

3.5 out of 5
Price was $768, price is now $643 per person
$643
per person
Dec 4 - Dec 7
found 6 hours ago
Roundtrip flight included
Seattle (SEA) to Toronto (YYZ)
One King West Hotel & Residence

One King West Hotel & Residence

4 out of 5
Price was $943, price is now $796 per person
$796
per person
Nov 21 - Nov 24
found 24 hours ago
Roundtrip flight included
Miami (MIA) to Toronto (YYZ)
The Omni King Edward Hotel

The Omni King Edward Hotel

4.5 out of 5
Price was $1,480, price is now $1,251 per person
$1,251
per person
Dec 7 - Dec 10
found 2 hours ago
Roundtrip flight included
Seattle (SEA) to Toronto (YYZ)
Sandman Signature Toronto Airport Hotel

Sandman Signature Toronto Airport Hotel

4 out of 5
Price was $802, price is now $681 per person
$681
per person
Nov 21 - Nov 24
found 24 hours ago
Roundtrip flight included
Miami (MIA) to Toronto (YYZ)
Hockley Valley Resort

Hockley Valley Resort

3.5 out of 5
Price was $897, price is now $774 per person
$774
per person
Dec 7 - Dec 10
found 2 hours ago
Roundtrip flight included
Seattle (SEA) to Toronto (YYZ)

4-night Simcoe County vacations

Price found within the past 48 hours. Click for updated prices.
Four Points by Sheraton Toronto Airport

Four Points by Sheraton Toronto Airport

3.5 out of 5
Price was $543, price is now $429 per person
$429
per person
Nov 26 - Nov 30
found 24 hours ago
Roundtrip flight included
Miami (MIA) to Toronto (YYZ)
Shangri-La Toronto

Shangri-La Toronto

5 out of 5
Save 100% on your flight
Price was $1,286, price is now $900 per person
$900
per person
Dec 10 - Dec 14
found 22 hours ago
Roundtrip flight included
Miami (MIA) to Toronto (YYZ)
Four Seasons Hotel Toronto

Four Seasons Hotel Toronto

5 out of 5
Save 100% on your flight
Price was $2,621, price is now $1,906 per person
$1,906
per person
Nov 28 - Dec 2
found 1 day ago
Roundtrip flight included
Miami (MIA) to Toronto (YYZ)
Old Mill Toronto

Old Mill Toronto

4 out of 5
Save 100% on your flight
Price was $857, price is now $648 per person
$648
per person
Nov 26 - Nov 30
found 24 hours ago
Roundtrip flight included
Miami (MIA) to Toronto (YYZ)
Union Hotel

Union Hotel

4 out of 5
Price was $802, price is now $614 per person
$614
per person
Nov 26 - Nov 30
just found
Roundtrip flight included
Miami (MIA) to Toronto (YYZ)
Novotel Toronto Vaughan Centre

Novotel Toronto Vaughan Centre

3 out of 5
Price was $751, price is now $587 per person
$587
per person
Nov 28 - Dec 2
found 1 day ago
Roundtrip flight included
Miami (MIA) to Toronto (YYZ)
Element by Marriott Toronto Airport

Element by Marriott Toronto Airport

3.5 out of 5
Price was $633, price is now $501 per person
$501
per person
Nov 26 - Nov 30
found 24 hours ago
Roundtrip flight included
Miami (MIA) to Toronto (YYZ)
The Brick Hotel

The Brick Hotel

2 out of 5
Save 100% on your flight
Price was $1,044, price is now $851 per person
$851
per person
Nov 26 - Nov 30
found 24 hours ago
Roundtrip flight included
Miami (MIA) to Toronto (YYZ)
Holiday Inn Toronto Airport East by IHG

Holiday Inn Toronto Airport East by IHG

3 out of 5
Price was $545, price is now $450 per person
$450
per person
Nov 26 - Nov 30
found 24 hours ago
Roundtrip flight included
Miami (MIA) to Toronto (YYZ)
Radisson Blu Toronto Downtown

Radisson Blu Toronto Downtown

3.5 out of 5
Price was $740, price is now $621 per person
$621
per person
Dec 10 - Dec 14
found 22 hours ago
Roundtrip flight included
Miami (MIA) to Toronto (YYZ)
Fairway Inn by the Falls

Fairway Inn by the Falls

2 out of 5
Price was $946, price is now $794 per person
$794
per person
Nov 20 - Nov 24
found 20 hours ago
Roundtrip flight included
Miami (MIA) to Toronto (YYZ)
StaysToronto

StaysToronto

3.5 out of 5
Price was $650, price is now $552 per person
$552
per person
Nov 26 - Nov 30
just found
Roundtrip flight included
Miami (MIA) to Toronto (YYZ)

5-night Simcoe County vacations

Price found within the past 48 hours. Click for updated prices.
Sandman Signature Mississauga Hotel

Sandman Signature Mississauga Hotel

4 out of 5
Price was $766, price is now $569 per person
$569
per person
Nov 28 - Dec 3
found 1 day ago
Roundtrip flight included
Miami (MIA) to Toronto (YYZ)
Hotel Riu Plaza Toronto

Hotel Riu Plaza Toronto

4 out of 5
Save 100% on your flight
Price was $1,196, price is now $749 per person
$749
per person
Nov 28 - Dec 3
found 1 day ago
Roundtrip flight included
Miami (MIA) to Toronto (YYZ)
Spectacular Views Apartments

Spectacular Views Apartments

4 out of 5
Save 100% on your flight
Price was $1,484, price is now $944 per person
$944
per person
Nov 28 - Dec 3
found 1 day ago
Roundtrip flight included
Miami (MIA) to Toronto (YYZ)
TOOR Hotel Toronto, part of JdV by Hyatt

TOOR Hotel Toronto, part of JdV by Hyatt

4 out of 5
Save 100% on your flight
Price was $1,114, price is now $722 per person
$722
per person
Nov 28 - Dec 3
found 1 day ago
Roundtrip flight included
Miami (MIA) to Toronto (YYZ)
Cambridge Suites Toronto

Cambridge Suites Toronto

4 out of 5
Save 100% on your flight
Price was $1,132, price is now $782 per person
$782
per person
Nov 28 - Dec 3
found 1 day ago
Roundtrip flight included
Miami (MIA) to Toronto (YYZ)
Novotel Toronto Vaughan Centre

Novotel Toronto Vaughan Centre

3 out of 5
Price was $874, price is now $612 per person
$612
per person
Nov 28 - Dec 3
found 1 day ago
Roundtrip flight included
Miami (MIA) to Toronto (YYZ)
The Waterside Inn

The Waterside Inn

3.5 out of 5
Price was $869, price is now $609 per person
$609
per person
Nov 28 - Dec 3
found 1 day ago
Roundtrip flight included
Miami (MIA) to Toronto (YYZ)
Plush Hotel

Plush Hotel

2 out of 5
Price was $1,000, price is now $723 per person
$723
per person
Nov 28 - Dec 3
found 1 day ago
Roundtrip flight included
Miami (MIA) to Toronto (YYZ)
One King West Hotel & Residence

One King West Hotel & Residence

4 out of 5
Save 100% on your flight
Price was $1,349, price is now $1,000 per person
$1,000
per person
Nov 28 - Dec 3
found 1 day ago
Roundtrip flight included
Miami (MIA) to Toronto (YYZ)
Four Seasons Hotel Toronto

Four Seasons Hotel Toronto

5 out of 5
Save 100% on your flight
Price was $3,166, price is now $2,352 per person
$2,352
per person
Nov 28 - Dec 3
found 1 day ago
Roundtrip flight included
Miami (MIA) to Toronto (YYZ)
The Brick Hotel

The Brick Hotel

2 out of 5
Save 100% on your flight
Price was $1,453, price is now $1,090 per person
$1,090
per person
Nov 28 - Dec 3
found 1 day ago
Roundtrip flight included
Miami (MIA) to Toronto (YYZ)
Town Inn Suites Hotel

Town Inn Suites Hotel

3.5 out of 5
Price was $1,056, price is now $793 per person
$793
per person
Nov 28 - Dec 3
found 1 day ago
Roundtrip flight included
Miami (MIA) to Toronto (YYZ)

6-7 night Simcoe County vacations

Price found within the past 48 hours. Click for updated prices.
Red Roof Inn Niagara Falls

Red Roof Inn Niagara Falls

2 out of 5
Price was $690, price is now $655 per person
$655
per person
Nov 15 - Nov 22
just found
Roundtrip flight included
San Francisco (SFO) to Toronto (YYZ)
Red Coach Inn

Red Coach Inn

3 out of 5
Price was $1,526, price is now $1,246 per person
$1,246
per person
Nov 15 - Nov 22
just found
Roundtrip flight included
San Francisco (SFO) to Toronto (YYZ)
Seneca Niagara Resort & Casino

Seneca Niagara Resort & Casino

4 out of 5
Price was $1,243, price is now $1,022 per person
$1,022
per person
Nov 15 - Nov 22
just found
Roundtrip flight included
San Francisco (SFO) to Toronto (YYZ)
Comfort Inn The Pointe

Comfort Inn The Pointe

3 out of 5
Price was $850, price is now $755 per person
$755
per person
Nov 15 - Nov 22
just found
Roundtrip flight included
San Francisco (SFO) to Toronto (YYZ)
Wyndham Garden at Niagara Falls

Wyndham Garden at Niagara Falls

3 out of 5
Price was $857, price is now $792 per person
$792
per person
Nov 15 - Nov 22
just found
Roundtrip flight included
San Francisco (SFO) to Toronto (YYZ)
Kalika Hotel

Kalika Hotel

2 out of 5
Price was $709, price is now $658 per person
$658
per person
Nov 15 - Nov 22
just found
Roundtrip flight included
San Francisco (SFO) to Toronto (YYZ)
Niagara Falls Home 2BR, Pets OK, Free Parking

Niagara Falls Home 2BR, Pets OK, Free Parking

3 out of 5
Price was $1,066, price is now $992 per person
$992
per person
Nov 15 - Nov 22
just found
Roundtrip flight included
San Francisco (SFO) to Toronto (YYZ)
2BR Near Niagara Falls Parking + WiFi

2BR Near Niagara Falls Parking + WiFi

3 out of 5
Price was $1,041, price is now $971 per person
$971
per person
Nov 15 - Nov 22
just found
Roundtrip flight included
San Francisco (SFO) to Toronto (YYZ)
voco Niagara Falls - The Cadence by IHG

voco Niagara Falls - The Cadence by IHG

3.5 out of 5
Price was $1,709, price is now $1,624 per person
$1,624
per person
Nov 15 - Nov 22
just found
Roundtrip flight included
San Francisco (SFO) to Toronto (YYZ)
Crowne Plaza Niagara Falls NY Riverside by IHG

Crowne Plaza Niagara Falls NY Riverside by IHG

3.5 out of 5
Price was $990, price is now $945 per person
$945
per person
Nov 15 - Nov 22
just found
Roundtrip flight included
San Francisco (SFO) to Toronto (YYZ)
Holiday Inn Niagara Falls State Park Entry by IHG

Holiday Inn Niagara Falls State Park Entry by IHG

3 out of 5
Price was $1,096, price is now $1,052 per person
$1,052
per person
Nov 15 - Nov 22
just found
Roundtrip flight included
San Francisco (SFO) to Toronto (YYZ)
Sheraton Niagara Falls

Sheraton Niagara Falls

4 out of 5
Price was $950, price is now $915 per person
$915
per person
Nov 15 - Nov 22
just found
Roundtrip flight included
San Francisco (SFO) to Toronto (YYZ)

Top places to visit in Simcoe County

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

Collingwood

Flight deals to Simcoe County

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Fri, Nov 20 - Sun, Nov 22
YXX
Abbotsford
YYZ
Toronto
$233 Roundtrip, found 2 days ago
$233
Roundtrip
found 2 days ago
Select Flair Airlines flight, departing Fri, Nov 20 from Abbotsford to Toronto, returning Sun, Nov 22, priced at $233 found 2 days ago
Fri, Nov 20 - Sun, Nov 22
YVR
Vancouver
YYZ
Toronto
$241 Roundtrip, found 2 days ago
$241
Roundtrip
found 2 days ago
Select Flair Airlines flight, departing Fri, Nov 20 from Vancouver to Toronto, returning Sun, Nov 22, priced at $241 found 2 days ago
Fri, Nov 20 - Sun, Nov 22
YVR
Vancouver
YTZ
Toronto
$329 Roundtrip, found 10 hours ago
$329
Roundtrip
found 10 hours ago
Select Porter Airlines flight, departing Fri, Nov 20 from Vancouver to Toronto, returning Sun, Nov 22, priced at $329 found 10 hours ago

Top rated hotels for your Simcoe County vacation

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
25.34 mi from city center
$94 nightly
The price is $110 total per night
$110 total
Oct 18 - Oct 19
Total with taxes and fees
With a stay at Living Stone Golf Resort in Collingwood, you'll be within a 10-minute walk of Living Shore Spa and Georgian Bay.
Pool
Parking included
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
7.23 mi from city center
$78 nightly
The price is $88 total per night
$88 total
Nov 8 - Nov 9
Total with taxes and fees
Located in Oro-Medonte, Carriage Ridge Resort, an Ascend Collection Resort is in a rural location, just a 1-minute walk from Horseshoe Valley and a 3-minute drive from Settlers' Ghost Golf Club.
Pool
Parking included
Living Water Resort and Spa

Living Water Resort and Spa

3.5 out of 5
9 Harbour Street East Collingwood ON
25.1 mi from city center
$163 nightly
The price is $191 total per night
$191 total
Oct 18 - Oct 19
Total with taxes and fees
When you stay at Living Water Resort and Spa in Collingwood, you'll be next to a golf course, just steps from Lake Huron and Georgian Bay.
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.

^Savings based on all package bookings with Flight + Hotel made on CheapTickets.com from 2019-04-01 - 2020-03-31 as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.