Cheap Vacations in Simcoe County

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Simcoe County vacations

Price found within the past 48 hours. Click for updated prices.
Modern Apartments in North York

Modern Apartments in North York

4 out of 5
North York
Save 100% on your flight
Price was $1,031, price is now $759 per person
$759
per person
Sep 1 - Sep 7
found 1 day ago
Roundtrip flight included
New York (NYC) to Toronto (YYZ)
1 Hotel Toronto

1 Hotel Toronto

5 out of 5
Downtown Toronto
Price was $2,046, price is now $1,272 per person
$1,272
per person
Aug 17 - Aug 21
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Toronto (YYZ)
Old Mill Toronto

Old Mill Toronto

4 out of 5
Etobicoke
Save 100% on your flight
Price was $1,326, price is now $928 per person
$928
per person
Sep 1 - Sep 7
found 1 day ago
Roundtrip flight included
New York (NYC) to Toronto (YYZ)
Modern Lillian Street Condos Midtown Toronto

Modern Lillian Street Condos Midtown Toronto

4 out of 5
Old Toronto
Save 100% on your flight
Price was $1,400, price is now $994 per person
$994
per person
Sep 1 - Sep 7
found 1 day ago
Roundtrip flight included
New York (NYC) to Toronto (YYZ)
Fort York Suites Toronto

Fort York Suites Toronto

3.5 out of 5
Old Toronto
Save 100% on your flight
Price was $1,373, price is now $977 per person
$977
per person
Sep 1 - Sep 7
found 1 day ago
Roundtrip flight included
New York (NYC) to Toronto (YYZ)
Homewood Suites by Hilton Toronto Vaughan

Homewood Suites by Hilton Toronto Vaughan

3 out of 5
Price was $1,470, price is now $1,052 per person
$1,052
per person
Aug 29 - Sep 6
found 1 day ago
Roundtrip flight included
New York (LGA) to Toronto (YYZ)
Cambridge Suites Toronto

Cambridge Suites Toronto

4 out of 5
Downtown Toronto
Price was $1,277, price is now $915 per person
$915
per person
Aug 17 - Aug 21
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Toronto (YYZ)
Plush Hotel

Plush Hotel

2 out of 5
Old Toronto
Price was $1,970, price is now $1,498 per person
$1,498
per person
Aug 30 - Sep 7
found 1 day ago
Roundtrip flight included
Houston (IAH) to Toronto (YYZ)
The Sutton Place Hotel Toronto

The Sutton Place Hotel Toronto

4.5 out of 5
Downtown Toronto
Save 100% on your flight
Price was $1,745, price is now $1,333 per person
$1,333
per person
Sep 10 - Sep 13
found 4 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Toronto (YYZ)
TOOR Hotel Toronto, part of JdV by Hyatt

TOOR Hotel Toronto, part of JdV by Hyatt

4 out of 5
Downtown Toronto
Price was $1,087, price is now $844 per person
$844
per person
Aug 17 - Aug 21
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Toronto (YYZ)

3-night Simcoe County vacations

Price found within the past 48 hours. Click for updated prices.
Days Inn & Suites by Wyndham Niagara Falls Centre St. By the Falls

Days Inn & Suites by Wyndham Niagara Falls Centre St. By the Falls

3 out of 5
Price was $690, price is now $564 per person
$564
per person
Sep 4 - Sep 7
found 22 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Toronto (YYZ)
Four Seasons Hotel Toronto

Four Seasons Hotel Toronto

5 out of 5
Save 100% on your flight
Price was $2,007, price is now $1,391 per person
$1,391
per person
Sep 10 - Sep 13
found 4 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Toronto (YYZ)
Sterling Inn & Spa - an Ontario's Finest Inn

Sterling Inn & Spa - an Ontario's Finest Inn

4 out of 5
Price was $958, price is now $664 per person
$664
per person
Sep 4 - Sep 7
found 22 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Toronto (YYZ)
Finlay House Bed and Breakfast Niagara - on - the - Lake

Finlay House Bed and Breakfast Niagara - on - the - Lake

3.5 out of 5
Price was $862, price is now $627 per person
$627
per person
Sep 4 - Sep 7
found 22 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Toronto (YYZ)
The Sutton Place Hotel Toronto

The Sutton Place Hotel Toronto

4.5 out of 5
Save 100% on your flight
Price was $1,745, price is now $1,333 per person
$1,333
per person
Sep 10 - Sep 13
found 4 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Toronto (YYZ)
Oakes Hotel Overlooking the Falls

Oakes Hotel Overlooking the Falls

3.5 out of 5
Price was $907, price is now $694 per person
$694
per person
Sep 4 - Sep 7
found 22 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Toronto (YYZ)
Kent Motel Niagara on the Lake

Kent Motel Niagara on the Lake

2.5 out of 5
Price was $1,084, price is now $832 per person
$832
per person
Sep 4 - Sep 7
found 22 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Toronto (YYZ)
Vittoria Hotel and Suites

Vittoria Hotel and Suites

3.5 out of 5
Price was $758, price is now $587 per person
$587
per person
Sep 4 - Sep 7
found 22 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Toronto (YYZ)
Redwood Bed and Breakfast

Redwood Bed and Breakfast

3.5 out of 5
Price was $728, price is now $575 per person
$575
per person
Sep 4 - Sep 7
found 22 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Toronto (YYZ)
The Scotsman Hotel

The Scotsman Hotel

4 out of 5
Save 100% on your flight
Price was $2,058, price is now $1,635 per person
$1,635
per person
Sep 4 - Sep 7
found 1 day ago
Roundtrip flight included
New York (NYC) to Toronto (YYZ)
Wyndham Grand Fallsview Hotel

Wyndham Grand Fallsview Hotel

4 out of 5
Price was $831, price is now $673 per person
$673
per person
Sep 4 - Sep 7
found 22 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Toronto (YYZ)
Plush Hotel

Plush Hotel

2 out of 5
Price was $827, price is now $674 per person
$674
per person
Aug 18 - Aug 21
found 1 day ago
Roundtrip flight included
New York (LGA) to Toronto (YYZ)

4-night Simcoe County vacations

Price found within the past 48 hours. Click for updated prices.
Best Western Plus Cairn Croft Hotel

Best Western Plus Cairn Croft Hotel

3 out of 5
Price was $653, price is now $523 per person
$523
per person
Aug 24 - Aug 28
found 19 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Toronto (YYZ)
1 Hotel Toronto

1 Hotel Toronto

5 out of 5
Price was $2,046, price is now $1,272 per person
$1,272
per person
Aug 17 - Aug 21
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Toronto (YYZ)
Cambridge Suites Toronto

Cambridge Suites Toronto

4 out of 5
Price was $1,277, price is now $915 per person
$915
per person
Aug 17 - Aug 21
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Toronto (YYZ)
Finlay House Bed and Breakfast Niagara - on - the - Lake

Finlay House Bed and Breakfast Niagara - on - the - Lake

3.5 out of 5
Price was $1,002, price is now $726 per person
$726
per person
Aug 23 - Aug 27
found 1 day ago
Roundtrip flight included
New York (NYC) to Toronto (YYZ)
Sterling Inn & Spa - an Ontario's Finest Inn

Sterling Inn & Spa - an Ontario's Finest Inn

4 out of 5
Price was $964, price is now $735 per person
$735
per person
Aug 17 - Aug 21
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Toronto (YYZ)
White Oaks Resort & Spa

White Oaks Resort & Spa

5 out of 5
Price was $788, price is now $608 per person
$608
per person
Aug 17 - Aug 21
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) 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 $1,087, price is now $844 per person
$844
per person
Aug 17 - Aug 21
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Toronto (YYZ)
Canopy By Hilton Toronto Yorkville

Canopy By Hilton Toronto Yorkville

4.5 out of 5
Price was $1,053, price is now $824 per person
$824
per person
Aug 17 - Aug 21
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Toronto (YYZ)
Vittoria Hotel and Suites

Vittoria Hotel and Suites

3.5 out of 5
Price was $793, price is now $625 per person
$625
per person
Aug 17 - Aug 21
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Toronto (YYZ)
Revery Toronto Downtown, Curio Collection by Hilton

Revery Toronto Downtown, Curio Collection by Hilton

4 out of 5
Price was $1,145, price is now $905 per person
$905
per person
Aug 17 - Aug 21
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Toronto (YYZ)
Town Inn Suites Hotel

Town Inn Suites Hotel

3.5 out of 5
Price was $928, price is now $736 per person
$736
per person
Aug 17 - Aug 21
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Toronto (YYZ)
South Landing Inn Niagara on the Lake

South Landing Inn Niagara on the Lake

3.5 out of 5
Price was $1,018, price is now $808 per person
$808
per person
Aug 17 - Aug 21
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Toronto (YYZ)

5-night Simcoe County vacations

Price found within the past 48 hours. Click for updated prices.
SpringHill Suites by Marriott Toronto Vaughan

SpringHill Suites by Marriott Toronto Vaughan

3 out of 5
Price was $898, price is now $679 per person
$679
per person
Aug 26 - Aug 31
found 1 day ago
Roundtrip flight included
New York (NYC) to Toronto (YYZ)
Hotel Riu Plaza Toronto

Hotel Riu Plaza Toronto

4 out of 5
Save 100% on your flight
Price was $1,830, price is now $1,205 per person
$1,205
per person
Sep 3 - Sep 8
found 1 day ago
Roundtrip non-stop flight included
San Juan (SJU) to Toronto (YYZ)
Finlay House Bed and Breakfast Niagara - on - the - Lake

Finlay House Bed and Breakfast Niagara - on - the - Lake

3.5 out of 5
Price was $1,169, price is now $823 per person
$823
per person
Aug 22 - Aug 27
found 1 day ago
Roundtrip flight included
New York (NYC) to Toronto (YYZ)
Shangri-La Toronto

Shangri-La Toronto

5 out of 5
Save 100% on your flight
Price was $1,966, price is now $1,418 per person
$1,418
per person
Aug 26 - Aug 31
found 1 day ago
Roundtrip flight included
New York (NYC) 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 $1,246, price is now $928 per person
$928
per person
Aug 26 - Aug 31
found 1 day ago
Roundtrip flight included
New York (NYC) to Toronto (YYZ)
Holiday Inn Express Toronto - Downtown by IHG

Holiday Inn Express Toronto - Downtown by IHG

3 out of 5
Price was $1,531, price is now $1,154 per person
$1,154
per person
Aug 17 - Aug 22
found 1 day ago
Roundtrip flight included
New York (NYC) to Toronto (YYZ)
Fairmont Royal York

Fairmont Royal York

4 out of 5
Price was $1,485, price is now $1,121 per person
$1,121
per person
Aug 21 - Aug 26
found 20 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Toronto (YYZ)
One King West Hotel & Residence

One King West Hotel & Residence

4 out of 5
Price was $1,514, price is now $1,146 per person
$1,146
per person
Sep 3 - Sep 8
found 1 day ago
Roundtrip non-stop flight included
San Juan (SJU) to Toronto (YYZ)
Plush Hotel

Plush Hotel

2 out of 5
Price was $1,220, price is now $923 per person
$923
per person
Aug 17 - Aug 22
found 1 day ago
Roundtrip flight included
New York (NYC) to Toronto (YYZ)
Great Canadian Casino Resort Toronto

Great Canadian Casino Resort Toronto

4 out of 5
Price was $998, price is now $776 per person
$776
per person
Aug 21 - Aug 26
found 20 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Toronto (YYZ)
Town Inn Suites Hotel

Town Inn Suites Hotel

3.5 out of 5
Price was $1,166, price is now $906 per person
$906
per person
Aug 17 - Aug 22
found 1 day ago
Roundtrip flight included
New York (NYC) to Toronto (YYZ)
Oakes Hotel Overlooking the Falls

Oakes Hotel Overlooking the Falls

3.5 out of 5
Price was $973, price is now $760 per person
$760
per person
Aug 22 - Aug 27
found 1 day ago
Roundtrip flight included
New York (NYC) to Toronto (YYZ)

6-7 night Simcoe County vacations

Price found within the past 48 hours. Click for updated prices.
Hilton Toronto/Markham Suites Conference Centre & Spa

Hilton Toronto/Markham Suites Conference Centre & Spa

4 out of 5
Save 100% on your flight
Price was $934, price is now $660 per person
$660
per person
Sep 1 - Sep 7
found 1 day ago
Roundtrip flight included
New York (NYC) to Toronto (YYZ)
One King West Hotel & Residence

One King West Hotel & Residence

4 out of 5
Save 100% on your flight
Price was $1,541, price is now $957 per person
$957
per person
Sep 1 - Sep 7
found 1 day ago
Roundtrip flight included
New York (NYC) to Toronto (YYZ)
Sterling Inn & Spa - an Ontario's Finest Inn

Sterling Inn & Spa - an Ontario's Finest Inn

4 out of 5
Price was $1,605, price is now $1,012 per person
$1,012
per person
Aug 22 - Aug 29
found 19 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Toronto (YYZ)
Cambridge Suites Toronto

Cambridge Suites Toronto

4 out of 5
Save 100% on your flight
Price was $1,460, price is now $931 per person
$931
per person
Sep 1 - Sep 7
found 1 day ago
Roundtrip flight included
New York (NYC) to Toronto (YYZ)
Finlay House Bed and Breakfast Niagara - on - the - Lake

Finlay House Bed and Breakfast Niagara - on - the - Lake

3.5 out of 5
Price was $1,597, price is now $1,039 per person
$1,039
per person
Aug 22 - Aug 29
found 19 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Toronto (YYZ)
Shangri-La Toronto

Shangri-La Toronto

5 out of 5
Save 100% on your flight
Price was $2,463, price is now $1,636 per person
$1,636
per person
Sep 1 - Sep 7
found 1 day ago
Roundtrip flight included
New York (NYC) to Toronto (YYZ)
Old Mill Toronto

Old Mill Toronto

4 out of 5
Save 100% on your flight
Price was $1,326, price is now $928 per person
$928
per person
Sep 1 - Sep 7
found 1 day ago
Roundtrip flight included
New York (NYC) to Toronto (YYZ)
Modern Lillian Street Condos Midtown Toronto

Modern Lillian Street Condos Midtown Toronto

4 out of 5
Save 100% on your flight
Price was $1,400, price is now $994 per person
$994
per person
Sep 1 - Sep 7
found 1 day ago
Roundtrip flight included
New York (NYC) to Toronto (YYZ)
Fort York Suites Toronto

Fort York Suites Toronto

3.5 out of 5
Save 100% on your flight
Price was $1,373, price is now $977 per person
$977
per person
Sep 1 - Sep 7
found 1 day ago
Roundtrip flight included
New York (NYC) to Toronto (YYZ)
Fairmont Royal York

Fairmont Royal York

4 out of 5
Price was $1,580, price is now $1,126 per person
$1,126
per person
Aug 24 - Aug 30
found 9 hours ago
Roundtrip flight included
New York (LGA) to Toronto (YYZ)
Holiday Inn Express Toronto - Downtown by IHG

Holiday Inn Express Toronto - Downtown by IHG

3 out of 5
Save 100% on your flight
Price was $1,126, price is now $804 per person
$804
per person
Sep 1 - Sep 7
found 1 day ago
Roundtrip flight included
New York (NYC) 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 $1,477, price is now $1,062 per person
$1,062
per person
Aug 24 - Aug 30
found 9 hours ago
Roundtrip flight included
New York (LGA) 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, Aug 28 - Fri, Oct 2
YVR
Vancouver
YYZ
Toronto
$267 Roundtrip, found 21 hours ago
$267
Roundtrip
found 21 hours ago
Select Flair Airlines flight, departing Fri, Aug 28 from Vancouver to Toronto, returning Fri, Oct 2, priced at $267 found 21 hours ago
Fri, Aug 28 - Fri, Oct 2
YXX
Abbotsford
YYZ
Toronto
$334 Roundtrip, found 21 hours ago
$334
Roundtrip
found 21 hours ago
Select Flair Airlines flight, departing Fri, Aug 28 from Abbotsford to Toronto, returning Fri, Oct 2, priced at $334 found 21 hours ago
Tue, Sep 8 - Tue, Sep 22
LAX
Los Angeles
YYZ
Toronto
$382 Roundtrip, found 1 day ago
$382
Roundtrip
found 1 day ago
Select Air Canada flight, departing Tue, Sep 8 from Los Angeles to Toronto, returning Tue, Sep 22, priced at $382 found 1 day ago

Top rated hotels for your Simcoe County vacation

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
$142 nightly
The price is $166 total per night
$166 total
Jul 19 - Jul 20
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
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
$110 nightly
The price is $130 total per night
$130 total
Jul 19 - Jul 20
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.
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
26.53 mi from city center
$120 nightly
The price is $141 total per night
$141 total
Jul 26 - Jul 27
Total with taxes and fees
A stay at Georgian Bay Hotel Trademark Collection by Wyndham places you in the heart of Collingwood, a 4-minute drive from Collingwood Golf Course and 5 minutes from Scandinave Spa Blue Mountain.
Pool
Parking included
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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.