Cheap Vacations in Simcoe County

Choose two or more items and save on your trip:

Simcoe County vacations

Price found within the past 48 hours. Click for updated prices.
Sterling Inn & Spa - an Ontario's Finest Inn

Sterling Inn & Spa - an Ontario's Finest Inn

4 out of 5
Clifton Hill
Price was $709, price is now $560 per person
$560
per person
Aug 21 - Aug 23
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) 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)
Hotel Riu Plaza Toronto

Hotel Riu Plaza Toronto

4 out of 5
Downtown Toronto
Price was $1,162, price is now $766 per person
$766
per person
Aug 24 - Aug 28
found 1 day ago
Roundtrip 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)
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)
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
just found
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Toronto (YYZ)
Plush Hotel

Plush Hotel

2 out of 5
Old Toronto
Price was $967, price is now $750 per person
$750
per person
Aug 24 - Aug 28
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Toronto (YYZ)
Novotel Toronto Vaughan Centre

Novotel Toronto Vaughan Centre

3 out of 5
Price was $1,495, price is now $1,165 per person
$1,165
per person
Aug 29 - Sep 6
found 1 day ago
Roundtrip flight included
New York (LGA) to Toronto (YYZ)

3-night Simcoe County vacations

Price found within the past 48 hours. Click for updated prices.
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 18 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
Save 100% on your flight
Price was $2,136, price is now $1,468 per person
$1,468
per person
Aug 21 - Aug 24
found 1 day ago
Roundtrip flight included
New York (NYC) 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
just found
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 18 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 18 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
just found
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 18 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 18 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 18 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
Price was $2,348, price is now $1,851 per person
$1,851
per person
Sep 4 - Sep 7
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) 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 18 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 23 hours 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.
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)
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)
Hotel Riu Plaza Toronto

Hotel Riu Plaza Toronto

4 out of 5
Price was $1,162, price is now $766 per person
$766
per person
Aug 24 - Aug 28
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Toronto (YYZ)
Cambridge Suites Toronto

Cambridge Suites Toronto

4 out of 5
Price was $1,153, price is now $839 per person
$839
per person
Aug 24 - Aug 28
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Toronto (YYZ)
Fairmont Royal York

Fairmont Royal York

4 out of 5
Price was $1,035, price is now $784 per person
$784
per person
Aug 24 - Aug 28
found 1 day 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 $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)
Revery Toronto Downtown, Curio Collection by Hilton

Revery Toronto Downtown, Curio Collection by Hilton

4 out of 5
Price was $1,025, price is now $785 per person
$785
per person
Aug 24 - Aug 28
found 1 day ago
Roundtrip 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 $963, price is now $738 per person
$738
per person
Aug 24 - Aug 28
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 $1,016, price is now $784 per person
$784
per person
Aug 24 - Aug 28
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Toronto (YYZ)
Plush Hotel

Plush Hotel

2 out of 5
Price was $967, price is now $750 per person
$750
per person
Aug 24 - Aug 28
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Toronto (YYZ)
Residence Inn by Marriott Toronto Downtown / Entertainment District

Residence Inn by Marriott Toronto Downtown / Entertainment District

3.5 out of 5
Price was $979, price is now $765 per person
$765
per person
Aug 24 - Aug 28
found 1 day ago
Roundtrip 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)

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 $1,727, price is now $1,146 per person
$1,146
per person
Sep 2 - Sep 7
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Toronto (YYZ)
Kent Motel Niagara on the Lake

Kent Motel Niagara on the Lake

2.5 out of 5
Price was $1,040, price is now $782 per person
$782
per person
Aug 31 - Sep 5
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Toronto (YYZ)
Shangri-La Toronto

Shangri-La Toronto

5 out of 5
Save 100% on your flight
Price was $2,240, price is now $1,684 per person
$1,684
per person
Sep 2 - Sep 7
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) 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 16 hours ago
Roundtrip non-stop 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 $1,142, price is now $867 per person
$867
per person
Aug 31 - Sep 5
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Toronto (YYZ)
One King West Hotel & Residence

One King West Hotel & Residence

4 out of 5
Price was $1,467, price is now $1,117 per person
$1,117
per person
Sep 2 - Sep 7
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) 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 $1,352, price is now $1,035 per person
$1,035
per person
Aug 31 - Sep 5
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) 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 16 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 $3,200, price is now $2,498 per person
$2,498
per person
Aug 24 - Aug 29
found 1 day ago
Roundtrip flight included
New York (JFK) to Toronto (YYZ)
Courtyard by Marriott Toronto Northeast/Markham

Courtyard by Marriott Toronto Northeast/Markham

4 out of 5
Price was $884, price is now $693 per person
$693
per person
Aug 21 - Aug 26
found 16 hours 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 $1,274, price is now $1,002 per person
$1,002
per person
Sep 2 - Sep 7
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Toronto (YYZ)

6-7 night 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
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)
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 14 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 $1,597, price is now $1,039 per person
$1,039
per person
Aug 22 - Aug 29
found 14 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) 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 $1,823, price is now $1,323 per person
$1,323
per person
Aug 29 - Sep 5
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Toronto (YYZ)
Cambridge Suites Toronto

Cambridge Suites Toronto

4 out of 5
Price was $1,982, price is now $1,441 per person
$1,441
per person
Aug 29 - Sep 5
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) 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 $1,722, price is now $1,261 per person
$1,261
per person
Aug 29 - Sep 5
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Toronto (YYZ)
Canopy By Hilton Toronto Yorkville

Canopy By Hilton Toronto Yorkville

4.5 out of 5
Price was $1,658, price is now $1,229 per person
$1,229
per person
Aug 29 - Sep 5
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Toronto (YYZ)
Best Western Plus Cairn Croft Hotel

Best Western Plus Cairn Croft Hotel

3 out of 5
Price was $1,054, price is now $782 per person
$782
per person
Aug 22 - Aug 29
found 14 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Toronto (YYZ)

Top places to visit in Simcoe County

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

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 17 hours ago
$267
Roundtrip
found 17 hours ago
Select Flair Airlines flight, departing Fri, Aug 28 from Vancouver to Toronto, returning Fri, Oct 2, priced at $267 found 17 hours ago
Fri, Aug 28 - Fri, Oct 2
YXX
Abbotsford
YYZ
Toronto
$334 Roundtrip, found 17 hours ago
$334
Roundtrip
found 17 hours ago
Select Flair Airlines flight, departing Fri, Aug 28 from Abbotsford to Toronto, returning Fri, Oct 2, priced at $334 found 17 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

^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.