Cheap Vacations in Durham Region

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Durham Region vacations

Price found within the past 48 hours. Click for updated prices.
Revery Toronto Downtown, Curio Collection by Hilton

Revery Toronto Downtown, Curio Collection by Hilton

4 out of 5
Downtown Toronto
Price was $876, price is now $676 per person
$676
per person
Oct 2 - Oct 5
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Toronto (YYZ)
1 Hotel Toronto

1 Hotel Toronto

5 out of 5
Downtown Toronto
Price was $3,047, price is now $1,845 per person
$1,845
per person
Oct 12 - Oct 17
found 1 day ago
Roundtrip flight included
Boston (BOS) to Toronto (YYZ)
Modern Lillian Street Condos Midtown Toronto

Modern Lillian Street Condos Midtown Toronto

4 out of 5
Old Toronto
Price was $1,256, price is now $812 per person
$812
per person
Sep 30 - Oct 5
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
Downtown Toronto
Price was $1,150, price is now $781 per person
$781
per person
Oct 2 - Oct 5
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) 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 $1,975, price is now $1,419 per person
$1,419
per person
Oct 5 - Oct 12
found 1 day ago
Roundtrip flight included
Boston (BOS) to Toronto (YYZ)
The Brick Hotel

The Brick Hotel

2 out of 5
Old Toronto
Price was $1,530, price is now $1,114 per person
$1,114
per person
Oct 21 - Oct 25
found 1 day ago
Roundtrip flight included
Boston (BOS) to Toronto (YYZ)
Residence Inn by Marriott Toronto Downtown / Entertainment District

Residence Inn by Marriott Toronto Downtown / Entertainment District

3.5 out of 5
Downtown Toronto
Price was $1,618, price is now $1,209 per person
$1,209
per person
Oct 12 - Oct 17
found 1 day ago
Roundtrip flight included
Boston (BOS) to Toronto (YYZ)
124 on Queen Hotel & Spa

124 on Queen Hotel & Spa

4 out of 5
Old Town Historic District
Save 100% on your flight
Price was $2,102, price is now $1,588 per person
$1,588
per person
Sep 28 - Oct 1
found 1 day ago
Roundtrip flight included
Miami (MIA) to Toronto (YYZ)
Cambridge Suites Toronto

Cambridge Suites Toronto

4 out of 5
Downtown Toronto
Price was $928, price is now $708 per person
$708
per person
Oct 2 - Oct 5
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Toronto (YYZ)
The Omni King Edward Hotel

The Omni King Edward Hotel

4.5 out of 5
Downtown Toronto
Price was $2,399, price is now $1,863 per person
$1,863
per person
Oct 5 - Oct 12
found 1 day ago
Roundtrip flight included
Boston (BOS) to Toronto (YYZ)

3-night Durham Region 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
Price was $832, price is now $655 per person
$655
per person
Oct 2 - Oct 5
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Toronto (YYZ)
Hotel Riu Plaza Toronto

Hotel Riu Plaza Toronto

4 out of 5
Price was $1,150, price is now $781 per person
$781
per person
Oct 2 - Oct 5
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Toronto (YYZ)
1 Hotel Toronto

1 Hotel Toronto

5 out of 5
Price was $1,715, price is now $1,208 per person
$1,208
per person
Oct 23 - Oct 26
found 19 hours ago
Roundtrip flight included
Boston (BOS) to Toronto (YYZ)
124 on Queen Hotel & Spa

124 on Queen Hotel & Spa

4 out of 5
Save 100% on your flight
Price was $2,102, price is now $1,588 per person
$1,588
per person
Sep 28 - Oct 1
found 1 day ago
Roundtrip flight included
Miami (MIA) to Toronto (YYZ)
Cambridge Suites Toronto

Cambridge Suites Toronto

4 out of 5
Price was $928, price is now $708 per person
$708
per person
Oct 2 - Oct 5
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Toronto (YYZ)
Elegant Downtown Apartments

Elegant Downtown Apartments

4 out of 5
Price was $912, price is now $698 per person
$698
per person
Oct 1 - Oct 4
found 13 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Toronto (YYZ)
Peter Street Downtown Toronto Suites

Peter Street Downtown Toronto Suites

4 out of 5
Price was $857, price is now $661 per person
$661
per person
Oct 1 - Oct 4
found 13 hours ago
Roundtrip non-stop 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 $876, price is now $676 per person
$676
per person
Oct 2 - Oct 5
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Toronto (YYZ)
One King West Hotel & Residence

One King West Hotel & Residence

4 out of 5
Price was $972, price is now $756 per person
$756
per person
Oct 10 - Oct 13
found 1 day ago
Roundtrip flight included
Boston (BOS) to Toronto (YYZ)
Town Inn Suites Hotel

Town Inn Suites Hotel

3.5 out of 5
Price was $839, price is now $660 per person
$660
per person
Oct 10 - Oct 13
found 1 day ago
Roundtrip flight included
Boston (BOS) to Toronto (YYZ)
Canopy By Hilton Toronto Yorkville

Canopy By Hilton Toronto Yorkville

4.5 out of 5
Price was $877, price is now $692 per person
$692
per person
Oct 2 - Oct 5
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Toronto (YYZ)
Altitude Suites on Yonge

Altitude Suites on Yonge

4 out of 5
Price was $964, price is now $763 per person
$763
per person
Oct 1 - Oct 4
found 13 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Toronto (YYZ)

4-night Durham Region vacations

Price found within the past 48 hours. Click for updated prices.
The Waterside Inn

The Waterside Inn

3.5 out of 5
Price was $751, price is now $536 per person
$536
per person
Oct 21 - Oct 25
found 1 day ago
Roundtrip flight included
Miami (MIA) to Toronto (YYZ)
1 Hotel Toronto

1 Hotel Toronto

5 out of 5
Price was $2,541, price is now $1,466 per person
$1,466
per person
Oct 21 - Oct 25
found 1 day ago
Roundtrip flight included
Boston (BOS) to Toronto (YYZ)
Hotel Riu Plaza Toronto

Hotel Riu Plaza Toronto

4 out of 5
Save 100% on your flight
Price was $1,449, price is now $959 per person
$959
per person
Oct 2 - Oct 6
found 1 day ago
Roundtrip flight included
Boston (BOS) to Toronto (YYZ)
One King West Hotel & Residence

One King West Hotel & Residence

4 out of 5
Save 100% on your flight
Price was $1,366, price is now $978 per person
$978
per person
Oct 14 - Oct 18
found 1 day ago
Roundtrip flight included
Boston (BOS) to Toronto (YYZ)
Town Inn Suites Hotel

Town Inn Suites Hotel

3.5 out of 5
Price was $1,106, price is now $793 per person
$793
per person
Oct 2 - Oct 6
found 1 day ago
Roundtrip flight included
Boston (BOS) to Toronto (YYZ)
Shangri-La Toronto

Shangri-La Toronto

5 out of 5
Save 100% on your flight
Price was $1,939, price is now $1,393 per person
$1,393
per person
Oct 2 - Oct 6
found 1 day ago
Roundtrip flight included
Boston (BOS) to Toronto (YYZ)
The Brick Hotel

The Brick Hotel

2 out of 5
Price was $1,530, price is now $1,114 per person
$1,114
per person
Oct 21 - Oct 25
found 1 day ago
Roundtrip flight included
Boston (BOS) to Toronto (YYZ)
Park Hyatt Toronto

Park Hyatt Toronto

5 out of 5
Save 100% on your flight
Price was $2,007, price is now $1,508 per person
$1,508
per person
Oct 2 - Oct 6
found 1 day ago
Roundtrip flight included
Boston (BOS) to Toronto (YYZ)
Residence Inn by Marriott Toronto Downtown / Entertainment District

Residence Inn by Marriott Toronto Downtown / Entertainment District

3.5 out of 5
Save 100% on your flight
Price was $1,598, price is now $1,204 per person
$1,204
per person
Oct 2 - Oct 6
found 1 day ago
Roundtrip flight included
Boston (BOS) to Toronto (YYZ)
Revery Toronto Downtown, Curio Collection by Hilton

Revery Toronto Downtown, Curio Collection by Hilton

4 out of 5
Price was $1,132, price is now $870 per person
$870
per person
Oct 2 - Oct 6
found 1 day ago
Roundtrip flight included
Boston (BOS) 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 $1,254, price is now $975 per person
$975
per person
Oct 2 - Oct 6
found 1 day ago
Roundtrip flight included
Boston (BOS) to Toronto (YYZ)
The Briars Resort & Spa

The Briars Resort & Spa

3.5 out of 5
Price was $836, price is now $650 per person
$650
per person
Oct 8 - Oct 12
found 16 hours ago
Roundtrip flight included
Miami (MIA) to Toronto (YYZ)

5-night Durham Region vacations

Price found within the past 48 hours. Click for updated prices.
The Waterside Inn

The Waterside Inn

3.5 out of 5
Price was $977, price is now $597 per person
$597
per person
Sep 29 - Oct 4
found 1 day ago
Roundtrip flight included
New York (NYC) to Toronto (YYZ)
1 Hotel Toronto

1 Hotel Toronto

5 out of 5
Price was $3,047, price is now $1,845 per person
$1,845
per person
Oct 12 - Oct 17
found 1 day ago
Roundtrip flight included
Boston (BOS) to Toronto (YYZ)
Altitude Suites Bay Street by Teristo Group

Altitude Suites Bay Street by Teristo Group

4 out of 5
Price was $1,900, price is now $1,215 per person
$1,215
per person
Sep 30 - Oct 5
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
Price was $1,256, price is now $812 per person
$812
per person
Sep 30 - Oct 5
found 1 day ago
Roundtrip flight included
New York (NYC) to Toronto (YYZ)
Altitude Suites on Yonge

Altitude Suites on Yonge

4 out of 5
Price was $1,502, price is now $981 per person
$981
per person
Sep 29 - Oct 4
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
Price was $1,499, price is now $979 per person
$979
per person
Oct 12 - Oct 17
found 1 day ago
Roundtrip flight included
Boston (BOS) to Toronto (YYZ)
Modern Apartments in North York

Modern Apartments in North York

4 out of 5
Price was $1,098, price is now $734 per person
$734
per person
Sep 30 - Oct 5
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
Save 100% on your flight
Price was $947, price is now $642 per person
$642
per person
Oct 8 - Oct 13
found 1 day ago
Roundtrip flight included
Miami (MIA) 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
Save 100% on your flight
Price was $1,163, price is now $797 per person
$797
per person
Oct 8 - Oct 13
found 1 day ago
Roundtrip flight included
Miami (MIA) to Toronto (YYZ)
Shangri-La Toronto

Shangri-La Toronto

5 out of 5
Price was $2,765, price is now $1,934 per person
$1,934
per person
Oct 12 - Oct 17
found 1 day ago
Roundtrip flight included
Boston (BOS) to Toronto (YYZ)
Elegant Downtown Apartments

Elegant Downtown Apartments

4 out of 5
Price was $1,188, price is now $834 per person
$834
per person
Sep 30 - Oct 5
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
Price was $1,445, price is now $1,017 per person
$1,017
per person
Oct 12 - Oct 17
found 1 day ago
Roundtrip flight included
Boston (BOS) to Toronto (YYZ)

6-7 night Durham Region vacations

Price found within the past 48 hours. Click for updated prices.
Park Inn By Radisson Toronto - Markham

Park Inn By Radisson Toronto - Markham

3.5 out of 5
Price was $741, price is now $556 per person
$556
per person
Sep 30 - Oct 7
found 14 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 $3,865, price is now $2,226 per person
$2,226
per person
Oct 5 - Oct 12
found 9 hours ago
Roundtrip flight included
Boston (BOS) to Toronto (YYZ)
Hotel Riu Plaza Toronto

Hotel Riu Plaza Toronto

4 out of 5
Price was $2,126, price is now $1,291 per person
$1,291
per person
Oct 5 - Oct 12
found 1 day ago
Roundtrip flight included
Boston (BOS) to Toronto (YYZ)
Shangri-La Toronto

Shangri-La Toronto

5 out of 5
Price was $3,249, price is now $2,160 per person
$2,160
per person
Oct 5 - Oct 12
found 1 day ago
Roundtrip flight included
Boston (BOS) to Toronto (YYZ)
Town Inn Suites Hotel

Town Inn Suites Hotel

3.5 out of 5
Price was $1,555, price is now $1,056 per person
$1,056
per person
Oct 5 - Oct 12
found 1 day ago
Roundtrip flight included
Boston (BOS) to Toronto (YYZ)
Park Hyatt Toronto

Park Hyatt Toronto

5 out of 5
Price was $3,624, price is now $2,542 per person
$2,542
per person
Oct 5 - Oct 12
found 1 day ago
Roundtrip flight included
Boston (BOS) to Toronto (YYZ)
Revery Toronto Downtown, Curio Collection by Hilton

Revery Toronto Downtown, Curio Collection by Hilton

4 out of 5
Price was $2,290, price is now $1,609 per person
$1,609
per person
Oct 5 - Oct 12
found 1 day ago
Roundtrip flight included
Boston (BOS) 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 $1,975, price is now $1,419 per person
$1,419
per person
Oct 5 - Oct 12
found 1 day ago
Roundtrip flight included
Boston (BOS) 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 $2,347, price is now $1,692 per person
$1,692
per person
Sep 30 - Oct 7
found 14 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 $2,075, price is now $1,557 per person
$1,557
per person
Oct 5 - Oct 12
found 1 day ago
Roundtrip flight included
Boston (BOS) to Toronto (YYZ)
Great Canadian Casino Resort Toronto

Great Canadian Casino Resort Toronto

4 out of 5
Price was $1,139, price is now $859 per person
$859
per person
Oct 5 - Oct 12
found 1 day ago
Roundtrip flight included
Boston (BOS) to Toronto (YYZ)
Holiday Inn Toronto - Int'l Airport by IHG

Holiday Inn Toronto - Int'l Airport by IHG

3.5 out of 5
Price was $1,108, price is now $841 per person
$841
per person
Oct 5 - Oct 12
found 1 day ago
Roundtrip flight included
Boston (BOS) to Toronto (YYZ)

Top places to visit in Durham Region

An aerial view of a suburban neighborhood with houses, green spaces, and a large building complex.
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Oshawa

Oshawa

Flight deals to Durham Region

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

Thu, Oct 8 - Fri, Oct 9
YVR
Vancouver
YYZ
Toronto
$252 Roundtrip, found 23 hours ago
$252
Roundtrip
found 23 hours ago
Select Flair Airlines flight, departing Thu, Oct 8 from Vancouver to Toronto, returning Fri, Oct 9, priced at $252 found 23 hours ago
Sun, Sep 20 - Mon, Sep 21
YVR
Vancouver
YTZ
Toronto
$335 Roundtrip, found 1 day ago
$335
Roundtrip
found 1 day ago
Select Air Transat flight, departing Sun, Sep 20 from Vancouver to Toronto, returning Mon, Sep 21, priced at $335 found 1 day ago
Tue, Sep 29 - Mon, Oct 26
LAX
Los Angeles
YYZ
Toronto
$397 Roundtrip, found 2 days ago
$397
Roundtrip
found 2 days ago
Select Air Canada flight, departing Tue, Sep 29 from Los Angeles to Toronto, returning Mon, Oct 26, priced at $397 found 2 days ago

Top rated hotels for your Durham Region vacation

Pickering Casino Resort Hotel

Pickering Casino Resort Hotel

4 out of 5
888 Durham Live Ave Pickering ON
14.06 mi from city center
Get rates
Located in Pickering, Pickering Casino Resort Hotel is within a 10-minute drive of Lake Ontario and Millennium Square.
Pool
Pet friendly
Motel 6 Whitby, ON - Toronto East

Motel 6 Whitby, ON - Toronto East

2 out of 5
165 Consumers Dr Whitby ON
Free Cancellation
Reserve now, pay when you stay
10.92 mi from city center
$74 nightly
The price is $87 total per night
$87 total
Sep 23 - Sep 24
Total with taxes and fees
With a stay at Motel 6 Whitby, ON - Toronto East in Whitby, you'll be a 3-minute drive from Lake Ontario and 7 minutes from Oshawa Centre.
Pet friendly
Parking included
Super 8 by Wyndham Ajax/Toronto On

Super 8 by Wyndham Ajax/Toronto On

2 out of 5
210 Westney Rd S Ajax ON
Free Cancellation
Reserve now, pay when you stay
13.7 mi from city center
$64 nightly
The price is $75 total per night
$75 total
Sep 27 - Sep 28
Total with taxes and fees
With a stay at Super 8 by Wyndham Ajax/Toronto On in Ajax, you'll be within a 15-minute drive of Toronto Zoo and Lake Ontario.
Pool
Breakfast included
Don't see what you're looking for?
See all available properties in Durham Region
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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.