Cheap Vacations in Durham Region

Choose two or more items and save on your trip:

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
Port Credit
Price was $661, price is now $474 per person
$474
per person
Aug 13 - Aug 16
found 24 hours ago
Roundtrip flight included
Boston (BOS) to Toronto (YYZ)
1 Hotel Toronto

1 Hotel Toronto

5 out of 5
Downtown Toronto
Price was $1,599, price is now $987 per person
$987
per person
Sep 4 - Sep 7
found 1 day ago
Roundtrip flight included
Boston (BOS) to Toronto (YYZ)
Sterling Inn & Spa - an Ontario's Finest Inn

Sterling Inn & Spa - an Ontario's Finest Inn

4 out of 5
Clifton Hill
Price was $780, price is now $529 per person
$529
per person
Aug 21 - Aug 24
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) 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
Old Town Historic District
Price was $840, price is now $587 per person
$587
per person
Aug 21 - Aug 24
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Toronto (YYZ)
The Hazelton Hotel Toronto

The Hazelton Hotel Toronto

5 out of 5
Old Toronto
Price was $1,770, price is now $1,273 per person
$1,273
per person
Sep 4 - Sep 7
found 23 hours ago
Roundtrip flight included
Boston (BOS) to Toronto (YYZ)
Charming Yorkville Condos

Charming Yorkville Condos

4 out of 5
Old Toronto
Price was $741, price is now $534 per person
$534
per person
Sep 3 - Sep 6
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 $698, price is now $518 per person
$518
per person
Sep 3 - Sep 6
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Toronto (YYZ)
Oakes Hotel Overlooking the Falls

Oakes Hotel Overlooking the Falls

3.5 out of 5
Fallsview
Price was $752, price is now $559 per person
$559
per person
Aug 21 - Aug 24
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Toronto (YYZ)
Vittoria Hotel and Suites

Vittoria Hotel and Suites

3.5 out of 5
Clifton Hill
Price was $674, price is now $514 per person
$514
per person
Aug 21 - Aug 24
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Toronto (YYZ)
The Britt Condos in Downtown Toronto

The Britt Condos in Downtown Toronto

4 out of 5
Downtown Toronto
Price was $958, price is now $743 per person
$743
per person
Aug 14 - Aug 17
found 1 day ago
Roundtrip flight included
Washington (DCA) to Toronto (YYZ)

3-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 $661, price is now $474 per person
$474
per person
Aug 13 - Aug 16
found 24 hours ago
Roundtrip flight included
Boston (BOS) to Toronto (YYZ)
1 Hotel Toronto

1 Hotel Toronto

5 out of 5
Price was $1,599, price is now $987 per person
$987
per person
Sep 4 - Sep 7
found 1 day ago
Roundtrip flight included
Boston (BOS) to Toronto (YYZ)
Hotel Riu Plaza Toronto

Hotel Riu Plaza Toronto

4 out of 5
Price was $1,046, price is now $686 per person
$686
per person
Sep 3 - Sep 6
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Toronto (YYZ)
Burano Condos in Downtown Toronto

Burano Condos in Downtown Toronto

3 out of 5
Save 100% on your flight
Price was $886, price is now $596 per person
$596
per person
Aug 14 - Aug 17
found 1 day ago
Roundtrip flight included
Washington (DCA) 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 $780, price is now $529 per person
$529
per person
Aug 21 - Aug 24
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) 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 $840, price is now $587 per person
$587
per person
Aug 21 - Aug 24
found 1 day ago
Roundtrip non-stop 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 $792, price is now $553 per person
$553
per person
Sep 3 - Sep 6
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 $789, price is now $558 per person
$558
per person
Sep 3 - Sep 6
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Toronto (YYZ)
Shangri-La Toronto

Shangri-La Toronto

5 out of 5
Price was $1,299, price is now $918 per person
$918
per person
Sep 3 - Sep 6
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Toronto (YYZ)
The Hazelton Hotel Toronto

The Hazelton Hotel Toronto

5 out of 5
Price was $1,770, price is now $1,273 per person
$1,273
per person
Sep 4 - Sep 7
found 23 hours ago
Roundtrip flight included
Boston (BOS) to Toronto (YYZ)
Charming Yorkville Condos

Charming Yorkville Condos

4 out of 5
Price was $741, price is now $534 per person
$534
per person
Sep 3 - Sep 6
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
Price was $698, price is now $518 per person
$518
per person
Sep 3 - Sep 6
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Toronto (YYZ)

4-night Durham Region vacations

Price found within the past 48 hours. Click for updated prices.
Niagara Lodge & Suites

Niagara Lodge & Suites

2 out of 5
Price was $414, price is now $328 per person
$328
per person
Sep 2 - Sep 6
found 18 hours ago
Roundtrip flight included
Boston (BOS) to Toronto (YYZ)
1 Hotel Toronto

1 Hotel Toronto

5 out of 5
Save 100% on your flight
Price was $2,236, price is now $1,314 per person
$1,314
per person
Aug 13 - Aug 17
found 1 day ago
Roundtrip flight included
Boston (BOS) 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 $940, price is now $651 per person
$651
per person
Aug 31 - Sep 4
found 1 day ago
Roundtrip flight included
Boston (BOS) to Toronto (YYZ)
Kent Motel Niagara on the Lake

Kent Motel Niagara on the Lake

2.5 out of 5
Price was $886, price is now $656 per person
$656
per person
Aug 14 - Aug 18
found 1 day ago
Roundtrip flight included
Boston (BOS) to Toronto (YYZ)
Best Western Plus Cairn Croft Hotel

Best Western Plus Cairn Croft Hotel

3 out of 5
Price was $642, price is now $481 per person
$481
per person
Sep 2 - Sep 6
found 17 hours ago
Roundtrip flight included
Boston (BOS) 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 $1,015, price is now $766 per person
$766
per person
Aug 14 - Aug 18
found 1 day ago
Roundtrip flight included
Boston (BOS) to Toronto (YYZ)
Wyndham Grand Fallsview Hotel

Wyndham Grand Fallsview Hotel

4 out of 5
Price was $732, price is now $562 per person
$562
per person
Sep 2 - Sep 6
found 17 hours ago
Roundtrip flight included
Boston (BOS) to Toronto (YYZ)
DoubleTree Fallsview Resort & Spa by Hilton Niagara Falls

DoubleTree Fallsview Resort & Spa by Hilton Niagara Falls

4 out of 5
Price was $931, price is now $725 per person
$725
per person
Sep 2 - Sep 6
found 18 hours ago
Roundtrip flight included
Boston (BOS) to Toronto (YYZ)
Novotel Toronto Centre

Novotel Toronto Centre

3.5 out of 5
Save 100% on your flight
Price was $1,422, price is now $1,110 per person
$1,110
per person
Aug 13 - Aug 17
found 1 day ago
Roundtrip flight included
Boston (BOS) to Toronto (YYZ)
Plush Hotel

Plush Hotel

2 out of 5
Price was $834, price is now $651 per person
$651
per person
Aug 31 - Sep 4
found 1 day ago
Roundtrip flight included
Boston (BOS) to Toronto (YYZ)
Falcon Cottages

Falcon Cottages

3 out of 5
Price was $820, price is now $647 per person
$647
per person
Aug 23 - Aug 27
found 23 hours ago
Roundtrip non-stop flight included
New York (NYC) to Toronto (YYZ)
124 on Queen Hotel & Spa

124 on Queen Hotel & Spa

4 out of 5
Price was $1,419, price is now $1,122 per person
$1,122
per person
Aug 23 - Aug 27
found 18 hours ago
Roundtrip flight included
New York (JFK) to Toronto (YYZ)

5-night Durham Region vacations

Price found within the past 48 hours. Click for updated prices.
Cambridge Suites Mississauga

Cambridge Suites Mississauga

3 out of 5
Price was $635, price is now $478 per person
$478
per person
Aug 19 - Aug 24
found 1 day ago
Roundtrip flight included
Washington (IAD) to Toronto (YYZ)
Hotel Riu Plaza Toronto

Hotel Riu Plaza Toronto

4 out of 5
Save 100% on your flight
Price was $1,721, price is now $1,097 per person
$1,097
per person
Sep 3 - Sep 8
found 13 hours ago
Roundtrip flight included
Washington (DCA) to Toronto (YYZ)
White Oaks Resort & Spa

White Oaks Resort & Spa

5 out of 5
Save 100% on your flight
Price was $928, price is now $628 per person
$628
per person
Aug 17 - Aug 22
found 13 hours ago
Roundtrip flight included
Washington (DCA) to Toronto (YYZ)
One King West Hotel & Residence

One King West Hotel & Residence

4 out of 5
Save 100% on your flight
Price was $1,352, price is now $939 per person
$939
per person
Sep 3 - Sep 8
found 13 hours ago
Roundtrip flight included
Washington (DCA) to Toronto (YYZ)
Homewood Suites by Hilton Toronto Airport Corporate Centre

Homewood Suites by Hilton Toronto Airport Corporate Centre

3 out of 5
Price was $1,059, price is now $753 per person
$753
per person
Aug 19 - Aug 24
found 1 day ago
Roundtrip flight included
Washington (IAD) 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 $1,159, price is now $837 per person
$837
per person
Aug 17 - Aug 22
found 7 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 $1,417, price is now $1,049 per person
$1,049
per person
Aug 22 - Aug 27
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Toronto (YYZ)
Kent Motel Niagara on the Lake

Kent Motel Niagara on the Lake

2.5 out of 5
Price was $926, price is now $701 per person
$701
per person
Aug 17 - Aug 22
found 7 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Toronto (YYZ)
Hilton Garden Inn Toronto Airport West/Mississauga

Hilton Garden Inn Toronto Airport West/Mississauga

3.5 out of 5
Price was $795, price is now $608 per person
$608
per person
Aug 19 - Aug 24
found 1 day ago
Roundtrip flight included
Washington (IAD) to Toronto (YYZ)
Seneca Niagara Resort & Casino

Seneca Niagara Resort & Casino

4 out of 5
Price was $907, price is now $713 per person
$713
per person
Aug 17 - Aug 22
found 23 hours ago
Roundtrip flight included
Boston (BOS) to Toronto (YYZ)
Wyndham Garden at Niagara Falls

Wyndham Garden at Niagara Falls

3 out of 5
Price was $834, price is now $656 per person
$656
per person
Aug 17 - Aug 22
found 23 hours ago
Roundtrip flight included
Boston (BOS) to Toronto (YYZ)
Radisson Hotel Toronto Airport West

Radisson Hotel Toronto Airport West

3.5 out of 5
Price was $676, price is now $532 per person
$532
per person
Aug 19 - Aug 24
found 1 day ago
Roundtrip flight included
Washington (IAD) to Toronto (YYZ)

6-7 night Durham Region vacations

Price found within the past 48 hours. Click for updated prices.
Kent Motel Niagara on the Lake

Kent Motel Niagara on the Lake

2.5 out of 5
Price was $1,135, price is now $711 per person
$711
per person
Sep 6 - Sep 12
found 1 day ago
Roundtrip flight included
Washington (WAS) to Toronto (YYZ)
1 Hotel Toronto

1 Hotel Toronto

5 out of 5
Price was $3,083, price is now $1,715 per person
$1,715
per person
Aug 22 - Aug 28
found 1 day ago
Roundtrip flight included
New York (LGA) to Toronto (YYZ)
Shangri-La Toronto

Shangri-La Toronto

5 out of 5
Price was $2,734, price is now $1,806 per person
$1,806
per person
Aug 22 - Aug 28
found 1 day ago
Roundtrip flight included
New York (LGA) to Toronto (YYZ)
One King West Hotel & Residence

One King West Hotel & Residence

4 out of 5
Price was $1,935, price is now $1,290 per person
$1,290
per person
Aug 22 - Aug 28
found 1 day ago
Roundtrip flight included
New York (LGA) to Toronto (YYZ)
Fort York Suites Toronto

Fort York Suites Toronto

3.5 out of 5
Price was $1,243, price is now $857 per person
$857
per person
Aug 22 - Aug 28
found 1 day ago
Roundtrip flight included
New York (LGA) to Toronto (YYZ)
Plush Hotel

Plush Hotel

2 out of 5
Price was $1,475, price is now $1,020 per person
$1,020
per person
Aug 22 - Aug 28
found 1 day ago
Roundtrip flight included
New York (LGA) to Toronto (YYZ)
Fairmont Royal York

Fairmont Royal York

4 out of 5
Price was $1,500, price is now $1,046 per person
$1,046
per person
Aug 22 - Aug 28
found 1 day ago
Roundtrip flight included
New York (LGA) 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 $1,619, price is now $1,141 per person
$1,141
per person
Aug 22 - Aug 28
found 23 hours ago
Roundtrip flight included
New York (JFK) to Toronto (YYZ)
Beautiful Condos In the Heart of Downtown

Beautiful Condos In the Heart of Downtown

3.5 out of 5
Price was $1,311, price is now $932 per person
$932
per person
Aug 22 - Aug 28
found 1 day ago
Roundtrip flight included
New York (LGA) to Toronto (YYZ)
Elegant Downtown Apartments

Elegant Downtown Apartments

4 out of 5
Price was $1,307, price is now $935 per person
$935
per person
Aug 22 - Aug 28
found 1 day ago
Roundtrip flight included
New York (LGA) to Toronto (YYZ)
The Britt Condos in Downtown Toronto

The Britt Condos in Downtown Toronto

4 out of 5
Price was $1,375, price is now $1,006 per person
$1,006
per person
Aug 22 - Aug 28
found 1 day ago
Roundtrip flight included
New York (LGA) to Toronto (YYZ)
Teahouse Condos in Downtown Toronto

Teahouse Condos in Downtown Toronto

4 out of 5
Price was $1,319, price is now $973 per person
$973
per person
Aug 22 - Aug 28
found 1 day ago
Roundtrip flight included
New York (LGA) 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.
FlightsFlightsHotelsHotels

Oshawa

Oshawa

Flight deals to Durham Region

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

Thu, Nov 19 - Sun, Nov 22
YXX
Abbotsford
YYZ
Toronto
$186 Roundtrip, found 4 days ago
$186
Roundtrip
found 4 days ago
Select Flair Airlines flight, departing Thu, Nov 19 from Abbotsford to Toronto, returning Sun, Nov 22, priced at $186 found 4 days ago
Tue, Oct 6 - Sun, Oct 11
YVR
Vancouver
YYZ
Toronto
$258 Roundtrip, found 4 days ago
$258
Roundtrip
found 4 days ago
Select Flair Airlines flight, departing Tue, Oct 6 from Vancouver to Toronto, returning Sun, Oct 11, priced at $258 found 4 days ago
Tue, Oct 6 - Sun, Oct 11
YVR
Vancouver
YTZ
Toronto
$351 Roundtrip, found 4 days ago
$351
Roundtrip
found 4 days ago
Select Porter Airlines flight, departing Tue, Oct 6 from Vancouver to Toronto, returning Sun, Oct 11, priced at $351 found 4 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
Free Cancellation
Reserve now, pay when you stay
14.06 mi from city center
$110 nightly
The price is $130 total per night
$130 total
Jul 16 - Jul 17
Total with taxes and fees
Located in Pickering, Pickering Casino Resort Hotel is within a 10-minute drive of Lake Ontario and Millennium Square.
Pool
Pet friendly
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
$79 nightly
The price is $94 total per night
$94 total
Jul 15 - Jul 16
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
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
$65 nightly
The price is $77 total per night
$77 total
Aug 13 - Aug 14
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
Don't see what you're looking for?
See all available properties in Durham Region
View all properties
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.