Durham Region Vacations & Trips from $570

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Your Durham Region Vacation

Leave the travel planning to us with a Durham Region vacation package. With everything organized before you go, the only thing left for you to do is sit back, chill out and experience this destination's beauty and culture. Begin your trip to Durham Region by spending a few days exploring Pickering, one of the best cities here. Quit dreaming and get packing, because your Durham Region vacation is only clicks away with Expedia.

Top destinations in Durham Region

I've heard it is closed but it was open (and so awesome) when I was there last
FlightsFlightsHotelsHotels

Clarington

Clarington

The Latest Durham Region Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Yorkville Modern 1 Bedroom Suite Toronto

Yorkville Modern 1 Bedroom Suite Toronto

3.5 out of 5
Old Toronto
Save 100% on your flight
Price was $854, price is now $570 per person
$570
per person
Dec 6 - Dec 9
found 1 day ago
Roundtrip flight included
New York (NYC) to Toronto (YYZ)
7.6/10 Good! (10 reviews)
It was very convenient and comfortable,

Reviewed on Apr 27, 2024

151 Dan Leckie Way

151 Dan Leckie Way

2.5 out of 5
Downtown Toronto
Save 100% on your flight
Price was $1,286, price is now $762 per person
$762
per person
Dec 6 - Dec 9
found 1 day ago
Roundtrip flight included
New York (NYC) to Toronto (YYZ)
9.2/10 Wonderful! (264 reviews)
Near Rogers Centre for Blue Jays games. Easy access to get in and out of Toronto. Was not happy staff could not get TV to work. Instructions could be clearer. Was not allowed two key fobs which was required to use the elevator.

Reviewed on Sep 13, 2025

Elegant Suites - CN Tower & Lake View

Elegant Suites - CN Tower & Lake View

4 out of 5
Downtown Toronto
Save 100% on your flight
Price was $1,840, price is now $1,206 per person
$1,206
per person
Nov 15 - Nov 22
found 1 day ago
Roundtrip flight included
Miami (MIA) to Toronto (YYZ)
7.8/10 Good! (83 reviews)
Location was perfect and I had views of the CN Tower and the lake. Will definitely stay here again.

Reviewed on Sep 26, 2025

1 Hotel Toronto

1 Hotel Toronto

5 out of 5
Downtown Toronto
Save 100% on your flight
Price was $1,202, price is now $811 per person
$811
per person
Dec 19 - Dec 22
found 22 hours ago
Roundtrip flight included
Boston (BOS) to Toronto (YYZ)
9.4/10 Exceptional! (595 reviews)
The team went above and beyond with their customer service, we really appreciated it and it made our stay much more enjoyable.

Reviewed on Sep 26, 2025

The Pearl Waterfront Estate

The Pearl Waterfront Estate

4.5 out of 5
Downtown Toronto
Save 100% on your flight
Price was $4,064, price is now $2,800 per person
$2,800
per person
Dec 13 - Dec 16
found 2 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Toronto (YYZ)
4.8/10 (6 reviews)

Durham Region Hotel Deals

Pickering Casino Resort Hotel

Pickering Casino Resort Hotel

4 out of 5
888 Durham Live Ave, Pickering, ON
Fully refundableReserve now, pay when you stay
$87 nightly
The price is $102 total per night from Oct 5 to Oct 6
$102 total
Oct 5 - Oct 6
Total with taxes and fees
8.8/10 Excellent! (3,362 reviews)
"Very clean room! Friendly and quick service. We would definitely stay here again."

Reviewed on Sep 25, 2025

Pickering Casino Resort Hotel
Super 8 by Wyndham Ajax/Toronto On

Super 8 by Wyndham Ajax/Toronto On

2 out of 5
210 Westney Rd S, Ajax, ON
Fully refundableReserve now, pay when you stay
$78 nightly
The price is $93 total per night from Sep 28 to Sep 29
$93 total
Sep 28 - Sep 29
Total with taxes and fees
6.8/10 (1,194 reviews)
"Elevator needs to be replaced. Otherwise all good."

Reviewed on Sep 23, 2025

Super 8 by Wyndham Ajax/Toronto On
Travelodge by Wyndham Oshawa Whitby

Travelodge by Wyndham Oshawa Whitby

2 out of 5
940 Champlain Avenue, Oshawa, ON
Fully refundableReserve now, pay when you stay
$66 nightly
The price is $78 total per night from Oct 20 to Oct 21
$78 total
Oct 20 - Oct 21
Total with taxes and fees
6.6/10 (1,026 reviews)
"Everything was great didn’t use the facilities, but the room was clean. The staff was pleasant. No complaints."

Reviewed on Sep 25, 2025

Travelodge by Wyndham Oshawa Whitby
See all 517 properties in Durham Region
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Frequently asked questions

How much does a Durham Region vacation package cost?
We make it simple to travel somewhere new, with Durham Region packages starting from as little as $570. You'll have the flexibility to combine your favorite hotels, airlines and car rental. For the ultimate getaway, why not add a couple of tours and experiences to your travel itinerary?
How do I get a cheap travel package to Durham Region?
Combine your bookings with Expedia to save big on your next exciting adventure. With more than 550 air carriers and 1,000,000 properties worldwide, your Durham Region vacation package can be customized exactly to suit your budget. With all that extra money, why not add one or two exciting activities and tours? It's an easy way to unlock even more bargains. That dream vacation to Durham Region is much closer than you thought!
How far in advance should I book my Durham Region vacation?
Be rewarded with the biggest variety at the lowest prices by booking your Durham Region vacation nice and early. Air carriers generally sell flight tickets around a year prior to departure, so secure your spot ASAP. That being said, Expedia is dedicated to providing you with the best deals around, so it's always a good time to book your dream vacation!
What does an Expedia Durham Region travel package include?
You can choose from a combination of flights, rental cars and hotels. Once you've made your booking, you can add some tours and experiences. Want to pick your fare class? That's also easy to do. The choice is yours when it comes to crafting your dream Durham Region getaway.
What should I know before booking a Durham Region travel package?
When you book your hotels, flights and car rentals together, you'll enjoy great discounts. Whether you're planning an outdoor getaway in a chalet or want to stay in a convenient hotel in the city, Expedia can make it happen for less.
Can I choose my airline with a Durham Region Expedia vacation package?
Yes, you're in control. Expedia has access to more than 550 airlines worldwide, so you can customize your Durham Region vacation according to your travel preferences.
Does Expedia offer Book Now, Pay Later Durham Region vacation packages?
Expedia has teamed up with online lender Affirm to help minimize any financial concerns related to your trip. This may be useful if your need to travel has arisen unexpectedly. Book Now, Pay Later and split the price of your activities and hotel package booking over several installments.
If I'm not able to travel, can I cancel my Durham Region vacation package?
It's hard to predict what tomorrow might bring, so it's comforting to know that you can change or cancel your Durham Region vacation package. If your booking was made in the last 24 hours, you may be eligible for a refund. If your booking is older, your airline, hotel or car rental company may charge a fee. Check our Customer Service Portal to find out more.
Explore a world of travel with Expedia

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.