Durham Region Holidays

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Top destinations in Durham Region

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

Oshawa

Oshawa
A coastal promenade with stone structures and benches overlooking the sea.

Ajax

Ajax

Our pick of the best Durham Region Hotel Deals

Pickering Casino Resort Hotel

Pickering Casino Resort Hotel

888 Durham Live Ave Pickering ON
NZ$223
1 Sept - 2 Sept
includes taxes & fees
9/10 Wonderful! (5,032 reviews)
"Truly one of the worst hotel stays of my life. Like many others we arrived for our stay without knowing there was an ongoing labor strike. This meant that not only were we delayed from even getting into the parking lot, but nearly everything on the property was closed including most restaurants and ..."

Reviewed on 7 Aug 2026

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

Super 8 by Wyndham Ajax/Toronto On

210 Westney Rd S Ajax ON
Fully refundableReserve now, pay when you stay
NZ$161
9 Aug - 10 Aug
includes taxes & fees
Super 8 by Wyndham Ajax/Toronto On
Motel 6 Whitby, ON - Toronto East

Motel 6 Whitby, ON - Toronto East

165 Consumers Dr Whitby ON
Fully refundableReserve now, pay when you stay
NZ$136
1 Sept - 2 Sept
includes taxes & fees
6.2/10 (1,009 reviews)
"Good stay for the short period"

Reviewed on 7 Aug 2026

Motel 6 Whitby, ON - Toronto East
See all 582 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.

Frequently asked questions

How much does a Durham Region holiday package cost?
The most affordable Durham Region holiday package is , so the trip of your dreams can become a reality — without breaking the bank. Combine flights, hotels and car rentals to tailor a package that matches your travel style.
How do I get a cheap travel package to Durham Region?
Our Durham Region holiday packages offer plenty of savings for the savvy globetrotter. For the best deals, simply bundle your hotel, flights and activities into a budget-friendly package. But cheap prices are only the start of your next epic adventure. When you book with Expedia, you'll have more than 550 air carriers and 1 000 000 hotel options worldwide to select from. Whatever your budget or style, there's a holiday package here just for you.
What are the top hotels in Durham Region?
Take a look at Hilton Garden Inn Toronto/Ajax and La Quinta Inn & Suites by Wyndham Oshawa. They're the first choice for lots of travellers to Clarington. If Ajax is next stop on your itinerary, Holiday Inn Express Whitby, an IHG Hotel and Holiday Inn Express & Suites Oshawa Downtown - Toronto Area, an IHG Hotel are both welcoming options.
How far in advance should I book my Durham Region holiday?
Savvy travellers often book early. You can usually look up international airfares on Expedia up to a year before your flight. If you're booking at the last minute, don't despair. Discounted prices sometimes appear in the last weeks prior to departure.
What does an Expedia Durham Region travel package include?
You can select from a combination of hotels, rental cars and flights. Once you've made your booking, you can add experiences and activities. Want to pick your airfare class? That's also possible. The choice is all yours when it comes to creating your ideal Durham Region trip.
What should I know before booking a Durham Region travel package?
Our prices are already low. However, you'll enjoy even more bargains when you book your hotels, flights and car rentals together. With an Expedia package, you'll get transparent pricing and tons of choice.
Can I choose my airline with a Durham Region Expedia holiday package?
Yes, definitely. Expedia has over 550 partner airlines to choose from globally. With so many choices, finding the ideal carrier to take you to Durham Region will be a breeze.
If I'm not able to travel, can I cancel my Durham Region holiday package?
Don't worry if you're rethinking your Durham Region holiday package — you can cancel or change your booking. And if you've booked it within 24 hours, you may be able to do it at no cost. However, bookings made more than 24 hours ago may incur charges from your airline, hotel or car rental company. We totally understand your circumstances can suddenly change, so head to our Customer Service Portal if that happens. When you're ready to make changes, we'll take care of it.

Stay near popular Durham Region attractions

Oshawa Centre

8.4/10 (487 reviews)
You can search for that perfect souvenir at Oshawa Centre during your stay in Oshawa. You can attend a sporting event while in the area.
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Canadian Tire Motorsport Park

9.8/10 (21 reviews)
Catch an event at Canadian Tire Motorsport Park during your trip to Clarington. Take in the live music and countryside in the area.
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Pickering Casino Resort

9.0/10 (4 reviews)
Why not roll the dice with a visit to Pickering Casino Resort during your visit to Pickering? Stroll along the lakeside or visit the shops in this family-friendly area.
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Tribute Communities Centre

8.0/10 (177 reviews)
Catch an event at Tribute Communities Centre during your trip to Oshawa. Experience the area's live music or attend a hockey game.
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Ajax Convention Centre

8.0/10 (92 reviews)
Learn about the events happening in Ajax Convention Centre during your trip to Ajax. While in this family-friendly area, you can savour the top-notch restaurants.
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Great Blue Heron Charity Casino

8.0/10 (50 reviews)
Why not roll the dice with a visit to Great Blue Heron Charity Casino during your time in Scugog? Make some time to visit the casinos while you're in the area.
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Darlington Provincial Park

9.6/10 (7 reviews)
You can take time to visit Darlington Provincial Park during your travels to Clarington. You can attend a sporting event while in the area.
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Newcastle Memorial Arena

8.4/10 (5 reviews)
Catch an event at Newcastle Memorial Arena during your trip to Clarington. Discover the countryside in this family-friendly area.
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What to do in Durham Region

From Toronto: Small Group 5-Day Eastern Canada Tour

From Toronto: Small Group 4-Day Eastern Canada Tour

NZ$1,923
per adult
From Toronto: Small Group 4-Day Eastern Canada Tour
3 Day Eastern Canada Tour Toronto Montreal Quebec and Ottawa

3 Day Eastern Canada Tour Toronto Montreal Quebec and Ottawa

NZ$983
per adult
3 Day Eastern Canada Tour Toronto Montreal Quebec and Ottawa
See all activities in Durham Region

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