Durham Region Holidays

Photo by Lesley Pettigrew

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Top destinations in Durham Region

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

Ajax

Top hotels in Durham Region

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
The price is S$152 per night from 5 Jul to 6 Jul
S$152
5 Jul - 6 Jul
includes taxes & fees
9/10 Wonderful! (4,874 reviews)
"Clean big room. Staff and check-in were very good. Slots were lots of fun!"

Reviewed on 1 Jul, 2026

Pickering Casino Resort Hotel
Travelodge by Wyndham Oshawa Whitby

Travelodge by Wyndham Oshawa Whitby

2 out of 5
940 Champlain Avenue Oshawa ON
6.8/10 (1,053 reviews)
"The building appears to be older but decently maintained. The room was good and there was lots of hot water, fast. The bed was extraordinarily comfortable. At the rear of the building, the secondary access door did not lock causing us some concern over security. Otherwise, all was well and the staff ..."

Reviewed on 29 Jun, 2026

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Travelodge by Wyndham Oshawa Whitby
Motel 6 Whitby, ON - Toronto East

Motel 6 Whitby, ON - Toronto East

2 out of 5
165 Consumers Dr Whitby ON
Fully refundableReserve now, pay when you stay
The price is S$106 per night from 26 Jul to 27 Jul
S$106
26 Jul - 27 Jul
includes taxes & fees
6.2/10 (1,002 reviews)
"Dirty ,over and priced."

Reviewed on 30 Jun, 2026

Motel 6 Whitby, ON - Toronto East
See all 579 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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What to do in Durham Region

Oshawa: Canadian Tank Museum Admission

Oshawa: Canadian Tank Museum Admission

S$14
per adult
Oshawa: Canadian Tank Museum Admission
Small Group: Montreal and Quebec 3-Day Tour From Toronto

Small Group: Montreal and Quebec 3-Day Tour From Toronto

S$942
per adult
90% of travellers recommend
Small Group: Montreal and Quebec 3-Day Tour From Toronto
See all activities in Durham Region

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.