Durham Region Vacation Packages

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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 vacation destinations in Durham Region

FlightsFlightsHotelsHotels

Clarington

Clarington

Top Durham Region Vacation Deals

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

Woodbourne Inn

4 out of 5
St. Davids
Price was CA $1,166, price is now CA $722 per person
CA $722
per person
Oct 3 - Oct 7
found 1 day ago
Roundtrip flight included
Edmonton (YEG) to Toronto (YYZ)
9.8/10 Exceptional! (492 reviews)
We, mother and daughter from Japan enjoyed every minute of our stay at Woodbourne Inn. Warm welcome, beautiful place, great breakfast, and so on. A winery with an excellent restaurant is within walking distance.

Reviewed on Aug. 24, 2025

Waterfront Majesty Enclaves

Waterfront Majesty Enclaves

3 out of 5
Downtown Toronto
Price was CA $2,158, price is now CA $736 per person
CA $736
per person
Nov 21 - Nov 24
found 1 day ago
Roundtrip flight included
Edmonton (YEG) to Toronto (YYZ)
6.6/10 (127 reviews)
Clean and host was helpful and kind! Would recommend to everyone.

Reviewed on Aug. 30, 2025

Mount Alverno Luxury Resorts

Mount Alverno Luxury Resorts

2.5 out of 5
Price was CA $1,675, price is now CA $1,006 per person
CA $1,006
per person
Nov 14 - Nov 21
found 6 hours ago
Roundtrip flight included
Edmonton (YEG) to Toronto (YYZ)
9/10 Wonderful! (307 reviews)
The property is large, quiet and nice. Free parking is a great perk, the staff is super friendly, and the continental breakfast is good. A cute little turn-down plate with brownies, cookies and an apple. Loved having the smart TV, bed is comfortable, and darkening curtains would be nice. Across the road is a nice brewery to walk to. I know they are still adding, an outdoor pool would be nice,

Reviewed on Aug. 11, 2025

1 Hotel Toronto

1 Hotel Toronto

5 out of 5
Downtown Toronto
Price was CA $2,121, price is now CA $1,289 per person
CA $1,289
per person
Nov 8 - Nov 12
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Toronto (YYZ)
9.4/10 Exceptional! (582 reviews)
very much accommodating extremely nice and helpful

Reviewed on Aug. 24, 2025

GLOBALSTAY. Charming Yorkville Condos

GLOBALSTAY. Charming Yorkville Condos

4 out of 5
Old Toronto
Price was CA $2,235, price is now CA $1,446 per person
CA $1,446
per person
Nov 4 - Nov 11
found 1 day ago
Roundtrip flight included
Halifax (YHZ) to Toronto (YYZ)
7.8/10 Good! (130 reviews)
Everything was great, except the tv did not work during our stay.

Reviewed on Jun. 19, 2025

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
The price is CA $152 per night from Sep 1 to Sep 2
CA $152
CA $190 total
Sep 1 - Sep 2
includes taxes & fees
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
The price is CA $109 per night from Oct 1 to Oct 2
CA $109
CA $129 total
Oct 1 - Oct 2
includes taxes & fees
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
The price is CA $108 per night from Sep 14 to Sep 15
CA $108
CA $129 total
Sep 14 - Sep 15
includes taxes & fees
Travelodge by Wyndham Oshawa Whitby
See all 505 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
Family Vacations
Family Vacations

Frequently asked questions

How much does a Durham Region vacation package cost?
The most affordable Durham Region vacation package is CA $722, 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 vacation 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 vacation 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 travelers 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 vacation?
Savvy travelers 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 vacation 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 vacation package?
Don't worry if you're rethinking your Durham Region vacation 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.

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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.