Durham Region Vacations & Trips from ￥201,322

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Top destinations in Durham Region

Today I went for a 2 hour hike at Greenwood Conservation Area in Ajax. It was nice to get one more hike out of Ontario before I move. This park offers a leash free area for dogs, consists of about 5 to 6 trails with the longest one being 2.3 KM. There is an excellent River that runs through the park and the trails are pretty well marked although it's easy to get off them without realizing it. There are several areas to park but the main parking is off of Wesney Road. Parking is free and there is no cost to get into the park. Super clean, lots of picnic areas, a small playground is located in the park and lots of dogs wow! You will make a lot of furry friends here lol!
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Ajax

Ajax

The Latest Durham Region Vacation Packages

Price found within the past 48 hours. Click for updated prices.
GLOBALSTAY. Gorgeous Apartments in the Heart of Toronto

GLOBALSTAY. Gorgeous Apartments in the Heart of Toronto

3.5 out of 5
Downtown Toronto
Price was ￥272,101, price is now ￥201,322 per person
￥201,322
per person
Oct 2 - Oct 7
found 23 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Toronto (YYZ)
8.2/10 Very Good! (828 reviews)
Don't get me wrong the location and overall apartment was amazing we had a great stay in that regard. Communication could've been handled differently. Lots of jumping through hoops to check in, the parking situation is an absolute mess, and support via email, in person, etc was lacking.

Reviewed on Aug 24, 2025

The Sutton Place Hotel Toronto

The Sutton Place Hotel Toronto

4.5 out of 5
Downtown Toronto
Price was ￥356,388, price is now ￥269,514 per person
￥269,514
per person
Oct 2 - Oct 7
found 3 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Toronto (YYZ)
9.6/10 Exceptional! (2,562 reviews)
Staff were accommodating and rooms were clean!

Reviewed on Aug 24, 2025

The Fashion House Suites

The Fashion House Suites

2 out of 5
Downtown Toronto
Save 100% on your flight
Price was ￥1,710,848, price is now ￥1,307,565 per person
￥1,307,565
per person
Oct 2 - Oct 7
found 23 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Toronto (YYZ)
No reviews
Fairmont Royal York

Fairmont Royal York

4 out of 5
Downtown Toronto
Price was ￥302,670, price is now ￥236,523 per person
￥236,523
per person
Nov 19 - Nov 23
found 1 day ago
Roundtrip non-stop flight included
Osaka (KIX) to Toronto (YYZ)
9/10 Wonderful! (7,149 reviews)
Room was very small and needed many updates.

Reviewed on Aug 25, 2025

One King West Hotel & Residence

One King West Hotel & Residence

4 out of 5
Downtown Toronto
Price was ￥283,632, price is now ￥223,974 per person
￥223,974
per person
Oct 2 - Oct 7
found 23 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Toronto (YYZ)
9.2/10 Wonderful! (10,818 reviews)
Valet parking was quick and easy. Check in was efficient. We were on a high floor in a corner suite down a quiet hallway. Elevator took a bit of time during busy morning rush and was usually packed. Close to all food and shopping you would need

Reviewed on Aug 25, 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 ￥14,548 per night from Aug 31 to Sep 1
￥14,548
￥18,298 total
Aug 31 - Sep 1
includes taxes & fees
8.8/10 Excellent! (3,170 reviews)
"I like the food in district . Good value for money on their rates"

Reviewed on Aug 23, 2025

Pickering Casino Resort Hotel
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 ￥11,516 per night from Sep 3 to Sep 4
￥11,516
￥13,663 total
Sep 3 - Sep 4
includes taxes & fees
6.4/10 (1,006 reviews)
"Room was clean. The place is a little run down, but the service was really good. No complaints there."

Reviewed on Aug 18, 2025

Travelodge by Wyndham Oshawa Whitby
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 ￥11,383 per night from Sep 7 to Sep 8
￥11,383
￥13,506 total
Sep 7 - Sep 8
includes taxes & fees
6.8/10 (1,142 reviews)
"Property is a bit dated. No usb outletbin room. Breakfast was good, lots of options. Decor and general condition is just showing wear. Pool is good, was a bit odd that there were people giving swimming lessons to persons not staying in hotel. Price and convenient location to GO train & 401. Would ..."

Reviewed on Aug 22, 2025

Super 8 by Wyndham Ajax/Toronto On
See all 511 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 vacation package cost?
The most affordable Durham Region vacation package is ￥201,322, 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.