Durham Region Vacations & Trips from $721

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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

FlightsFlightsHotelsHotels

Oshawa

Oshawa

The Latest Durham Region Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Kent Motel Niagara on the Lake

Kent Motel Niagara on the Lake

2.5 out of 5
Queenston
Save 100% on your flight
Price was $1,034, price is now $721 per person
$721
per person
Jul 5 - Jul 11
found 1 day ago
Roundtrip flight included
Boston (BOS) to Toronto (YYZ)
9.6/10 Exceptional! (294 reviews)
Staff were polite and welcoming.The room was very clean and spacious.

Reviewed on May 25, 2026

The Hazelton Hotel Toronto

The Hazelton Hotel Toronto

5 out of 5
Old Toronto
Price was $1,886, price is now $1,259 per person
$1,259
per person
Aug 16 - Aug 19
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Toronto (YYZ)
9.8/10 Exceptional! (1,004 reviews)
The hotel is beautiful and upscale. The bathroom were some of the best I seen. Everything was plush and the beds were soo comfortable. What’s not to like? The restaurant is amazing as well. We had lunch and breakfast. Five starts all the way.

Reviewed on May 26, 2026

Hotel Victoria

Hotel Victoria

3 out of 5
Downtown Toronto
Save 100% on your flight
Price was $2,394, price is now $1,623 per person
$1,623
per person
Aug 15 - Aug 22
just found
Roundtrip flight included
Boston (BOS) to Toronto (YYZ)
8.4/10 Very Good! (1,387 reviews)
This is a wonderful piece of Toronto history, its oldest hotel dating from 1909. One of a chain of hotels all Canadian and owned by Silver corporation. Updated of course, and basic but very clean and so conveniently located in the downtown Toronto. It is our go to when ever we are visiting Toronto as it is reasonably priced, the staff are wonderful and and the beds are superbly comfortable.

Reviewed on May 30, 2026

1 Hotel Toronto

1 Hotel Toronto

5 out of 5
Downtown Toronto
Price was $2,371, price is now $1,665 per person
$1,665
per person
Aug 4 - Aug 9
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Toronto (YYZ)
9.6/10 Exceptional! (728 reviews)
Everything was perfect I’ll definitely be back

Reviewed on May 25, 2026

Teahouse Condos in Downtown Toronto

Teahouse Condos in Downtown Toronto

4 out of 5
Downtown Toronto
Save 100% on your flight
Price was $1,608, price is now $1,148 per person
$1,148
per person
Aug 4 - Aug 9
found 11 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Toronto (YYZ)
9/10 Wonderful! (57 reviews)
Easy check-in and comfortable stay

Reviewed on Jan 21, 2026

Find the Best Durham Region Vacation Packages

Durham Region Essential Information

Language
English
Currency
Canadian dollars
Closest Airport
Pearson Intl. Airport (YYZ)
Top Sights
Lakeview Park Beach, Darlington Provincial Park and Oshawa Valley Botanical Gardens

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
$102 nightly
The price is $120 total per night from May 31 to Jun 1
$120 total
May 31 - Jun 1
Total with taxes and fees
9/10 Wonderful! (4,750 reviews)
"Room service closed before the end of the show we were at, but other than that, great stay."

Reviewed on May 29, 2026

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
$76 nightly
The price is $90 total per night from Jun 7 to Jun 8
$90 total
Jun 7 - Jun 8
Total with taxes and fees
6.8/10 (1,048 reviews)
"Needs some renovations, but well located and very friendly staff."

Reviewed on May 30, 2026

Travelodge by Wyndham Oshawa Whitby
Great Blue Heron Hotel

Great Blue Heron Hotel

4 out of 5
21777 Island Rd Scugog ON
Fully refundableReserve now, pay when you stay
$87 nightly
The price is $98 total per night from May 31 to Jun 1
$98 total
May 31 - Jun 1
Total with taxes and fees
9.2/10 Wonderful! (1,026 reviews)
"Parking"

Reviewed on May 30, 2026

Great Blue Heron Hotel
See all 570 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 $721. 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.
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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.