Durham Region Vacations & Trips from $626

Book a Hotel + Flight or Car together to unlock savings

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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

I've heard it is closed but it was open (and so awesome) when I was there last
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Clarington

Clarington

The Latest Durham Region Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Stallion Suites - Entertainment District

Stallion Suites - Entertainment District

4 out of 5
Downtown Toronto
Price was $1,055, price is now $626 per person
$626
per person
Feb 9 - Feb 12
found 23 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Toronto (YYZ)
9.8/10 Exceptional! (103 reviews)
Absolutely outstanding!

Reviewed on Aug 7, 2025

Spacious 4-Bedroom Retreat

Spacious 4-Bedroom Retreat

3 out of 5
Price was $1,412, price is now $669 per person
$669
per person
Feb 18 - Feb 22
found 22 hours ago
Roundtrip flight included
Miami (MIA) to Toronto (YYZ)
No reviews
1 Hotel Toronto

1 Hotel Toronto

5 out of 5
Downtown Toronto
Save 100% on your flight
Price was $3,445, price is now $1,943 per person
$1,943
per person
Mar 1 - Mar 7
found 5 hours ago
Roundtrip flight included
New York (JFK) to Toronto (YYZ)
9.4/10 Exceptional! (632 reviews)
Everything was perfect!

Reviewed on Dec 15, 2025

Hotel Riu Plaza Toronto

Hotel Riu Plaza Toronto

4 out of 5
Downtown Toronto
Price was $2,078, price is now $1,278 per person
$1,278
per person
Mar 2 - Mar 8
found 1 day ago
Roundtrip flight included
New York (JFK) to Toronto (YYZ)
9.2/10 Wonderful! (451 reviews)
Everything about our stay was really nice. Staff readily available to assist, rooms were well equipped with sufficient towels and toiletries, breakfast was good, hot and ready. Overall...we enjoyed.

Reviewed on Dec 15, 2025

HostlyStays Luxury Suites

HostlyStays Luxury Suites

2 out of 5
Downtown Toronto
Save 100% on your flight
Price was $2,034, price is now $1,374 per person
$1,374
per person
Jan 15 - Jan 18
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Toronto (YYZ)
10/10 Exceptional! (1 review)
Wasn't aware that this was for a single bedroom in a shared condo space with other guests occupying the other bedrooms, from the information given in the listing. Regardless, had an excellent stay and the price was unbeatable, once again hostlystays is above and beyond in value for money and guest relations are always A+++ will always reccommend staying here

Reviewed on Dec 15, 2025

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
$75 nightly
The price is $88 total per night from Jan 11 to Jan 12
$88 total
Jan 11 - Jan 12, 2026
Total with taxes and fees
9/10 Wonderful! (3,830 reviews)
Room was clean staff very helpful

Reviewed on Dec 10, 2025

Pickering Casino Resort Hotel
Spark by Hilton Oshawa

Spark by Hilton Oshawa

2.5 out of 5
605 Bloor St West Oshawa ON
Fully refundableReserve now, pay when you stay
$63 nightly
The price is $75 total per night from Dec 28 to Dec 29
$75 total
Dec 28 - Dec 29
Total with taxes and fees
8.8/10 Excellent! (266 reviews)
Breakfast needs to have gluten free options

Reviewed on Dec 11, 2025

Spark by Hilton Oshawa
Great Blue Heron Hotel

Great Blue Heron Hotel

4 out of 5
21777 Island Rd Scugog ON
Fully refundableReserve now, pay when you stay
$65 nightly
The price is $73 total per night from Jan 8 to Jan 9
$73 total
Jan 8 - Jan 9, 2026
Total with taxes and fees
9/10 Wonderful! (809 reviews)
Staff was very helpful

Reviewed on Dec 12, 2025

Great Blue Heron Hotel
See all 543 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 $626. 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.