Durham Region Vacations & Trips from $890

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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.
Hotel Riu Plaza Toronto

Hotel Riu Plaza Toronto

4 out of 5
Downtown Toronto
Price was $1,376, price is now $890 per person
$890
per person
Jul 30 - Aug 2
found 1 day ago
Roundtrip flight included
Boston (BOS) to Toronto (YYZ)
9.2/10 Wonderful! (3,031 reviews)
Great hotel, friendly staff, excellent location, walkable to the main attractions. Would stay again.

Reviewed on May 5, 2026

GLOBALSTAY. Waterfront 5BR Townhouse. Private HOT TUB, Gym, Sauna

GLOBALSTAY. Waterfront 5BR Townhouse. Private HOT TUB, Gym, Sauna

3 out of 5
Stoney Creek
Price was $1,672, price is now $1,115 per person
$1,115
per person
Jun 22 - Jun 26
found 11 hours ago
Roundtrip flight included
Boston (BOS) to Toronto (YYZ)
9.2/10 Wonderful! (15 reviews)
Very comfortable and well-kept townhouse. Clean, quiet, and exactly as described. Check-in was easy and communication was clear

Reviewed on Jan 12, 2026

Park Inn By Radisson Toronto - Markham

Park Inn By Radisson Toronto - Markham

3.5 out of 5
Save 100% on your flight
Price was $1,414, price is now $946 per person
$946
per person
Jul 6 - Jul 13
found 1 day ago
Roundtrip flight included
Boston (BOS) to Toronto (YYZ)
7/10 Good! (2,204 reviews)
Amazing stay if you are on a budget! I stayed 5 days it felt just like a 5 star hotel. I will come back again and I will recommend this hotel to my friends

Reviewed on May 2, 2026

Residence Inn by Marriott Toronto Downtown / Entertainment District

Residence Inn by Marriott Toronto Downtown / Entertainment District

3.5 out of 5
Downtown Toronto
Save 100% on your flight
Price was $1,627, price is now $1,155 per person
$1,155
per person
Jul 6 - Jul 13
found 1 day ago
Roundtrip flight included
Boston (BOS) to Toronto (YYZ)
9.2/10 Wonderful! (3,313 reviews)
Toilet exhaust fan was noisy but everything else was fine.

Reviewed on May 5, 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
$101 nightly
The price is $119 total per night from May 10 to May 11
$119 total
May 10 - May 11
Total with taxes and fees
9/10 Wonderful! (4,626 reviews)
awsome

Reviewed on May 6, 2026

Pickering Casino Resort Hotel
Great Blue Heron Hotel

Great Blue Heron Hotel

4 out of 5
21777 Island Rd Scugog ON
Fully refundableReserve now, pay when you stay
$71 nightly
The price is $80 total per night from May 18 to May 19
$80 total
May 18 - May 19
Total with taxes and fees
9.2/10 Wonderful! (1,008 reviews)
Amazing hotel; super friendly and helpful staff. Room was perfect, bed was comfortable.

Reviewed on May 5, 2026

Great Blue Heron 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
$72 nightly
The price is $86 total per night from May 18 to May 19
$86 total
May 18 - May 19
Total with taxes and fees
6.8/10 (1,355 reviews)
We had an issue with our toilet, the seat was broken. We tried to call down to the front desk but our phone was not working. Went down and waited nearly 15 minutes before anyone showed up. Manager on Duty Raj, switched our rooms. New room had no closet, no where to hang jackets/clothes, window was ...

Reviewed on May 3, 2026

Super 8 by Wyndham Ajax/Toronto On
See all 574 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 $890. 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.