Durham Region Vacations & Trips from $497

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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.
Revery Toronto Downtown, Curio Collection by Hilton

Revery Toronto Downtown, Curio Collection by Hilton

4 out of 5
Downtown Toronto
Price was $720, price is now $497 per person
$497
per person
Jan 11 - Jan 15
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Toronto (YYZ)
9.4/10 Exceptional! (1,029 reviews)
Friendly staff, good size room with very comfortable bed. Great location with plenty of dining and shopping options within east walking distance.

Reviewed on Nov 10, 2025

12 York by CN tower

12 York by CN tower

2 out of 5
Downtown Toronto
Price was $6,695, price is now $3,824 per person
$3,824
per person
Dec 26 - Dec 31
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Toronto (YYZ)
7.8/10 Good! (7 reviews)
Amazing stay, incredible owners ❤️

Reviewed on Nov 8, 2025

New 3BR Townhouse, Minutes to Niagara Falls and Brock University by GLOBALSTAY

New 3BR Townhouse, Minutes to Niagara Falls and Brock University by GLOBALSTAY

4 out of 5
Save 100% on your flight
Price was $1,633, price is now $975 per person
$975
per person
Dec 26 - Jan 3
found 1 day ago
Roundtrip flight included
Miami (MIA) to Toronto (YYZ)
8.6/10 Excellent! (22 reviews)
It was a pleasant stay. Will definitely come back

Reviewed on Nov 11, 2025

Hotel Riu Plaza Toronto

Hotel Riu Plaza Toronto

4 out of 5
Downtown Toronto
Save 100% on your flight
Price was $905, price is now $557 per person
$557
per person
Jan 11 - Jan 15
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Toronto (YYZ)
9.2/10 Wonderful! (172 reviews)
The rooms were so clean and the staff was some of the friendliest I have ever encountered. The free breakfast was incredible! Better than any paid breakfast I’d ever had! Wonderful experience!

Reviewed on Nov 11, 2025

Cityplace Executive Suites

Cityplace Executive Suites

3.5 out of 5
Downtown Toronto
Price was $1,092, price is now $750 per person
$750
per person
Dec 29 - Jan 3
found 1 day ago
Roundtrip flight included
New York (LGA) to Toronto (YYZ)
8/10 Very Good! (31 reviews)
Quiet and comfortable and super convenient to the Convention Center.

Reviewed on Oct 18, 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
$86 nightly
The price is $102 total per night from Nov 16 to Nov 17
$102 total
Nov 16 - Nov 17
Total with taxes and fees
9/10 Wonderful! (3,630 reviews)
Great hotel, very clean and new rooms. Staff was excellent very helpful. Highly recommend this hotel. It’s a one stop shop for performance entertainment,great dinning options,casino fun and accommodations all in one building.

Reviewed on Nov 11, 2025

Pickering Casino Resort Hotel
Quality Suites Whitby

Quality Suites Whitby

2.5 out of 5
1700 Champlain Ave, Whitby, ON
Fully refundableReserve now, pay when you stay
$81 nightly
The price is $95 total per night from Nov 30 to Dec 1
$95 total
Nov 30 - Dec 1
Total with taxes and fees
8/10 Very Good! (1,003 reviews)
Spotless room , great location , efficient staff

Reviewed on Nov 3, 2025

Quality Suites 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
$76 nightly
The price is $91 total per night from Nov 30 to Dec 1
$91 total
Nov 30 - Dec 1
Total with taxes and fees
6.8/10 (1,202 reviews)
Noisy but otherwise ok

Reviewed on Nov 8, 2025

Super 8 by Wyndham Ajax/Toronto On
See all 529 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 $497. 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.