Durham Region Vacations & Trips from $601

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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.

The Latest Durham Region Vacation Packages

Price found within the past 48 hours. Click for updated prices.
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
Price was $924, price is now $601 per person
$601
per person
Jan 4 - Jan 12
found 22 hours ago
Roundtrip flight included
New York (JFK) to Toronto (YYZ)
8.6/10 Excellent! (22 reviews)
Responsive host, clean house. The stay was good

Reviewed on Oct 26, 2025

Spacious 4-Bedroom Retreat

Spacious 4-Bedroom Retreat

3 out of 5
Save 100% on your flight
Price was $1,665, price is now $1,093 per person
$1,093
per person
Jan 1 - Jan 5
found 21 hours ago
Roundtrip flight included
Miami (MIA) to Toronto (YYZ)
No reviews
The Waterside Inn

The Waterside Inn

3.5 out of 5
Port Credit
Price was $1,304, price is now $871 per person
$871
per person
Jan 2 - Jan 9
found 18 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Toronto (YYZ)
8.4/10 Very Good! (1,011 reviews)
Room was great. Quiet hotel. Area at night was pretty sketchy

Reviewed on Oct 17, 2025

12 York by CN tower

12 York by CN tower

2 out of 5
Downtown Toronto
Save 100% on your flight
Price was $3,693, price is now $2,506 per person
$2,506
per person
Dec 31 - Jan 3
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Toronto (YYZ)
7.8/10 Good! (7 reviews)
Owners were very accommodating and gave clear instructions. I wasn’t sure about the extra information and giving an emt for a damage deposit but what the place had to offer was better than having to do that. Very respectful workers or owners

Reviewed on Oct 26, 2025

GLOBALSTAY. Modern Downtown Apartments

GLOBALSTAY. Modern Downtown Apartments

4 out of 5
Downtown Toronto
Save 100% on your flight
Price was $1,683, price is now $1,164 per person
$1,164
per person
Jan 1 - Jan 5
found 21 hours ago
Roundtrip flight included
Miami (MIA) to Toronto (YYZ)
7.6/10 Good! (329 reviews)
The room was clean. It had everything we need. The location was great. View was spectacular. We had a little mishap when checking in but it was resolved. We’d stay there again in a heartbeat.

Reviewed on Oct 31, 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
$85 nightly
The price is $100 total per night from Nov 11 to Nov 12
$100 total
Nov 11 - Nov 12
Total with taxes and fees
8.8/10 Excellent! (3,558 reviews)
Room was very nice and clean. Dinning options open late which was really nice.

Reviewed on Oct 30, 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
$79 nightly
The price is $93 total per night from Nov 9 to Nov 10
$93 total
Nov 9 - Nov 10
Total with taxes and fees
8/10 Very Good! (1,008 reviews)
Friendly staff, easy check in and out Quiet at night

Reviewed on Oct 27, 2025

Quality Suites Whitby
Travelodge by Wyndham Oshawa Whitby

Travelodge by Wyndham Oshawa Whitby

2 out of 5
940 Champlain Avenue, Oshawa, ON
$79 nightly
The price is $94 total per night from Nov 6 to Nov 7
$94 total
Nov 6 - Nov 7
Total with taxes and fees
6.6/10 (1,000 reviews)
Dinning area not nice Too small

Reviewed on Oct 24, 2025

Travelodge by Wyndham Oshawa Whitby
See all 525 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 $601. 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.