Durham Region Vacations & Trips from $465

Book a Hotel + Flight or Car together to unlock savings

Photo by Lesley Pettigrew

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
FlightsFlightsHotelsHotels

Clarington

Clarington

The Latest Durham Region Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Sandman Hotel Hamilton

Sandman Hotel Hamilton

3.5 out of 5
Lakeley
Price was $736, price is now $465 per person
$465
per person
Jan 15 - Jan 19
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Hamilton (YHM)
17.6/10 Exceptional! (1,464 reviews)
Did not go to bar or had breakfast on site

Reviewed on Nov 18, 2025

Sandman Hotel Oakville

Sandman Hotel Oakville

3.5 out of 5
Save 100% on your flight
Price was $846, price is now $508 per person
$508
per person
Jan 15 - Jan 19
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Toronto (YYZ)
17.6/10 Exceptional! (2,188 reviews)
Salim, front desk, was very helpful. Great personnel, but overpriced when considering the rooms and amenities.

Reviewed on Nov 22, 2025

Modern Lillian Street Condos Midtown Toronto

Modern Lillian Street Condos Midtown Toronto

4.5 out of 5
Old Toronto
Save 100% on your flight
Price was $1,445, price is now $916 per person
$916
per person
Dec 27 - Jan 5
found 7 hours ago
Roundtrip flight included
New York (JFK) to Toronto (YYZ)
14.8/10 Exceptional! (142 reviews)
Clean property, responsive host

Reviewed on Nov 20, 2025

The Sutton Place Hotel Toronto

The Sutton Place Hotel Toronto

4.5 out of 5
Downtown Toronto
Save 100% on your flight
Price was $906, price is now $575 per person
$575
per person
Feb 13 - Feb 16
found 22 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Toronto (YYZ)
19.2/10 Exceptional! (2,505 reviews)
Friendly, helpful team. Lovely spacious rooms. Comfortable bed and great shower. Easy parking for downtown and well situated for walking to restaurants and other downtown attractions. Overall, great value for money

Reviewed on Nov 20, 2025

Harbourfront 2 Bed Suites

Harbourfront 2 Bed Suites

2.5 out of 5
Downtown Toronto
Save 100% on your flight
Price was $996, price is now $636 per person
$636
per person
Dec 26 - Dec 31
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Toronto (YYZ)
16/10 Exceptional! (127 reviews)
Location with key for us as well as a functioning, kitchen and easy access to BMO field and groceries

Reviewed on Nov 16, 2025

Black Friday Sale

Limited-time deals: Save up to 50% on select hotels.
Book now

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
$76 nightly
The price is $89 total per night from Dec 1 to Dec 2
$89 total
Dec 1 - Dec 2
Total with taxes and fees
9/10 Wonderful! (3,658 reviews)
Yes clean, and all the staff are very nice

Reviewed on Nov 17, 2025

Pickering Casino Resort Hotel
Motel 6 Whitby, ON - Toronto East

Motel 6 Whitby, ON - Toronto East

2 out of 5
165 Consumers Dr Whitby ON
Fully refundableReserve now, pay when you stay
$71 nightly
The price is $84 total per night from Dec 1 to Dec 2
$84 total
Dec 1 - Dec 2
Total with taxes and fees
5.8/10 (1,006 reviews)
Everything was great and the staff were very efficient and friendly

Reviewed on Nov 16, 2025

Motel 6 Whitby, ON - Toronto East
Quality Suites Whitby

Quality Suites Whitby

2.5 out of 5
1700 Champlain Ave Whitby ON
Fully refundableReserve now, pay when you stay
$74 nightly
The price is $87 total per night from Nov 30 to Dec 1
$87 total
Nov 30 - Dec 1
Total with taxes and fees
8/10 Very Good! (1,000 reviews)
Room and staff were great! Unfortunately the breakfast was not good

Reviewed on Nov 17, 2025

Quality Suites Whitby
See all 536 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 $465. 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.
Explore a world of travel with Expedia
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.