Durham Region Vacations & Trips from $732

Book a Hotel + Flight or Car together to unlock savings

Photo by Lesley Pettigrew

  • Plan, book, travel with confidence

  • Better together

    Save up to $2,000 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

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

A coastal promenade with stone structures and benches overlooking the sea.
FlightsFlightsHotelsHotels

Ajax

Ajax

The Latest Durham Region Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Town Inn Suites Hotel

Town Inn Suites Hotel

3.5 out of 5
Downtown Toronto
Price was $1,074, price is now $732 per person
$732
per person
Oct 21 - Oct 25
found 1 day ago
Roundtrip flight included
Boston (BOS) to Toronto (YYZ)
8.6/10 Excellent! (3,888 reviews)

1 Hotel Toronto

1 Hotel Toronto

5 out of 5
Downtown Toronto
Save 100% on your flight
Price was $2,410, price is now $1,472 per person
$1,472
per person
Oct 14 - Oct 18
found 1 day ago
Roundtrip flight included
Boston (BOS) to Toronto (YYZ)
9.6/10 Exceptional! (773 reviews)

Hotel Riu Plaza Toronto

Hotel Riu Plaza Toronto

4 out of 5
Downtown Toronto
Price was $1,501, price is now $937 per person
$937
per person
Sep 25 - Sep 29
found 1 day ago
Roundtrip flight included
Boston (BOS) to Toronto (YYZ)
9.4/10 Exceptional! (4,215 reviews)
This was a great hotel. Beautiful clean and great staff. Central location to every ring in Toronto. Great buffet breakfast I visited everyday. Can’t wait to stay again soo .

Reviewed on Aug 5, 2026

Four Seasons Hotel Toronto

Four Seasons Hotel Toronto

5 out of 5
Old Toronto
Price was $1,926, price is now $1,274 per person
$1,274
per person
Sep 10 - Sep 13
found 1 day ago
Roundtrip flight included
Boston (BOS) to Toronto (YYZ)
9.6/10 Exceptional! (991 reviews)
Wonderful hotel, very relaxing. Thanks.

Reviewed on Aug 4, 2026

Shangri-La Toronto

Shangri-La Toronto

5 out of 5
Downtown Toronto
Price was $2,035, price is now $1,424 per person
$1,424
per person
Sep 25 - Sep 29
found 1 day ago
Roundtrip flight included
Boston (BOS) to Toronto (YYZ)
9.6/10 Exceptional! (1,323 reviews)

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
$109 nightly
The price is $128 total per night from Sep 3 to Sep 4
$128 total
Sep 3 - Sep 4
Total with taxes and fees
Pickering Casino Resort 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
$79 nightly
The price is $94 total per night from Aug 9 to Aug 10
$94 total
Aug 9 - Aug 10
Total with taxes and fees
6.8/10 (1,460 reviews)
"Room not ready, nobody to check in, we had to comeback 2 hours later. They give two clients in a row the same room, we ended up face to face with strangers. Toilet not working, air conditioning very loud. Will not go back."

Reviewed on Aug 4, 2026

Super 8 by Wyndham Ajax/Toronto On
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
$68 nightly
The price is $80 total per night from Aug 21 to Aug 22
$80 total
Aug 21 - Aug 22
Total with taxes and fees
6.2/10 (1,002 reviews)
"Besoin de rénovation. Un peu vieillot. Pas de café dans la chambre . Douche ne fonctionne pas très bien. Matelas confortable . Accueil très courtois. Plusieurs restos à proximité. C’est pres de tout"

Reviewed on Aug 5, 2026

Motel 6 Whitby, ON - Toronto East
See all 582 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 $732. 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.

Stay near popular Durham Region attractions

Oshawa Centre

8.4/10 (487 reviews)
You can enjoy retail therapy at Oshawa Centre during your visit to Oshawa. You can attend a sporting event while in the area.
See properties

What to do in Durham Region

Premier Sushi-Making Class in Toronto

Premier Sushi-Making Class in Toronto (Includes 5-Course Meal)

$91
per adult
Premier Sushi-Making Class in Toronto (Includes 5-Course Meal)
3 Day Eastern Canada Tour Toronto Montreal Quebec and Ottawa

3 Day Eastern Canada Tour Toronto Montreal Quebec and Ottawa

$568
per adult
3 Day Eastern Canada Tour Toronto Montreal Quebec and Ottawa
See all activities in Durham Region
Explore a world of travel with Expedia

Other vacations you might like

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.