Durham Region Vacations & Trips from $373
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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
Oshawa
Ajax
Whitby
Pickering
Clarington
Scugog
Bowmanville
Port Perry
Uxbridge
The Latest Durham Region Vacation Packages
- Crowne Plaza Toronto North York by IHG
Jan 14 - Jan 18Crowne Plaza Toronto North York by IHG + Flight
North York4 nights4.0 star property8.4/10 - Very good (3,800 reviews)Roundtrip • Fort Lauderdale (FLL) - Toronto (YYZ)FLL - YYZ • Nonstop YYZ - FLL • Nonstop$507$373found 1 day agoper traveler - 1 Hotel Toronto
Jan 15 - Jan 191 Hotel Toronto + Flight
Downtown Toronto4 nights5.0 star property9.6/10 - Exceptional (866 reviews)"."Reviewed November 3, 2026Roundtrip • Miami (MIA) - Toronto (YYZ)MIA - YYZ • Nonstop YYZ - FLL • 1 stop$1,685$1,067found 19 hours agoper traveler - StaysToronto
Jan 25 - Jan 30StaysToronto + Flight
Downtown Toronto5 nights3.5 star property8.6/10 - Excellent (64 reviews)"Best location in Toronto close to everything"Reviewed November 4, 2026Roundtrip • Los Angeles (LAX) - Toronto (YYZ)LAX - YYZ • Nonstop YYZ - LAX • Nonstop$1,147$827found 1 day agoper traveler - Cabbagetown Inn
Jan 14 - Jan 18Cabbagetown Inn + Flight
Downtown Toronto4 nights3.0 star property8.6/10 - Excellent (108 reviews)"Super clean, and fantastic location to explore the city on foot. Also easy access to the Streetcars, and grocery stores. Communication could have been better - several messages on platform have gone unanswered - but the staff on site were super helpful. Room (203) was finished to a fairly high standard, although if you are a light sleeper you may benefit from some ear plugs as you face onto fairly busy road, and the dividing wall/ filled door to the next room is pretty thin. Some fantastic..."Reviewed October 30, 2026Roundtrip • Los Angeles (LAX) - Toronto (YYZ)LAX - YYZ • Nonstop YYZ - LAX • Nonstop$800$608found 1 day agoper traveler - Sandman Signature Toronto Airport Hotel
Jan 9 - Jan 12Sandman Signature Toronto Airport Hotel + Flight
Etobicoke3 nights4.0 star property9.0/10 - Wonderful (4,417 reviews)Roundtrip • Fort Lauderdale (FLL) - Toronto (YYZ)FLL - YYZ • Nonstop YYZ - FLL • Nonstop$624$474found 1 day agoper traveler
Discover the most popular places to visit in Durham Region
What to do in Durham Region
Treewalk Village Stouffville Treehouse Adventure for Kids
Premier Sushi-Making Class in Toronto (Includes 5-Course Meal)
Small Group: Montreal and Quebec 3-Day Tour From Toronto
Durham Region Hotel Deals
Best Western Plus Durham Hotel & Conference Centre
Best Western Plus Durham Hotel & Conference Centre
Holiday Inn Express & Suites Oshawa Downtown - Toronto Area by IHG
Holiday Inn Express & Suites Oshawa Downtown - Toronto Area by IHG"The staff are very accommodating. My husband was there for going back and forth to the hospital for radiation and I had to get a few things from the front desk and we were very very polite, very obliging, nice and close to the hospital. Excellent place. Nice stuff. Thank you"
Homewood Suites Ajax, Ontario, Canada
Homewood Suites Ajax, Ontario, Canada"Hôtel très bien, suite de bonne grandeur, personnel agréable et petit déjeuner (bien)"
Hilton Garden Inn Toronto/Ajax
Hilton Garden Inn Toronto/Ajax
"Horrible stay. First room had a portable AC unit in the window which sounded like a jet taking off. Second room had 2 6" ducts blowing air in and we were informed there was no AC because it's off for the winter. Room was dirty and stagnant. Longstory short... Stay clear of this place"
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 $373. 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.