Whitby Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

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    Better together

    Save up to CA $1,096 when you book a flight and hotel together*
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    Find the right fit

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

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

Where to stay in Whitby

Find the best Whitby areas and neighborhoods for the activities you enjoy most. Learn more about Whitby

Whitby Hotel Deals

James Cook Hotel Grand Chancellor

James Cook Hotel Grand Chancellor

4.5 out of 5
147 The Terrace, Wellington
Fully refundableReserve now, pay when you stay
The price is CA $101 per night from Sep 1 to Sep 2
CA $101
CA $116 total
Sep 1 - Sep 2
includes taxes & fees
8.6/10 Excellent! (1,554 reviews)
"Really amazing staff. Very knowledgeable bar staff, impressed with Emily (I think) who was telling me all about the differences in Whisky or Whiskey"

Reviewed on Aug. 24, 2025

James Cook Hotel Grand Chancellor
Rydges Wellington

Rydges Wellington

4.5 out of 5
75 Featherston St, Wellington
Fully refundableReserve now, pay when you stay
The price is CA $134 per night from Aug 31 to Sep 1
CA $134
CA $154 total
Aug 31 - Sep 1
includes taxes & fees
8.2/10 Very Good! (1,002 reviews)
"Stayed here on several occassions haven't been disappointed to date."

Reviewed on Aug. 22, 2025

Rydges Wellington
Gilmer Apartment Hotel

Gilmer Apartment Hotel

3.5 out of 5
10 Gilmer Terrace, Wellington
Fully refundableReserve now, pay when you stay
The price is CA $94 per night from Aug 31 to Sep 1
CA $94
CA $108 total
Aug 31 - Sep 1
includes taxes & fees
8.8/10 Excellent! (1,337 reviews)
"Close to the lambton quay area. Was a great basic hitel. Had all we needed"

Reviewed on Aug. 24, 2025

Gilmer Apartment Hotel
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.

Frequently asked questions

How much does a Whitby vacation package cost?
From as little as , you can tailor your Whitby vacation package. Simply combine flights, hotels and car rentals and be rewarded with discounts.
How do I get a cheap travel package to Whitby?
Imagine all the awesome things you could do in Whitby with a pile of extra cash in your pocket. Watch your savings stack up when you combine your flights, hotels and other bookings into a Whitby vacation package. You have plenty of choice with Expedia too. In fact, you can select from over 550 airlines and 1,000,000 hotels throughout the world. Whether you're heading off with the whole family or adventuring alone, planning a trip to Whitby is better with a package.
What are the top hotels in Whitby?
Sleeps Up To 16 Guests is one of Whitby's most sought-after properties. Book a room here and you'll be able to slumber peacefully knowing you're in good hands.
How far in advance should I book my Whitby vacation?
It's tricky picking the ideal time for airfares, but we generally suggest the earlier, the better. Many international journeys on Expedia become available up to a year in advance. If you can't book ahead, don't despair. Cheap prices appear from time to time just weeks before departure dates.
What does an Expedia Whitby travel package include?
Flights, hotels and a reliable car for all your fun road trip adventures. Simply pick and choose your favorite bundle and get access to great discounts. Once you've made your booking, add on a couple of tours and experiences and watch your savings stack up. When it comes to crafting your Whitby trip, you're the boss!
What should I know before booking a Whitby travel package?
Locking in all the parts of your trip together is a simple way to save. Bundle your airfares, rental cars and hotels into a handy package. But hotels aren't your only option. Expedia features all sorts of properties, including vacation rentals such as beachside villas and city residences. You've got loads of choices!
Can I choose my airline with a Whitby Expedia vacation package?
Yes — that's one of the best things about an Expedia package. You get to decide. We have more than 550 airline partners around the world, so you have loads of choice when creating your Whitby getaway.
If I'm not able to travel, can I cancel my Whitby vacation package?
Yes, it's possible to cancel your Whitby booking if your travel plans have been upended. Whether you'll be charged a fee or not depends on your airline, hotel or car rental company. You may be able to cancel or change for free if you booked in the last 24 hours. Head to our Customer Service Portal for more information.

Things to do

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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.