Whitby Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 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

Top Holiday Package Deals in Whitby

Price found within the past 48 hours. Click for updated prices.
The Cobbler Hotel

The Cobbler Hotel

3 out of 5
Te Aro
Price was CA $2,881, price is now CA $2,652 per person
CA $2,652
per person
Aug 29 - Sep 3
found 16 hours ago
Roundtrip flight included
Regina (YQR) to Wellington (WLG)
9.6/10 Exceptional! (101 reviews)
I’ve stayed here numerous times and plan to keep it as my go-to hotel in Wellington. Other reviews have mentioned many of the hotel’s advantages, but as someone who doesn’t like elevators, I especially appreciate that I can book a room without the sometimes complicated task of securing a lower floor afterward—since the hotel only has 2 floors.

Reviewed on Jul 10, 2026

Gilmer Apartment Hotel

Gilmer Apartment Hotel

3.5 out of 5
Wellington CBD
Price was CA $2,859, price is now CA $2,686 per person
CA $2,686
per person
Aug 29 - Sep 3
found 16 hours ago
Roundtrip flight included
Regina (YQR) to Wellington (WLG)
8.8/10 Excellent! (1,560 reviews)
Nice and comfy stay, quiet place

Reviewed on Jul 11, 2026

QT Wellington

QT Wellington

5 out of 5
Te Aro
Price was CA $3,116, price is now CA $2,942 per person
CA $2,942
per person
Aug 29 - Sep 3
found 16 hours ago
Roundtrip flight included
Regina (YQR) to Wellington (WLG)
8.8/10 Excellent! (1,001 reviews)

Rydges Wellington Airport

Rydges Wellington Airport

4.5 out of 5
Rongotai
Price was CA $2,918, price is now CA $2,762 per person
CA $2,762
per person
Aug 29 - Sep 3
found 16 hours ago
Roundtrip flight included
Regina (YQR) to Wellington (WLG)
9.2/10 Wonderful! (1,004 reviews)
Being upstairs from Wellington International Airport was terrific! Early flight but I could check my bags in and the. Go back to my room for a cup of tea and a bit of morning telly before I had to go to the gate to board my flight!

Reviewed on Jul 14, 2026

Quest on Lambton

Quest on Lambton

3.5 out of 5
Wellington CBD
Price was CA $2,827, price is now CA $2,693 per person
CA $2,693
per person
Aug 29 - Sep 3
found 16 hours ago
Roundtrip flight included
Regina (YQR) to Wellington (WLG)
7.8/10 Good! (821 reviews)
Really loved the heaters were turned on before I arrived .it made the room so cozy and relaxing for a late check in on a cold wet wellington night

Reviewed on Jul 10, 2026

Where to stay in Whitby

Find the best Whitby areas and neighborhoods for the activities you enjoy most. Learn more about Whitby
A coastal landscape with a beach, ocean, and a distant mountain range.

Plimmerton

2 out of top 10 points of interest in this area

Unique features of Plimmerton include the beaches and bars. Make a stop by Plimmerton Beach or South Beach while you're exploring the area.

Find hotels in Plimmerton

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 $95 per night from Jul 19 to Jul 20
CA $95
CA $111 total
Jul 19 - Jul 20
includes taxes & fees
James Cook Hotel Grand Chancellor
Rydges Wellington Airport

Rydges Wellington Airport

4.5 out of 5
28 Stewart Duff Drive, Rongotai Wellington
Fully refundableReserve now, pay when you stay
The price is CA $162 per night from Jul 19 to Jul 20
CA $162
CA $186 total
Jul 19 - Jul 20
includes taxes & fees
9.2/10 Wonderful! (1,011 reviews)
"Being upstairs from Wellington International Airport was terrific! Early flight but I could check my bags in and the. Go back to my room for a cup of tea and a bit of morning telly before I had to go to the gate to board my flight!"

Reviewed on Jul 14, 2026

Rydges Wellington Airport
Rydges Wellington

Rydges Wellington

4.5 out of 5
75 Featherston St Wellington
Fully refundableReserve now, pay when you stay
The price is CA $133 per night from Jul 19 to Jul 20
CA $133
CA $153 total
Jul 19 - Jul 20
includes taxes & fees
8.4/10 Very good! (1,010 reviews)
"to be honest I think your reception staff could be more helpful & patient when it comes to parking for your customers, I know the hotel is limited with parking spots & don't want to held responsible, but the info they provided for parking was pretty average - especially to those customers who are ..."

Reviewed on Jul 13, 2026

Rydges Wellington
See all 678 properties in Whitby
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
Family Vacations
Family Vacations

Frequently asked questions

How much does a Whitby vacation package cost?
From as little as CA $2,652, 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

Wellington's Original HD LOTR Experience - includes Weta Tour

Wellington's Original HD LOTR Experience - includes Weta Tour

CA $140
per adult
100% of travellers recommend
Wellington's Original HD LOTR Experience - includes Weta Tour
Te Awa Kairangi Grade 2 Scenic Rafting Tour

Te Awa Kairangi Grade 2 Scenic Rafting Tour

CA $120
per adult
Te Awa Kairangi Grade 2 Scenic Rafting Tour
You excursion includes the 90 minute Weta Cave Experience

Lord of the Rings 1/2 day Tour to rule them all incl. Weta Tour

CA $149
per adult
Lord of the Rings 1/2 day Tour to rule them all incl. Weta Tour
See all activities in Porirua

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.