Whitby Vacation Packages

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Your Whitby Vacation

Our Whitby vacation packages let you customize your own adventure. Tailor your journey to your interests and needs and make every moment count in this lively city. A trip to Whitby is a superb opportunity to sightsee. Be sure to visit big-name attractions such as Sandy Point Beach, Whitby Beach and Pumpkin Bluff Beach. Expedia will help you escape your routine. Tailor your vacation to Whitby to match your travel style, whatever that may be!

Top Whitby Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Grace Bay Suites

Grace Bay Suites

3.5 out of 5
Grace Bay
Price was CA $2,615, price is now CA $1,705 per person
CA $1,705
per person
Dec 19 - Dec 24
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to Providenciales (PLS)
8.4/10 Very good! (1,001 reviews)

Long Bay Beach Club

Long Bay Beach Club

5 out of 5
Long Bay Hills
Price was CA $39,396, price is now CA $19,992 per person
CA $19,992
per person
Dec 19 - Dec 24
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to Providenciales (PLS)
10/10 Exceptional! (4 reviews)
.

Reviewed on Aug 3, 2026

Dream Villas Provo

Dream Villas Provo

3.5 out of 5
Blue Hills
Price was CA $6,501, price is now CA $3,873 per person
CA $3,873
per person
Dec 19 - Dec 24
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to Providenciales (PLS)
9.4/10 Exceptional! (82 reviews)

West Bay Club

West Bay Club

4.5 out of 5
Grace Bay
Price was CA $8,692, price is now CA $5,278 per person
CA $5,278
per person
Dec 19 - Dec 24
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to Providenciales (PLS)
9.4/10 Exceptional! (1,001 reviews)
It was a great stay, smaller boutique style hotel. Staff is very friendly, food was good, room was spacious. Great experience overall.

Reviewed on Nov 6, 2026

Rooftop Villa Collection

Rooftop Villa Collection

5 out of 5
Grace Bay
Price was CA $25,092, price is now CA $17,274 per person
CA $17,274
per person
Dec 19 - Dec 24
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to Providenciales (PLS)
No reviews

Ready to book your vacation to Whitby?

 

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Whitby Hotel Deals

Pelican Beach Hotel

Pelican Beach Hotel

3 out of 5
Pelican Beach Drive Whitby North Caicos
The price is CA $434 per night from Nov 10 to Nov 11
CA $434
CA $530 total
Nov 10 - Nov 11
includes taxes & fees
9.4/10 Exceptional! (128 reviews)
"This hotel was amazing. It’s directly on the beach so the views and atmosphere are outstanding. It has everything you need right on the property including a restaurant /bar and a coffee shop. The barracuda bar served delicious food and drinks. Clifford’s coffee shop serves an excellent cup of coffee. ..."

Reviewed on Aug 4, 2026

Pelican Beach Hotel
Caicos Cottage, 2bd/2bath Beachfront Villa w/pool on Whitby Beach

Caicos Cottage, 2bd/2bath Beachfront Villa w/pool on Whitby Beach

Caicos Islands Caicos Islands
10/10 Exceptional! (63 reviews)
"This was our second stay at Caicos Cottage, and it was just as amazing as our first stay! First of all, Cindy is a wonderful communicator, and will promptly answer all your questions. When we arrived, we noticed that the home was recently repainted, and clean & bright out front. When you walk in ..."

Reviewed on Oct 24, 2026

Get rates
Caicos Cottage, 2bd/2bath Beachfront Villa w/pool on Whitby Beach
Ocean Breeze Resort

Ocean Breeze Resort

4 out of 5
Ocean Breeze Drive Whitby North Caicos
The price is CA $317 per night from Nov 10 to Nov 11
CA $317
CA $403 total
Nov 10 - Nov 11
includes taxes & fees
Ocean Breeze Resort
See all 1,451 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
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Beach Vacations
Beach Vacations
Family Vacations
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Stay near popular Whitby attractions

Whitby Beach

9.8/10 (8 reviews)
Why not spend a lazy afternoon at Whitby Beach during your trip to Whitby? Wander the seaside and beaches while you're in the area.
See properties

Frequently asked questions

How much does a Whitby vacation package cost?
Offering excellent value package deals from CA $1,705 on Expedia, you'll be thrilled with how little a vacation to Whitby costs! Expedia's packages make travel planning easier and your savings go further.
What are the cheapest months to go to Whitby?
August, September and November are the best times to look for cheap Whitby vacation packages. Choosing to travel in quieter months means you can usually find lower prices on hotels and flights.
How many days is enough for Whitby?
Typically, a handful of days is enough to check out the major attractions during your Whitby vacation. However, if you'd like to have some time to rest or take day trips, consider extending your itinerary.
Is it worth booking a vacation package to Whitby?
During your Whitby vacation, you can count on experiencing some top-notch coastal beaches and underwater activities. Leave enough room in your schedule to discover leading attractions like Whitby Beach and Pumpkin Bluff Beach.
How to find the best Whitby package deals?
Bagging a cheap Whitby package deal is easy with Expedia. Once you've entered your destination and trip dates under our "Packages" tab, set your maximum budget, apply some filters and see what's available. You can customize your search by "Amenities," "Property type," "Guest rating" and more. Order the results by "Price: low to high" to view the most pocket-friendly Whitby package deals. Want a simple trick to get the biggest savings? Have some flexibility with your departure dates and consider travelling on a weekday, when prices are often lower.
Is it cheaper to book a Whitby vacation as a package?
You can enjoy significant savings on your Whitby retreat by booking a tailored vacation package. Check the "Package" heading, then enter your travel dates and destination to view some great airfares and hotel prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a vacation package to Whitby?
If you have your Whitby travel dates confirmed, book early to grab some outstanding deals. With Expedia, you can typically reserve some flights up to a year in advance. Prefer spur-of-the-moment trips? Our last-minute deals are perfect for travelling on a whim.
How to plan a trip to Whitby?

  1. Choose your dates: What you'd like to do in Whitby and your preferred season can help you decide when to get away.
  2. Work out your budget: Ensure you have enough money to pay for everything from transportation and food to airfares and activities. Your accommodations will probably be the biggest expense during your trip to Whitby.
  3. Decide how long to go for: Now that you know more about Whitby, you can work out the perfect length of your break. Put together a draft itinerary and allocate enough time for all the things you want to do.
  4. Bundle your bookings: With your travel dates in place, you can combine your flights, hotels, car rental and more into a customized Whitby vacation package.

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