Woodside Vacation Packages

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  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*

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Your Woodside Vacation

Take the hard work out of travel planning by booking a Woodside vacation package. A good neighborhood to stay in this amazing city is Kitts Hummock, which is good for nature and much more besides. Like to venture out and explore? Greentree Village Shopping Center, Rodney Village Shopping Center and Dover Street Park are just three of the best places to visit during a trip to Woodside. Whoever you're escaping with and whatever your bank balance, your dream Woodside vacation is just clicks away with Expedia.

Top Woodside Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Staybridge Suites Cranbury by IHG

Staybridge Suites Cranbury by IHG

3 out of 5
Price was CA $995, price is now CA $857 per person
CA $857
per person
Jan 12 - Jan 19
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Philadelphia (PHL)
8.4/10 Very good! (1,005 reviews)
I would definitely stay at this hotel again, The staff went out of their way to make you comfortable.

Reviewed on Nov 2, 2026

The Rittenhouse Philadelphia

The Rittenhouse Philadelphia

5 out of 5
Center City
Price was CA $2,442, price is now CA $1,904 per person
CA $1,904
per person
Jan 15 - Jan 18
found 9 hours ago
Roundtrip non-stop flight included
Québec (YQB) to Philadelphia (PHL)
9.4/10 Exceptional! (1,002 reviews)
Exceptional in every way.

Reviewed on Nov 3, 2026

Hotel Anna & Bel

Hotel Anna & Bel

4 out of 5
North Philadelphia
Price was CA $2,215, price is now CA $1,791 per person
CA $1,791
per person
Dec 23 - Dec 27
found 22 hours ago
Roundtrip flight included
Toronto (YTO) to Philadelphia (PHL)
9.6/10 Exceptional! (190 reviews)
Really love it here

Reviewed on Nov 6, 2026

The Windsor Suites

The Windsor Suites

4 out of 5
Center City
Price was CA $1,496, price is now CA $1,285 per person
CA $1,285
per person
Jan 15 - Jan 18
found 9 hours ago
Roundtrip non-stop flight included
Québec (YQB) to Philadelphia (PHL)
8.8/10 Excellent! (3,348 reviews)
Good location, big rooms. Strangely there’s a full stove in the kitchen but no pots, pans or utensils for cooking. You cannot even boil water.

Reviewed on Nov 7, 2026

Hyatt Centric Rittenhouse Square Philadelphia

Hyatt Centric Rittenhouse Square Philadelphia

4 out of 5
Center City
Price was CA $1,519, price is now CA $1,314 per person
CA $1,314
per person
Jan 15 - Jan 18
found 9 hours ago
Roundtrip non-stop flight included
Québec (YQB) to Philadelphia (PHL)
9.4/10 Exceptional! (1,790 reviews)

Ready to book your vacation to Woodside?

 

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Woodside Hotel Deals

Bally's Dover Casino Resort

Bally's Dover Casino Resort

4 out of 5
1131 N Dupont Hwy Dover DE
Fully refundableReserve now, pay when you stay
The price is CA $86 per night from Dec 7 to Dec 8
CA $86
CA $123 total
Dec 7 - Dec 8
includes taxes & fees
Bally's Dover Casino Resort
Microtel Inn & Suites by Wyndham Dover

Microtel Inn & Suites by Wyndham Dover

2 out of 5
1703 E Lebanon Rd Dover DE
Fully refundableReserve now, pay when you stay
The price is CA $97 per night from Dec 2 to Dec 3
CA $97
CA $107 total
Dec 2 - Dec 3
includes taxes & fees
Microtel Inn & Suites by Wyndham Dover
Microtel Inn & Suites by Wyndham Milford

Microtel Inn & Suites by Wyndham Milford

2.5 out of 5
106 Silicato Parkway Milford DE
Fully refundableReserve now, pay when you stay
The price is CA $111 per night from Nov 9 to Nov 10
CA $111
CA $124 total
Nov 9 - Nov 10
includes taxes & fees
8.8/10 Excellent! (853 reviews)
"I like how we had a good view of the sunrise in the morning, the breakfast was a A+ I loved it"

Reviewed on Nov 1, 2026

Microtel Inn & Suites by Wyndham Milford
See all 205 properties in Woodside
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
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Family Vacations
Family Vacations

Frequently asked questions

How much does a Woodside vacation package cost?
You can snap up a vacation package to this destination from CA $857 on Expedia. However, how much your vacation to Woodside costs will depend on factors like your hotel choice, season and length of stay.
What are the cheapest months to go to Woodside?
Plan your trip for the shoulder or low season and you're likely to get cheap Woodside vacation packages. Keep in mind that public holidays and local events and festivals can have an impact on prices, so do some research before you go.
How many days is enough for Woodside?
The ideal duration for your Woodside vacation depends on what you'd like to see. Generally, a handful of days to a week will give you time to hit all the main attractions and discover some hidden spots along the way.
How to find the best Woodside package deals?
Use Expedia's filter tool to help you find some fabulous Woodside package deals. When you start your search, just set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your escape for midweek, or look for Woodside package deals in the low season. Play around with your travel dates and you may land even bigger discounts. As a rule of thumb, it's typically best to lock in your vacation package as soon as possible.
Is it cheaper to book a Woodside vacation as a package?
An Expedia vacation package could land you great savings when compared to booking flights and accommodations separately. Better still, you can personalize your Woodside getaway to fit your exact needs. Choose your preferred flight time, select the hotel type and add a rental car. Browse our bundle deals and find out how much you can save.
When to book a vacation package to Woodside?
If you've got your Woodside travel dates finalized, book early to bag some fantastic deals. With Expedia, you can typically reserve some flights up to one year ahead of time. Prefer spur-of-the-moment getaways? Our last-minute deals are great for travelling on a whim.
How to plan a trip to Woodside?

  1. Pick the best time to travel: Your schedule, preferred season and the type of weather you enjoy can all impact your decision on when to travel to Woodside.
  2. Budget wisely: In addition to the price of your stay, you'll need to consider other expenses too. These include food, flights and transportation. Also, put aside some extra funds for unexpected expenses that could crop up during your trip to Woodside.
  3. Determine how many days away: Start by listing all the activities and attractions you want to get to in Woodside. Then, estimate how long you'll need at each, including any travel time.
  4. Combine your airfare and accommodations: After you've settled on your dates and duration, book the perfect Woodside vacation package for you.

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