Oaks 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

Your Oaks Vacation

Get ready to experience Oaks in your own style with a custom Oaks vacation package! Discovering the treasures of this lively city is easy with a base in a neighborhood such as Gladwyne, which is great for golfing, among other things. You'll want to do a little exploring during your trip to Oaks. Find time for top attractions such as Arnolds Family Fun Center, Phoenixville Taste and Schuylkill River Trail Pawlings Road Trailhead. Your perfect Oaks vacation is just a few clicks away. Explore accommodations, flights and more on Expedia for a trip that's tailored just for you.

Top Oaks Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Trolley Stop Motel

Trolley Stop Motel

2 out of 5
Price was CA $1,188, price is now CA $1,004 per person
CA $1,004
per person
Aug 12 - Aug 16
found 8 hours ago
Roundtrip flight included
Toronto (YYZ) to Philadelphia (PHL)
7.8/10 Good! (744 reviews)
A small family run property. Basic but clean. Cheaper than other places but felt safe. Overall, I would stay again.

Reviewed on Jun 29, 2026

Cozy Home near City Center with Hot tub

Cozy Home near City Center with Hot tub

3 out of 5
South Philadelphia
Price was CA $4,601, price is now CA $3,081 per person
CA $3,081
per person
Aug 24 - Aug 26
found 18 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Philadelphia (PHL)
10/10 Exceptional! (3 reviews)
This was the perfect place for my group and our needs. Enough beds with options; a dark, quiet room in the basement, a shared room with a two full beds, the top floor king size suite, even a pull out sofa! All useful accommodations for a party of 5 or more. To top it off, the roof top hot tub with a city skyline view was incredible! It was a great location too, in walking distance to our venue in South Philly. Everything worked out perfectly, and I'm grateful that this option was available. Thank you!

Reviewed on Mar 2, 2026

The Windsor Suites

The Windsor Suites

4 out of 5
Center City
Price was CA $1,562, price is now CA $1,255 per person
CA $1,255
per person
Aug 23 - Aug 29
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Philadelphia (PHL)
8.8/10 Excellent! (2,941 reviews)
Beautiful location and hotel!

Reviewed on Jul 1, 2026

The Rittenhouse Philadelphia

The Rittenhouse Philadelphia

5 out of 5
Center City
Price was CA $1,412, price is now CA $1,170 per person
CA $1,170
per person
Aug 7 - Aug 9
found 2 days ago
Roundtrip non-stop flight included
Halifax (YHZ) to Philadelphia (PHL)
9.6/10 Exceptional! (1,002 reviews)
Beautiful quiet room, excellent location right on the park, loved the Library bar.

Reviewed on Jun 29, 2026

YOWIE (Hotel & Shop)

YOWIE (Hotel & Shop)

2 out of 5
South Philadelphia
Price was CA $1,343, price is now CA $1,132 per person
CA $1,132
per person
Aug 7 - Aug 9
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Philadelphia (PHL)
9.8/10 Exceptional! (72 reviews)
Really unique hotel in a great area

Reviewed on Jun 10, 2026

Ready to book your vacation to Oaks?

 

Choose your dates

Oaks Hotel Deals

4211 Suites

4211 Suites

4.5 out of 5
4211 Chestnut St Philadelphia PA
Fully refundableReserve now, pay when you stay
The price is CA $168 per night from Jul 29 to Jul 30
CA $168
CA $195 total
Jul 29 - Jul 30
includes taxes & fees
9/10 Wonderful! (759 reviews)
"Clean room and hospitable staff"

Reviewed on Jun 30, 2026

4211 Suites
Courtyard by Marriott Philadelphia City Avenue

Courtyard by Marriott Philadelphia City Avenue

3 out of 5
4100 Presidential Boulevard Philadelphia PA
Fully refundableReserve now, pay when you stay
The price is CA $224 per night from Jul 21 to Jul 22
CA $224
CA $260 total
Jul 21 - Jul 22
includes taxes & fees
8.4/10 Very good! (1,169 reviews)
"I was disappointed about the basics. The toilet paper is way too thin as are the tissues. The trash receptacles are way too small. The toilet sits too low and its flush is too weak. In my bathroom in Rm 847 there was a chunk missing from the bottom of the door and the door lock doesn't work. The ..."

Reviewed on Jul 1, 2026

Courtyard by Marriott Philadelphia City Avenue
Hyatt Place Philadelphia/ King of Prussia

Hyatt Place Philadelphia/ King of Prussia

3 out of 5
440 American Avenue King of Prussia PA
Fully refundableReserve now, pay when you stay
The price is CA $155 per night from Jul 16 to Jul 17
CA $155
CA $170 total
Jul 16 - Jul 17
includes taxes & fees
7.6/10 Good! (1,471 reviews)
"Over good experience"

Reviewed on Jun 29, 2026

Hyatt Place Philadelphia/ King of Prussia
See all 1,116 properties in Oaks
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

What to do in Oaks

LEGOLAND® Discovery Center Philadelphia

LEGOLAND® Discovery Center Philadelphia

CA $35
per adult
80% of travellers recommend
LEGOLAND® Discovery Center Philadelphia
Center City Philadelphia Food Tour with Reading Market

Center City Philadelphia Food Tour with Reading Market

CA $82
per adult
88% of travellers recommend
Center City Philadelphia Food Tour with Reading Market
Go City: Philadelphia All-Inclusive Pass with 30+ Attractions

Go City: Philadelphia All-Inclusive Pass with 30+ Attractions

CA $82
per adult
82% of travellers recommend
Go City: Philadelphia All-Inclusive Pass with 30+ Attractions
See all activities in Oaks

Frequently asked questions

How much does an Oaks vacation package cost?
You'll find cheap prices from CA $1,004 on Expedia for your Oaks getaway. However, factors like the length of stay, hotel choice and season will influence how much your vacation to Oaks costs.
What are the cheapest months to go to Oaks?
Plan your trip for the off-season and you're likely to find cheap Oaks vacation packages. Remember that public holidays and major events and festivals can have an impact on prices, so do your research before booking.
How many days is enough for Oaks?
To fully enjoy your Oaks vacation, we suggest booking for 2 days. Split your time between visiting The Club at Shannondell, Phoenixville Taste and other leading sights, in addition to exploring neighbourhoods like Trooper and Mont Clare. If you've got some time to spare, add a day trip or tour to your Oaks vacation itinerary.
How to find the best Oaks package deals?
Use Expedia's handy filters to find some great Oaks package deals. When you start your search, simply set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your trip for midweek, or look for Oaks package deals in the off-season. Play around with your travel dates and you may score even better discounts. As a rule of thumb, it's usually best to lock in your vacation package well in advance.
Is it cheaper to book an Oaks vacation as a package?
An Expedia vacation package could land you significant savings when compared to arranging flights and hotels separately. Better still, you can tailor your Oaks getaway to fit your exact needs. Pick 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.
How to plan a trip to Oaks?

  1. Choose the perfect time to travel: Your schedule, favourite season and the type of weather you enjoy can all impact your decision on when to travel to Oaks.
  2. Set a budget: Factor in costs such as flights, food and transportation when calculating how much to put aside for your trip to Oaks. Then, select a property that works with your budget, whether that's an economical option or a swankier getaway.
  3. Decide how long to go for: Now that you're more familiar with Oaks, you can figure out the perfect length of your break. Create a draft itinerary and give yourself enough time to cover everything you want to see.
  4. Bundle your accommodations and airfare: Once you've nailed down your travel dates and duration, lock in the perfect Oaks vacation package for you.

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.