Woodside Vacations from $256

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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.

The Latest Woodside vacation packages

Price found within the past 48 hours. Click for updated prices.
Valley Forge Casino Resort

Valley Forge Casino Resort

4 out of 5
Save 100% on your flight
per person
Sep 26 - Sep 29
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Philadelphia (PHL)
8.2/10 Very Good! (1,006 reviews)
You need a business center to print and onsite computers. I was traveling for business from out of town and not to gamble and was staying at your hotel, because of the geography of the company I was visiting. You had very poor breakfast options from a cafeteria, instead of a breakfast buffet, typically offered by a upscale hotel and the bar/ restaurants did not open till 5:00 PM. I was sleeping at 2:00 AM and was awaken by noise, people and announcements from the gaming floor below. Next time in King of Prussia, I will stay Hilton or Marriott

Reviewed on Aug 9, 2025

Hyatt Centric Center City Philadelphia

Hyatt Centric Center City Philadelphia

4 out of 5
Center City
Save 100% on your flight
per person
Oct 17 - Oct 22
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Philadelphia (PHL)
9.4/10 Exceptional! (1,404 reviews)
The view from our room was magnificent.

Reviewed on Aug 10, 2025

Canopy by Hilton Philadelphia Center City

Canopy by Hilton Philadelphia Center City

4 out of 5
Center City
Save 100% on your flight
per person
Sep 26 - Sep 29
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Philadelphia (PHL)
9.2/10 Wonderful! (1,756 reviews)
Nice open rooms, great location and front desk very friendly.

Reviewed on Aug 10, 2025

Sheraton Philadelphia Downtown

Sheraton Philadelphia Downtown

4 out of 5
Center City
Save 100% on your flight
per person
Oct 17 - Oct 22
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Philadelphia (PHL)
8.4/10 Very Good! (1,019 reviews)
Typical 3 star hotel

Reviewed on Aug 9, 2025

Oceanside Lodge

Oceanside Lodge

2.5 out of 5
Save 100% on your flight
per person
Oct 18 - Oct 22
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Philadelphia (PHL)
6.2/10 (1,001 reviews)
This property was nice clean very convenient. If you’d like a really hard bed, you’ll love this, but it was very hard for me and hard to get a good nights sleep. But the room was clean, spacious and very convenient to where we needed to be. Nice staff Comfortable environment.

Reviewed on Aug 10, 2025

Don't see what you're looking for?
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Discover the most popular places to visit in Woodside

Great weekend for the whole family! Lots to do around the area

Dover International Speedway

Catch an event at Dover International Speedway during your trip to Dover. Add the area's shops or casinos to your travel plans.

Dover International Speedway
Delaware State Capitol

Delaware State Capitol

Delaware State Capitol is just one of the places to see in Dover, so why not enjoy the other things to explore during your travels? Add the area's shops or casinos to your travel plans.

Delaware State Capitol
NPS

Old State House

You can browse the exhibits at Old State House, a museum with a storied past, during your trip to Dover. Add the area's casinos or shops to your travel plans.

Old State House

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
$92 nightly
The price is $100 total per night from Sep 1 to Sep 2
$100 total
Sep 1 - Sep 2
Total includes taxes and fees
8.6/10 Excellent! (2,951 reviews)
"👍"

Reviewed on Aug 9, 2025

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
$81 nightly
The price is $87 total per night from Aug 11 to Aug 12
$87 total
Aug 11 - Aug 12
Total includes taxes and fees
8/10 Very Good! (1,001 reviews)
"My room is great."

Reviewed on Aug 6, 2025

Microtel Inn & Suites by Wyndham Dover
Hampton Inn Milford

Hampton Inn Milford

2.5 out of 5
100 Lighthouse Estates Dr, Milford, DE
Fully refundableReserve now, pay when you stay
$101 nightly
The price is $112 total per night from Aug 24 to Aug 25
$112 total
Aug 24 - Aug 25
Total includes taxes and fees
8.6/10 Excellent! (934 reviews)
"Great hotel Friendly service good breakfast I would stay again"

Reviewed on Aug 6, 2025

Hampton Inn Milford
See all 165 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.

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Frequently asked questions

How much does a Woodside vacation package cost?
You'll find cheap prices from $256 on Expedia for your Woodside getaway. However, a range of factors like the season, choice of hotel and length of stay will influence how much your vacation to Woodside costs.
What are the cheapest months to go to Woodside?
November, December and January are great times to look for cheap Woodside vacation packages. Opting to travel in quieter periods means you can generally find lower prices on accommodations and flights.
How many days is enough for Woodside?
Typically, a handful of days is enough to see the major attractions during your Woodside vacation. But if you prefer to have some time to relax or go on day tours, think about extending your itinerary.
How to find the best Woodside package deals?
Use Expedia's handy filters to help you find some fabulous Woodside package deals. When you start your search, just 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 browse for Woodside package deals in the off-peak season. Play around with your travel dates and you may land even bigger discounts. As a rule of thumb, it's usually best to lock in your vacation package as early as possible.
Is it cheaper to book a Woodside vacation as a package?
Expedia vacation packages are designed to give you more bang for your buck. Bundle your hotel, car rental and flight into one great-value price and enjoy significant savings. You'll typically land a better deal than booking each component separately. And you'll still enjoy the freedom to create a tailored Woodside vacation by choosing your favorite type of stay, airline and car class.
When to book a vacation package to Woodside?
If you're considering an impromptu Woodside getaway, check out our last-minute deals that can be booked up to one week before you go. Prefer not to wait until the last minute? You can score incredible deals on your flights and hotels by booking ahead.
Does Expedia offer Book Now, Pay Later Woodside vacation packages?
If you're anything like us, you love jet-setting around the world but are not a fan of the big price tag that can come with it. That's why we've created Book Now, Pay Later vacations. With the help of online lender Affirm, you can spread the total cost of your Woodside vacation over 3, 6 or 12 months. There are also no hidden or late payment fees, so you can secure cheap vacation packages with payment plans as soon as you see them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.