Woodside Vacations from $326

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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.
Club Quarters Hotel Rittenhouse Square, Philadelphia

Club Quarters Hotel Rittenhouse Square, Philadelphia

4 out of 5
Center City
Save 100% on your flight
Price was $501, price is now $326 per person
$326
per person
Dec 18 - Dec 23
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Philadelphia (PHL)
8.8/10 Excellent! (4,159 reviews)
Husband and I here for and

Reviewed on Nov 11, 2025

Canopy by Hilton Philadelphia Center City

Canopy by Hilton Philadelphia Center City

4 out of 5
Center City
Save 100% on your flight
Price was $827, price is now $504 per person
$504
per person
Dec 18 - Dec 23
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Philadelphia (PHL)
9.2/10 Wonderful! (1,868 reviews)
The room was actually missing the steamer, bathroom garbage can and jad a completely empty bottle of body wash in the shower on the day of my arrival. A call to the front desk did remedy that after awhile. Otherwise, the room was clean and the floor was very quiet. Front desk staff were friendly.

Reviewed on Nov 9, 2025

Sheraton Philadelphia Downtown

Sheraton Philadelphia Downtown

4 out of 5
Center City
Save 100% on your flight
Price was $603, price is now $380 per person
$380
per person
Dec 18 - Dec 23
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Philadelphia (PHL)
8.4/10 Very Good! (1,010 reviews)
Staff at hotel was really nice. They helped us find places to visit. Great experience!!

Reviewed on Nov 11, 2025

The Rittenhouse Philadelphia

The Rittenhouse Philadelphia

5 out of 5
Center City
Save 100% on your flight
Price was $1,319, price is now $840 per person
$840
per person
Dec 18 - Dec 22
found 20 hours ago
Roundtrip flight included
Atlanta (ATL) to Philadelphia (PHL)
9.6/10 Exceptional! (905 reviews)
Nice room and staffs are helpful.

Reviewed on Nov 9, 2025

Doubletree by Hilton Philadelphia Airport

Doubletree by Hilton Philadelphia Airport

4 out of 5
Southwest Philadelphia
Save 100% on your flight
Price was $538, price is now $349 per person
$349
per person
Dec 18 - Dec 23
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Philadelphia (PHL)
7.4/10 Good! (3,785 reviews)
Clean comfortable room, 24hr gym, helpful staff.

Reviewed on Nov 12, 2025

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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

4.5/5(67 reviews)

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
Excellent museum documenting the history of Dover AFB and the Air Mobility Command.

Dover Air Force Base

Dover Air Force Base is just one of the places to see in Dover, so why not enjoy the other things to explore during your travels? Visit the shops and casinos in this family-friendly area.

Dover Air Force Base
Delaware State Capitol

Delaware State Capitol

4/5(47 reviews)

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

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 $99 total per night from Nov 17 to Nov 18
$99 total
Nov 17 - Nov 18
Total with taxes and fees
8.6/10 Excellent! (3,236 reviews)
Clean room, great view of the track, excellent friendly staff in the hotel and casino.

Reviewed on Nov 8, 2025

Bally's Dover Casino Resort
Hampton Inn Milford

Hampton Inn Milford

2.5 out of 5
100 Lighthouse Estates Dr, Milford, DE
Fully refundableReserve now, pay when you stay
$89 nightly
The price is $99 total per night from Nov 23 to Nov 24
$99 total
Nov 23 - Nov 24
Total with taxes and fees
8.6/10 Excellent! (978 reviews)
Everything was excellent, as we enjoy staying at Hampton Inns.

Reviewed on Oct 30, 2025

Hampton Inn Milford
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
$73 nightly
The price is $79 total per night from Dec 1 to Dec 2
$79 total
Dec 1 - Dec 2
Total with taxes and fees
8/10 Very Good! (1,000 reviews)
great experience. professional staff.

Reviewed on Nov 10, 2025

Microtel Inn & Suites by Wyndham Dover
See all 164 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.

Find the Best Woodside Vacation Packages

Woodside Essential Information

Language
English
Currency
U.S dollars
Population
2,300
Top Sights
Air Mobility Command Museum, The State House Museum and Biggs Museum of American Art

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Frequently asked questions

How much does a Woodside vacation package cost?
You'll find cheap prices from $326 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.