Woodside Vacations from $390

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Your Woodside Vacation

With plenty of highlights as well as some hidden gems, this city is best experienced with a Woodside vacation package. Check out hotels located in Midtown East, which is good for shopping, cafes and nightlife. If sightseeing is part of the plan during your trip to Woodside, check out leading attractions like Brooklyn Bridge, Yankee Stadium and Citi Field. Check out Expedia's extensive range of travel options and start planning your dream vacation to Woodside now.

The Latest Woodside vacation packages

Price found within the past 48 hours. Click for updated prices.
Windrose On Hudson
Hotel Seville Nomad, in the Unbound Collection by Hyatt
Lotte New York Palace
NobleDEN Hotel
Omni Berkshire Place
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Discover the most popular places to visit in Woodside

What to do in Woodside

Woodside Hotel Deals

Sheraton New York Times Square Hotel

Sheraton New York Times Square Hotel

4 out of 5
811 7th Ave, New York, NY
Fully refundableReserve now, pay when you stay
$202 nightly
The price is $235 total per night from Sep 1 to Sep 2
$235 total
Sep 1 - Sep 2
Total with taxes and fees
7.4/10 Good! (4,337 reviews)
"A great experience! The check-in process was lengthy but understandable due to construction."

Reviewed on Aug 22, 2025

Sheraton New York Times Square Hotel
Hotel Edison Times Square

Hotel Edison Times Square

4 out of 5
228 W 47th St, New York, NY
Fully refundableReserve now, pay when you stay
$169 nightly
The price is $197 total per night from Sep 1 to Sep 2
$197 total
Sep 1 - Sep 2
Total with taxes and fees
8.2/10 Very Good! (4,616 reviews)
Edison Hotel
"Room was lovely and clean. Staff were very helpful and the breakfast was very nice. Perfect place to stay. So close to Times Square."

Reviewed on Aug 23, 2025

Hotel Edison Times Square
Hotel St. James

Hotel St. James

2.5 out of 5
109 W. 45TH ST., New York, NY
Fully refundableReserve now, pay when you stay
$206 nightly
The price is $240 total per night from Aug 25 to Aug 26
$240 total
Aug 25 - Aug 26
Total with taxes and fees
8.6/10 Excellent! (6,268 reviews)
Budget friendly, superb location!
"To get your head down to sleep rather than lounge about in your room type hotel. For us being four, the room was literally two beds in it and a bathroom but we had enough room for our suitcases and all the paraphernalia that comes with holidaying. It was just a short stay in NY before moving on to ..."

Reviewed on Aug 22, 2025

Hotel St. James
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 $390 on Expedia for your Woodside break. However, factors like your choice of hotel, the season and length of stay will influence how much your vacation to Woodside costs.
What are the cheapest months to go to Woodside?
January, June and December are great times to look for cheap Woodside vacation packages. Opting to travel in quieter periods means you can typically find reduced prices on accommodations and flights.
How many days is enough for Woodside?
The ideal length of your Woodside vacation depends on what you'd like to see. Generally, a few days to a week will give you time to check out all the main sights and discover some hidden spots along the way.
How to find the best Woodside package deals?
Use Expedia's handy filters to find some great Woodside 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 escape for midweek, or browse for Woodside package deals in the off-season. Switch up your travel dates and you may land even bigger discounts. As a rule of thumb, it's usually best to book 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 tailor your Woodside getaway to match your exact style. Pick your preferred flight time, select the hotel type and add a rental car. Explore our bundles to see how much you can save.
When to book a vacation package to Woodside?
Score fantastic discounts by booking your flights early with Expedia. If being spontaneous is more your thing, grab one of our last-minute deals for an impromptu Woodside adventure.
How to plan a trip to Woodside?

  1. Pick your dates: The things you plan to do in Woodside and your preferred season can help you decide when to go.
  2. Calculate your budget: Make sure you have enough money to cover everything from dining out and transportation to activities and flights. Your accommodations will likely be the largest expense during your trip to Woodside.
  3. Use Expedia's trip planning tool to discover Woodside: Research every part of your trip to Woodside with this comprehensive planner. Invite family or friends to collaborate on a group trip, search for stays or things to do and make bookings.
  4. Work out your trip length: Consider how much time you'd like to spend exploring Woodside. Plan your itinerary so you can get to all the activities and attractions you're interested in at a leisurely pace.
  5. Bundle your hotel and flights: Epic destination, check. Length of stay, check. All that's left now is to find a Woodside vacation package that brings all your bookings together.
  6. Add on excursions and experiences: Have a look at our dedicated travel guide to find some incredible things to do in Woodside. Book tickets or make reservations before you go to save time and avoid the stress of searching for activities once you arrive.

Does Expedia offer Book Now, Pay Later Woodside vacation packages?
Secure your perfect trip to Woodside with help from Expedia's Book Now, Pay Later vacations. There's no need to save like crazy or hold off until your next payday — we've teamed up with online lender Affirm to offer you financial flexibility. Our vacation packages with payment plans allow you to spread the cost over 3, 6 or 12 months. With no late payment fees or hidden charges, it's a breeze to budget for your trip and snap up cheap deals before they sell out.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.