Woodside Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to CA $1,096 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    Rest easy

    Plan, book, and manage your trip all in one place

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.

Top Woodside Vacation Deals

Price found within the past 48 hours. Click for updated prices.
NobleDEN Hotel

NobleDEN Hotel

4 out of 5
Manhattan
per person
Oct 14 - Oct 21
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9.8/10 Exceptional! (1,259 reviews)
Our favorite hotel in NYC by far. Morgan and his staff are lovely and warm. The facilities are excellent.

Reviewed on Aug. 3, 2025

The Harbor Front Inn

The Harbor Front Inn

3.5 out of 5
per person
Sep 2 - Sep 9
found 2 days ago
Roundtrip non-stop flight included
Montreal (YUL) to New York (JFK)
8.8/10 Excellent! (492 reviews)
My only issue was the bed pillows need updating. They weren’t very comfortable, felt old and were faded.

Reviewed on Jul. 22, 2025

Omni Berkshire Place

Omni Berkshire Place

4 out of 5
Manhattan
per person
Oct 14 - Oct 21
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9.2/10 Wonderful! (1,897 reviews)
Great location - courteous staff.

Reviewed on Aug. 1, 2025

INNSiDE by Meliá New York Nomad

INNSiDE by Meliá New York Nomad

4.5 out of 5
Manhattan
per person
Oct 14 - Oct 21
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9.2/10 Wonderful! (2,066 reviews)
Good central location. Rooms were small, but comfortable.

Reviewed on Aug. 2, 2025

1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
per person
Oct 24 - Oct 26
found 1 day ago
Roundtrip flight included
Montreal (YUL) to New York (JFK)
8.8/10 Excellent! (1,001 reviews)
Nice views.. but food at restaurant left a lot to be desired. Also staff presentation was terrible. They need uniforms and a dress code. Booty shorts, wrinkled clothing... its all a part of the experience and everyone looked like they got up out of bed and came to work. Take pride. Its managements fault ..

Reviewed on Jul. 30, 2025

Ready to book your vacation to Woodside?

 

Choose your dates

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
The price is CA $230 per night from Aug 10 to Aug 11
CA $230
CA $324 total
Aug 10 - Aug 11
includes taxes & fees
7.4/10 Good! (4,055 reviews)
"Great location, looks very nice. The thing I don't like is the convenience fee -- it basically translates to paying $35-$45 for breakfast, which is ridiculous, even in Manhattan."

Reviewed on Jul. 31, 2025

Sheraton New York Times Square Hotel
Hyatt Grand Central New York

Hyatt Grand Central New York

4 out of 5
109 East 42nd Street, at Grand Central Terminal, New York, NY
Fully refundableReserve now, pay when you stay
The price is CA $230 per night from Aug 10 to Aug 11
CA $230
CA $332 total
Aug 10 - Aug 11
includes taxes & fees
8/10 Very Good! (5,871 reviews)
"good"

Reviewed on Aug. 3, 2025

Hyatt Grand Central New York
Lotte New York Palace

Lotte New York Palace

4.5 out of 5
455 Madison Ave, New York, NY
Fully refundableReserve now, pay when you stay
The price is CA $701 per night from Aug 5 to Aug 6
CA $701
CA $849 total
Aug 5 - Aug 6
includes taxes & fees
8.8/10 Excellent! (1,568 reviews)
"This is our 13th time staying here. Plan to return again Love this hotel. First time I had to book 2 queen beds and wish it toilet wasn’t extremely low & bathroom fan would be put in along with a stand up shower. Not sure if it’s because of queen beds as usually stay in room with king bed. Hope they ..."

Reviewed on Aug. 1, 2025

Lotte New York Palace
See all 11,705 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
Beach Vacations
Family Vacations
Family Vacations

Discover the most popular places to visit in Woodside

Times Square

Times Square

New York’s infamous neon wonderland is hustle and bustle at its best, and an essential stop for all tourists.

Times Square
Central Park showing flowers, a park and a pond

Central Park

Offering blissful respite from Manhattan’s concrete jungle, this is the perfect spot to rest weary feet or enjoy a picnic.

Central Park
Ed Sullivan Theater showing a city and signage as well as a large group of people

Broadway

Visit the dazzling theater district of one of the world’s most exciting cities. Enjoy the shopping, dining and street entertainment as well.

Broadway

What to do in Woodside

SUMMIT One Vanderbilt Experience Tickets

SUMMIT One Vanderbilt Experience Tickets

CA $71
per adult
92% of travellers recommend
SUMMIT One Vanderbilt Experience Tickets
Empire State Building General & Skip-the-Line Ticket Options

Empire State Building General & Skip-the-Line Ticket Options

CA $62
per adult
88% of travellers recommend
Empire State Building General & Skip-the-Line Ticket Options
Statue of Liberty & Ellis Island Tour + Pedestal Access

Statue of Liberty & Ellis Island Tour: All Options

CA $86
per adult
94% of travellers recommend
Statue of Liberty & Ellis Island Tour: All Options
See all activities in Woodside

Frequently asked questions

How much does a Woodside vacation package cost?
Offering great value package deals from CA $1,836 on Expedia, you'll be surprised at how little a vacation to Woodside costs! Expedia's packages make travel planning easier and your savings go further.
What are the cheapest months to go to Woodside?
You're likely to find lower prices and greater availability in January, February and March. Explore our cheap Woodside vacation packages and you could score some great off-season discounts.
How many days is enough for Woodside?
Woodside vacations come in all shapes and sizes, but to really get a feel for this destination, we think 2 days is a good ballpark. In this timeframe, you can fit in top attractions like Broadway and Grand Central Terminal along with lesser-known gems. Don't skip neighbourhoods such as Manhattan and Midtown either. If you're smart with your time, you can even allow for a day trip or two from Woodside too.
How to find the best Woodside package deals?
Use Expedia's filter tool to find some of the best Woodside package deals. When you begin 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 search for Woodside package deals in the low season. Play around with your travel dates and you may score even bigger discounts. As a rule of thumb, it's typically best to lock in your vacation package well in advance.
Is it cheaper to book a Woodside vacation as a package?
You can enjoy significant savings on your next Woodside getaway by booking a personalized vacation package. Click on the "Package" heading, then enter your travel dates and destination to see some great airfares and hotel prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a vacation package to Woodside?
If you have your Woodside travel dates locked in, book as soon as you can to score some terrific deals. With Expedia, you can often reserve some flights up to a year in advance. Prefer spur-of-the-moment adventures? Our last-minute deals are great for travelling on a whim.
How to plan a trip to Woodside?

  1. Choose when to travel: Check your schedule and pack your bags. Your preferred time of year and the activities available will also help you decide when to escape to Woodside.
  2. Plan your budget wisely: On top of the price of your stay, you'll need to consider other expenses too. These include flights, food and transportation. Also, set aside a little extra for unexpected costs that could arise during your trip to Woodside.
  3. Decide how many days away: Start by listing all the sights and activities you want to experience in Woodside. Then, estimate how long you'll need at each, along with any travel time.
  4. Combine your flights and hotel: Awesome destination, check. Length of stay, check. All that's left is to find a Woodside vacation package that brings all your bookings together.

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