---
title: "Woodbury Vacation Packages from CA $984 | Explore Top Bundles | Expedia"
description: "Savour comfort with full vacation planning in Woodbury; compare prices by dates for flight + hotel bundles for your 2026 trip."
canonical: "https://www.expedia.ca/Woodbury.d9568.Destination-Travel-Guides"
language: en-CA
market: CA
currency: CAD
prices_as_of: 2026-11-12T18:34:29Z
---

# Woodbury Vacation Packages
![A lakeside park with autumn foliage, a wooden dock, and a picnic area.](https://images.trvl-media.com/place/9568/ac9347c1-c9b3-49de-a235-936234f7ba11.jpg?impolicy=fcrop&w=1200&h=300&q=medium)

## 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 Woodbury Vacation

Come and discover this amazing city for yourself with a Woodbury vacation package. Consider staying in the neighborhood of North Massapequa, which is great for nature and cycling, and your time here is bound to be unforgettable. Make your trip to Woodbury even more fun and exciting by including some sightseeing. [Bethpage Black State Park Golf Course](https://www.expedia.ca/Bethpage-Black-State-Park-Golf-Course-Farmingdale.d6173487.Vacation-Attraction), [NYCB Theatre at Westbury](https://www.expedia.ca/NYCB-Theatre-At-Westbury-Westbury.d6163972.Vacation-Attraction) and [Sagamore Hill National Historic Site](https://www.expedia.ca/Sagamore-Hill-National-Historic-Site-Oyster-Bay.d6327341.Vacation-Attraction) are among the most popular attractions worth exploring. Stop dreaming and start doing. Browse the range of options on Expedia today and finally put your Woodbury vacation plans in motion!

## Top Woodbury vacation deals

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

Trip length

3 nights4 nights5 nights6-7 nights

Stars

5 star4 star & up3 star & up2 star & up

Flight class

EconomyPremium economyBusinessFirst class

Remove all filters

- ![A rooftop terrace with outdoor seating, a city view, and a brick building.](https://images.trvl-media.com/lodging/1000000/540000/534200/534143/9118c9d6.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium)
![A restaurant with booths and tables, warm lighting, and a view of the bar area.](https://images.trvl-media.com/lodging/1000000/540000/534200/534143/92dcb0b0.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium)

**Jan 13 - Jan 16**

### [JW Marriott Essex House New York + Flight](https://www.expedia.ca/go/package/search/FlightHotel/2027-01-13/2027-01-16/?FromAirport=YTO&Destination=JFK&NumRoom=1&NumAdult=2&NumChild=0&hotelId=534143&dealMarker=&paandie=true&cabinClass=e)
Manhattan
3 nights

**8.8/10** \- Excellent (1,000 reviews)
Roundtrip • Toronto (YTO) - New York (JFK)
YYZ - LGA • Nonstop LGA - YYZ • Nonstop
[~~CA $1,692~~](https://www.expedia.ca/)

**CA $984**
per traveller
found 1 day ago
- ![A historic building with ornate architectural details, multiple floors, and illuminated windows.](https://images.trvl-media.com/lodging/1000000/10000/6400/6365/23f19baf.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium)
![A modern room with a large window, a grey sofa, and a decorative ball.](https://images.trvl-media.com/lodging/1000000/10000/6400/6365/0a3b7c6d.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium)

**Jan 22 - Jan 24**

### [The St. Regis New York + Flight](https://www.expedia.ca/go/package/search/FlightHotel/2027-01-22/2027-01-24/?FromAirport=YTO&Destination=JFK&NumRoom=1&NumAdult=2&NumChild=0&hotelId=6365&dealMarker=&paandie=true&cabinClass=e)
Manhattan
2 nights

**9.2/10** \- Wonderful (295 reviews)
"The managers need complete retraining or higher managers that are way more capable in dealing with customers and not fighting and arguing with them and telling them they’re wrong"
Reviewed November 6, 2026
Roundtrip • Toronto (YTO) - New York (JFK)
YYZ - JFK • Nonstop JFK - YYZ • 1 stop
[~~CA $2,514~~](https://www.expedia.ca/)

**CA $1,371**
per traveller
found 1 day ago
- ![A tall building with a spire, adjacent to a shorter building with ornate detailing.](https://images.trvl-media.com/lodging/4000000/3630000/3630000/3629903/f11b4f1b.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium)
![A modern outdoor seating area with a sofa, chairs, and a table, surrounded by potted plants and a decorative fence.](https://images.trvl-media.com/lodging/4000000/3630000/3630000/3629903/dee0c7b3.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium)

**Feb 4 - Feb 7**

### [The Langham, New York, Fifth Avenue + Flight](https://www.expedia.ca/go/package/search/FlightHotel/2027-02-04/2027-02-07/?FromAirport=YTO&Destination=JFK&NumRoom=1&NumAdult=2&NumChild=0&hotelId=3629903&dealMarker=&paandie=true&cabinClass=e)
Manhattan
3 nights

**9.6/10** \- Exceptional (1,000 reviews)
Roundtrip • Toronto (YTO) - New York (JFK)
YYZ - LGA • Nonstop LGA - YYZ • Nonstop
[~~CA $3,716~~](https://www.expedia.ca/)

**CA $2,105**
per traveller
found 1 day ago
- ![A modern building with large glass windows and a prominent RII sign.](https://images.trvl-media.com/lodging/12000000/11680000/11677800/11677770/136f5a69.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium)
![A modern building with a glass facade, outdoor seating area with wicker chairs and tables, and a mix of indoor and outdoor spaces.](https://images.trvl-media.com/lodging/12000000/11680000/11677800/11677770/ff342498.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium)

**Dec 28 - Dec 31**

### [Hotel Riu Plaza New York Times Square + Flight](https://www.expedia.ca/go/package/search/FlightHotel/2026-12-28/2026-12-31/?FromAirport=YTO&Destination=JFK&NumRoom=1&NumAdult=2&NumChild=0&hotelId=11677770&dealMarker=&paandie=true&cabinClass=e)
Manhattan
3 nights

**9.0/10** \- Wonderful (3,455 reviews)
Roundtrip • Toronto (YTO) - New York (JFK)
YYZ - EWR • Nonstop LGA - YYZ • 1 stop
[~~CA $3,168~~](https://www.expedia.ca/)

**CA $1,902**
per traveller
found 1 day ago
- ![A rooftop terrace with two lounge chairs, a small table, and a sofa. A green hedge and a metal railing are visible. In the background, a large suspension bridge and a construction crane are seen.](https://images.trvl-media.com/lodging/21000000/20870000/20868200/20868143/6b870d38.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium)
![A bar area with wooden bar stools, a well-stocked shelf with bottles, and a large window providing a view outside.](https://images.trvl-media.com/lodging/21000000/20870000/20868200/20868143/5678956a.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium)

**Dec 28 - Dec 31**

### [33 Hotel, New York City, Seaport + Flight](https://www.expedia.ca/go/package/search/FlightHotel/2026-12-28/2026-12-31/?FromAirport=YTO&Destination=JFK&NumRoom=1&NumAdult=2&NumChild=0&hotelId=20868143&dealMarker=&paandie=true&cabinClass=e)
Manhattan
3 nights

**9.0/10** \- Wonderful (1,000 reviews)
"The staff is amazing, especially Tommy and Chris. Super helpful and welcoming. Our room was spotless and beautiful in a city where things are not easily kept that way."
Reviewed November 7, 2026
Roundtrip • Toronto (YTO) - New York (JFK)
YYZ - EWR • Nonstop LGA - YYZ • 1 stop
[~~CA $2,269~~](https://www.expedia.ca/)

**CA $1,400**
per traveller
found 1 day ago

## Discover the most popular places to visit in Woodbury

### Oyster Bay Golf Course

Rating: 7.8/10 (23 reviews)

Enjoy a round of golf in Woodbury at Oyster Bay Golf Course. Amble around this family-friendly area's picturesque gardens and enjoy its top-notch restaurants.

[See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=6163970)

### Crest Hollow Country Club

Crest Hollow Country Club is just one of the places to see in Woodbury, so why not enjoy the other things to explore during your travels? While in this relaxing area, you can savor the top-notch restaurants.

[See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=1020698012519096320)

## Woodbury Hotel Deals

### [SureStay Plus by Best Western Woodbury Inn](https://www.expedia.ca/Woodbury-Hotels-Best-Western-Woodbury-Inn.h56928.Hotel-Information)

![A spacious living area with a sofa, a glass coffee table, and a dark armchair. There is a kitchen visible in the background with wooden cabinets and a countertop.](https://images.trvl-media.com/lodging/1000000/60000/57000/56928/b5b2b4d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Address: 7940 Jericho Tpke, Woodbury, NY, 11797, US
- Location: 0.8 km from Woodbury
- Star rating: 2.5/5
- Guest rating: 7.4/10 (Good, 1000 reviews)
- Price: CA $133, CA $149 total, includes taxes & fees, Nov 29 - Nov 30

### [Days Inn by Wyndham Woodbury Long Island](https://www.expedia.ca/Woodbury-Hotels-Days-Inn-By-Wyndham-Woodbury-Long-Island.h6675.Hotel-Information)

![A Days Inn reception area with a reception desk, a staircase, and a carpeted floor.](https://images.trvl-media.com/lodging/1000000/10000/6700/6675/754ac085.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Address: 8030 Jericho Tpke, Woodbury, NY, 11797, US
- Location: 0.6 km from Woodbury
- Star rating: 2.5/5
- Guest rating: 7.4/10 (Good, 1007 reviews)
- Price: CA $165, CA $184 total, includes taxes & fees, Dec 13 - Dec 14
- Review: The WiFi, internet was terrible, my kids couldn’t use there tablets in the room, showers were ok… took forever for the hot water to get warm.

### [The Inn At Fox Hollow Hotel](https://www.expedia.ca/Woodbury-Hotels-The-Inn-At-Fox-Hollow-Hotel.h871849.Hotel-Information)

![A restaurant with a stone fireplace, multiple tables, and chairs. There are two visible exits and a television on the wall.](https://images.trvl-media.com/lodging/1000000/880000/871900/871849/c9a40759.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Address: 7755 Jericho Turnpike, Woodbury, NY, 11797, US
- Location: 1.3 km from Woodbury
- Star rating: 4/5
- Guest rating: 9.2/10 (Wonderful, 1005 reviews)
- Price: CA $382, CA $427 total, includes taxes & fees, Dec 1 - Dec 2
- Review: Great for a date night getaway . Staff was kind and helpful. Would definitely stay again.

### [Holiday Inn Plainview-Long Island by IHG](https://www.expedia.ca/Plainview-Hotels-Holiday-Inn-Plainview.h8686.Hotel-Information)

![A greenhouse venue with tables, chairs, and floral decorations.](https://images.trvl-media.com/lodging/1000000/10000/8700/8686/99a2b96a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Address: 215 Sunnyside Blvd, Plainview, NY, 11803, US
- Location: 2.5 km from Woodbury
- Star rating: 3/5
- Guest rating: 8/10 (Very good, 1005 reviews)
- Price: CA $172, CA $192 total, includes taxes & fees, Dec 13 - Dec 14

### [Best Western Premier Plainview-Long Island Hotel](https://www.expedia.ca/Plainview-Hotels-Best-Western-Premier-Plainview-Long-Island-Hotel.h22004.Hotel-Information)

![A room with a large window, two chairs, and a fireplace.](https://images.trvl-media.com/lodging/1000000/30000/22100/22004/4824abf2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Address: 333 S Service Rd, Plainview, NY, 11803, US
- Location: 4.3 km from Woodbury
- Star rating: 3/5
- Guest rating: 8.8/10 (Excellent, 235 reviews)
- Price: CA $223, CA $249 total, includes taxes & fees, Nov 29 - Nov 30

### [Hilton Garden Inn Melville](https://www.expedia.ca/Plainview-Hotels-Hilton-Garden-Inn-Melville.h2210572.Hotel-Information)

![A covered outdoor seating area with wicker furniture and string lights.](https://images.trvl-media.com/lodging/3000000/2220000/2210600/2210572/13caa1e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Address: 1575 Round Swamp Rd, Plainview, NY, 11803, US
- Location: 4.5 km from Woodbury
- Star rating: 3/5
- Guest rating: 9/10 (Wonderful, 1000 reviews)
- Price: CA $222, CA $253 total, includes taxes & fees, Dec 13 - Dec 14
- Review: Love it will definitely stay here again

### [Homewood Suites Melville](https://www.expedia.ca/Plainview-Hotels-Homewood-Suites-Melville.h1145611.Hotel-Information)

![A hotel entrance with stone walls, a covered patio, and outdoor seating.](https://images.trvl-media.com/lodging/2000000/1150000/1145700/1145611/7187631e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Address: 1585 Round Swamp Rd, Melville, NY, 11803, US
- Location: 4.6 km from Woodbury
- Star rating: 3/5
- Guest rating: 8.8/10 (Excellent, 1001 reviews)
- Price: CA $229, CA $262 total, includes taxes & fees, Dec 6 - Dec 7

### [Hampton Inn & Suites Huntington Downtown](https://www.expedia.ca/Huntington-Hotels-Hampton-Inn-Suites-Huntington-Downtown.h70404432.Hotel-Information)

![A brick building with a grand entrance, large columns, and a fire pit in the center.](https://images.trvl-media.com/lodging/71000000/70410000/70404500/70404432/da83c289.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Address: 227 Main Street, Huntington, NY, 11743, US
- Location: 7.1 km from Woodbury
- Star rating: 2.5/5
- Guest rating: 9.2/10 (Wonderful, 556 reviews)
- Price: CA $262, CA $299 total, includes taxes & fees, Dec 13 - Dec 14
- Review: Been there a couple times very accommodating staff

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.

[See all properties in Woodbury](https://www.expedia.ca/Hotel-Search?startDate=2026-11-26&endDate=2026-11-27&regionId=9568&adults=2&sort=RECOMMENDED&openPlayBack=true)

## Frequently Asked Questions

### How much does a Woodbury vacation package cost?

Offering great value package deals from CA $984 on Expedia, you'll be pleasantly surprised at how much a vacation to Woodbury costs! Our packages make travel planning easier and save you more.

### What are the cheapest months to go to Woodbury?

If you'd like to score a cheap Woodbury vacation package, consider visiting in January, February and April. You'll generally find lower prices on hotels and flights during these quieter months — ideal for a budget-friendly getaway.

### How many days is enough for Woodbury?

Typically, a handful of days is ideal for a Woodbury vacation. With a carefully crafted itinerary, you can visit all the major attractions such as [Bethpage State Park](https://www.expedia.ca/Bethpage-State-Park-New-York.d6198078.Vacation-Attraction), as well as explore some hidden gems along the way.

### How to find the best Woodbury package deals?

Use Expedia's filter tool to help you find some fabulous Woodbury 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 search for Woodbury package deals in the low season. Play around with your travel dates and you may land even better discounts. As a rule of thumb, it's usually best to book your vacation package as early as possible.

### Is it cheaper to book a Woodbury vacation as a package?

An Expedia vacation package could save you hundreds of dollars when compared to arranging flights and stays individually. Better still, you can personalize your Woodbury escape to match your exact needs. Pick your preferred flight time, select the hotel type and add a rental car. Check out our great deals to see how much you can save.

### When to book a vacation package to Woodbury?

If you've got your Woodbury travel dates locked in, book as soon as you can to grab some terrific deals. With Expedia, you can generally reserve some flights up to one year ahead of time. Prefer spur-of-the-moment trips? Our last-minute deals are great for jetting off on a whim.

### How to plan a trip to Woodbury?

1. Choose your travel dates: The things you want to do in Woodbury and your preferred season will help you decide when to go.
2. Set your budget: Factor in costs like flights, transportation and food when working out how much to set aside for your trip to Woodbury. Then, select a property that fits your budget, whether that's an economical stay or a high-end retreat.
3. Decide how long to go for: Now that you're up to speed on Woodbury, you can figure out the ideal length of your break. Pull together a rough itinerary and allocate enough time to get through everything on your must-do list.
4. Combine your hotel and flights: Awesome destination, check. Length of stay, check. Now all that's left is to choose a Woodbury vacation package that brings all your bookings together.

## Explore a world of travel with Expedia

- [Packages](?equalTargetTab=tab-0)
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- [Prospect Park](https://www.expedia.ca/Prospect-Park-New-York.d6005868.Vacation-Attraction)
- [Cypress Hills Vacations](https://www.expedia.ca/Cypress-Hills.d6195295.Destination-Travel-Guides)
- [Upper West Side Vacations](https://www.expedia.ca/Upper-West-Side.d800075.Destination-Travel-Guides)
- [Oyster Bay Vacations](https://www.expedia.ca/Oyster-Bay.d55890.Destination-Travel-Guides)
- [Madame Tussauds Wax Museum](https://www.expedia.ca/Madame-Tussauds-Wax-Museum-Manhattan.d6064547.Vacation-Attraction)
- [New York Transit Museum](https://www.expedia.ca/New-York-Transit-Museum-New-York.d6162222.Vacation-Attraction)
- [Bronx Vacations](https://www.expedia.ca/Bronx.d83335.Destination-Travel-Guides)
- [Flushing Meadows-Corona Park](https://www.expedia.ca/Flushing-Meadows-Corona-Park-Queens.d507439.Vacation-Attraction)
- [Museum of Modern Art](https://www.expedia.ca/Museum-Of-Modern-Art-Manhattan.d6064543.Vacation-Attraction)
- [Mount Sinai Hospital](https://www.expedia.ca/Mount-Sinai-Hospital-Manhattan.d553248621555650991.Vacation-Attraction)
- [Melville Vacations](https://www.expedia.ca/Melville.d8687.Destination-Travel-Guides)
- [Zabar's](https://www.expedia.ca/Zabars-Manhattan.d553248621533116765.Vacation-Attraction)
- [Bronx Zoo](https://www.expedia.ca/Bronx-Zoo-New-York.d502111.Vacation-Attraction)
- [Soho Vacations](https://www.expedia.ca/SoHo.d6142503.Destination-Travel-Guides)
- [Corona Vacations](https://www.expedia.ca/Corona.d602720.Destination-Travel-Guides)
- [United Nations Headquarters](https://www.expedia.ca/United-Nations-Headquarters-Manhattan.d502049.Vacation-Attraction)
- [Grand Central Terminal](https://www.expedia.ca/Grand-Central-Terminal-Manhattan.d502081.Vacation-Attraction)
- [Macy's](https://www.expedia.ca/Macys-Manhattan.d6065023.Vacation-Attraction)
- [Richard Rodgers Theatre](https://www.expedia.ca/Richard-Rodgers-Theatre-Manhattan.d553248621555565974.Vacation-Attraction)
- [Battery Park](https://www.expedia.ca/Battery-Park-Manhattan.d507431.Vacation-Attraction)
- [Theater District Vacations](https://www.expedia.ca/Theater-District.d6157019.Destination-Travel-Guides)
- [Chelsea Market](https://www.expedia.ca/Chelsea-Market-Manhattan.d6165390.Vacation-Attraction)
- [Citi Field](https://www.expedia.ca/Citi-Field-Queens.d502092.Vacation-Attraction)
- [Brooklyn Bridge](https://www.expedia.ca/Brooklyn-Bridge-New-York.d6065311.Vacation-Attraction)
- [The Dakota](https://www.expedia.ca/The-Dakota-Manhattan.d553248621533117156.Vacation-Attraction)
- [Metropolitan Museum of Art](https://www.expedia.ca/Metropolitan-Museum-Of-Art-Manhattan.d502071.Vacation-Attraction)
- [Cathedral of St. John the Divine](https://www.expedia.ca/Cathedral-Of-St-John-The-Divine-Manhattan.d502083.Vacation-Attraction)
- [Brooklyn Heights Promenade](https://www.expedia.ca/Brooklyn-Heights-Promenade-New-York.d6247516.Vacation-Attraction)
- [Brooklyn Vacations](https://www.expedia.ca/Brooklyn.d177851.Destination-Travel-Guides)
- [Nassau Veterans Memorial Coliseum](https://www.expedia.ca/Nassau-Veterans-Memorial-Coliseum-Uniondale.d502090.Vacation-Attraction)
- [Ed Sullivan Theater](https://www.expedia.ca/Ed-Sullivan-Theater-Manhattan.d6064587.Vacation-Attraction)
- [Richmond Hill Vacations](https://www.expedia.ca/Richmond-Hill.d6223899.Destination-Travel-Guides)
- [Aqueduct Racetrack](https://www.expedia.ca/Aqueduct-Racetrack-Queens.d502086.Vacation-Attraction)
- [Belmont Park](https://www.expedia.ca/Belmont-Park-Elmont.d6064529.Vacation-Attraction)
- [Washington Square Park](https://www.expedia.ca/Washington-Square-Park-Manhattan.d6064585.Vacation-Attraction)
- [Bleecker Street](https://www.expedia.ca/Bleecker-Street-Manhattan.d6200089.Vacation-Attraction)
- [Restaurant Row](https://www.expedia.ca/Restaurant-Row-Manhattan.d6222863.Vacation-Attraction)
- [Bethesda Fountain](https://www.expedia.ca/Bethesda-Fountain-Manhattan.d6065037.Vacation-Attraction)
- [Gramercy Park](https://www.expedia.ca/Gramercy-Park-Manhattan.d6065021.Vacation-Attraction)

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

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