Greenwood Lake Vacation Packages

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    Save up to CA $4,200 when you book a flight and hotel together*

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

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Your Greenwood Lake Vacation

History, cuisine, art and more … There's so much to immerse yourself in with a Greenwood Lake vacation package. And with the ability to easily customize your city getaway, you know it'll be one you won't forget. Mount Peter Ski Area, Upper Greenwood Lake and Sterling Forest State Park are just a few of the many sights worth exploring during your trip to Greenwood Lake. Stop daydreaming and start adventuring. Check out the range of options on Expedia today and finally put your Greenwood Lake vacation plans into action!

Top Greenwood Lake Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Manhattan Times Square

Hotel Riu Plaza Manhattan Times Square

4 out of 5
Manhattan
Price was CA $1,672, price is now CA $1,015 per person
CA $1,015
per person
Jan 23 - Jan 30
found 20 hours ago
Roundtrip non-stop flight included
Hamilton (YHM) to New York (JFK)
9.2/10 Wonderful! (4,080 reviews)

The St. Regis New York

The St. Regis New York

5 out of 5
Manhattan
Save 100% on your flight
Price was CA $8,770, price is now CA $4,580 per person
CA $4,580
per person
Jan 23 - Jan 30
found 3 hours ago
Roundtrip non-stop flight included
Hamilton (YHM) to New York (JFK)
9.2/10 Wonderful! (293 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 on Nov 6, 2026

JW Marriott Essex House New York

JW Marriott Essex House New York

4.5 out of 5
Manhattan
Price was CA $2,226, price is now CA $1,249 per person
CA $1,249
per person
Jan 7 - Jan 10
found 21 hours ago
Roundtrip non-stop flight included
Hamilton (YHM) to New York (JFK)
8.8/10 Excellent! (1,001 reviews)

Mandarin Oriental, New York

Mandarin Oriental, New York

5 out of 5
Manhattan
Price was CA $3,333, price is now CA $2,079 per person
CA $2,079
per person
Feb 4 - Feb 7
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9.2/10 Wonderful! (673 reviews)
Excellent stay

Reviewed on Oct 26, 2026

The Mark

The Mark

5 out of 5
Manhattan
Price was CA $4,235, price is now CA $2,649 per person
CA $2,649
per person
Feb 4 - Feb 7
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9.6/10 Exceptional! (723 reviews)
Fire alarm went off three times in middle of the night and no apology or refund.

Reviewed on Nov 8, 2026

Ready to book your vacation to Greenwood Lake?

 

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Greenwood Lake Hotel Deals

Days Inn by Wyndham Wayne

Days Inn by Wyndham Wayne

2.5 out of 5
1850 State Route 23 North Wayne NJ
Fully refundableReserve now, pay when you stay
The price is CA $110 per night from Nov 29 to Nov 30
CA $110
CA $127 total
Nov 29 - Nov 30
includes taxes & fees
7.6/10 Good! (2,083 reviews)
"cleaning"

Reviewed on Nov 10, 2026

Days Inn by Wyndham Wayne
Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain

2.5 out of 5
55 Hessian Drive Bear Mountain NY
Fully refundableReserve now, pay when you stay
The price is CA $151 per night from Nov 23 to Nov 24
CA $151
CA $179 total
Nov 23 - Nov 24
includes taxes & fees
Overlook Lodge at Bear Mountain
The Ranch Hudson Valley

The Ranch Hudson Valley

3 out of 5
150 SISTER SERVANTS LANE Sloatsburg NY
Get rates
The Ranch Hudson Valley
See all 678 properties in Greenwood Lake
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

Stay near popular Greenwood Lake attractions

Lion's Field Park

Lion's Field Park is just one of the places to see in Greenwood Lake, so why not enjoy the other things to explore during your travels? While you're in the area, stroll along the lakeside.
See properties

Frequently asked questions

How much does a Greenwood Lake vacation package cost?
Offering excellent value package deals from CA $1,015 on Expedia, you'll be thrilled with how little a vacation to Greenwood Lake costs! Expedia's packages make travel planning easier and save you more.
What are the cheapest months to go to Greenwood Lake?
The off-season is the best time to head to Greenwood Lake if you're trying to save. Another tip for getting cheap Greenwood Lake vacation packages? Avoid visiting during public holidays and any major events.
How many days is enough for Greenwood Lake?
With about 3 days, you'll have enough time to experience popular neighbourhoods like Bellvale and Hewitt during your Greenwood Lake vacation. Be sure to also add Sterling Forest State Park and Applewood Winery to your list of must-sees. Searching for more adventures? Consider exploring outside of Greenwood Lake on tours and day trips.
How to find the best Greenwood Lake package deals?
Landing a cheap Greenwood Lake package deal is easy with Expedia. Once you've entered your destination and travel dates under our "Packages" tab, set your budget range, apply some filters and see what's available. You can customize your search by "Amenities," "Property type," "Guest rating" and more. Sort the results by "Price: low to high" to discover the most pocket-friendly Greenwood Lake package deals. Want a simple trick to score even more savings? Have some flexibility with your departure dates and consider travelling on a weekday, when prices are typically lower.
Is it cheaper to book a Greenwood Lake vacation as a package?
You can enjoy significant savings on your next Greenwood Lake retreat by booking a tailored vacation package. Click on the "Package" heading, then select 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 rental car and you may score a better deal.
When to book a vacation package to Greenwood Lake?
If you're considering a spur-of-the-moment Greenwood Lake adventure, browse our last-minute deals that can be booked up to one week before you take off. Prefer not to wait until the last minute? You can find incredible deals on your flights and hotels by booking well in advance.
How to plan a trip to Greenwood Lake?

  1. Choose when to get away: Check your schedule and pack your bags. Your favourite season and the type of activities available will also help you decide when to visit Greenwood Lake.
  2. Work out your budget: Ensure you have enough money to pay for everything from transportation and dining out to flights and activities. Your accommodations will likely be the largest expense during your trip to Greenwood Lake.
  3. Decide how long to go for: Now that you're more familiar with Greenwood Lake, you can figure out the perfect length of your break. Pull together a rough plan and allocate enough time to get through everything on your must-do list.
  4. Bundle your bookings: With your travel dates in order, you can combine your hotels, flights, car rental and more into a personalized Greenwood Lake vacation package.

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