Greenwood Lake Vacation Packages

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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.
The Prince Kitano New York

The Prince Kitano New York

4.5 out of 5
Manhattan
Price was CA $1,996, price is now CA $1,287 per person
CA $1,287
per person
Sep 4 - Sep 7
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9.4/10 Exceptional! (2,281 reviews)
The only critic is about the breakfast, not f=good at all

Reviewed on Jul 13, 2026

Hampton Inn Manhattan-Chelsea

Hampton Inn Manhattan-Chelsea

2.5 out of 5
Manhattan
Price was CA $2,173, price is now CA $1,363 per person
CA $1,363
per person
Oct 8 - Oct 12
found 1 day ago
Roundtrip flight included
Montreal (YUL) to New York (JFK)
8.2/10 Very good! (1,971 reviews)
When we arrived for 3pm check in, there was no rooms ready. Waited 40 minutes in lobby. Constant line for one working elevator in a 20 floor building. Sheer curtains shredded in our room. Continental breakfast couldn’t keep up with scrambled eggs.

Reviewed on Jul 13, 2026

Topping Rose House

Topping Rose House

4.5 out of 5
Price was CA $14,962, price is now CA $9,492 per person
CA $9,492
per person
Aug 16 - Aug 22
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9/10 Wonderful! (152 reviews)
Amazing

Reviewed on May 29, 2026

1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
Price was CA $3,682, price is now CA $2,366 per person
CA $2,366
per person
Aug 20 - Aug 23
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9/10 Wonderful! (1,006 reviews)
Lovely hotel in a great area

Reviewed on Jul 13, 2026

JW Marriott Essex House New York

JW Marriott Essex House New York

4.5 out of 5
Manhattan
Price was CA $3,184, price is now CA $2,098 per person
CA $2,098
per person
Aug 16 - Aug 22
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
8.8/10 Excellent! (1,000 reviews)
Beautiful, spacious and comfortable room that is in excellent condition. Same with the bathroom. Front desk are knowledgeable, professional, friendly and can anticipate our needs before we even ask for it. Same with the bell staff and the security. Free coffee in the morning. Free water all day (in a giant bucket in the evenings and at the bell station during the day). No pool. Fitness center is available but not the best. ROOM 3501 is AMAZING. The corner room understandable has windows on the north and east side of the buildings. We very much enjoyed the sunrise, morning, afternoon and evening views from our room. Couch pulls out into a bed. Vibe is definitely nice. Location is VERY convenient: It's across the street from Central Park and about 2 blocks from a subway station.

Reviewed on Jul 3, 2026

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Greenwood Lake Hotel Deals

Waterfront Home with Hot Tub, Kayaks, and Fast Wifi

Waterfront Home with Hot Tub, Kayaks, and Fast Wifi

Greenwood Lake NY
The price is CA $559 per night from Jul 19 to Jul 20
CA $559
CA $1,087 total
Jul 19 - Jul 20
includes taxes & fees
9.8/10 Exceptional! (39 reviews)
"We had a great weekend here. The house was comfortable, the lake views were beautiful, and it was the perfect place to relax and unwind. Everything was exactly as described, and communication with the host was easy. We’d definitely come back."

Reviewed on Jun 15, 2026

Waterfront Home with Hot Tub, Kayaks, and Fast Wifi
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 $126 per night from Jul 26 to Jul 27
CA $126
CA $145 total
Jul 26 - Jul 27
includes taxes & fees
7.6/10 Good! (1,854 reviews)
"every thing was as expected. This my second time with you the last 2 years."

Reviewed on Jul 7, 2026

Days Inn by Wyndham Wayne
Sleep Inn & Suites Middletown - Goshen

Sleep Inn & Suites Middletown - Goshen

2.5 out of 5
3491 Route 6 Middletown NY
Fully refundable
The price is CA $168 per night from Jul 26 to Jul 27
CA $168
CA $199 total
Jul 26 - Jul 27
includes taxes & fees
8.8/10 Excellent! (1,077 reviews)
"The breakfast was excellent and the rooms were lovely. The pool is disappointing because it is super tiny and there was a private group swim lesson while we were there which took up half the space."

Reviewed on Jul 13, 2026

Sleep Inn & Suites Middletown - Goshen
See all 671 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
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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 $1,287 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.

Explore a world of travel with Expedia

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