Cragsmoor Vacation Packages

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Your Cragsmoor Vacation

Take the hard work out of travel planning by booking a Cragsmoor vacation package. A good neighborhood to base yourself in this vibrant city is Greenfield Park, which is great for camping and more. Make your trip to Cragsmoor even more fun and exciting by going sightseeing. Sams Point Preserve, Stony Kill Falls and VerKeerderkill Falls are some of the top attractions you'll want to explore. Don't put off your visit to this city any longer. The perfect Cragsmoor vacation is only a few clicks away with Expedia.

Top Cragsmoor Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Hampton Inn Madison Square Garden Area Hotel

Hampton Inn Madison Square Garden Area Hotel

3 out of 5
Manhattan
Price was CA $1,290, price is now CA $859 per person
CA $859
per person
Sep 27 - Sep 30
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
8.2/10 Very good! (1,515 reviews)
The hotel was good overall and budget friendly. However, limited options for breakfast especially for vegetarians.

Reviewed on Jul 10, 2026

Ink 48 Hotel

Ink 48 Hotel

4.5 out of 5
Manhattan
Price was CA $1,528, price is now CA $955 per person
CA $955
per person
Sep 11 - Sep 14
found 18 hours ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
8.4/10 Very good! (1,710 reviews)
They don't have enough air-conditioning. The room was HOT and not in a good way.

Reviewed on Jul 12, 2026

Pestana CR7 Times Square

Pestana CR7 Times Square

4 out of 5
Manhattan
Price was CA $1,784, price is now CA $1,123 per person
CA $1,123
per person
Aug 19 - Aug 25
found 15 hours ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9.2/10 Wonderful! (1,011 reviews)
Nice hotel

Reviewed on Jul 11, 2026

1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
Price was CA $5,291, price is now CA $3,429 per person
CA $3,429
per person
Sep 18 - Sep 22
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9/10 Wonderful! (1,006 reviews)
Fabulous experience. Front desk staff was extremely helpful, friendly, and efficient. Especially while checking-in. Would come back again! Rooms are thoughtfully designed and have amazing views!

Reviewed on Jul 5, 2026

Hotel AKA NoMad

Hotel AKA NoMad

4 out of 5
Manhattan
Price was CA $1,521, price is now CA $1,016 per person
CA $1,016
per person
Oct 2 - Oct 5
found 14 hours ago
Roundtrip flight included
Toronto (YTZ) to New York (JFK)
8.8/10 Excellent! (1,001 reviews)
.

Reviewed on Jul 6, 2026

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Cragsmoor Hotel Deals

The Kartrite Resort & Indoor Waterpark

The Kartrite Resort & Indoor Waterpark

4 out of 5
555 Resorts World Drive Monticello NY
Fully refundableReserve now, pay when you stay
The price is CA $444 per night from Aug 5 to Aug 6
CA $444
CA $603 total
Aug 5 - Aug 6
includes taxes & fees
8.2/10 Very good! (2,299 reviews)
"This resort is a great alternative to Kalahari for families with kids under 7 or 8. The indoor waterpark is the perfect size for younger children and much less overwhelming. The accommodations were decent—nothing amazing, but completely fine for a family stay.The biggest downside was the food. The ..."

Reviewed on Jul 11, 2026

The Kartrite Resort & Indoor Waterpark
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 $173 per night from Aug 2 to Aug 3
CA $173
CA $205 total
Aug 2 - Aug 3
includes taxes & fees
8.8/10 Excellent! (1,076 reviews)
"The property is very clean and well maintained. The area around the hotel is ok. It is easy to access from the highway. The beds are on the hard side, they aren't the worst I've slept in but they did make my back hurt."

Reviewed on Jul 10, 2026

Sleep Inn & Suites Middletown - Goshen
Resorts World Catskills Casino

Resorts World Catskills Casino

4.5 out of 5
888 Resorts World Drive Monticello NY
Fully refundableReserve now, pay when you stay
The price is CA $253 per night from Jul 14 to Jul 15
CA $253
CA $322 total
Jul 14 - Jul 15
includes taxes & fees
8.8/10 Excellent! (1,169 reviews)
"My husband and I stayed one night. Check in was quick and the suite was very nice, we found it to be pretty clean and co.fortable."

Reviewed on Jul 11, 2026

Resorts World Catskills Casino
See all 906 properties in Cragsmoor
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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Stay near popular Cragsmoor attractions

Ellenville Fault Ice Caves

Commune with nature and explore the great outdoors at Ellenville Fault Ice Caves during your travels in Cragsmoor.
See properties

Frequently asked questions

How much does a Cragsmoor vacation package cost?
Offering excellent value package deals from CA $859 on Expedia, you'll be pleasantly surprised at how much a vacation to Cragsmoor costs! Expedia's packages make travel planning easier and save you more.
What are the cheapest months to go to Cragsmoor?
The off-season is the best time to travel to Cragsmoor if you're trying to save. Another tip for finding cheap Cragsmoor vacation packages? Try to avoid public holidays and any major events.
How many days is enough for Cragsmoor?
Typically, a handful of days is enough to check out the major attractions during your Cragsmoor vacation. But if you prefer to have time to chill out or go on day trips, think about extending your trip.
How to find the best Cragsmoor package deals?
Finding a cheap Cragsmoor package deal is a breeze with Expedia. After you've entered your destination and travel dates under our "Packages" tab, set your maximum budget, apply some filters and browse what's available. You can fine-tune your search by "Area," "Amenities," "Property type" and more. Sort the results by "Price: low to high" to discover the most pocket-friendly Cragsmoor package deals. Want a simple trick to get even more savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are typically lower.
Is it cheaper to book a Cragsmoor vacation as a package?
An Expedia vacation package could land you considerable savings when compared to booking flights and hotels individually. Better still, you can customize your Cragsmoor trip to fit your exact style. Pick your preferred flight time, select the hotel type and add a rental car. Browse our bundle deals and find out how much you can save.
When to book a vacation package to Cragsmoor?
If you have your Cragsmoor vacation dates locked in, book early to grab some terrific deals. With Expedia, you can typically reserve some flights up to one year in advance. Prefer spur-of-the-moment getaways? Our last-minute deals are ideal for quick escapes.
How to plan a trip to Cragsmoor?

  1. Pick your travel dates: The things you'd like to do in Cragsmoor and your preferred season can help you decide when to go.
  2. Set a budget: Consider costs like food, flights and transportation when calculating how much to put aside for your trip to Cragsmoor. Then, choose a property that suits your budget, whether that's a low-cost stay or a lavish retreat.
  3. Decide how long to go away for: Now that you're more familiar with Cragsmoor, you can figure out the perfect length of your break. Create a rough plan and give yourself enough time to cover everything you want to do.
  4. Bundle your hotel and flights: Awesome destination, check. Length of stay, check. All that's left now is to choose a Cragsmoor vacation package that brings all your bookings together.

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