Cragsmoor Vacations from $764

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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.

The Latest Cragsmoor vacation packages

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

Radio Hotel

4 out of 5
Manhattan
Save 100% on your flight
Price was $1,276, price is now $764 per person
$764
per person
Aug 11 - Aug 18
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Newark Liberty Intl. Airport (EWR)
8.6/10 Excellent! (2,520 reviews)
Very clean and staff was nice.

Reviewed on May 20, 2026

2 bedroom luxury Empire State VIEW

2 bedroom luxury Empire State VIEW

2 out of 5
Manhattan
Price was $4,063, price is now $1,969 per person
$1,969
per person
Jul 10 - Jul 13
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
10/10 Exceptional! (1 review)
Room was very clean and aesthetically pleasing. The views from the property were amazing! Nice and spacious as well. Will book again when I come back to NY!

Reviewed on Mar 19, 2026

The Towers at Lotte New York Palace

The Towers at Lotte New York Palace

5 out of 5
Manhattan
Save 100% on your flight
Price was $3,010, price is now $1,660 per person
$1,660
per person
Jul 31 - Aug 4
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
9.2/10 Wonderful! (672 reviews)
Rooms are nice big and clean. Ambience and views are great. However, hotel can Improve on options available for breakfats

Reviewed on May 23, 2026

1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
Save 100% on your flight
Price was $3,146, price is now $1,810 per person
$1,810
per person
Jul 31 - Aug 4
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
9/10 Wonderful! (1,005 reviews)
Bare concrete floors in bathroom, freaking cold and it’s summer outside. How cold does that floor get at winter… Shower door needs a seal at the bottom so water doesn’t flow out in front of sink. Huge puddles flow out.

Reviewed on May 19, 2026

New York Marriott Marquis

New York Marriott Marquis

4.5 out of 5
Manhattan
Save 100% on your flight
Price was $1,526, price is now $898 per person
$898
per person
Jul 2 - Jul 5
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Newark Liberty Intl. Airport (EWR)
9.4/10 Exceptional! (4,409 reviews)
Great location!! Very busy place!! Our stay was fine. Desk staff could use some re-training for better customer focus/service.

Reviewed on May 23, 2026

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Cragsmoor Hotel Deals

Mountain Top Escape to Convene with Friends & Family w/ Hot Tub & Many Decks

Mountain Top Escape to Convene with Friends & Family w/ Hot Tub & Many Decks

Cragsmoor NY
9.8/10 Exceptional! (95 reviews)
"Gorgeous Mountain top setting in Historic town! Plenty of space for both activities and solitude with a large group. Definitely would recommend it!"

Reviewed on May 2, 2026

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Mountain Top Escape to Convene with Friends & Family w/ Hot Tub & Many Decks
The Kartrite Resort & Indoor Waterpark

The Kartrite Resort & Indoor Waterpark

4 out of 5
555 Resorts World Drive Monticello NY
$215 nightly
The price is $243 total per night from May 28 to May 29
$243 total
May 28 - May 29
Total with taxes and fees
8.2/10 Very Good! (2,192 reviews)
"Everything was nice and clean . What I did not like is the tv being smart tv but not having any apps to watch Netflix , YouTube or anything. I upgraded to a suite and the tv was actually useless when I wanted to relax. Please upgrade because until then I will not return back because of this."

Reviewed on May 23, 2026

The Kartrite Resort & Indoor Waterpark
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
$204 nightly
The price is $227 total per night from May 25 to May 26
$227 total
May 25 - May 26
Total with taxes and fees
8.8/10 Excellent! (1,127 reviews)
"The staff was incredibly welcoming and assisted us in finding the best restaurant at their facility. The lobster was the best I have had Ever! The room was beautiful. I’ll for sure be going back!"

Reviewed on May 21, 2026

Resorts World Catskills Casino
See all 915 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.

Find the Best Cragsmoor Vacation Packages

Cragsmoor Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Stewart Intl. Airport (SWF)
Population
450
Top Sights
Lake Minnewaska Beach, Robibero Winery and VerKeerderkill Falls

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Frequently asked questions

How much does a Cragsmoor vacation package cost?
You'll find cheap prices from $764 on Expedia for your Cragsmoor break. However, factors like the season, length of stay and your choice of hotel will influence how much your vacation to Cragsmoor costs.
What are the cheapest months to go to Cragsmoor?
You can usually find reduced prices and better availability in November, December and January. Check out our cheap Cragsmoor vacation packages and you could land some great off-season deals.
How many days is enough for Cragsmoor?
Generally, a handful of days is enough to tick off the major attractions during your Cragsmoor vacation. But if you want to have time to kick back or go on day tours, think about extending your itinerary.
How to find the best Cragsmoor package deals?
Use Expedia's handy filters to find some fabulous Cragsmoor package deals. When you begin your search, just set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your escape for midweek, or look for Cragsmoor package deals in the off-peak season. Play around with your travel dates and you may score even bigger discounts. As a rule of thumb, it's usually best to book your vacation package as soon as possible.
Is it cheaper to book a Cragsmoor vacation as a package?
Expedia vacation packages are designed to give you more bang for your buck. Bundle your car rental, flight and hotel into one great-value price and enjoy significant savings. You'll generally snag a better deal than booking each component separately. And you'll still get the freedom to create a tailored Cragsmoor vacation by choosing your preferred airline, accommodation type and car class.
When to book a vacation package to Cragsmoor?
If you've got your Cragsmoor travel dates confirmed, book as soon as you can to score some outstanding deals. With Expedia, you can often reserve some flights up to one year ahead of time. Prefer spontaneous trips? Our last-minute deals are great for jetting off on a whim.
Does Expedia offer Book Now, Pay Later Cragsmoor vacation packages?
Your Cragsmoor getaway should be a relaxing escape from your busy life, not a reason for money worries. So to allow you a little more flexibility, we've joined up with online lender Affirm to bring you our Book Now, Pay Later vacations. Pick one of our vacation packages with payment plans and spread the cost over 3, 6 or 12 months. Plus, there are no hidden or late payment fees to worry about.

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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.