Cragsmoor Vacations from $1,246
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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.
NEW YORKER BY LOTTE HOTELS
Manhattan
$1,272
per person
Dec 23 - Dec 28
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
8.2/10 Very Good! (7,349 reviews)
Location is beyond for MSG. The staff was excellent & the accommodations matched.
Reviewed on Oct 10, 2026
33 Hotel, New York City, Seaport
Manhattan
$1,392
per person
Dec 22 - Dec 29
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
9/10 Wonderful! (1,003 reviews)
Great location in lower Manhattan. The hotel was comfortable, well maintained and near good restaurants and pubs. The staff was very helpful. Highly recommend staying here.
Reviewed on Oct 9, 2026
Stay near popular Cragsmoor attractions
VerKeerderkill Falls
6.8/10 (5 reviews)
Commune with nature and explore the great outdoors at VerKeerderkill Falls during your travels in Cragsmoor. Discover the mountain views and wineries in this relaxing area.
Ellenville Fault Ice Caves
Commune with nature and explore the great outdoors at Ellenville Fault Ice Caves during your travels in Cragsmoor.
Cragsmoor Hotel Deals
The Kartrite Resort & Indoor Waterpark
555 Resorts World Drive Monticello NY
$270 nightly
$296 total
Oct 15 - Oct 16
Total with taxes and fees
8.2/10 Very Good! (2,461 reviews)
"D"
Reviewed on Oct 7, 2026
Resorts World Catskills Casino
888 Resorts World Drive Monticello NY
Fully refundableReserve now, pay when you stay
$184 nightly
$205 total
Oct 13 - Oct 14
Total with taxes and fees
Ramada by Wyndham Newburgh/West Point
1289 Route 300 Newburgh NY
Fully refundableReserve now, pay when you stay
$68 nightly
$80 total
Oct 12 - Oct 13
Total with taxes and fees
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 $1,246 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.
