Cragsmoor Holidays

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Cragsmoor Flight & Hotel Packages

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

The Ridge Hotel

3 out of 5
Manhattan
Save 100% on your flight
Price was S$1,754, price is now S$1,133 per person
S$1,133
per person
4 Sept - 9 Sept
found 1 day ago
Return flight included
Toronto (YTO) to New York (JFK)
8.2/10 Very good! (1,156 reviews)
This is an excellent choice if looking to stay in the Lower east side. Extremely close to public transit, lots of shopping, entertainment, and restaurants. The area skews a bit young because it's a few blocks from NYU, but it's an incredible value if you're just looking for a home base to store your suitcase and sleep at night while exploring the city during the day.

Reviewed on 18 Jul, 2026

NobleDEN Hotel

NobleDEN Hotel

4 out of 5
Manhattan
Save 100% on your flight
Price was S$2,627, price is now S$1,495 per person
S$1,495
per person
4 Sept - 9 Sept
found 1 day ago
Return flight included
Toronto (YTO) to New York (JFK)
9.6/10 Exceptional! (1,617 reviews)
This hotel is adorable. Great location. Rooms are a great size. We will be back!

Reviewed on 17 Jul, 2026

Marco LaGuardia Hotel

Marco LaGuardia Hotel

3.5 out of 5
Queens
Save 100% on your flight
Price was S$2,472, price is now S$1,517 per person
S$1,517
per person
4 Sept - 9 Sept
found 1 day ago
Return flight included
Toronto (YTO) to New York (JFK)
9.2/10 Wonderful! (1,117 reviews)

42 Hotel

42 Hotel

3.5 out of 5
Save 100% on your flight
Price was S$1,969, price is now S$1,289 per person
S$1,289
per person
4 Sept - 9 Sept
found 1 day ago
Return flight included
Toronto (YTO) to New York (JFK)
9/10 Wonderful! (918 reviews)

Sela V Hotel

Sela V Hotel

4 out of 5
Save 100% on your flight
Price was S$1,739, price is now S$1,144 per person
S$1,144
per person
4 Sept - 9 Sept
found 1 day ago
Return flight included
Toronto (YTO) to New York (JFK)
9.6/10 Exceptional! (9 reviews)
staff was friendly and helpful. Room was clean and comfortable.

Reviewed on 17 Jul, 2026

Top hotels in Cragsmoor

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 S$471 per night from 20 Jul to 21 Jul
S$471
20 Jul - 21 Jul
includes taxes & fees
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 S$167 per night from 12 Aug to 13 Aug
S$167
12 Aug - 13 Aug
includes taxes & fees
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 S$294 per night from 20 Jul to 21 Jul
S$294
20 Jul - 21 Jul
includes taxes & fees
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.

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 holiday package cost?
You'll find cheap prices from S$1,133 on Expedia for your Cragsmoor break. However, factors like the season, length of stay and your choice of hotel will influence how much your holiday to Cragsmoor costs.
What are the cheapest months to go to Cragsmoor?
To score cheap Cragsmoor holiday packages, organise your trip outside of peak periods like public holidays and major festivals. You'll generally find better availability and lower prices when it's less busy.
How many days is enough for Cragsmoor?
With a well-organised travel plan, you can easily visit the top Cragsmoor sights in a few days. But if you'd like to discover hidden gems or go on day trips, think about booking your Cragsmoor holiday for longer.
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 holiday package as soon as possible.
Is it cheaper to book a Cragsmoor holiday as a package?
Expedia holiday 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 holiday by choosing your preferred airline, accommodation type and car class.
When to book a holiday 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.
How to plan a trip to Cragsmoor?

  1. Choose the perfect time to travel: Your schedule, preferred season and the type of weather you like can all influence your decision on when to travel to Cragsmoor.
  2. Plan your budget wisely: In addition to the cost of your accommodation, you should factor in other expenses too. These include transportation, flights and food. Also, set aside some extra funds for unexpected costs that may crop up during your trip to Cragsmoor.
  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. Put together a draft itinerary and allocate enough time to get through everything on your must-do list.
  4. Bundle your flights and hotel: Epic destination, check. Length of stay, check. All that's left is to choose a Cragsmoor holiday package that brings all your bookings together.

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. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.