Search Family-Friendly Hotels in Cragsmoor

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Cragsmoor Family-Friendly Hotels

Our top choices for Cragsmoor family-friendly hotels

Exterior
Hampton Inn by Hilton Middletown

Hampton Inn by Hilton Middletown

Hampton Inn by Hilton Middletown
2.5 star property
Middletown
8.6 out of 10, Excellent, (1004)
"Room was clean and staff was great!"
United States
Annemarie
The price is 2.168.109 ₫
2.561.078 ₫ total
includes taxes & fees
1 Jan - 2 Jan 2026
Hampton Inn by Hilton Middletown
Property grounds
Resorts World Catskills Casino

Resorts World Catskills Casino

Resorts World Catskills Casino
4.5 star property
Monticello
8.6 out of 10, Excellent, (1110)
"It is a great place to stay"
United States
Caonabo
Resorts World Catskills Casino
Fireplace
Courtyard by Marriott Middletown Goshen

Courtyard by Marriott Middletown Goshen

Courtyard by Marriott Middletown Goshen
3.0 star property
Middletown
8.6 out of 10, Excellent, (1002)
"The hotel was very clean, enjoyed my stay would recommend "
United States
Jessica
The price is 2.437.344 ₫
2.879.112 ₫ total
includes taxes & fees
28 Dec - 29 Dec
Courtyard by Marriott Middletown Goshen
View from property
Fairfield Inn & Suites by Marriott Goshen Middletown

Fairfield Inn & Suites by Marriott Goshen Middletown

Fairfield Inn & Suites by Marriott Goshen Middletown
2.5 star property
Goshen
8.8 out of 10, Excellent, (1003)
"Rooms were clean and as expected. Bed was a bit soft for our taste, but acceptable. Breakfast options were routine, scrambled eggs, bacon or sausage on alternating days, oatmeal, waffles, bagel, toast, English muffins... Pleasant and helpful staff, smooth check-in and check-out. Overall a pleasant place."
United States
Joon
The price is 2.657.007 ₫
3.271.440 ₫ total
includes taxes & fees
23 Dec - 24 Dec
Fairfield Inn & Suites by Marriott Goshen Middletown
Exterior
La Quinta Inn & Suites by Wyndham Middletown-Goshen

La Quinta Inn & Suites by Wyndham Middletown-Goshen

La Quinta Inn & Suites by Wyndham Middletown-Goshen
3.0 star property
Middletown
9.4 out of 10, Exceptional, (938)
"great staff, clean rooms, nice breakfast .. overall a pleasant & safe atmosphere !"
United States
Emerson
The price is 3.085.811 ₫
3.645.113 ₫ total
includes taxes & fees
11 Jan - 12 Jan 2026
La Quinta Inn & Suites by Wyndham Middletown-Goshen
Exterior detail
Borland House Inn

Borland House Inn

Borland House Inn
3.0 star property
Montgomery
9.2 out of 10, Wonderful, (144)
"Had a great stay at the the Borland House Inn a historical setting in a cute town with wonderful staff and a delicious breakfast"
United States
Deborah
Borland House Inn
Free daily buffet breakfast
Best Western Monticello

Best Western Monticello

Best Western Monticello
2.5 star property
Monticello
8.2 out of 10, Very good, (1001)
"Awesome place to stay"
Canada
Mitchell
The price is 2.430.767 ₫
2.746.768 ₫ total
includes taxes & fees
23 Dec - 24 Dec
Best Western Monticello
Waterslide
The Kartrite Resort & Indoor Waterpark

The Kartrite Resort & Indoor Waterpark

The Kartrite Resort & Indoor Waterpark
4.0 star property
Monticello
8.2 out of 10, Very good, (1862)
"Friendly staff , clean , beautiful design in the hotel and decor . "
United States
Lusvianca
The price is 4.188.074 ₫
6.408.911 ₫ total
includes taxes & fees
18 Dec - 19 Dec
The Kartrite Resort & Indoor Waterpark
Premium bedding, down duvets, minibar, in-room safe
Wildflower Farms, Auberge Collection

Wildflower Farms, Auberge Collection

Wildflower Farms, Auberge Collection
5.0 star property
Gardiner
9.4 out of 10, Exceptional, (58)
"Everything was ok, except for the fact that we couldn’t do late check out or that we payed a bit more for a standard room. But everything else was perfect "
United States
Sandra N
The price is 34.172.793 ₫
39.409.991 ₫ total
includes taxes & fees
17 Dec - 18 Dec
Wildflower Farms, Auberge Collection
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.
View all properties

Top Cragsmoor Hotel Reviews

The Crossroads Hotel, Newburgh

The Crossroads Hotel, Newburgh

10/10 Excellent
"Great staff and great stay"
William 1-night trip
Posted 1 month ago
The Crossroads Hotel, Newburgh

Explore a world of travel with Expedia

Frequently asked questions

What's Cragsmoor like for family-friendly holidays?
The destination of Cragsmoor is a great choice if you've been thinking about a holiday with your children. There are some entertaining activities that you and the family might enjoy. Take to the air and fly into Newburgh, NY (SWF-Stewart Intl.), which is located 19.6 mi (31.5 km) from the city centre.
When's the best time to book a family-friendly holiday in Cragsmoor?
The hottest months are usually July and August, with an average temperature of 20°C, while the coldest months are January and February, with an average of -1°C. The snowiest months in Cragsmoor are January, February, March and April, with each month seeing an average of 16 cm of snowfall.
What's there to see and do with your family in Cragsmoor?
While you and your family are visiting Cragsmoor, you may want to explore some child-friendly attractions such as Holiday Mountain Ski and Fun Park and Shadowland Theater. Make sure that you have lots of time for activities such as Sullivan County Dramatic Workshop - Rivoli Theatre and Mamakating Library.