Find Family Hotels in Cragsmoor, NY

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 Hotels

Tonight
3 Dec - 4 Dec
Tomorrow
4 Dec - 5 Dec
This weekend
5 Dec - 7 Dec
Next weekend
12 Dec - 14 Dec

Top Cragsmoor Family Hotels

Interior
Bright Contemporary Near The Best Hiking Trails

Bright Contemporary Near The Best Hiking Trails

Pine Bush
10.0 out of 10, Exceptional, (3)
"Nice property, very close to Sam’s Point trailheads. We were there to hike, so this was perfect. We would definitely book again."
United States
Amy L.
The price is AED 690
AED 2,233 total
includes taxes & fees
17 Dec - 18 Dec
Bright Contemporary Near The Best Hiking Trails
Game room
complete privacy vacation home [private pool]

complete privacy vacation home [private pool]

Newburgh
10.0 out of 10, Exceptional, (11)
"Wonderful property! The pool was so fun!"
United States
Audrey H.
The price is AED 2,364
AED 4,180 total
includes taxes & fees
7 Dec - 8 Dec
complete privacy vacation home [private pool]
Terrace/patio
Step into history & unwind at Spring apt a charming 🏡 at the❤️of NYHudson Valley

Step into history & unwind at Spring apt a charming 🏡 at the❤️of NYHudson Valley

Highland
10.0 out of 10, Exceptional, (1)
"Everyone was just right! The home is perfect for a photo shoot. We weren't there for that, but we thought the setting was unique and beautiful! Everything we needed!!"
United States
Rebecca D.
The price is AED 735
AED 1,555 total
includes taxes & fees
5 Dec - 6 Dec
Step into history & unwind at Spring apt a charming 🏡 at the❤️of NYHudson Valley
3 bedrooms, desk, travel crib, WiFi
Higashi: New Paltz family home with King bed minutes to downtown

Higashi: New Paltz family home with King bed minutes to downtown

New Paltz
9.8 out of 10, Exceptional, (20)
"Great place to stay! We enjoyed our time here. "
United States
Christy B.
Higashi: New Paltz family home with King bed minutes to downtown
King Room | Frette Italian sheets, premium bedding, pillowtop beds, minibar
Six Bells Countryside Inn

Six Bells Countryside Inn

2.5 star property
Rosendale
7.6 out of 10, Good, (5)
The price is AED 1,469
AED 1,792 total
includes taxes & fees
8 Dec - 9 Dec
Six Bells Countryside Inn
Fridge, microwave, oven, stovetop
Scenic New Paltz Escape: River Views, Hot Tub & Deck | Dream House in the Gunks

Scenic New Paltz Escape: River Views, Hot Tub & Deck | Dream House in the Gunks

2.0 star property
New Paltz
9.4 out of 10, Exceptional, (24)
"Beautiful comfortable, clean "
United States
Michal G.
Scenic New Paltz Escape: River Views, Hot Tub & Deck | Dream House in the Gunks
Fridge, microwave, oven, stovetop
Luxe Family Retreat w/ HotTub Cabana

Luxe Family Retreat w/ HotTub Cabana

Cottekill
The price is AED 1,022
AED 3,265 total
includes taxes & fees
16 Dec - 17 Dec
Luxe Family Retreat w/ HotTub Cabana
Property grounds
Luxury Waterfront Retreat near New Paltz & the Gunks: Hike, Bike, or Relax!

Luxury Waterfront Retreat near New Paltz & the Gunks: Hike, Bike, or Relax!

wallkill
9.8 out of 10, Exceptional, (57)
"Loved this property, clean, wonderful view of the river. Quite neighborhood. Great location "
United States
Mamie G.
The price is AED 655
AED 1,445 total
includes taxes & fees
7 Dec - 8 Dec
Luxury Waterfront Retreat near New Paltz & the Gunks: Hike, Bike, or Relax!
Property grounds
Create Memories at our Modern Waterfront 1 BR Apartment: Hike, Sip Wine, Relax!

Create Memories at our Modern Waterfront 1 BR Apartment: Hike, Sip Wine, Relax!

Wallkill
10.0 out of 10, Exceptional, (70)
"Everything was great nexactly as advertised. Terrific stargazing at night by the fire pit. Will definitely come back."
United States
David C.
The price is AED 423
AED 861 total
includes taxes & fees
7 Dec - 8 Dec
Create Memories at our Modern Waterfront 1 BR Apartment: Hike, Sip Wine, Relax!
Outdoor dining
Wake Up to Water Views:Secluded 1 Acre Waterfront Retreat near New Paltz & Gunks

Wake Up to Water Views:Secluded 1 Acre Waterfront Retreat near New Paltz & Gunks

wallkill
9.6 out of 10, Exceptional, (5)
"Pretty location for a stay when weather is warm "
United States
Mellissa B.
The price is AED 871
AED 1,979 total
includes taxes & fees
7 Dec - 8 Dec
Wake Up to Water Views:Secluded 1 Acre Waterfront Retreat near New Paltz & Gunks
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

Hampton Inn by Hilton Middletown

Hampton Inn by Hilton Middletown

10/10 Excellent
"I was pleased with my stay. The room was clean and the interior halls and elevators were nice. The staff was very friendly and helpful. The breakfast staff was polite and efficient. Very nice staff. A pleasure to walk into this hotel and be treated so nicely. "
Marisa 2-night trip
Posted 3 days ago
Hampton Inn by Hilton Middletown

Explore a world of travel with Expedia

Frequently asked questions

What's Cragsmoor like for family-friendly vacations?
The destination of Cragsmoor is a great choice if you've been thinking about a vacation with your kids. There are some entertaining activities you and the family might enjoy. Take to the air and fly into Stewart Intl. Airport (SWF), which is located 19.6 mi (31.5 km) from the city center.
When's the best time to book a family-friendly vacation in Cragsmoor?
The hottest months are usually July and August with an average temp of 68°F, while the coldest months are January and February with an average of 30°F. The snowiest months in Cragsmoor are January, February, March, and April, with each month seeing an average of 6 inches of snowfall.
What's there to see and do with your family in Cragsmoor?
While you and your family are visiting Cragsmoor, you might want to check out some kid-friendly attractions such as Holiday Mountain Ski and Fun Park and Shadowland Theater. Make sure you have lots of time for activities like Sullivan County Dramatic Workshop - Rivoli Theatre and Mamakating Library.