Cragsmoor Holiday Rentals, New York: Private House Rentals

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Go beyond your typical stay in Cragsmoor

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Our top choices for Cragsmoor hotels

A spacious hotel lobby with a high ceiling, wooden beams, a large mural, and a seating area with a sofa and chairs.

A building with a green awning, stone facade, and a parking lot with marked spaces.

A living room with a sectional sofa, a wooden coffee table, a dining table with chairs, and a wall clock.

A neatly made bed with white bedding and a pillow with the text "Be Our Guest." There are two bedside lamps on wooden nightstands, one on each side of the bed.

1. Harvest Inn

Pine Bush

Stacey

฿5,509

฿6,233 total

includes taxes & fees

6 Oct - 7 Oct

A Holiday Inn Express & Suites building with a covered entrance, stone facade, and a parking area with a bench.

A hotel room with a bed, a desk, a sofa, a coffee machine, and a microwave.

A reception area with a modern design, featuring a large abstract wall art, a seating area with a bench, and a potted plant.

A hotel dining area with orange chairs and tables, a coffee station, and a wooden door.

2. Holiday Inn Express & Suites Montgomery by IHG

Montgomery

Annette

฿4,061

฿4,797 total

includes taxes & fees

3 Nov - 4 Nov

A modern hotel with a prominent 'La Quinta' sign, large windows, and a covered entrance area.

A gym with treadmills, a weight bench, and various exercise equipment.

A modern hotel lobby with a large dining area, comfortable seating, and a flat-screen TV mounted on the wall.

A vending machine area with two beverage dispensers and a snack shelf stocked with various products.

3. La Quinta Inn & Suites by Wyndham Middletown-Goshen

Middletown

Carlos

฿3,822

฿4,515 total

includes taxes & fees

1 Nov - 2 Nov

A breakfast area with a counter displaying hard-boiled eggs, a bowl of green apples, and various pastries.

A modern hotel with a prominent 'tru by Hilton' sign, a covered entrance, and a well-lit facade.

A modern reception area with a curved wooden counter, seating area with colorful cushions, and pendant lighting.

A modern lounge area with seating, tables, and hanging chairs.

4. Tru by Hilton Middletown

Middletown

Steve

฿2,724

฿3,218 total

includes taxes & fees

1 Nov - 2 Nov

A modern kitchen area with a central island, various appliances, and a chalkboard wall with food-related drawings.

A snack and sundries section with shelves stocked with chips, snacks, and beverages.

A hotel room with two beds, a nightstand with a lamp, a window with a view, and a carpeted floor.

An indoor swimming pool with clear signage, including "NO LIFEGUARD ON DUTY" and "NO DIVING" warnings.

5. Hampton Inn Monticello

Monticello

Tamta

฿4,100

฿4,633 total

includes taxes & fees

4 Nov - 5 Nov

A black electric vehicle charging station with cables connected to it, set against a wooden fence and greenery.

A compact kitchen with a stainless steel refrigerator, a microwave, and a dishwasher.

A modern restaurant with a central island, multiple tables, and chairs.

An outdoor patio with a grill, chairs, and tables, featuring a red umbrella and string lights.

6. Home2 Suites by Hilton Middletown

Middletown

Carl

฿5,201

฿6,261 total

includes taxes & fees

1 Nov - 2 Nov

A motel with a prominent blue sign, a covered parking area, and a building with red and blue exterior walls.

A room with a wooden table, a black office chair, a flat-screen TV, a mirror, and a door leading to a bathroom.

A hotel room with a large bed, a chair, a nightstand, and a window with blinds.

A hotel room with a wooden desk, a chair, a television, and a lamp.

7. Village Motel

Ellenville

James

฿2,837

฿3,178 total

includes taxes & fees

6 Oct - 7 Oct

An outdoor patio with a dining table and chairs, a barbecue grill, and a fire pit.

An indoor swimming pool with clear water, surrounded by grey tiled flooring and walls, large windows offering views of the outside, and a lifeguard station with a ladder.

A spacious living area with a stone wall, a flat-screen TV, comfortable seating, and a modern chandelier.

A modern bar area with a stone accent wall, a long wooden bar counter, and a flat-screen TV mounted above the bar.

8. Residence Inn by Marriott Middletown Goshen

Middletown

jubert cruz

฿6,309

฿7,453 total

includes taxes & fees

1 Nov - 2 Nov

A spacious hotel lobby with wooden beams, a central bar area, and seating arrangements.

A modern living room with a fireplace, two armchairs, a coffee table, and a TV mounted on the wall.

A Hampton Inn hotel with a modern design, featuring a covered entrance and a well-lit facade.

A hotel room with a sofa, a television on a wooden stand, a bed, and a view of the hallway.

9. Hampton Inn by Hilton Middletown

Middletown

Myung

฿3,000

฿3,543 total

includes taxes & fees

2 Nov - 3 Nov

A modern dining area with a large fish tank, sofas, and wooden tables and chairs.

A Sleep Inn & Suites hotel with a stone facade, multiple balconies, and a covered entrance.

A hotel room with a bed, a flat-screen TV, a mini-fridge, a microwave, and a fireplace.

A modern lobby with a brown sofa, yellow armchairs, a patterned carpet, and a decorative plant centerpiece.

10. Sleep Inn & Suites Middletown - Goshen

Middletown

Mark

฿3,422

฿4,042 total

includes taxes & fees

1 Nov - 2 Nov

A modern hotel room with a living area, a sofa, a coffee table, a TV, and a large window with a view.

A hallway with a black door, a potted plant, and a refrigerator in the background.

A breakfast area with six round tables and chairs, a coffee station, and a view of greenery outside.

11. Days Inn by Wyndham Wurtsboro

Wurtsboro

Danny

฿3,262

฿3,686 total

includes taxes & fees

1 Nov - 2 Nov

A modern hotel with a two-story structure, a covered entrance, and a parking lot with marked spaces.

A hotel room with two beds, a nightstand with a phone, and a wall-mounted light fixture.

An indoor swimming pool with a lifeguard chair, poolside chairs, and a clear view of the outside through large windows.

A modern reception area with a wooden desk, two chairs, a colorful striped artwork on the wall, and a patterned carpet.

12. Holiday Inn Express & Suites Middletown - Goshen by IHG

Middletown

Mignonne

฿3,725

฿4,400 total

includes taxes & fees

3 Nov - 4 Nov

A dining area with round tables and chairs, a large window with curtains, a flat-screen TV, and a potted plant.

A gym with a treadmill, weight bench, and various exercise machines.

A hotel entrance with a covered walkway, a sign indicating low clearance, and a flag.

A hotel lobby with a reception desk, a seating area with two leather chairs and a small table, and a framed artwork on the wall.

13. Americas Best Value Inn New Paltz

New Paltz

Debra

฿3,523

฿3,945 total

includes taxes & fees

1 Nov - 2 Nov

A landscaped outdoor area with a fire feature, seating, and a pathway.

A modern hotel lobby with a fireplace, comfortable seating, and a television.

A Courtyard by Marriott hotel with a sign, parking, and landscaped flower beds.

A modern hotel lobby with a seating area, large windows, and a television screen.

14. Courtyard by Marriott Middletown Goshen

Middletown

john

฿3,394

฿4,010 total

includes taxes & fees

28 Oct - 29 Oct

A hotel lobby with a reception desk, bar area, and a television displaying news.

A hotel reception desk with a large 'happy.' poster on the wall, a counter with a computer, and a display of brochures.

A hotel room with a kitchenette, a living area with a sofa and a TV, and a large window with curtains.

A Hampton Inn & Suites hotel with a modern facade, large windows, and a well-lit entrance.

15. Hampton Inn & Suites Newburgh Stewart Airport

Newburgh

Michael

฿4,651

฿5,494 total

includes taxes & fees

28 Oct - 29 Oct

A modern living room with a stone accent wall, a flat-screen TV, and a fireplace. There are multiple seating options including a sofa, chairs, and a table.

A Fairfield Inn & Suites hotel with a stone facade, a covered entrance, and a parking lot.

An outdoor patio with round tables and chairs, covered by large umbrellas, and a pergola structure.

A spacious lobby with a stone accent wall, a flat-screen TV, and a seating area with sofas and a coffee table.

16. Fairfield Inn & Suites by Marriott Goshen Middletown

Goshen

Aeron

฿4,329

฿5,330 total

includes taxes & fees

1 Nov - 2 Nov

A lodge with a prominent front porch, a stone staircase leading up to the entrance, and a view of a rocky cliff in the background.

A cozy living room with a stone fireplace, wooden furniture, and a large window.

A room with two black leather chairs, a round marble table with a single orange object, and two wall-mounted light fixtures.

A spacious dining area with wooden floors, high ceilings, and large windows.

17. Minnewaska Lodge

Gardiner

Inna

฿6,947

฿8,559 total

includes taxes & fees

1 Nov - 2 Nov

A modern bar area with a central island, bar stools, and overhead lighting.

An indoor swimming pool with clear water, tiled floor, and a few lounge chairs.

A modern restaurant interior with round tables and booths, pendant lighting, and a view of the street through large windows.

18. Resorts World Catskills Casino

Monticello

David

฿5,009

฿6,499 total

includes taxes & fees

12 Oct - 13 Oct

A modern living room with two sofas, a glass coffee table, and a painting of a horse.

A modern breakfast bar with a variety of food options, including a juice bar and coffee machines.

A large indoor swimming pool with a wooden deck and lounge chairs.

A reception area with a marble counter, a wall-mounted artwork, and a ceiling with recessed lighting.

19. Best Western Monticello

Monticello

Sonia

฿3,810

฿4,305 total

includes taxes & fees

12 Oct - 13 Oct

A hotel indoor pool with lounge chairs, a hot tub, and a warning sign.

A spacious hotel lobby with a large dining table, comfortable seating, and ceiling fans.

A multi-story hotel with a prominent entrance, stone pillars, and a well-maintained lawn.

A spacious living area with a curved sofa, a fireplace, and a modern chandelier.

20. Homewood Suites Stewart Airport

New Windsor

Tonia

฿4,927

฿5,821 total

includes taxes & fees

1 Nov - 2 Nov

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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.

See properties

Ellenville Fault Ice Caves

Commune with nature and explore the great outdoors at Ellenville Fault Ice Caves during your travels in Cragsmoor.

See properties

Top Cragsmoor Hotel Reviews

La Quinta Inn & Suites by Wyndham Middletown-Goshen

10/10 Excellent

"The hotel is in great shape and very clean. Since we were staying for several days we received an upgrade to a deluxe room upon check in. If there were any negatives it would be with the continental breakfast and the coffee situation. Although the coffee was very good, there was no decaf coffee in the breakfast area, although it was available at the coffee maker in the room. The cooked food left something to be desired. There were eggs cooked over hard, that were barely warm. There were scrambled eggs one or two mornings during our stay that were OK. The sausage links looked precooked and microwaved, seemed "dry" and were not very appealing. Fruits, juices, yogurts, donuts bagels and muffins were available as well as make your own waffles and dry cereals. The breakfast offerings could have been better."

Americas Best Value Inn New Paltz

10/10 Excellent

"room very clean, well stocked, table to sit and eat at appreciated, staff extremely friendly and helpful, great lobby area, breakfast sufficient, cafe set up nicely and clean.. parking convenient."

The Kartrite Resort & Indoor Waterpark

10/10 Excellent

"I go on fall and is soo beautiful"

Resorts World Catskills Casino

10/10 Excellent

"Es un buen hotel me encanta"

Hampton Inn by Hilton New Paltz

8/10 Good

"Room was great. All facilities were clean and decor is very nice, modern and not old or worn out. Breakfast was above average. Only big problem was the use of the ev charger. My daughter has an ev and the front desk person was not helpful at all to my daughter in trying to turn in the power for the charger. It took way too many calls, downstairs visits and back and forth questions until front desk staff finally turned it on. Not sure why this was such a problem but it took way too away from everything else that was very good."

Holiday Inn Express & Suites Montgomery by IHG

10/10 Excellent

"Very clean and friendly"

Tru by Hilton Middletown

10/10 Excellent

"todo me gustó"

Days Inn by Wyndham Liberty/Monticello

10/10 Excellent

"Restaurant was amazing . Staff very informative about history of Woodstock"

New Paltz Way Hotel

8/10 Good

"The views and room design were beautiful, and we enjoyed the sauna and steam rooms. However, we expected the small indoor pool to feel more like a hot tub. The water was too cool for us to relax comfortably, although a staff member said the temperature was normal. Service also varied: the woman on the first day wasn’t very welcoming when we asked for coffee, while the man the next morning was warm and friendly. The New Paltz area is lovely for walks and a short getaway, but we would only consider staying again at a lower rate."

More cheap stays in Cragsmoor

Ramada by Wyndham Newburgh/West Point

1289 Route 300 Newburgh NY

฿2,416

฿2,854 total

6 Oct - 7 Oct

includes taxes & fees

Super 8 by Wyndham Newburgh/West Point Near Stewart Airport

1287 Route 300 Newburgh NY

฿2,539

฿2,999 total

6 Oct - 7 Oct

includes taxes & fees

5.6/10 (1,006 reviews)

Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

915 Union Ave New Windsor NY

฿2,990

฿3,531 total

25 Oct - 26 Oct

includes taxes & fees

Americas Best Value Inn New Paltz

7 Terwilliger Ln New Paltz NY

฿3,523

฿3,945 total

1 Nov - 2 Nov

includes taxes & fees

9/10 Wonderful! (1,028 reviews)

Sleep Inn & Suites Middletown - Goshen

3491 Route 6 Middletown NY

฿3,422

฿4,042 total

1 Nov - 2 Nov

includes taxes & fees

Hampton Inn by Hilton New Paltz

4 South Putt Corners Road New Paltz NY

฿4,375

฿4,900 total

2 Nov - 3 Nov

includes taxes & fees

9.4/10 Exceptional! (1,003 reviews)

Frequently asked questions

What's the best place for a stay in Cragsmoor?

The Kartrite Resort & Indoor Waterpark, located 13.6 mi (21.9 km) from the heart of Cragsmoor, is a top choice for your stay, based on our traveller data. Other good options for your stay in the area are Sleep Inn & Suites Middletown - Goshen and Resorts World Catskills Casino. See all available top hotels, or vacation rentals in Cragsmoor.

If I need to cancel my hotel reservation in Cragsmoor, will I receive a refund?

Yes, the majority of hotel reservations are fully refundable as long as you cancel prior to the hotel's cancellation deadline, which in most cases is within 24 or 48 hours of the scheduled arrival. If you have a non-refundable reservation, it may still be possible to cancel it and get a refund within a 24-hour period of booking. Filter your search by fully refundable to find flexible hotel deals in Cragsmoor.

What are some hotels with pools in Cragsmoor?

The Kartrite Resort & Indoor Waterpark: Hotel located near Resorts World Catskills. Offers a children's pool, an indoor pool and a water park. Sleep Inn & Suites Middletown - Goshen and Resorts World Catskills Casino are two additional hotels that feature an on-site pool. View all hotels with pools in Cragsmoor.

What is staying in Cragsmoor like?

Visitors will definitely enjoy all that Cragsmoor has to offer. In Cragsmoor, there are 11 hotels and other accommodation options to choose from. Find out more about Cragsmoor.

What should I see while I'm in Cragsmoor?

The picturesque setting of Minnewaska State Park and VerKeerderkill Falls exemplify the area's natural beauty. Additionally, you might want to add Ellenville Fault Ice Caves to your itinerary. Take a look at what more there is to see and do in Expedia's Cragsmoor guide.

What's the seasonal weather 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.

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Book Hotels in Cragsmoor on Expedia.com

Find hotels in Cragsmoor, NY from ฿2,696

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Cragsmoor

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Cragsmoor hotels

1. Harvest Inn

2. Holiday Inn Express & Suites Montgomery by IHG

3. La Quinta Inn & Suites by Wyndham Middletown-Goshen

4. Tru by Hilton Middletown

5. Hampton Inn Monticello

6. Home2 Suites by Hilton Middletown

7. Village Motel

8. Residence Inn by Marriott Middletown Goshen

9. Hampton Inn by Hilton Middletown

10. Sleep Inn & Suites Middletown - Goshen

11. Days Inn by Wyndham Wurtsboro

12. Holiday Inn Express & Suites Middletown - Goshen by IHG

13. Americas Best Value Inn New Paltz

14. Courtyard by Marriott Middletown Goshen

15. Hampton Inn & Suites Newburgh Stewart Airport

16. Fairfield Inn & Suites by Marriott Goshen Middletown

17. Minnewaska Lodge

18. Resorts World Catskills Casino

19. Best Western Monticello

20. Homewood Suites Stewart Airport

Stay near popular Cragsmoor attractions

VerKeerderkill Falls

Ellenville Fault Ice Caves

Top Cragsmoor Hotel Reviews

La Quinta Inn & Suites by Wyndham Middletown-Goshen

Americas Best Value Inn New Paltz

The Kartrite Resort & Indoor Waterpark

Resorts World Catskills Casino

Hampton Inn by Hilton New Paltz

Holiday Inn Express & Suites Montgomery by IHG

Tru by Hilton Middletown

Days Inn by Wyndham Liberty/Monticello

New Paltz Way Hotel

More cheap stays in Cragsmoor

Ramada by Wyndham Newburgh/West Point

Super 8 by Wyndham Newburgh/West Point Near Stewart Airport

Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

Americas Best Value Inn New Paltz

Sleep Inn & Suites Middletown - Goshen

Hampton Inn by Hilton New Paltz

Frequently asked questions

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