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Oct 15 - Oct 16
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Oct 16 - Oct 17
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Oct 16 - Oct 18
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Our top choices for Cragsmoor hotels

A breakfast area with a counter displaying hard-boiled eggs, a bowl of green apples, and various pastries.
An outdoor seating area with a blue sofa, round table, and chairs, under a canopy with string lights.
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.

1. Tru by Hilton Middletown

Tru by Hilton Middletown
Middletown
United States
Rebecca
CA $115
CA $136 total
includes taxes & fees
Nov 1 - Nov 2
Tru by Hilton Middletown
A modern hotel with a prominent 'La Quinta' sign, large windows, and a covered entrance area.
A modern hotel lobby with a large dining area, comfortable seating, and a flat-screen TV mounted on the wall.
A hotel room with two beds, a desk, a TV, and a chair.
A gym with treadmills, a weight bench, and various exercise equipment.

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

La Quinta Inn & Suites by Wyndham Middletown-Goshen
Middletown
United States
Marvin
CA $155
CA $183 total
includes taxes & fees
Nov 10 - Nov 11
La Quinta Inn & Suites by Wyndham Middletown-Goshen
A modern hotel room with a living area, a sofa, a coffee table, a TV, and a large window with a view.
A multi-story building with a flat roof, multiple balconies, and a covered front porch.
Room
A breakfast area with six round tables and chairs, a coffee station, and a view of greenery outside.

3. Days Inn by Wyndham Wurtsboro

Days Inn by Wyndham Wurtsboro
Wurtsboro
United States
Danny
CA $155
CA $175 total
includes taxes & fees
Oct 18 - Oct 19
Days Inn by Wyndham Wurtsboro
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 hotel room with a sofa, a television on a wooden stand, a bed, and a view of the hallway.
A Hampton Inn hotel with a modern design, featuring a covered entrance and a well-lit facade.

4. Hampton Inn by Hilton Middletown

Hampton Inn by Hilton Middletown
Middletown
United States
Myung
CA $120
CA $141 total
includes taxes & fees
Nov 9 - Nov 10
Hampton Inn by Hilton Middletown
A Holiday Inn Express & Suites building with a covered entrance, stone facade, and a parking area with a bench.
A hotel dining area with orange chairs and tables, a coffee station, and a wooden door.
A reception area with a modern design, featuring a large abstract wall art, a seating area with a bench, and a potted plant.
A gym with various exercise equipment, including treadmills, a weight bench, and dumbbells.

5. Holiday Inn Express & Suites Montgomery by IHG

Holiday Inn Express & Suites Montgomery by IHG
Montgomery
United States
Mike
CA $159
CA $188 total
includes taxes & fees
Nov 15 - Nov 16
Holiday Inn Express & Suites Montgomery by IHG
A motel with a prominent blue sign, a covered parking area, and a building with red and blue exterior walls.
A hotel room with a wooden desk, a chair, a television, and a lamp.
A room with a wooden table, a black office chair, a flat-screen TV, a mirror, and a door leading to a bathroom.
A reception desk with a sign offering free WiFi and internet access.

6. Village Motel

Village Motel
Ellenville
United States
Michael
CA $120
CA $135 total
includes taxes & fees
Oct 18 - Oct 19
Village Motel
A modern kitchen area with a central island, various appliances, and a chalkboard wall with food-related drawings.
A Hampton Inn hotel with a modern facade, a clear entrance, and a welcoming gas station.
A hotel room with two beds, a nightstand with a lamp, a window with a view, and a carpeted floor.
A snack and sundries section with shelves stocked with chips, snacks, and beverages.

7. Hampton Inn Monticello

Hampton Inn Monticello
Monticello
United States
ANN
CA $175
CA $198 total
includes taxes & fees
Nov 8 - Nov 9
Hampton Inn Monticello
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.
An outdoor patio area with tables and chairs, colorful umbrellas, and a building with stone and concrete exterior.
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.

8. Harvest Inn

Harvest Inn
Pine Bush
United States
Stacey
CA $255
CA $288 total
includes taxes & fees
Oct 21 - Oct 22
Harvest Inn
A landscaped outdoor area with a fire feature, seating, and a pathway.
A modern hotel lobby with a seating area, large windows, and a television screen.
A modern bar area with a curved counter, bar stools, and a television screen.
A Courtyard by Marriott hotel with a sign, parking, and landscaped flower beds.

9. Courtyard by Marriott Middletown Goshen

Courtyard by Marriott Middletown Goshen
Middletown
United States
marc
CA $144
CA $170 total
includes taxes & fees
Nov 1 - Nov 2
Courtyard by Marriott Middletown Goshen
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.
An indoor swimming pool with lounge chairs and a stone wall.

10. Sleep Inn & Suites Middletown - Goshen

Sleep Inn & Suites Middletown - Goshen
Middletown
United States
Mark
CA $144
CA $170 total
includes taxes & fees
Nov 8 - Nov 9
Sleep Inn & Suites Middletown - Goshen
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 hotel with a brick facade, a covered entrance, and a parking lot with cars.
A large indoor swimming pool with a wooden deck and lounge chairs.

11. Best Western Monticello

Best Western Monticello
Monticello
United States
Bernard
CA $161
CA $182 total
includes taxes & fees
Oct 25 - Oct 26
Best Western Monticello
A dining area with round tables and chairs, a large window with curtains, a flat-screen TV, and a potted plant.
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.
A hotel room with two beds, a desk, a chair, a window with curtains, a wall-mounted lamp, and a framed picture.

12. Americas Best Value Inn New Paltz

Americas Best Value Inn New Paltz
New Paltz
United States
Tina
CA $135
CA $151 total
includes taxes & fees
Nov 15 - Nov 16
Americas Best Value Inn New Paltz
A hotel sign for Candlewood Suites, an IHG hotel, with a parking lot and cars in front.
A modern kitchen area with a coffee machine, a refrigerator stocked with beverages, and a coffee station with various coffee products.
A modern living room with a large TV, comfortable seating, and a patterned rug.
A swimming pool with four lounge chairs and a metal ladder.

13. Candlewood Suites Middletown Goshen by IHG

Candlewood Suites Middletown Goshen by IHG
Middletown
United States
Antonio
CA $156
CA $185 total
includes taxes & fees
Oct 26 - Oct 27
Candlewood Suites Middletown Goshen by IHG
A hotel room with a bed, two bedside tables with lamps, a wall-mounted telephone, and a large black and white windmill painting.
A Super 8 motel sign with a parking lot and a building in the background.
A reception area with a counter, a clock, a no cash refunds sign, and a fire alarm.
A lobby with a red sofa, two lamps, a coffee table with flowers, and a wall art piece.

14. Super 8 by Wyndham Middletown

Super 8 by Wyndham Middletown
Middletown
United States
Katelynn
CA $100
CA $119 total
includes taxes & fees
Nov 1 - Nov 2
Super 8 by Wyndham Middletown
A modern hotel with a two-story structure, a covered entrance, and a parking lot with marked spaces.
A modern reception area with a wooden desk, two chairs, a colorful striped artwork on the wall, and a patterned carpet.
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.

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

Holiday Inn Express & Suites Middletown - Goshen by IHG
Middletown
United States
Mignonne
CA $162
CA $192 total
includes taxes & fees
Nov 15 - Nov 16
Holiday Inn Express & Suites Middletown - Goshen by IHG
A modern hotel with a prominent glass facade and a distinctive logo on the building.
An indoor swimming pool with clear water, tiled floor, and a few lounge chairs.
A modern bar area with a central island, bar stools, and overhead lighting.
An outdoor seating area with red chairs and tables, a fire pit, and a bar visible through the window.

16. Resorts World Catskills Casino

Resorts World Catskills Casino
Monticello
United States
michael
CA $253
CA $322 total
includes taxes & fees
Oct 21 - Oct 22
Resorts World Catskills Casino
A two-story house with a porch, a front door, and a small garden area with potted plants.
A sign for The Borland House, a bed and breakfast offering breakfast and brunch.
A hallway with a wooden floor, a dining table with chairs, a lamp, and a framed picture on a side table.
A cozy living room with a sofa, armchair, and a table with a vase. A chandelier hangs from the ceiling, and there are framed pictures on the walls.

17. Borland House Inn

Borland House Inn
Montgomery
United States
Joseph
CA $169
CA $206 total
includes taxes & fees
Oct 18 - Oct 19
Borland House Inn
A multi-story hotel with a central courtyard, large windows, and a parking lot.
A lobby with a stone fireplace, seating area, and a reception desk.
A modern hotel lobby with a reception desk, seating area, and a fireplace.
A hotel room with a bed, a desk, a chair, a wardrobe, and a bathroom mirror.

18. Microtel Inn & Suites by Wyndham Middletown

Microtel Inn & Suites by Wyndham Middletown
Middletown
United States
Al
CA $133
CA $157 total
includes taxes & fees
Nov 15 - Nov 16
Microtel Inn & Suites by Wyndham Middletown
Exterior
Room
A kitchen with a stainless steel sink, wooden cabinets, a granite countertop, and a coffee maker.
A living room with a fireplace, a ceiling fan, a flat-screen TV, and a coffee table.

19. Tin Brook Bed & Breakfast

Tin Brook Bed & Breakfast
Walden
United States
Michael
CA $196
CA $221 total
includes taxes & fees
Oct 18 - Oct 19
Tin Brook Bed & Breakfast
A lobby with a stone fireplace, patterned armchairs, and a large rug.
A snack display area with various packaged snacks and a refrigerated section.
A serene courtyard with a central statue, surrounded by brick walls and lush greenery.
An indoor swimming pool with clear blue water, surrounded by windows and potted plants.

20. Hampton Inn by Hilton New Paltz

Hampton Inn by Hilton New Paltz
New Paltz
United States
Alyson
CA $185
CA $208 total
includes taxes & fees
Nov 11 - Nov 12
Hampton Inn by Hilton New Paltz
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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

Resorts World Catskills Casino

Resorts World Catskills Casino

8/10 Good
"Needs improvement"
Wan 1-night trip
Posted 6 hours ago
Resorts World Catskills Casino
Courtyard by Marriott Middletown Goshen

Courtyard by Marriott Middletown Goshen

10/10 Excellent
"Stayed for a wedding. Terrible weather, but my room was large, clean, warm, comfortable. Lots of space and nice light on 4th floor looking at foliage. Big bathroom, coffee bar, fridge - convenient. Really perfect and used the whirlpool in the morning. Maybe some extra sugars for the coffee bar but just comfy, nice staff, very pleasant."
Lyndsay 1-night trip
Posted 10 hours ago
Courtyard by Marriott Middletown Goshen
Americas Best Value Inn New Paltz

Americas Best Value Inn New Paltz

10/10 Excellent
"The hotel is very comfortable, we really liked the stay, and especially Samantha who served us very well in all our needs."
Luiz 3-night trip
Posted 10 hours ago
Americas Best Value Inn New Paltz
New Paltz Way Hotel

New Paltz Way Hotel

8/10 Good
"Overall, I enjoyed my stay at New Paltz Way! The property is beautiful, aesthetic, and calming. I actually plan to create content highlighting my experience. Unfortunately, my flight was delayed, and after a 1.5-hour drive, I arrived around 8:30 PM. Because of my late arrival, I felt I missed out on a proper introduction to the property and don’t recall checkout time mentioned . My biggest disappointment, however, was the lack of communication surrounding checkout. Apparently, the checkout time was included in an email, but while on vacation, I wasn’t actively checking my inbox. I genuinely thought I was checking out on time (12). No one mentioned that I was late or that an additional fee would apply. After checking out, I asked for a coffee to go (I’d only had one during my stay) and was told no because I’d already checked out, which felt odd considering I’d literally just checked out seconds before. In hindsight, I think it was related to my late checkout. It wasn’t until I checked my credit card that I discovered a $90 “option” charge, which wasn’t disclosed or even told to me at checkout like “Hey! We’re charging you because you’re late.” I understand hotels have policies, but a simple, friendly heads-up would have made all the difference. My frustration isn’t with the policy itself, but the lack of transparency. It made me feel uncomfortable because it makes me seem irresponsible. It’s unfortunate because I enjoyed, but this awkward ending left a sour impression"
Morrisa 2-night trip
Posted 11 hours ago
New Paltz Way Hotel
The Kartrite Resort & Indoor Waterpark

The Kartrite Resort & Indoor Waterpark

10/10 Excellent
"We love the Kartrite and go every year. It’s clean, fun and always good food!"
Samantha 3-night trip
Posted 12 hours ago
The Kartrite Resort & Indoor Waterpark
Days Inn by Wyndham Liberty/Monticello

Days Inn by Wyndham Liberty/Monticello

8/10 Good
"Hello The staff was friendly. The building is old but they have done a good job maintaining it. The building was clean and the area around the property was maintained . Room was clean, Comfortable, Breakfast was good."
Anthony 2-night trip
Posted 19 hours ago
Days Inn by Wyndham Liberty/Monticello
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

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

8/10 Good
"Parking was great"
Kathie Campbell 3-night trip
Posted 2 days ago
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
Best Western Monticello

Best Western Monticello

10/10 Excellent
"Excellent property"
Bernard 1-night trip
Posted 3 days ago
Best Western Monticello

More cheap stays in Cragsmoor

Ramada by Wyndham Newburgh/West Point

Ramada by Wyndham Newburgh/West Point

1289 Route 300 Newburgh NY
CA $91
CA $107 total
Oct 21 - Oct 22
includes taxes & fees
4.8/10 (1,001 reviews)
Ramada by Wyndham Newburgh/West Point
Super 8 by Wyndham Newburgh/West Point Near Stewart Airport

Super 8 by Wyndham Newburgh/West Point Near Stewart Airport

1287 Route 300 Newburgh NY
CA $108
CA $127 total
Nov 8 - Nov 9
includes taxes & fees
Super 8 by Wyndham Newburgh/West Point Near Stewart Airport
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

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

915 Union Ave New Windsor NY
CA $127
CA $150 total
Oct 25 - Oct 26
includes taxes & fees
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
Americas Best Value Inn New Paltz

Americas Best Value Inn New Paltz

7 Terwilliger Ln New Paltz NY
CA $135
CA $151 total
Nov 15 - Nov 16
includes taxes & fees
9/10 Wonderful! (1,040 reviews)
Americas Best Value Inn New Paltz
Sleep Inn & Suites Middletown - Goshen

Sleep Inn & Suites Middletown - Goshen

3491 Route 6 Middletown NY
CA $144
CA $170 total
Nov 8 - Nov 9
includes taxes & fees
Sleep Inn & Suites Middletown - Goshen
Hampton Inn by Hilton New Paltz

Hampton Inn by Hilton New Paltz

4 South Putt Corners Road New Paltz NY
CA $185
CA $208 total
Nov 11 - Nov 12
includes taxes & fees
Hampton Inn by Hilton New Paltz

Hotels in Cragsmoor with star rating

Frequently asked questions

When is the best time to go to Cragsmoor?
The best time to visit Cragsmoor is during the autumn months, specifically from late September through October, to experience the vibrant fall foliage.This period offers crisp, clear weather great for outdoor activities and enjoying the natural beauty of the Shawangunk Ridge. The air is typically cool and refreshing, making it ideal for hiking and exploring.For couples seeking a picturesque and peaceful getaway, autumn in Cragsmoor is outstanding. You can enjoy scenic drives along winding roads like Route 52, taking in the panoramic views of the changing leaves, or go for a leisurely hike on the many trails within Minnewaska State Park Preserve, which is just a short drive away. The beauty of the season provides a wonderful backdrop for a relaxing break.Travellers interested in art and history will also find autumn appealing. The community has a rich artistic heritage, and local galleries and studios often have special events during this popular season.
Can I cancel my hotel reservation on Expedia?
You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Cragsmoor.
How much is the nightly rate at a Cragsmoor hotel?
Prices for hotels in Cragsmoor often vary, but you can find a great deal from CA $107 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.

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