A lake surrounded by autumn-colored trees reflecting on the water.

Find Ski Hotels in Middletown, NY

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Check availability on Middletown Ski Hotels

Tonight
Oct 21 - Oct 22
Tomorrow
Oct 22 - Oct 23
This weekend
Oct 23 - Oct 25
Next weekend
Oct 30 - Nov 1

Our top choices for Middletown ski hotels

A spacious hotel lobby with wooden beams, a central bar area, and seating arrangements.
A Hampton Inn hotel with a modern design, featuring a covered entrance and a well-lit facade.
A gym with exercise equipment, treadmills, and weight machines.
A hotel room with a sofa, a television on a wooden stand, a bed, and a view of the hallway.

1. Hampton Inn by Hilton Middletown

Hampton Inn by Hilton Middletown
Middletown
  • Ski slopes and outdoor adventure beckon at this suburban retreat, where winter sports enthusiasts find comfort after exhilarating days.
NT$2,608
NT$3,080 total
includes taxes & fees
Nov 19 - Nov 20
Hampton Inn by Hilton Middletown
A large, two-story house with a wrap-around porch and multiple chimneys.
A spacious living room with a large sectional sofa, a wooden floor, and large windows offering views of the outdoors.
A spacious living room with a large sectional sofa, a fireplace, and a chandelier.
A buffet setup with various food items and a decorative centerpiece.

2. Parkway House Goshen Family-Friendly Bed & Breakfast

Parkway House Goshen Family-Friendly Bed & Breakfast
Goshen
NT$3,901
NT$4,803 total
includes taxes & fees
Oct 22 - Oct 23
Parkway House Goshen Family-Friendly Bed & Breakfast
A spacious lobby with a grand chandelier, a double door entrance, and a seating area with sofas and a coffee table.
A large, multi-story building with a red roof and a central tower.
A hotel room with a bed, a dresser, a television, and a window with curtains.
A cozy living room with a brown sofa, a wooden dresser, and a flat-screen TV.

3. Aspiratinns Hotel & Wellness Center

Aspiratinns Hotel & Wellness Center
Slate Hill
NT$8,163
NT$9,643 total
includes taxes & fees
Oct 22 - Oct 23
Aspiratinns Hotel & Wellness Center
A Hampton Inn & Suites by Hilton hotel with a large illuminated sign, modern architecture, and a well-lit facade.
A gym with treadmills, elliptical machines, and a large window with a view of buildings.
A modern kitchen area with wooden cabinets, a coffee station, and a tiled floor.
A hotel room with two beds, a nightstand with a lamp, a phone, and a clock.

4. Hampton Inn & Suites Newburgh Stewart Airport

Hampton Inn & Suites Newburgh Stewart Airport
Newburgh
  • Retreat to the slopes with complimentary ski shuttle service, then unwind in the indoor pool after conquering nearby mountains.
NT$4,688
NT$5,538 total
includes taxes & fees
Oct 28 - Oct 29
Hampton Inn & Suites Newburgh Stewart Airport
A spacious lobby with a stone fireplace, a flat-screen TV, and comfortable seating.
A lobby with a stone fireplace, two armchairs, a coffee table, and a dining area with tables and chairs.
A spacious bar area with a long counter, multiple seating options, and a stone fireplace.
A hotel lobby with a reception desk, a patterned carpet, a stone wall, and a seating area with a checkered sofa and ottoman.

5. Hampton Inn Matamoras/Milford

Hampton Inn Matamoras/Milford
Matamoras
  • Ski adventures await in the mountains near Delaware River, with trails and terrain to explore just minutes from this Hampton Inn retreat.
NT$3,440
NT$3,750 total
includes taxes & fees
Nov 9 - Nov 10
Hampton Inn Matamoras/Milford
A bar area with a long counter, multiple stools, and a variety of bottles and glasses.
A spacious living area with a stone wall, wooden ceiling beams, and large windows offering a view of the outdoors.
An indoor swimming pool with clear reflections, lounge chairs, and large windows offering views of the outdoors.
A hallway with a wooden floor, glass doors, and a sign for Annie's Lounge.

6. Best Western Hunt's Landing Hotel Matamoras/Milford

Best Western Hunt's Landing Hotel Matamoras/Milford
Matamoras
  • Ski down snowy slopes just minutes from this cozy riverside retreat, then warm up in the heated indoor pool after winter adventures.
NT$3,786
NT$4,126 total
includes taxes & fees
Nov 2 - Nov 3
Best Western Hunt's Landing Hotel Matamoras/Milford
A spacious lobby with a fireplace, seating area, and a large wall mural.
A modern hotel room with a blue sofa, a white table, and a kitchenette.
A modern hotel lobby with a seating area, a reception desk, and a large TV screen.
A large, two-story building with a symmetrical facade, large windows, and a central entrance with a door.

7. Holiday Inn Express West Point by IHG

Holiday Inn Express West Point by IHG
Fort Montgomery
NT$3,819
NT$4,511 total
includes taxes & fees
Nov 15 - Nov 16
Holiday Inn Express West Point by IHG
A modern hotel with a prominent glass facade and a distinctive logo on the building.
An outdoor seating area with red chairs and tables, a fire pit, and a bar visible through the window.
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.

8. Resorts World Catskills Casino

Resorts World Catskills Casino
Monticello
  • Ski enthusiasts delight in mountain resort with indoor pool, spa, and direct access to nearby slopes and trails for winter adventures.
NT$5,822
NT$7,392 total
includes taxes & fees
Oct 22 - Oct 23
Resorts World Catskills Casino
A two-story house with a porch, a front door, and a small garden area with potted plants.
A hallway with a wooden floor, a dining table with chairs, a lamp, and a framed picture on a side table.
A sign for The Borland House, a bed and breakfast offering breakfast and brunch.
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.

9. Borland House Inn

Borland House Inn
Montgomery
NT$6,022
NT$7,327 total
includes taxes & fees
Oct 26 - Oct 27
Borland House Inn
An indoor water park with a large water slide, a pool area, and a glass ceiling structure.
A bar area with a central island, multiple bar stools, and a large screen displaying content.
A modern building with a sign reading "The Kartrite Resort & Indoor Waterpark".
A restaurant setting with a counter, a digital scale, and a person serving food.

10. The Kartrite Resort & Indoor Waterpark

The Kartrite Resort & Indoor Waterpark
Monticello
  • Discover slope-side thrills at The Kartrite Resort with skiing, a water park, and 5 restaurants nestled near Resorts World Catskills.
NT$5,261
NT$8,263 total
includes taxes & fees
Oct 22 - Oct 23
The Kartrite Resort & Indoor Waterpark
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Choose what matters most at ski hotels in Middletown

Resort
4 stars
5 stars
Spa
Family-friendly

Top Middletown Hotel Reviews

Best Western Hunt's Landing Hotel Matamoras/Milford

Best Western Hunt's Landing Hotel Matamoras/Milford

10/10 Excellent
"Only got to stay there for a night because of my sons football game, but we did enjoy a great night's sleep on comfortable beds, a nice swim in there pool, and a delicious breakfast in the morning. Kinda wish we had more time to enjoy it more. Only thing is it was expensive. If it was a tad cheaper we woulda stayed another night."
Michael 1-night trip
Posted 2 days ago
Best Western Hunt's Landing Hotel Matamoras/Milford
Hampton Inn by Hilton Middletown

Hampton Inn by Hilton Middletown

10/10 Excellent
"Room was clean, bed was comfortable."
Amanda 1-night trip
Posted 8 days ago
Hampton Inn by Hilton Middletown

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