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 25 - Oct 26
Tomorrow
Oct 26 - Oct 27
Next weekend
Oct 30 - Nov 1
In two weeks
Nov 6 - Nov 8

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 modern living room with a fireplace, two armchairs, a coffee table, and a TV mounted on the wall.
A gym with exercise equipment, treadmills, and weight machines.

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$2,605
NT$3,077 total
includes taxes & fees
Nov 18 - Nov 19
Hampton Inn by Hilton Middletown
An outdoor patio with a barbecue grill, seating area, and potted plants.
A compact kitchen with a stainless steel refrigerator, a microwave, and a dishwasher.
A black electric vehicle charging station with cables connected to it, set against a wooden fence and greenery.
A hotel room with a kitchenette, including a microwave, coffee maker, and sink.

2. Home2 Suites by Hilton Middletown

Home2 Suites by Hilton Middletown
Middletown
  • Embrace winter adventure with ski access, game rooms, and cozy comfort at this all-suite hotel near prime skiing destinations.
NT$3,658
NT$4,435 total
includes taxes & fees
Nov 4 - Nov 5
Home2 Suites by Hilton Middletown
A covered outdoor area with a hot tub, surrounded by greenery and a wooden structure.
A hallway with a wooden floor, a potted plant, and a seating area with a sofa and chairs.
A spacious lobby with a grand chandelier, a double door entrance, and a seating area with sofas and a coffee table.
Elevator

3. Aspiratinns Hotel & Wellness Center

Aspiratinns Hotel & Wellness Center
Slate Hill
NT$8,186
NT$9,670 total
includes taxes & fees
Oct 26 - Oct 27
Aspiratinns Hotel & Wellness Center
A store interior with shelves stocked with various snacks and treats, a chalkboard with a message, and a wall with a circular design.
A hotel room with a bed, bedside lamps, a desk, a television, and a door leading to a bathroom.
A hotel office with two desks, computers, chairs, and a clock on the wall.
A gym with treadmills, elliptical machines, and a large window with a view of buildings.

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$4,406
NT$5,205 total
includes taxes & fees
Nov 22 - Nov 23
Hampton Inn & Suites Newburgh Stewart Airport
A large, two-story house with a wrap-around porch and multiple chimneys.
A spacious dining area with a large table and chairs, surrounded by large windows offering views of a residential neighborhood.
A spacious living room with a large sectional sofa, a wooden floor, and large windows offering views of the outdoors.
A buffet setup with various food items and a decorative centerpiece.

5. Parkway House Goshen Family-Friendly Bed & Breakfast

Parkway House Goshen Family-Friendly Bed & Breakfast
Goshen
NT$5,242
NT$6,455 total
includes taxes & fees
Oct 27 - Oct 28
Parkway House Goshen Family-Friendly Bed & Breakfast
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 hotel lobby with a reception desk, a patterned carpet, a stone wall, and a seating area with a checkered sofa and ottoman.
A spacious bar area with a long counter, multiple seating options, and a stone fireplace.

6. 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$3,408
NT$3,715 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.
A spacious dining area with multiple tables and chairs, a high ceiling with grid patterns, and large abstract paintings on the walls.
An indoor swimming pool with clear reflections, lounge chairs, and large windows offering views of the outdoors.

7. 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$3,796
NT$4,138 total
includes taxes & fees
Nov 1 - Nov 2
Best Western Hunt's Landing Hotel Matamoras/Milford
A spacious lobby with a fireplace, seating area, and a large wall mural.
A modern hotel lobby with a seating area, a reception desk, and a large TV screen.
A modern hotel room with a blue sofa, a white table, and a kitchenette.
A hotel room with a bed, a desk, a wardrobe, and a bathroom.

8. Holiday Inn Express West Point by IHG

Holiday Inn Express West Point by IHG
Fort Montgomery
NT$3,814
NT$4,506 total
includes taxes & fees
Nov 15 - Nov 16
Holiday Inn Express West Point by IHG
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 grand hallway with a wooden staircase, a patterned carpet, and a dining area with chairs and a table.
A hallway with a wooden floor, a dining table with chairs, a lamp, and a framed picture on a side table.

9. Borland House Inn

Borland House Inn
Montgomery
NT$4,218
NT$5,132 total
includes taxes & fees
Oct 26 - Oct 27
Borland House Inn
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.
An outdoor seating area with red chairs and tables, a fire pit, and a bar visible through the window.
A modern restaurant interior with round tables and booths, pendant lighting, and a view of the street through large windows.

10. 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$5,839
NT$7,413 total
includes taxes & fees
Oct 26 - Oct 27
Resorts World Catskills Casino
View all properties

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

8/10 Good
"It was an extremely nice room for the price. The beds were comfy enough for a night or two but not super plush. I would definitely stay here again though!"
Sara 3-night trip
Posted 1 day ago
Best Western Hunt's Landing Hotel Matamoras/Milford

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