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

Find Ski Hotels in Middletown, NY

  • 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 Middletown Ski Hotels

Tonight
Sep 10 - Sep 11
Tomorrow
Sep 11 - Sep 12
This weekend
Sep 11 - Sep 13
Next weekend
Sep 18 - Sep 20

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 hotel room with a sofa, a television on a wooden stand, a bed, and a view of the hallway.
A modern living room with a fireplace, two armchairs, a coffee table, and a TV mounted on the wall.

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$3,097
NT$3,658 total
includes taxes & fees
Oct 6 - Oct 7
Hampton Inn by Hilton Middletown
A black electric vehicle charging station with cables connected to it, set against a wooden fence and greenery.
A modern restaurant with a central island, multiple tables, and chairs.
A compact kitchen with a stainless steel refrigerator, a microwave, and a dishwasher.
An outdoor patio with a grill, chairs, and tables, featuring a red umbrella and string lights.

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$4,877
NT$5,871 total
includes taxes & fees
Sep 21 - Sep 22
Home2 Suites by Hilton Middletown
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 grand hallway with a wooden staircase, a patterned carpet, and a dining area with chairs and a table.
A sign for The Borland House, a bed and breakfast offering breakfast and brunch.

3. Borland House Inn

Borland House Inn
Montgomery
NT$3,224
NT$3,922 total
includes taxes & fees
Sep 13 - Sep 14
Borland House Inn
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.
An indoor swimming pool with clear water, surrounded by lounge chairs and a tiled wall.

4. 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$3,317
NT$3,615 total
includes taxes & fees
Sep 27 - Sep 28
Hampton Inn Matamoras/Milford
A room with a bed, a window with curtains, and a view of greenery outside.
A grassy area with a building in the background, surrounded by trees and a hill.
A reception area with a desk, American flag, and various framed pictures on the wall.
A motel with a parking lot, a large evergreen tree, and a hilly backdrop.

5. Appalachian Motel

Appalachian Motel
Vernon
  • Mountain retreat provides ski access, cozy rooms with modern comforts, and stunning alpine views.
NT$1,770
NT$2,029 total
includes taxes & fees
Sep 16 - Sep 17
Appalachian Motel
A large, two-story house with a wrap-around porch and multiple chimneys.
A spacious living room with a large sectional sofa, a fireplace, and a chandelier.
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.

6. Parkway House Goshen Family-Friendly Bed & Breakfast

Parkway House Goshen Family-Friendly Bed & Breakfast
Goshen
NT$13,591
NT$16,734 total
includes taxes & fees
Sep 11 - Sep 12
Parkway House Goshen Family-Friendly Bed & Breakfast
A bar area with a long counter, multiple stools, and a variety of bottles and glasses.
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.
A spacious living area with a stone wall, wooden ceiling beams, and large windows offering a view 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$3,670
NT$4,000 total
includes taxes & fees
Sep 27 - Sep 28
Best Western Hunt's Landing Hotel Matamoras/Milford
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.

8. 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$4,361
NT$5,151 total
includes taxes & fees
Sep 20 - Sep 21
Hampton Inn & Suites Newburgh Stewart Airport
A room with a large, ornate chandelier and a glass partition with intricate metalwork.
A hotel room with a bed, a dresser, a television, and a window with curtains.
A large, multi-story building with a red roof and a central tower.
A cozy living room with a brown sofa, a wooden dresser, and a flat-screen TV.

9. Aspiratinns Hotel & Wellness Center

Aspiratinns Hotel & Wellness Center
Slate Hill
NT$7,230
NT$8,540 total
includes taxes & fees
Sep 14 - Sep 15
Aspiratinns Hotel & Wellness Center
A modern hotel with a prominent glass facade and a distinctive logo on the building.
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.
An indoor swimming pool with clear water, tiled floor, and a few lounge chairs.

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$4,696
NT$6,093 total
includes taxes & fees
Sep 21 - Sep 22
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

Holiday Inn Express Hotel & Suites Chester by IHG

Holiday Inn Express Hotel & Suites Chester by IHG

8/10 Good
"Room was nice and clean no issues and ample space."
Rodolfo 1-night trip
Posted 2 days ago
Holiday Inn Express Hotel & Suites Chester by IHG

Explore a world of travel with Expedia