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
Oct 1 - Oct 2
Tomorrow
Oct 2 - Oct 3
This weekend
Oct 2 - Oct 4
Next weekend
Oct 9 - Oct 11

Our top choices for Middletown ski hotels

A spacious hotel lobby with wooden beams, a central bar area, and seating arrangements.
A gym with exercise equipment, treadmills, and weight machines.
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.

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$3,109
NT$3,672 total
includes taxes & fees
Oct 29 - Oct 30
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.
An outdoor patio with a grill, chairs, and tables, featuring a red umbrella and string lights.
A compact kitchen with a stainless steel refrigerator, a microwave, and a dishwasher.

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$3,448
NT$4,185 total
includes taxes & fees
Nov 1 - Nov 2
Home2 Suites by Hilton Middletown
A hotel lobby with a reception desk, bar area, and a television displaying news.
A hotel room with a kitchenette, a living area with a sofa and a TV, and a large window with curtains.
A snack display area with various packaged snacks and a sign indicating 'TREATS'.
A hotel reception desk with a large 'happy.' poster on the wall, a counter with a computer, and a display of brochures.

3. 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$4,415
NT$5,215 total
includes taxes & fees
Oct 28 - Oct 29
Hampton Inn & Suites Newburgh Stewart Airport
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 buffet setup with various food items and a decorative centerpiece.
A spacious living room with a large sectional sofa, a fireplace, and a chandelier.

4. Parkway House Goshen Family-Friendly Bed & Breakfast

Parkway House Goshen Family-Friendly Bed & Breakfast
Goshen
NT$5,495
NT$6,766 total
includes taxes & fees
Oct 6 - Oct 7
Parkway House Goshen Family-Friendly Bed & Breakfast
A spacious lobby with a stone fireplace, a flat-screen TV, and comfortable seating.
An indoor swimming pool with clear water, surrounded by lounge chairs and a tiled wall.
A hotel lobby with a reception desk, a patterned carpet, a stone wall, and a seating area with a checkered sofa and ottoman.
A lobby with a stone fireplace, two armchairs, a coffee table, and a dining area with tables and chairs.

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$3,493
NT$3,807 total
includes taxes & fees
Nov 1 - Nov 2
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 spacious dining area with multiple tables and chairs, a high ceiling with grid patterns, and large abstract paintings on the walls.

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$3,803
NT$4,145 total
includes taxes & fees
Oct 4 - Oct 5
Best Western Hunt's Landing Hotel Matamoras/Milford
A modern kitchen with dark cabinets, a stainless steel stove, and a wooden countertop.
A bedroom with two beds, wooden flooring, white walls, and a ceiling fan.
A two-story house with a porch, a table, and chairs outside.
A grassy park area with trees and a paved path.

7. Carriage House Apartment Goshen NY

Carriage House Apartment Goshen NY
Goshen
NT$6,188
NT$7,619 total
includes taxes & fees
Oct 4 - Oct 5
Carriage House Apartment Goshen NY
A two-story house with a porch, a front door, and a small garden area with potted plants.
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.
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.

8. Borland House Inn

Borland House Inn
Montgomery
NT$3,264
NT$3,971 total
includes taxes & fees
Oct 5 - Oct 6
Borland House Inn
A spacious lobby with a fireplace, seating area, and a large wall mural.
A large, two-story building with a symmetrical facade, large windows, and a central entrance with a door.
A hotel room with a bed, a desk, a wardrobe, and a bathroom.
A modern hotel lobby with a seating area, a reception desk, and a large TV screen.

9. Holiday Inn Express West Point by IHG

Holiday Inn Express West Point by IHG
Fort Montgomery
NT$3,759
NT$4,440 total
includes taxes & fees
Oct 18 - Oct 19
Holiday Inn Express West Point by IHG
A room with a large, ornate chandelier and a glass partition with intricate metalwork.
A spacious hotel lobby with a high ceiling, chandeliers, and a polished wooden floor.
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.

10. Aspiratinns Hotel & Wellness Center

Aspiratinns Hotel & Wellness Center
Slate Hill
NT$7,168
NT$8,467 total
includes taxes & fees
Oct 4 - Oct 5
Aspiratinns Hotel & Wellness Center
View all properties

Choose what matters most at ski hotels in Middletown

Resort
4 stars
5 stars
Spa
Family-friendly

Top Middletown Hotel Reviews

Hampton Inn by Hilton Middletown

Hampton Inn by Hilton Middletown

8/10 Good
"Fine, really? I have to give twenty four word characters. All right it's fine no problem"
Lawrence 1-night trip
Posted 3 days ago
Hampton Inn by Hilton Middletown

Explore a world of travel with Expedia