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Find ski hotels & lodging in Middletown, NY

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Check availability on Middletown Ski Hotels

Tonight
Nov 27 - Nov 28
Tomorrow
Nov 28 - Nov 29
This weekend
Nov 28 - Nov 30
Next weekend
Dec 5 - Dec 7

Top Middletown Ski Hotels

Exterior
Hampton Inn by Hilton Middletown

Hampton Inn by Hilton Middletown

2.5 star property
Middletown
  • Snowboarding nearby
  • Skiing lessons nearby
  • Ski equipment rentals nearby
8.6 out of 10, Excellent, (1004)
Mountain adventures unfold just moments from this welcoming hotel, featuring a seasonal outdoor pool and fitness center. Winter sports enthusiasts access nearby skiing, snowboarding, and hiking trails, while families appreciate the peaceful atmosphere and helpful staff. Comfortable rooms provide cozy relaxation after active days.
$78 nightly
The price is $93
Dec 4 - Dec 5
Total with taxes and fees
Hampton Inn by Hilton Middletown
Courtyard
Home2 Suites by Hilton Middletown

Home2 Suites by Hilton Middletown

3.0 star property
Middletown
  • Ski lifts nearby
  • Snowboarding nearby
9.0 out of 10, Wonderful, (740)
Mountainside memories begin at this slope-accessible retreat featuring an indoor pool for après-ski relaxation. Spacious suites with full kitchens welcome families after downhill adventures. Located near multiple ski areas with cross-country and snowboarding options for winter enthusiasts of all levels.
$143 nightly
The price is $173
Dec 4 - Dec 5
Total with taxes and fees
Home2 Suites by Hilton Middletown
Lobby
Hampton Inn Matamoras/Milford

Hampton Inn Matamoras/Milford

2.5 star property
Matamoras
  • Pool
  • Breakfast included
  • Pet friendly
  • Parking included
  • Free WiFi
  • Air conditioning
8.8 out of 10, Excellent, (1010)
Winter sports enthusiasts thrive at this mountain hotel with ski areas nearby, an indoor pool for après-ski relaxation, and a 24-hour fitness center. Nestled within walking distance of Delaware River and High Point State Park, adventure continues beyond the slopes.
$87 nightly
The price is $95
Dec 7 - Dec 8
Total with taxes and fees
Hampton Inn Matamoras/Milford
Property grounds
Resorts World Catskills Casino

Resorts World Catskills Casino

4.5 star property
Monticello
  • Ski lifts nearby
  • Sauna
8.6 out of 10, Excellent, (1105)
Mountain thrills await at this luxury ski retreat with 6 restaurants and an indulgent spa. Skiers can explore nearby Holiday Mountain runs, then unwind in the steam room or indoor pool after an exhilarating day on pristine powder trails.
$186 nightly
The price is $207
Dec 2 - Dec 3
Total with taxes and fees
Resorts World Catskills Casino
Waterslide
The Kartrite Resort & Indoor Waterpark

The Kartrite Resort & Indoor Waterpark

4.0 star property
Monticello
  • Ski lifts nearby
  • Sauna
8.2 out of 10, Very Good, (1829)
Mountain adventures begin at this family-friendly retreat featuring an indoor water park with lazy river and waterslide. Skiers relish proximity to downhill runs while active travelers enjoy the 24-hour health club, rock climbing, and ropes course. After exhilarating days, unwind in the sauna or sip drinks at one of 2 bars.
$175 nightly
The price is $198
Dec 11 - Dec 12
Total with taxes and fees
The Kartrite Resort & Indoor Waterpark
Reception
Hampton Inn & Suites Newburgh Stewart Airport

Hampton Inn & Suites Newburgh Stewart Airport

2.5 star property
Newburgh
  • Ski lifts nearby
9.2 out of 10, Wonderful, (973)
Mountain adventures begin at this pristine hotel near multiple ski areas. Active travelers appreciate the fitness center and indoor pool for post-slope relaxation. Outdoor enthusiasts can embrace hiking trails, mountain biking, and winter sports before returning to comfortable, spacious rooms.
$103 nightly
The price is $122
Dec 28 - Dec 29
Total with taxes and fees
Hampton Inn & Suites Newburgh Stewart Airport
Indoor pool, sun loungers
Best Western Hunt's Landing Hotel Matamoras/Milford

Best Western Hunt's Landing Hotel Matamoras/Milford

3.0 star property
Matamoras
  • Snowboarding nearby
8.4 out of 10, Very Good, (1015)
Winter warriors retreat to slope-adjacent accommodations featuring a heated indoor pool for post-ski relaxation. Hiking trails, rafting, and snowboarding opportunities surround this historical district haven. Friendly staff serve complimentary breakfast before guests tackle nearby mountains.
$91 nightly
The price is $99
Dec 7 - Dec 8
Total with taxes and fees
Best Western Hunt's Landing Hotel Matamoras/Milford
Lobby
Quality Inn near Mountain Creek

Quality Inn near Mountain Creek

2.5 star property
Vernon
  • Breakfast included
  • Pet friendly
  • Parking included
  • Free WiFi
  • Air conditioning
  • Gym
7.6 out of 10, Good, (970)
$79 nightly
The price is $91
Dec 15 - Dec 16
Total with taxes and fees
Quality Inn near Mountain Creek
Free daily full breakfast
Holiday Inn Express West Point by IHG

Holiday Inn Express West Point by IHG

2.5 star property
Fort Montgomery
  • Sauna
9.2 out of 10, Wonderful, (206)
$115 nightly
The price is $130
Dec 18 - Dec 19
Total with taxes and fees
Holiday Inn Express West Point by IHG
Comfort Room, 2 Double Beds, Non Smoking, Refrigerator & Microwave | Free WiFi, bed sheets
Sussex Motel

Sussex Motel

2.5 star property
Sussex
  • Pet friendly
  • Parking included
  • Free WiFi
  • Air conditioning
  • Housekeeping
8.8 out of 10, Excellent, (364)
$83 nightly
The price is $93
Nov 30 - Dec 1
Total with taxes and fees
Sussex Motel
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Middletown Hotel Reviews

Hampton Inn Harriman Woodbury

Hampton Inn Harriman Woodbury

10/10 Excellent
"My girlfriend very happy!!!"
Robert 1-night trip
Posted 2 days ago
Hampton Inn Harriman Woodbury
Hampton Inn by Hilton Middletown

Hampton Inn by Hilton Middletown

10/10 Excellent
"Breakfast was very good, room was clean, however no information about check out, simlply no information about anyfhing"
Olga 1-night trip
Posted 12 days ago
Hampton Inn by Hilton Middletown

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