Find Hotels with a Pool in Highland Mills, NY

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Check availability on Highland Mills Hotels with a Pool

Tonight
Nov 4 - Nov 5
Tomorrow
Nov 5 - Nov 6
This weekend
Nov 7 - Nov 9
Next weekend
Nov 14 - Nov 16

Top Highland Mills Hotels with a Pool

Indoor pool
Hampton Inn Harriman Woodbury
Hampton Inn Harriman Woodbury
2.5 star property
  • Indoor pool
9.2 out of 10, Wonderful, (1006)
Sparkling clean waters await in the spacious indoor pool, where families splash and adults unwind until midnight. Complimentary shuttle service whisks guests to nearby shopping outlets, while a hearty breakfast fuels exciting days ahead.
The price is ₩114,940
₩141,518 total
includes taxes & fees
Nov 30 - Dec 1
Hampton Inn Harriman Woodbury
Seasonal outdoor pool
Overlook Lodge at Bear Mountain
Overlook Lodge at Bear Mountain
2.5 star property
  • Full-service spa
8.4 out of 10, Very Good, (1015)
Seasonal outdoor swimming invites summer splashes amid breathtaking mountain scenery. After hiking local trails, guests rejuvenate with spa treatments, including deep-tissue massages and facials, before enjoying fresh cuisine at the onsite café.
The price is ₩170,124
₩192,455 total
includes taxes & fees
Nov 12 - Nov 13
Overlook Lodge at Bear Mountain
Seasonal outdoor pool
Fairfield Inn & Suites by Marriott Goshen Middletown
Fairfield Inn & Suites by Marriott Goshen Middletown
2.5 star property
  • Pool
  • Breakfast included
  • Parking included
  • Free WiFi
  • Air conditioning
  • Gym
8.8 out of 10, Excellent, (1003)
Swimming sessions in the seasonal outdoor pool create perfect summer memories at this exceptionally clean hotel. Complementing aquatic enjoyment, guests appreciate the 24-hour fitness center, complimentary breakfast buffet, and consistently helpful staff.
The price is ₩133,036
₩163,803 total
includes taxes & fees
Dec 1 - Dec 2
Fairfield Inn & Suites by Marriott Goshen Middletown
Indoor pool
Hyatt Place Poughkeepsie / Hudson Valley
Hyatt Place Poughkeepsie / Hudson Valley
3.0 star property
  • Indoor pool
9.0 out of 10, Wonderful, (1012)
Swimmers glide through crystal-clear waters in the immaculately maintained indoor pool, perfect for all-season enjoyment. Modern rooms with sound-insulated walls and thoughtful amenities complement the 24-hour fitness center and inviting firepit area.
The price is ₩157,257
₩182,615 total
includes taxes & fees
Nov 13 - Nov 14
Hyatt Place Poughkeepsie / Hudson Valley
Indoor pool, open 8:30 AM to 9:30 PM, sun loungers
DoubleTree by Hilton Hotel Nanuet
DoubleTree by Hilton Hotel Nanuet
4.0 star property
  • Indoor pool
  • Pool loungers
  • Hot tub
8.8 out of 10, Excellent, (1020)
Gliding through crystal-clear waters, swimmers enjoy this hotel's immaculate indoor pool before unwinding in the rejuvenating hot tub. Clean, comfortable rooms complement the fitness center and Windsor Grille restaurant, creating a peaceful retreat near Palisades Center.
The price is ₩151,224
₩175,989 total
includes taxes & fees
Nov 30 - Dec 1
DoubleTree by Hilton Hotel Nanuet
Indoor pool, sun loungers
Holiday Inn Express Hotel & Suites Chester by IHG
Holiday Inn Express Hotel & Suites Chester by IHG
2.5 star property
  • Indoor pool
  • Pool loungers
8.4 out of 10, Very Good, (1002)
Splash into vacation mode at the pristine indoor pool, complete with inviting sun loungers for post-swim relaxation. Families appreciate the hotel's proximity to LEGOLAND New York while enjoying spotlessly clean rooms with premium bedding and thoughtful amenities.
The price is ₩140,188
₩165,596 total
includes taxes & fees
Nov 6 - Nov 7
Holiday Inn Express Hotel & Suites Chester by IHG
Indoor pool
Courtyard by Marriott Middletown Goshen
Courtyard by Marriott Middletown Goshen
3.0 star property
  • Indoor pool
8.6 out of 10, Excellent, (1014)
Dive into the inviting indoor pool after exploring Orange County Fair Speedway and nearby attractions. Comfortable rooms with premium bedding await, while The Bistro serves American cuisine for breakfast and dinner, perfect for refueling between swims.
The price is ₩126,455
₩149,375 total
includes taxes & fees
Dec 1 - Dec 2
Courtyard by Marriott Middletown Goshen
Sports facility
Hilton Garden Inn Fishkill
Hilton Garden Inn Fishkill
3.0 star property
  • Indoor pool
8.6 out of 10, Excellent, (1020)
Swimmers enjoy year-round aquatic bliss at the temperature-controlled indoor pool, a perfect complement to the comprehensive 24-hour fitness center. Adventure seekers appreciate nearby hiking trails, while business travelers value the laptop-friendly workspaces.
The price is ₩141,247
₩159,785 total
includes taxes & fees
Dec 1 - Dec 2
Hilton Garden Inn Fishkill
Indoor pool
La Quinta Inn & Suites by Wyndham Middletown-Goshen
La Quinta Inn & Suites by Wyndham Middletown-Goshen
3.0 star property
  • Indoor pool
9.4 out of 10, Exceptional, (887)
Sparkling waters await in the tranquil indoor pool area, open daily from 9:00 AM to 9:00 PM for refreshing swims regardless of weather. Guests praise the spotless facilities, including a rejuvenating hot tub and well-equipped fitness center for complete vacation balance.
The price is ₩159,285
₩188,157 total
includes taxes & fees
Dec 1 - Dec 2
La Quinta Inn & Suites by Wyndham Middletown-Goshen
Outdoor pool
LEGOLAND Hotel NEW York
LEGOLAND Hotel NEW York
3.0 star property
  • Outdoor pool
8.4 out of 10, Very Good, (16)
Pool toys transform the outdoor pool into a delightful aquatic playground at this LEGOLAND hotel. After swimming, families can enjoy the on-site restaurant, arcade room, and garden, making this vibrant getaway perfect for creating lasting memories.
The price is ₩294,824
₩407,402 total
includes taxes & fees
Nov 14 - Nov 15
LEGOLAND Hotel NEW York
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 Highland Mills Hotel Reviews

Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

10/10 Excellent
"Friendly staff, easy checkin and clean room! I’ve stayed here twice this year (2025) and wasn’t disappointed. "
Wendy 2-night trip
Posted 1 day ago
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

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Frequently asked questions

What are some accommodations with pools in Highland Mills?
Sonesta Simply Suites Nanuet: Provides buffet, a pool, and complimentary wired internet access. The Crossroads Hotel, Newburgh: Hotel, 1-minute walk from Bear Mountain State Park. Features a full-service spa, a seasonal outdoor pool, and a snack bar/deli. Hampton Inn Nanuet: Offers continental, an indoor pool, and complimentary wired internet access. Hampton Inn & Suites Poughkeepsie: Offers full, a pool, and complimentary wired internet access. DoubleTree by Hilton Mahwah: Hotel, 1-minute walk from Woodbury Common Premium Outlets. Features daily, an indoor pool, and complimentary wired internet access.
What is there to see and do in Highland Mills?
Explore places like Woodbury Common Premium Outlets and LEGOLAND® New York while you're in the area. Make a point to visit attractions like Arrow Park Lake and Lodge and Castle Fun Center.
When is the best time to book a hotel with a pool in Highland Mills?
You may want to think about a place to stay that has an outdoor pool if you plan to visit Highland Mills in the warmest months of July, August, or June when the average temp is 70°F. Lodging offering an indoor pool may be the way to go if you come to town during the coldest months of January, February, or December when the average temp is 32°F.