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New Windsor Hotels with Outdoor or Indoor Pools

Days Inn Newburgh West Point / Stewart Intl Airport 915 Union Ave. I 84, New Windsor, NY 12553
  • Includes a pool: Seasonal outdoor heated swimming pool.
  • Low-priced Airport hotel
From$100
Very Good 4.0 /5Guest Reviews CallBookMore Details
Hampton Inn & Suites in Newburgh 1 Crossroads Court, Newburgh, NY 12550 ~2.50 miles northwest of New Windsor
  • Has swimming pool: Indoors from 6am to 10pm
  • 3-star Suburban property
  • Almost all guests said rooms were clean
  • All guests thought rooms were spacious
From$139
Very Good 4.5 /5Latest Reviews CallBookMore Details
Four Points by Sheraton in Newburgh 5 Lakeside Rd., Newburgh, NY 12550 ~4.46 miles northwest of New Windsor
  • Pool details: Outdoor; Seasonal
  • Affordable Airport property
Homewood Suites by Hilton Newburgh Stewart Airport in New Windsor 180 Breunig Rd., New Windsor, NY 12553
  • Includes a pool
  • Midscale Rural hotel
From$119
Very Good 4.5 /5Read Reviews CallBookMore Details
Courtyard by Marriott Newburgh 4 Governor Dr., Newburgh, NY 12550 ~4.13 miles northwest of New Windsor
  • We have a pool
  • Mid-scale Rural hotel
  • Friendly service
  • Most guests thought rooms were spacious
From$114
Very Good 4.0 /5Read Reviews CallBookMore Details
Holiday Inn Express & Suites Montgomery : 2105 State Route 208 2105 State Route 208, Montgomery, NY 12549 ~8.45 miles west of New Windsor
  • Includes a pool: 5 AM--11 PM4 ft 11 inchesIndoor pool
  • 3-star Highway property
From$114
Very Good 4.0 /5Reviews CallBookMore Details
Residence Inn by Marriott Fishkill 500 Westage Business Center Dr., Fishkill, NY 12524 ~9.10 miles east of New Windsor
  • Pool details: Large indoor pool opened daily from 6am-11pm
  • Three Star Downtown hotel
From$99
Excellent 5.0 /5Reviews CallBookMore Details
Hyatt House in Fishkill 100 Westage Business Center Dr., Fishkill, NY 12524 ~9.18 miles east of New Windsor
  • Includes a pool: The HYATT house has an indoor pool whirlpool and fitness center and is open to guests between 8:00am and 10:00pm
  • Mid-scale Suburban property
  • About half of guests said the bathroom was dirty
  • Close to Walmart
From$125
Very Good 4.0 /5Review Score CallBookMore Details
Hilton Garden Inn Poughkeepsie / Fishkill 25 Westage Dr., Fishkill, NY 12524 ~9.18 miles east of New Windsor
  • Includes a pool: Our 24' x 15' indoor pool is open from 9:00 AM - 10:00 PM and also includes a luxurious hot tub. The pool and hot tub are located directly next to our fitness center which is available to our guests 24 x 7 .
  • Great pool
  • Nice pool and hot tub
  • Pool is good
  • Midscale Highway hotel
From$109
Very Good 4.5 /5Hotel Reviews CallBookMore Details
Fishkill Courtyard by Marriott 17 Westage Dr., Fishkill, NY 12524 ~9.26 miles east of New Windsor
  • Has swimming pool: 7am-10pm
  • Mid-scale Suburban property
From$80
Very Good 4.0 /5Read Reviews CallBookMore Details
Hampton Inn Fishkill - Fishkill 544 Route 9, Fishkill, NY 12524 ~9.32 miles east of New Windsor
  • Pool available: Pool is open from 6am-10pm. Recently renovated!
  • Pool area was clean
  • Clean pool area
  • Clean pool, said 100%
  • Pool is good
  • Great pool
  • Nice indoor pool
  • We enjoyed the pool
  • Affordable Suburban hotel
From$105
Very Good 4.5 /5Latest Reviews CallBookMore Details
Hawthorn Suites by Wyndham Fishkill / Poughkeepsie - Fishkill 14 Schuyler Blvd., Fishkill, NY 12524 ~9.33 miles east of New Windsor
  • Pool in hotel: Seasonal Outdoor Pool and Jacuzzi open at 10AM, located in Patio Area
  • 3 star Suburban property
Bear Mountain Inn 3020 Seven Lakes Dr., Bear Mountain, NY 10911 ~11.82 miles south of New Windsor
  • Pool details: outdoor pool only open Memorial day to Labor day and open to the public
  • Mid-scale Mountain hotel
Mercury Grand Hotel 2170 South Rd., Poughkeepsie, NY 12601 ~13.52 miles northeast of New Windsor
  • Pool details: Outdoor pool currently not open till spring.
  • Horrible pool
  • Pool should be renewed
  • No pool
  • Pool was closed
  • 3-star Suburban property
Poughkeepsie Hampton Inn & Suites 2361 South Rd., Poughkeepsie, NY 12601 ~13.93 miles northeast of New Windsor
  • Pool details: Indoor Pool - 8am - 10pm
  • 3-star Suburban hotel
From$109
Very Good 4.0 /5Guest Reviews CallBookMore Details
Holiday Inn Express & Suites 2 Bryle Place, Chester, NY 10918 ~14.27 miles southwest of New Windsor
  • Pool in hotel: 9:00 AM to 11:00 PM, it is an indoor pool with a hot tub.
  • Great pool
  • Pool is good
  • Kids loved the pool
  • Pool was nice
  • 2-star Rural property
From$109
Very Good 4.0 /5Recent Reviews CallBookMore Details
Holiday Inn Express & Suites Peekskill : 2 John Walsh Blvd. 2 John Walsh Blvd., Peekskill, NY 10566 ~14.75 miles southeast of New Windsor
  • Includes a pool: heated indoor pool open from 8am-10pm daily, no lifeguard on duty
  • Midscale Riverfront property
From$108
Very Good 4.0 /5Hotel Reviews CallBookMore Details
Rocking Horse Ranch Resort in Highland 600 State Route 44 / 55, Highland, NY 12528 ~15.34 miles north of New Windsor
  • Has a pool!
  • Expensive Resort property
Comfort Inn & Suites Goshen / Middletown 20 Hatfield Lane, Goshen, NY 10924 ~15.50 miles west of New Windsor
  • Includes a pool: Outdoor seasonal pool open from Memorial day to Labor day from 9:00 AM to 9:00 PM.
  • 3 star Suburban property
Holiday Inn Express Poughkeepsie in Poughkeepsie 2750 South Rd., Poughkeepsie, NY 12601 ~15.57 miles northeast of New Windsor
  • Pool details: Our outside pool is open seasonally from May to September. The hours of operation are 10am-8pm. We also have an outside patio with working grill for our guests.
  • 3 star Suburban property
Hampton Inn Middletown : 20 Crystal Run Crossing 20 Crystal Run Crossing, Middletown, NY 10941 ~16.04 miles west of New Windsor
  • Pool available: Seasonal; Memorial Day - Labor Day
  • Great pool
  • Clean pool
  • Clean pool area
  • Clean pool, said 100%
  • Good pool
  • Midscale Suburban hotel
From$95
Very Good 4.5 /5Reviews CallBookMore Details
Courtyard by Marriott : 24 Crystal Run Crossing 24 Crystal Run Crossing, Middletown, NY 10941 ~16.09 miles west of New Windsor
  • Includes a pool: Indoor Pool open til 11pm
  • Midscale Suburban hotel
From$85
Very Good 4.0 /5Review Score CallBookMore Details
Days Inn Middletown 4939 Route 17m, New Hampton, NY 10958 ~18.94 miles west of New Windsor
  • Has a pool!
  • 2-star Highway hotel
Sleep Inn & Suites in Middletown 3491 Route 6, Middletown, NY 10940 ~19.61 miles west of New Windsor
  • Pool in hotel: Our heated salt water pool was chosen due to its many health benefits. The salt water pool is located indoors, and operates from 7:00 am to 10:00 pm. The depth is 4 foot 11 inches.
  • 2 star Highway hotel
From$89
Very Good 4.5 /5Read Reviews CallBookMore Details
Mohonk Mountain House : 1000 Mountain Rest Rd. 1000 Mountain Rest Rd., New Paltz, NY 12561 ~20.36 miles north of New Windsor
  • Pool available: Indoor pool, open 6am to 9am
  • Expensive Resort hotel
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