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New Windsor Hotels with Outdoor or Indoor Pools

Days Inn Newburgh West Point / Stewart Intl Airport in New Windsor 915 Union Ave. I 84, New Windsor, NY 12553
  • Includes a pool: Seasonal outdoor heated swimming pool.
  • Cheap Airport property
From$100
Very Good 4.0 /5Reviews CallBookMore Details
Four Points by Sheraton in Newburgh 5 Lakeside Rd., Newburgh, NY 12550 ~4.47 miles northwest of New Windsor
  • Includes a pool: Outdoor; Seasonal
  • Three Star Airport hotel
Hampton Inn & Suites Newburgh Stewart Airport 1 Crossroads Court, Newburgh, NY 12550 ~2.58 miles northwest of New Windsor
  • Has a pool!
  • 3-star hotel
Homewood Suites by Hilton Newburgh Stewart Airport 180 Breunig Rd., New Windsor, NY 12553
  • We have a pool
  • Midscale Rural hotel
  • Complimentary breakfast
  • Well equipped kitchenette
Newburgh Courtyard by Marriott 4 Governor Dr., Newburgh, NY 12550 ~4.14 miles northwest of New Windsor
  • Includes a pool
  • Affordable Rural property
  • Soft beds
  • Clean room
From$109
Very Good 4.0 /5Hotel Reviews CallBookMore Details
Holiday Inn Express & Suites Montgomery : 2105 State Route 208 2105 State Route 208, Montgomery, NY 12549 ~8.46 miles west of New Windsor
  • Has swimming pool: 5 AM--11 PM4 ft 11 inchesIndoor pool
  • 3-star Highway property
Residence Inn by Marriott Fishkill : 500 Westage Business Center Dr. 500 Westage Business Center Dr., Fishkill, NY 12524 ~9.11 miles east of New Windsor
  • Has swimming pool: Large indoor pool opened daily from 6am-11pm
  • Midscale Downtown property
Hyatt House 100 Westage Business Center Dr., Fishkill, NY 12524 ~9.19 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 hotel
  • Plenty of space in parking lot
  • Spacious rooms
From$85
Very Good 4.5 /5Review Score CallBookMore Details
Courtyard by Marriott Fishkill 17 Westage Dr., Fishkill, NY 12524 ~9.29 miles east of New Windsor
  • Pool in hotel
  • Great pool
  • New pool
  • Excellent pool
  • Three Star Suburban hotel
From$79
Very Good 4.0 /5Reviews CallBookMore Details
Hampton Inn Fishkill 544 Route 9, Fishkill, NY 12524 ~9.33 miles east of New Windsor
  • We have a pool ready for use
  • Pool area was clean
  • Clean pool area
  • Clean pool, said 100%
  • Pool is good
  • Great pool
  • Nice indoor pool
  • We enjoyed the pool
  • Midscale Suburban property
Hawthorn Suites by Wyndham Fishkill / Poughkeepsie : 14 Schuyler Blvd. 14 Schuyler Blvd., Fishkill, NY 12524 ~9.35 miles east of New Windsor
  • Has swimming pool: Seasonal Outdoor Pool and Jacuzzi open at 10AM, located in Patio Area
  • 3-star Suburban hotel
Ramada Conference Center 542 Rout 9, Fishkill, NY 12524 ~9.39 miles east of New Windsor
  • Pool available: We have a large outdoor pool with a beautiful gazebo sitting area.
  • Midscale Highway property
Bear Mountain Inn 3020 Seven Lakes Dr., Bear Mountain, NY 10911 ~11.83 miles south of New Windsor
  • Includes a pool: outdoor pool only open Memorial day to Labor day and open to the public
  • Midscale Mountain property
Mercury Grand Hotel 2170 South Rd., Poughkeepsie, NY 12601 ~13.54 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
  • Three Star Suburban hotel
Poughkeepsie Hampton Inn & Suites
+1-888-283-3404
2361 South Rd., Poughkeepsie, NY 12601 ~13.95 miles northeast of New Windsor
  • Pool available: Indoor Pool - 8am - 10pm
  • 3-star Suburban hotel
From$99
Very Good 4.0 /5Read Reviews CallBookMore Details
Holiday Inn Express Hotel & Suites Chester : 2 Bryle Place 2 Bryle Place, Chester, NY 10918 ~14.30 miles southwest of New Windsor
  • Pool details: 9:00 AM to 11:00 PM, it is an indoor pool with a hot tub.
  • Pool is good
  • Great pool
  • Swimming pool Close to
  • Nice indoor pool
  • Nice pool and hot tub
  • Moderately clean pool area
  • Most guests thought the pool was clean
  • Inexpensive Rural hotel
From$85
Very Good 4.0 /5Read Reviews CallBookMore Details
Holiday Inn Express & Suites Peekskill 2 John Walsh Blvd., Peekskill, NY 10566 ~14.78 miles southeast of New Windsor
  • Pool available: heated indoor pool open from 8am-10pm daily, no lifeguard on duty
  • Midscale Riverfront property
From$139
Very Good 4.0 /5Latest Reviews CallBookMore Details
Rocking Horse Ranch Resort 600 State Route 44 / 55, Highland, NY 12528 ~15.36 miles north of New Windsor
  • Includes a swimming pool
  • 4 star Resort hotel
Comfort Inn & Suites Goshen / Middletown 20 Hatfield Lane, Goshen, NY 10924 ~15.53 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.
  • Midscale Suburban property
Holiday Inn Express Poughkeepsie in Poughkeepsie 2750 South Rd., Poughkeepsie, NY 12601 ~15.59 miles northeast of New Windsor
  • Pool available: 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.
  • Affordable Suburban property
From$89
Very Good 4.0 /5Reviews CallBookMore Details
Holiday Inn Middletown Goshen 68 Crystal Run Rd., Middletown, NY 10941 ~15.87 miles west of New Windsor
  • Has a pool!
  • Great pool
  • Excellent pool
  • Nice heated pool
  • Affordable Suburban property
Hampton Inn Middletown - Middletown 20 Crystal Run Crossing, Middletown, NY 10941 ~16.07 miles west of New Windsor
  • Has swimming pool: Seasonal; Memorial Day - Labor Day
  • Great pool
  • Clean pool
  • Clean pool area
  • Clean pool, said 100%
  • Good pool
  • Midscale Suburban hotel
From$99
Very Good 4.5 /5Read Reviews CallBookMore Details
Courtyard by Marriott in Middletown 24 Crystal Run Crossing, Middletown, NY 10941 ~16.19 miles west of New Windsor
  • Includes a pool
  • Excellent pool
  • Great pool
  • Pool was nicely heated
  • Affordable Suburban hotel
From$129
Very Good 4.5 /5Recent Reviews CallBookMore Details
Days Inn Middletown 4939 Route 17m, New Hampton, NY 10958 ~18.98 miles west of New Windsor
  • We have a pool ready for use
  • Two star Highway property
Sleep Inn & Suites in Middletown 3491 Route 6, Middletown, NY 10940 ~19.65 miles west of New Windsor
  • Pool available: 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.
  • Inexpensive Highway property
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