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Hotel Name
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Chester Hotels with Outdoor or Indoor Pools

Holiday Inn Express Hotel & Suites Chester in Chester 2 Bryle Place, Chester, NY 10918
  • Has swimming pool: 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
  • Low Cost Rural hotel
Comfort Inn & Suites Goshen / Middletown 20 Hatfield Lane, Goshen, NY 10924 ~4.69 miles northwest of Chester
  • Has swimming pool: Outdoor seasonal pool open from Memorial day to Labor day from 9:00 AM to 9:00 PM.
  • Mid-scale Suburban property
From$85
Very Good 4.0 /5Read Reviews CallBookMore Details
Hampton Inn Middletown in Middletown 20 Crystal Run Crossing, Middletown, NY 10941 ~8.13 miles northwest of Chester
  • Pool in hotel: Seasonal; Memorial Day - Labor Day
  • Great pool
  • Clean pool
  • Clean pool area
  • Clean pool, said 100%
  • Good pool
  • Three Star Suburban property
Courtyard by Marriott - Middletown 24 Crystal Run Crossing, Middletown, NY 10941 ~8.16 miles northwest of Chester
  • Includes a pool: Indoor Pool open til 11pm
  • Midscale Suburban property
Days Inn Middletown - New Hampton 4939 Route 17m, New Hampton, NY 10958 ~8.44 miles west of Chester
  • Our hotel comes with a pool
  • Low-priced Highway property
Sleep Inn & Suites 3491 Route 6, Middletown, NY 10940 ~9.60 miles west of Chester
  • Has swimming pool: 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 hotel
From$78
Very Good 4.5 /5Read Reviews CallBookMore Details
Holiday Inn Express & Suites Montgomery 2105 State Route 208, Montgomery, NY 12549 ~11.41 miles north of Chester
  • Has swimming pool: 5 AM--11 PM4 ft 11 inchesIndoor pool
  • Three Star Highway hotel
Homewood Suites by Hilton Newburgh Stewart Airport 180 Breunig Rd., New Windsor, NY 12553 ~12.70 miles northeast of Chester
  • With a pool!
  • Mid-scale Rural property
From$99
Very Good 4.5 /5Read Reviews CallBookMore Details
Days Inn Newburgh West Point / Stewart Intl Airport - New Windsor 915 Union Ave. I 84, New Windsor, NY 12553 ~13.60 miles northeast of Chester
  • Has swimming pool: Seasonal outdoor heated swimming pool.
  • 2 star Airport hotel
From$100
Very Good 4.0 /5Hotel Reviews CallBookMore Details
Newburgh Courtyard by Marriott in Newburgh 4 Governor Dr., Newburgh, NY 12550 ~13.84 miles northeast of Chester
  • Includes a pool
  • Midscale Rural hotel
From$109
Very Good 4.0 /5Latest Reviews CallBookMore Details
Four Points by Sheraton : 5 Lakeside Rd. 5 Lakeside Rd., Newburgh, NY 12550 ~14.06 miles northeast of Chester
  • Pool details: Outdoor; Seasonal
  • Midscale Airport property
Bear Mountain Inn - Bear Mountain 3020 Seven Lakes Dr., Bear Mountain, NY 10911 ~14.43 miles east of Chester
  • Pool in hotel: outdoor pool only open Memorial day to Labor day and open to the public
  • Three Star Mountain property
Holiday Inn Express & Suites Peekskill - Peekskill 2 John Walsh Blvd., Peekskill, NY 10566 ~17.74 miles east of Chester
  • Pool in hotel: heated indoor pool open from 8am-10pm daily, no lifeguard on duty
  • 3 star Riverfront property
From$110
Very Good 4.0 /5Review Score CallBookMore Details
Doubletree by Hilton - Mahwah 180 Route 17 South, Mahwah, NJ 07430 ~18.66 miles south of Chester
  • Pool available: Heated indoor pool
  • Clean pool area
  • Clean pool, said 100%
  • 3 star Suburban hotel
From$105
Very Good 4.0 /5Hotel Reviews CallBookMore Details
Hampton Inn & Suites in Mahwah 290 Rte 17 South & Corporate Dr., Mahwah, NJ 07430 ~19.26 miles south of Chester
  • Includes a pool: 8am-10pm Indoor Pool
  • Midscale Suburban property
Crystal Springs Resort - Hamburg 3 Wild Turkey Way, Hamburg, NJ 07419 ~20.60 miles southwest of Chester
  • Pool details: Indoor / outdoor pool at Minerals Hotel and at Grand Cascades Lodge.
  • Four star Golf Course hotel
From$174
Very Good 4.0 /5Read Reviews CallBookMore Details
Quality Inn Spring Valley in Spring Valley 100 Spring Valley Market Place, Spring Valley, NY 10977 ~21.43 miles southeast of Chester
  • Has swimming pool: Outdoor, Seasonal
  • Inexpensive Suburban hotel
Hilton Garden Inn Nanuet in Nanuet 270 West Route 59, Nanuet, NY 10954 ~21.52 miles southeast of Chester
  • Pool available: Indoor Heated Pool & Whirlpool open daily from 5am-10pm
  • Three Star Suburban hotel
Hampton Inn Nanuet : 260 West Route 59 260 West Route 59, Nanuet, NY 10954 ~21.65 miles southeast of Chester
  • Pool in hotel
  • Swimming pool was very clean
  • Midscale Highway hotel
From$98
Very Good 4.0 /5Reviews CallBookMore Details
Residence Inn by Marriott Fishkill - Fishkill 500 Westage Business Center Dr., Fishkill, NY 12524 ~22.43 miles northeast of Chester
  • Pool details: Large indoor pool opened daily from 6am-11pm
  • 3 star Downtown hotel
From$99
Excellent 5.0 /5Review Score CallBookMore Details
Hyatt House : 100 Westage Business Center Dr. 100 Westage Business Center Dr., Fishkill, NY 12524 ~22.54 miles northeast of Chester
  • Pool details: 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
From$105
Very Good 4.5 /5Reviews CallBookMore Details
Hampton Inn Fishkill in Fishkill 544 Route 9, Fishkill, NY 12524 ~22.65 miles northeast of Chester
  • 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
  • Mid-scale Suburban hotel
Hawthorn Suites by Wyndham Fishkill / Poughkeepsie 14 Schuyler Blvd., Fishkill, NY 12524 ~22.68 miles northeast of Chester
  • Has swimming pool: Seasonal Outdoor Pool and Jacuzzi open at 10AM, located in Patio Area
  • Mid-scale Suburban hotel
Ramada Conference Center 542 Rout 9, Fishkill, NY 12524 ~22.70 miles northeast of Chester
  • Pool in hotel: We have a large outdoor pool with a beautiful gazebo sitting area.
  • Three Star Highway hotel
Doubletree by Hilton Nanuet : 425 East Route 59 425 East Route 59, Nanuet, NY 10954 ~22.96 miles southeast of Chester
  • Includes a pool: Indoor Heated pool with whirlpool.9am-9pm
  • My family enjoyed the pool
  • 3 star Suburban property
From$109
Very Good 4.5 /5Read Reviews CallBookMore Details
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