Star Rating
Hotel Name
Price Range (USD)to
Amenities

Chester Hotels with Outdoor or Indoor Pools

Comfort Inn & Suites Goshen / Middletown 20 Hatfield Lane, Goshen, NY 10924 ~4.69 miles northwest of Chester
  • Pool in hotel: Outdoor seasonal pool open from Memorial day to Labor day from 9:00 AM to 9:00 PM.
  • 3 star Suburban hotel
Hampton Inn Middletown : 20 Crystal Run Crossing 20 Crystal Run Crossing, Middletown, NY 10941 ~8.13 miles northwest of Chester
  • Includes a pool: Seasonal; Memorial Day - Labor Day
  • Great pool
  • Clean pool
  • Clean pool area
  • Clean pool, said 100%
  • Good pool
  • Midscale Suburban property
From$95
Very Good 4.5 /5Review Score CallBookMore Details
Courtyard by Marriott : 24 Crystal Run Crossing 24 Crystal Run Crossing, Middletown, NY 10941 ~8.16 miles northwest of Chester
  • Pool available: Indoor Pool open til 11pm
  • Three Star Suburban hotel
From$85
Very Good 4.5 /5Review Score CallBookMore Details
Days Inn Middletown in New Hampton 4939 Route 17m, New Hampton, NY 10958 ~8.44 miles west of Chester
  • Our hotel comes with a pool
  • Inexpensive Highway hotel
Home2 Suites : 600 Route 211 East 600 Route 211 East, Middletown, NY 10941 ~9.17 miles northwest of Chester
  • Pool in hotel: Indoor Saline Pool open all year round. 5:30am-10pm
  • Three Star Rural property
From$109
Very Good 4.5 /5Guest Reviews CallBookMore Details
Sleep Inn & Suites : 3491 Route 6 3491 Route 6, Middletown, NY 10940 ~9.60 miles west of Chester
  • Pool details: 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.
  • Cheap Highway hotel
From$89
Very Good 4.5 /5Reviews CallBookMore Details
Holiday Inn Express & Suites Montgomery in 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
  • 3 star Highway hotel
From$96
Very Good 4.0 /5Reviews CallBookMore Details
Homewood Suites by Hilton Newburgh Stewart Airport 180 Breunig Rd., New Windsor, NY 12553 ~12.70 miles northeast of Chester
  • Includes a swimming pool
  • 3 star Rural hotel
From$119
Very Good 4.5 /5Recent Reviews CallBookMore Details
Courtyard by Marriott Newburgh 4 Governor Dr., Newburgh, NY 12550 ~13.84 miles northeast of Chester
  • Pool in hotel
  • 3 star Rural property
From$114
Very Good 4.0 /5Read Reviews CallBookMore Details
Four Points by Sheraton - Newburgh 5 Lakeside Rd., Newburgh, NY 12550 ~14.06 miles northeast of Chester
  • Pool details: Outdoor; Seasonal
  • Three Star Airport hotel
Hampton Inn & Suites in Newburgh 1 Crossroads Court, Newburgh, NY 12550 ~14.18 miles northeast of Chester
  • Includes a pool: Indoors from 6am to 10pm
  • Three Star Suburban hotel
From$139
Very Good 4.5 /5Latest Reviews CallBookMore Details
Bear Mountain Inn : 3020 Seven Lakes Dr. 3020 Seven Lakes Dr., Bear Mountain, NY 10911 ~14.43 miles east of Chester
  • Pool available: outdoor pool only open Memorial day to Labor day and open to the public
  • Midscale Mountain hotel
Ramada : 1289 Route 300 1289 Route 300, Newburgh, NY 12550 ~14.63 miles northeast of Chester
  • Pool in hotel: Outdoor. Open from 8am-8pm.
  • 2 star Airport hotel
Holiday Inn Express & Suites Peekskill - Peekskill 2 John Walsh Blvd., Peekskill, NY 10566 ~17.74 miles east of Chester
  • Pool available: heated indoor pool open from 8am-10pm daily, no lifeguard on duty
  • 3 star Riverfront property
From$108
Very Good 4.0 /5Read Reviews CallBookMore Details
Sheraton Mahwah Hotel - Mahwah 1 International Blvd., Mahwah, NJ 07495 ~18.10 miles south of Chester
  • Pool available: Indoor heated pool
  • Mid-scale Suburban property
Doubletree by Hilton 180 Route 17 South, Mahwah, NJ 07430 ~18.66 miles south of Chester
  • Has swimming pool: Heated indoor pool
  • Clean pool area
  • Clean pool, said 100%
  • Mid-scale Suburban hotel
From$105
Very Good 4.0 /5Hotel Reviews CallBookMore Details
Grand Cascades Lodge at Crystal Springs Resort 1 Wild Turkey Way, Hamburg, NJ 07419 ~20.00 miles southwest of Chester
  • Includes a pool: The Resort has 3 pool complexes, 2 of which are indoor/outdoor and are open year round.
  • High end Mountain hotel
Crystal Springs Resort 3 Wild Turkey Way, Hamburg, NJ 07419 ~20.60 miles southwest of Chester
  • Pool in hotel: Indoor / outdoor pool at Minerals Hotel and at Grand Cascades Lodge.
  • 4 star Golf Course hotel
From$159
Very Good 4.0 /5Read Reviews CallBookMore Details
Quality Inn Spring Valley - Spring Valley 100 Spring Valley Market Place, Spring Valley, NY 10977 ~21.43 miles southeast of Chester
  • Has swimming pool: Outdoor, Seasonal
  • Low priced Suburban hotel
From$65
Average 3.5 /5Reviews CallBookMore Details
Hilton Garden Inn Nanuet - 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
  • Mid-scale Suburban property
From$100
Very Good 4.0 /5Review Score CallBookMore Details
Hampton Inn Nanuet - Nanuet 260 West Route 59, Nanuet, NY 10954 ~21.58 miles southeast of Chester
  • Our hotel comes with a pool
  • Three Star Highway property
From$104
Very Good 4.0 /5Review Score CallBookMore Details
Residence Inn by Marriott Fishkill : 500 Westage Business Center Dr. 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 property
From$169
Excellent 5.0 /5Hotel Reviews CallBookMore Details
Hilton Garden Inn Poughkeepsie / Fishkill : 25 Westage Dr. 25 Westage Dr., Fishkill, NY 12524 ~22.51 miles northeast of Chester
  • 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
  • 3 star Highway property
From$109
Very Good 4.5 /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
  • Has swimming pool: The HYATT house has an indoor pool whirlpool and fitness center and is open to guests between 8:00am and 10:00pm
  • 3-star Suburban property
From$105
Very Good 4.0 /5Reviews CallBookMore Details
Fishkill Courtyard by Marriott 17 Westage Dr., Fishkill, NY 12524 ~22.59 miles northeast of Chester
  • Pool available: 7am-10pm
  • Mid-scale Suburban hotel
 [1 - 25 of 50]    
Next: Show All Available Chester Hotels with Pricing
Back to Top