Chester Hotels with Pools - Outdoor/Indoor Pools in Chester NY

Chester hotels and motels with swimming pools that are perfect for a family are listed below. Search for cheap and discount hotel rates at hotels with a pool in or near Chester, NY for your upcoming individual or family vacation. We list the best pool equipped, kid friendly Chester New York hotel and motel rooms for children. Review the list of Chester hotels with indoor or outdoor pools below to find the perfect lodging for you and your kids.
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Chester Hotels with Outdoor or Indoor Pools

Holiday Inn Express Hotel & Suites Chester by IHG 2 Bryle Pl, Chester, NY 10918 Call
  • Includes a pool: 9:00 AM to 11:00 PM, it is an indoor heated pool
  • Three Star Rural hotel
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From$109
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Fairfield Inn & Suites by Marriott Goshen Middletown : 20 Hatfield Lane 20 Hatfield Lane, Goshen, NY 10924 Call ~4.69 miles northwest of Chester
  • Includes a pool: Outdoor seasonal pool open from Memorial day to Labor day from 9:00 AM to 9:00 PM.
  • Three Star Suburban hotel
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From$75
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Hampton Inn Harriman Woodbury - Central Valley 60 Centre Dr., Central Valley, NY 10917 Call ~7.61 miles east of Chester
  • Has swimming pool
  • 3-star Mountain property
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From$80
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Comfort Suites - Woodbury 100 Estrada Rd., Woodbury, NY 10917 Call ~8.10 miles east of Chester
  • Has swimming pool: Indoor heated pool
  • Midscale Suburban property
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From$145
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Courtyard by Marriott 24 Crystal Run Crossing, Middletown, NY 10941 Call ~8.15 miles northwest of Chester
  • Has swimming pool: Indoor Pool open until 11:00pm
  • 3 star Suburban property
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From$105
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Hampton Inn Middletown Ny : 20 Crystal Run Crossing 20 Crystal Run Crossing, Middletown, NY 10941 Call ~8.18 miles northwest of Chester
  • Includes a pool: Seasonal; Memorial Day - Labor Day
  • Low priced Suburban hotel
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From$60
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Holiday Inn Express & Suites Middletown Goshen 20 Med Parc Rd., Middletown, NY 10940 Call ~8.38 miles northwest of Chester
  • Pool in hotel: Indoor heated pool open from 5:00am-11:00pm.
  • Midscale Downtown property
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From$80
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Home2 Suites by Hilton Middletown 600 Route 211 East, Middletown, NY 10941 Call ~9.17 miles northwest of Chester
  • Has swimming pool: Indoor Saline Pool open all year round. 5:30am-10pm
  • Three Star Suburban property
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From$109
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Sleep Inn & Suites Middletown Goshen : 3491 Route 6 3491 Route 6, Middletown, NY 10940 Call ~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.
  • Two-star Highway hotel
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From$89
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Homewood Suites by Hilton Newburgh Stewart Airport in New Windsor 180 Breunig Rd., New Windsor, NY 12553 Call ~12.66 miles northeast of Chester
  • Pool details: Open daily 8:00am-10:00pm, Hotel guests can enjoy our indoor, heated pool and hot tub.
  • High end Rural hotel
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From$79
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Courtyard by Marriott Newburgh Stewart Airport 4 Governor Dr., Newburgh, NY 12550 Call ~13.84 miles northeast of Chester
  • Includes a pool
  • 3-star Rural hotel
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From$114
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Overlook Lodge at Bear Mountain 55 Hessian Dr., Bear Mountain, NY 10911 Call ~14.25 miles east of Chester
  • Pool in hotel: outdoor pool only open Memorial day to Labor day and open to the public
  • Three Star Mountain hotel
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From$40
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Holiday Inn Express & Suites Peekskill 2 John Walsh Blvd., Peekskill, NY 10566 Call ~17.74 miles east of Chester
  • Pool in hotel: heated indoor pool open from 8am-10pm daily, no lifeguard on duty
  • Three Star Riverfront property
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From$97
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Inn on the Hudson : 634 Main St. 634 Main St., Peekskill, NY 10566 Call ~18.02 miles east of Chester
  • Pool in hotel: Pool is permanently closes
  • Economical Riverfront property
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From$109
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Courtyard by Marriott Mahwah 140 Nj 17, Mahwah, NJ 07430 Call ~18.42 miles south of Chester
  • Pool in hotel: Indoor Heated Pool.
  • Affordable Suburban hotel
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From$80
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Fairfield Inn & Suites Mahwah 225 Ramapo Valley Rd., Mahwah, NJ 07430 Call ~18.61 miles south of Chester
  • Has swimming pool: Indoor Pool is open 6AM-11PM Daily.
  • Mid-scale Suburban hotel
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From$89
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Doubletree by Hilton Mahwah 180 Route 17 South, Mahwah, NJ 07430 Call ~18.66 miles south of Chester
  • Pool details: Your friends and family would be ecstatic at the ability to utilize our heated indoor pool, which is open for use for all of our hotel guests.
  • 3 star Suburban hotel
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From$105
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Doubletree - Mahwah 180 Nj 17, Mahwah, NJ 07430 Call ~18.68 miles south of Chester
  • Pool in hotel: Currently being renovated
  • Low Cost property
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From$60
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Hampton Inn Mahwah 290 Route 17 Corporate Dr., Mahwah, NJ 07430 Call ~19.24 miles south of Chester
  • Includes a pool: Indoor Pool : 8am - 10pm
  • Low-priced Suburban hotel
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From$99
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Hilton Garden Inn Nanuet 270 West Rte 59, Nanuet, NY 10954 Call ~20.32 miles southeast of Chester
  • Includes a pool: Indoor Heated Pool & Whirlpool open daily from 5am-10pm
  • Affordable Suburban property
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From$80
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Hampton Inn Nanuet in Nanuet 260 Ny 59, Nanuet, NY 10954 Call ~20.32 miles southeast of Chester
  • Includes a pool: Indoor Pool - 6 AM – 10 PM
  • Affordable Highway hotel
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From$80
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HYATT house Fishkill/Poughkeepsie 100 Westage Business Center Dr., Fishkill, NY 12524 Call ~22.54 miles northeast of Chester
  • Pool available: The HYATT house has an indoor pool whirlpool and fitness center and is open to guests between 8:00am and 10:00pm
  • Affordable Suburban property
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From$105
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Best Western Fishkill Inn & Suites - Fishkill 14 Schuyler Blvd., Fishkill, NY 12524 Call ~22.68 miles northeast of Chester
  • Pool available: Seasonal Outdoor Pool, located in Patio Area. Open Memorial day Through Labor day.
  • Affordable Suburban hotel
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From$80
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Holiday Inn Express 21 Schuyler Blvd., Fishkill, NY 12524 Call ~22.76 miles northeast of Chester
  • Pool in hotel: Our indoor pool and spa, which is under a solarium to let natural sunlight in, is open everyday from 10:00 AM to 11:00 PM.
  • Affordable Suburban property
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From$64
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Hampton Inn Fishkill 544 Us 9, Fishkill, NY 12524 Call ~22.77 miles northeast of Chester
  • Includes a pool: Pool is open from 6am-10pm. Recently renovated!
  • Mid-scale Suburban property
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From$80
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Courtyard by Marriott Montvale 100 Chestnut Ridge Rd., Montvale, NJ 07645 Call ~23.10 miles southeast of Chester
  • Pool available: We have an large Outdoor Pool along side our beautiful patio.
  • Three Star Suburban hotel
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From$109
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Residence Inn by Marriott Saddle River 7 Boroline Rd., Saddle River, NJ 07458 Call ~23.34 miles south of Chester
  • Includes a pool: Seasonal Outdoor Pool /open Memorial Day - Labor Day from 9AM - 9PM. (Weather restrictions may apply)
  • Affordable Suburban hotel
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From$129
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Best Western Hunt's Landing Hotel Matamoras/Milford 120 Routes 6 & 209, Matamoras, PA 18336 Call ~23.41 miles west of Chester
  • Includes a pool: This hotel offers an indoor, heated pool; operation hours: 6:00 am-10pm.
  • Low priced Highway hotel
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From$69
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Hampton Inn & Suites Poughkeepsie 2361 South Rd., Poughkeepsie, NY 12601 Call ~26.76 miles northeast of Chester
  • Pool details: Indoor Pool - 8am - 10pm
  • Three Star Suburban property
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From$95
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Residence Inn by Marriott Poughkeepsie 2525 South Rd., Poughkeepsie, NY 12601 Call ~27.35 miles northeast of Chester
  • Includes a swimming pool
  • Three Star Suburban hotel
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From$99
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Days Inn by Wyndham Wayne - Wayne 1850 Nj 23, Wayne, NJ 07470 Call ~28.14 miles south of Chester
  • Pool in hotel: we have out door pool
  • 2 star Suburban property
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From$60
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Hotel Mtk Mount Kisco 1 Holiday Inn Dr., Mount Kisco, NY 10549 Call ~29.60 miles east of Chester
  • Pool in hotel: Seasonal outdoor pool - open Memorial Day to Labor Day
  • Three Star Suburban hotel
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From$129
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Tarrytown Springhill Suites by Marriott 480 White Plains Rd., Tarrytown, NY 10591 Call ~29.76 miles southeast of Chester
  • Has swimming pool: Indoor Pool, Open 6AM to 10PM
  • 3 star Suburban hotel
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From$75
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Tarrytown House Estate in Tarrytown 49 East Sunnyside Lane, Tarrytown, NY 10591 Call ~29.84 miles southeast of Chester
  • Has swimming pool: Both indoor and outdoor pool, gym, sauna
  • 3-star Suburban property
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From$89
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Hampton Inn Monticello in Monticello 29 Golden Ridge Rd., Monticello, NY 12701 Call ~30.03 miles northwest of Chester
  • Has swimming pool: Our indoor heated pool is open from 8 am - 10 pm
  • Mid-scale Rural property
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From$80
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Sheraton Tarrytown Hotel in Tarrytown 600 White Plains Rd., Tarrytown, NY 10591 Call ~30.13 miles southeast of Chester
  • Pool details: 6am- 10pm, indoor pool and hot tub
  • 3-star Suburban property
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From$75
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The Kartrite Resort Indoor Waterpark - Monticello 555 Resorts World Dr., Monticello, NY 12701 Call ~30.17 miles northwest of Chester
  • Pool details: 11am-7pm
  • Affordable Mountain property
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From$90
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Best Western Monticello : 16 Raceway Rd. 16 Raceway Rd., Monticello, NY 12701 Call ~31.03 miles northwest of Chester
  • Pool in hotel: Indoor- 8:00 AM to 8:00 PM
  • 3-star Downtown property
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From$108
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Hilton Garden Inn Dobbs Ferry 201 Ogden Ave., Dobbs Ferry, NY 10522 Call ~31.84 miles southeast of Chester
  • Pool available: Spacious Saltwater Heated pool will be open daily.
  • Mid-scale Suburban hotel
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From$80
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Doubletree by Hilton Fairfield Hotel & Suites : 690 Us 46 690 Us 46, Fairfield, NJ 07004 Call ~32.08 miles south of Chester
  • Includes a pool: Indoor Swimming pool open from 6:am - 10:pm daily
  • Midscale Suburban hotel
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From$80
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Fairfield Inn & Suites by Marriott Rockaway 14 Green Pond Rd., Rockaway, NJ 07866 Call ~32.98 miles southwest of Chester
  • Pool details: Indoor pool
  • Mid-scale Highway property
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From$80
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Courtyard by Marriott Yonkers Westchester County 5 Executive Blvd., Yonkers, NY 10701 Call ~33.12 miles southeast of Chester
  • Has swimming pool: Indoor Pool with Terrace Access, 8AM-10PM
  • Three Star Suburban property
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From$98
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Residence Inn by Marriott Yonkers Westchester County 7 Executive Blvd., Yonkers, NY 10701 Call ~33.15 miles southeast of Chester
  • Pool in hotel: In door heated pool and spa - open 7am to 10 pm
  • Three Star Suburban property
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From$159
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Hampton Inn Denville/Rockaway/Parsippany - Denville 350 Morris Ave., Denville, NJ 07834 Call ~33.21 miles south of Chester
  • Pool available: Indoor Heated Pool Hours: 6 am to 11 pm, subject to change.
  • 3-star Highway property
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From$92
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Hampton Inn & Suites Yonkers - Yonkers 160 Corporate Blvd., Yonkers, NY 10701 Call ~33.33 miles southeast of Chester
  • Pool details: Indoor pool
  • Mid-scale Suburban hotel
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From$80
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Hampton Inn & Suites Fairfield - Fairfield 118 Us Highway 46 East, Fairfield, NJ 07004 Call ~33.63 miles south of Chester
  • Has swimming pool: Our pool is open from 8am-11pm. Our pool can hold up to 40 people. It is indoor
  • Affordable Highway property
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From$80
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Hampton Inn & Suites Parsippany / North : 3737 Us 46 3737 Us 46, Parsippany-Troy Hills, NJ 07054 Call ~34.32 miles south of Chester
  • Pool details: Indoor Pool Open 6am-10pm
  • Midscale Highway property
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From$80
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Holiday Inn Hotel & Suites Parsippany Fairfield An Ihg Hotel in Parsippany 707 Us Highway 46 East, Parsippany, NJ 07054 Call ~34.50 miles south of Chester
  • Pool details: Seasonal Pool open from memorial day weekend to labor day weekend every day from 10am to 8pm
  • Three Star Suburban hotel
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From$89
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Homewood Suites by Hilton Dover Rockaway in Dover 2 Commerce Center Dr., Dover, NJ 07801 Call ~34.69 miles southwest of Chester
  • Has swimming pool: Indoor pool hours are 9am-10pm Pool is heated.
  • 3 star Suburban hotel
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From$99
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Homewood Suites by Hilton Parsippany Troy Hills 61 Interpace Pkwy., Parsippany-Troy Hills, NJ 07054 Call ~34.81 miles south of Chester
  • Pool available: Indoor pool Hours are 8am-10pm
  • 3-star Suburban hotel
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From$80
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