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 - Chester 2 Bryle Pl, Chester, NY 10918
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  • Includes a pool: 9:00 AM to 11:00 PM, it is an indoor heated pool
  • Midscale Rural hotel
More Photos Pool image of Holiday Inn Express Hotel & Suites Chester by IHG
From$130 total
Very Good 4.0 /5 Review Score Call BookMore Details
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Fairfield Inn & Suites by Marriott Goshen Middletown - Goshen 20 Hatfield Lane, Goshen, NY 10924
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~4.69 miles northwest of Chester
  • Pool available: Outdoor seasonal pool open from Memorial day to Labor day from 9:00 AM to 9:00 PM.
  • Midscale Suburban property
More Photos Photo of Fairfield Inn & Suites by Marriott Goshen Middletown Pool
From$90 total
Very Good 4.0 /5 Review Score Call BookMore Details
Comfort Suites : 100 Estrada Rd. 100 Estrada Rd., Woodbury, NY 10917
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~8.10 miles east of Chester
  • Pool available: Indoor heated pool
  • Affordable Suburban property
More Photos hotel room
From$174 total
Average 3.0 /5 Latest Reviews Call BookMore Details
Courtyard by Marriott in Middletown 24 Crystal Run Crossing, Middletown, NY 10941
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~8.15 miles northwest of Chester
  • Includes a pool: Indoor Pool open until 11:00pm
  • Affordable Suburban property
More Photos Pool image of Courtyard by Marriott
From$126 total
Very Good 4.5 /5 Reviews Call BookMore Details
Hampton Inn Middletown Ny in Middletown 20 Crystal Run Crossing, Middletown, NY 10941
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~8.18 miles northwest of Chester
  • Has swimming pool: Seasonal; Memorial Day - Labor Day
  • Economical Suburban property
More Photos Swimming pool at Hampton Inn Middletown Ny
From$72 total
Very Good 4.0 /5 Review Score Call BookMore Details
Holiday Inn Express & Suites Middletown Goshen - Middletown 20 Med Parc Rd., Middletown, NY 10940
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~8.38 miles northwest of Chester
  • Has swimming pool: Indoor heated pool open from 5:00am-11:00pm.
  • Affordable Downtown property
More Photos Photo of Holiday Inn Express & Suites Middletown Goshen Pool
From$96 total
Average 3.0 /5 Reviews Call BookMore Details
Home2 Suites by Hilton Middletown in Middletown 600 Route 211 East, Middletown, NY 10941
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~9.17 miles northwest of Chester
  • Pool available: Indoor Saline Pool open all year round. 5:30am-10pm
  • 3-star Suburban property
More Photos Photo of Home2 Suites by Hilton Middletown Pool
From$130 total
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Sleep Inn & Suites Middletown Goshen : 3491 Route 6 3491 Route 6, Middletown, NY 10940
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~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.
  • Inexpensive Highway hotel
More Photos Photo of Sleep Inn & Suites Middletown Goshen Pool
From$106 total
Very Good 4.5 /5 Reviews Call BookMore Details
Homewood Suites Stewart Airport 180 Breunig Rd., New Windsor, NY 12553
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~12.66 miles northeast of Chester
  • Pool available: Open daily 8:00am-10:00pm, Hotel guests can enjoy our indoor, heated pool and hot tub.
  • 4-star Rural hotel
More Photos Photo of Homewood Suites Stewart Airport Pool
From$94 total
Average 3.0 /5 Read Reviews Call BookMore Details
Courtyard by Marriott Newburgh Stewart Airport 4 Governor Dr., Newburgh, NY 12550
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~13.84 miles northeast of Chester
  • Has swimming pool
  • Three Star Rural hotel
More Photos Pool image of Courtyard by Marriott Newburgh Stewart Airport
From$136 total
Average 3.0 /5 Guest Reviews Call BookMore Details
Hampton Inn & Suites Newburgh Stewart Airport 1 Crossroads Court, Newburgh, NY 12550
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~14.18 miles northeast of Chester
  • Has swimming pool: Indoors from 6am to 10pm
  • 3-star Suburban hotel
More Photos Pool image of Hampton Inn & Suites Newburgh Stewart Airport
From$166 total
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Overlook Lodge at Bear Mountain - Bear Mountain 55 Hessian Dr., Bear Mountain, NY 10911
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~14.25 miles east of Chester
  • Pool details: outdoor pool only open Memorial day to Labor day and open to the public
  • Affordable Mountain hotel
More Photos Pool image of Overlook Lodge at Bear Mountain
From$48 total
Average 3.5 /5 Read Reviews Call BookMore Details
Holiday Inn Express & Suites Peekskill : 2 John Walsh Blvd. 2 John Walsh Blvd., Peekskill, NY 10566
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~17.74 miles east of Chester
  • Pool details: heated indoor pool open from 8am-10pm daily, no lifeguard on duty
  • 3-star Riverfront property
More Photos Pool image of Holiday Inn Express & Suites Peekskill
From$116 total
Average 3.0 /5 Reviews Call BookMore Details
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Inn on the Hudson - Peekskill 634 Main St., Peekskill, NY 10566
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~18.02 miles east of Chester
  • Pool details: Pool is permanently closes
  • Two star Riverfront hotel
More Photos Swimming pool at Inn on the Hudson
From$130 total
Average 3.0 /5 Guest Reviews Call BookMore Details
Fairfield Inn & Suites Mahwah 225 Ramapo Valley Rd., Mahwah, NJ 07430
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~18.61 miles south of Chester
  • Pool details: Indoor Pool is open 6AM-11PM Daily.
  • Midscale Suburban hotel
More Photos Photo of Fairfield Inn & Suites Mahwah Pool
From$106 total
Average 3.0 /5 Review Score Call BookMore Details
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Doubletree by Hilton Mahwah 180 Route 17 South, Mahwah, NJ 07430
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~18.66 miles south of Chester
  • Pool available: 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.
  • Midscale Suburban hotel
More Photos Photo of Doubletree by Hilton Mahwah Pool
From$126 total
Average 3.0 /5 Hotel Reviews Call BookMore Details
The Roundhouse : 2 East Main St. 2 East Main St., Beacon, NY 12508
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~18.67 miles northeast of Chester
  • Our hotel comes with a pool
  • 3-star property
More Photos Swimming pool at The Roundhouse
From$108 total
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Doubletree in Mahwah 180 Nj 17, Mahwah, NJ 07430
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~18.68 miles south of Chester
  • Pool details: Currently being renovated
  • Inexpensive hotel
More Photos Pool image of Doubletree
From$72 total
Average 3.0 /5 Recent Reviews Call BookMore Details
Hampton Inn Mahwah in Mahwah 290 Route 17 Corporate Dr., Mahwah, NJ 07430
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~19.24 miles south of Chester
  • Includes a pool: Indoor Pool : 8am - 10pm
  • 2 star Suburban property
More Photos Swimming pool at Hampton Inn Mahwah
From$118 total
Average 3.0 /5 Guest Reviews Call BookMore Details
Homewood Suites by Hilton Mahwah : 375 Corporate Dr. 375 Corporate Dr., Mahwah, NJ 07430
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~19.35 miles south of Chester
  • Has a pool!
  • Three Star property
More Photos Photo of Homewood Suites by Hilton Mahwah Pool
From$121 total
Very Good 4.0 /5 Review Score Call BookMore Details
Grand Cascades Lodge in Hamburg 1 Wild Turkey Way, Hamburg, NJ 07419
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~20.00 miles southwest of Chester
  • Pool in hotel: The Resort has 3 pool complexes, 2 of which are indoor/outdoor and are open year round.
  • 4 star Mountain property
More Photos Photo of Grand Cascades Lodge Pool
From$238 total
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Hilton Garden Inn Nanuet 270 West Rte 59, Nanuet, NY 10954
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~20.32 miles southeast of Chester
  • Has swimming pool: Indoor Heated Pool & Whirlpool open daily from 5am-10pm
  • Mid-scale Suburban property
More Photos Photo of Hilton Garden Inn Nanuet Pool
From$96 total
Average 3.0 /5 Hotel Reviews Call BookMore Details
Hampton Inn Nanuet 260 Ny 59, Nanuet, NY 10954
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~20.32 miles southeast of Chester
  • Pool available: Indoor Pool - 6 AM – 10 PM
  • 3 star Highway hotel
More Photos Pool image of Hampton Inn Nanuet
From$96 total
Average 3.0 /5 Reviews Call BookMore Details
Residence Inn by Marriott Fishkill in Fishkill 500 a Westage Business Center Dr., Fishkill, NY 12524
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~22.43 miles northeast of Chester
  • Pool details: Large indoor pool opened daily from 6am-11pm
  • Affordable Downtown hotel
More Photos Photo of Residence Inn by Marriott Fishkill Pool
From$202 total
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Springhill Suites by Marriott Fishkill : 500 B Westage Business Center Dr. 500 B Westage Business Center Dr., Fishkill, NY 12524
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~22.43 miles northeast of Chester
  • Pool details: Large indoor pool opened daily from 6am-11pm
  • 3-star Downtown property
More Photos Photo of Springhill Suites by Marriott Fishkill Pool
From$118 total
Excellent 5.0 /5 Review Score Call BookMore Details
Hilton Garden Inn Fishkill in Fishkill 25 Westage Dr., Fishkill, NY 12524
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~22.51 miles northeast of Chester
  • Pool details: 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 .
  • Three Star Highway property
More Photos Pool image of Hilton Garden Inn Fishkill
From$118 total
Very Good 4.0 /5 Read Reviews Call BookMore Details
Hyatt House Fishkill / Poughkeepsie : 100 Westage Business Center Dr. 100 Westage Business Center Dr., Fishkill, NY 12524
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~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
  • 3 star Suburban property
More Photos Pool image of Hyatt House Fishkill / Poughkeepsie
From$126 total
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Hampton Inn 544 Route 9, Fishkill, NY 12524
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~22.65 miles northeast of Chester
  • Pool in hotel: Pool is open from 6am-10pm. Recently renovated!
  • Three Star Suburban hotel
More Photos Photo of Hampton Inn Pool
From$94 total
Very Good 4.5 /5 Hotel Reviews Call BookMore Details
Best Western Fishkill Inn & Suites 14 Schuyler Blvd., Fishkill, NY 12524
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~22.68 miles northeast of Chester
  • Pool in hotel: Seasonal Outdoor Pool, located in Patio Area. Open Memorial day Through Labor day.
  • 3 star Suburban hotel
More Photos Pool image of Best Western Fishkill Inn & Suites
From$96 total
Average 3.0 /5 Guest Reviews Call BookMore Details
Holiday Inn Express Fishkill-Mid Hudson Valley by IHG in Fishkill 21 Schuyler Blvd., Fishkill, NY 12524
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~22.76 miles northeast of Chester
  • Pool details: 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.
  • Three Star Suburban hotel
More Photos Swimming pool at Holiday Inn Express Fishkill-Mid Hudson Valley by IHG
From$76 total
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Doubletree by Hilton Hotel Nanuet 425 East Route 59, Nanuet, NY 10954
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~22.96 miles southeast of Chester
  • Includes a pool: Indoor Heated pool with whirlpool. 9am-9pm
  • Midscale Suburban hotel
More Photos Pool image of Doubletree by Hilton Hotel Nanuet
From$130 total
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Courtyard by Marriott Montvale 100 Chestnut Ridge Rd., Montvale, NJ 07645
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~23.10 miles southeast of Chester
  • Pool in hotel: We have an large Outdoor Pool along side our beautiful patio.
  • 3 star Suburban property
More Photos Swimming pool at Courtyard by Marriott Montvale
From$130 total
Average 3.0 /5 Recent Reviews Call BookMore Details
Residence Inn by Marriott Saddle River 7 Boroline Rd., Saddle River, NJ 07458
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~23.34 miles south of Chester
  • Has swimming pool: Seasonal Outdoor Pool /open Memorial Day - Labor Day from 9AM - 9PM. (Weather restrictions may apply)
  • 3-star Suburban hotel
More Photos Swimming pool at Residence Inn by Marriott Saddle River
From$154 total
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Holiday Inn Express Haskell - Wayne Area by IHG 303 Union Ave., Haskell, NJ 07420
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~23.38 miles south of Chester
  • Pool in hotel: Indoor Heater pool, Hours of operation: 6am -10:30pm
  • Midscale Suburban property
More Photos Pool image of Holiday Inn Express Haskell - Wayne Area by IHG
From$90 total
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Best Western Hunt's Landing Hotel Matamoras/Milford 120 Routes 6 & 209, Matamoras, PA 18336
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~23.41 miles west of Chester
  • Pool details: This hotel offers an indoor, heated pool; operation hours: 6:00 am-10pm.
  • Low priced Highway property
More Photos Swimming pool at Best Western Hunt's Landing Hotel Matamoras/Milford
From$82 total
Very Good 4.0 /5 Read Reviews Call BookMore Details
Marriott Park Ridge : 300 Brae Blvd. 300 Brae Blvd., Park Ridge, NJ 07656
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~24.00 miles southeast of Chester
  • Pool in hotel: Indoor Pool Mon-Sun: 8:00 AM-10:00 PM Outdoor Pool (Seasonal) Mon-Sun: 8:00 AM-10:00 PM Outdoor Towels provided Heated Whirlpool Adjacent to the indoor pool Fitness Center Complimentary Open 7 days a week, 24 hours a day
  • High-end property
More Photos Pool image of Marriott Park Ridge
From$130 total
Very Good 4.0 /5 Review Score Call BookMore Details
Hilton Pearl River - Pearl River 500 Veterans Memorial Dr., Pearl River, NY 10965
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~25.25 miles southeast of Chester
  • Pool in hotel: Indoor
  • Three Star Suburban property
More Photos Photo of Hilton Pearl River Pool
From$190 total
Very Good 4.0 /5 Review Score Call BookMore Details
Hyatt Place Poughkeepsie 2165 South Rd., Poughkeepsie, NY 12601
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~26.34 miles northeast of Chester
  • Has swimming pool: Swim laps in our indoor pool or elect to relax on a lounger poolside from 8AM - 10PM
  • 3-star Highway property
More Photos Pool image of Hyatt Place Poughkeepsie
From$142 total
Average 3.0 /5 Latest Reviews Call BookMore Details
Hampton Inn & Suites Poughkeepsie : 2361 South Rd. 2361 South Rd., Poughkeepsie, NY 12601
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~26.76 miles northeast of Chester
  • Pool details: Indoor Pool - 8am - 10pm
  • Three Star Suburban hotel
More Photos Photo of Hampton Inn & Suites Poughkeepsie Pool
From$114 total
Average 3.0 /5 Guest Reviews Call BookMore Details
Hilton Garden Inn Wayne 15 Nevins Rd., Wayne, NJ 07470
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~26.91 miles south of Chester
  • Has swimming pool: Dive into relaxation in our indoor swimming pool. After an intense workout, soothe your sore muscles in the whirlpool. The pool area is open daily 8:00 AM until 11:00 PM. Stay active with our state-of-the-art fitness center, open 24 hours a day. Choose from a variety of different cardio machines, free weights, medicine balls and more.
  • Three Star Suburban hotel
More Photos Swimming pool at Hilton Garden Inn Wayne
From$123 total
Very Good 4.5 /5 Read Reviews Call BookMore Details
Days Inn by Wyndham Wayne 1850 Nj 23, Wayne, NJ 07470
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~28.14 miles south of Chester
  • Pool available: we have out door pool
  • Economical Suburban property
More Photos Swimming pool at Days Inn by Wyndham Wayne
From$72 total
Average 3.0 /5 Reviews Call BookMore Details
Americas Best Value Inn New Paltz 7 Terwilliger Lane, New Paltz, NY 12561
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~28.54 miles north of Chester
  • Includes a pool: Outdoor Pool
  • Cheap property
More Photos Photo of Americas Best Value Inn New Paltz Pool
From$60 total
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Sleepy Hollow Hotel a Dolce by Wyndham 455 South Broadway, Tarrytown, NY 10591
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~29.13 miles southeast of Chester
  • Pool details: 6am - 11pm 800 sq. ft - 3-5 feet Indoor heated pool
  • Four star Suburban property
More Photos Swimming pool at Sleepy Hollow Hotel a Dolce by Wyndham
From$142 total
Very Good 4.0 /5 Review Score Call BookMore Details
Hotel Mtk Mount Kisco - Mount Kisco 1 Holiday Inn Dr., Mount Kisco, NY 10549
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~29.60 miles east of Chester
  • Pool in hotel: Seasonal outdoor pool - open Memorial Day to Labor Day
  • Three Star Suburban hotel
More Photos Photo of Hotel Mtk Mount Kisco Pool
From$154 total
Average 3.0 /5 Guest Reviews Call BookMore Details
SpringHill Suites by Marriott Tarrytown Westchester County in Tarrytown 480 White Plains Rd., Tarrytown, NY 10591
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~29.76 miles southeast of Chester
  • Pool available: Indoor Pool, Open 6AM to 10PM
  • Midscale Suburban property
More Photos Swimming pool at SpringHill Suites by Marriott Tarrytown Westchester County
From$90 total
Average 3.0 /5 Reviews Call BookMore Details
Tarrytown House Estate in Tarrytown 49 East Sunnyside Lane, Tarrytown, NY 10591
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~29.84 miles southeast of Chester
  • Pool in hotel: Both indoor and outdoor pool, gym, sauna
  • Three Star Suburban hotel
More Photos Pool image of Tarrytown House Estate
From$106 total
Average 3.0 /5 Review Score Call BookMore Details
Hampton Inn Monticello in Monticello 29 Golden Ridge Rd., Monticello, NY 12701
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~30.03 miles northwest of Chester
  • Includes a pool: Our indoor heated pool is open from 8 am - 10 pm
  • 3-star Rural property
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From$96 total
Average 3.0 /5 Read Reviews Call BookMore Details
Courtyard by Marriott Paramus 320 North Route 17, Paramus, NJ 07652
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~30.13 miles south of Chester
  • We have a pool
  • 3-star Suburban hotel
More Photos Pool image of Courtyard by Marriott Paramus
From$96 total
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Sheraton Tarrytown Hotel - Tarrytown 600 White Plains Rd., Tarrytown, NY 10591
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~30.13 miles southeast of Chester
  • Has swimming pool: 6am- 10pm, indoor pool and hot tub
  • Three Star Suburban property
More Photos Photo of Sheraton Tarrytown Hotel Pool
From$90 total
Very Good 4.0 /5 Guest Reviews Call BookMore Details
The Kartrite Resort Indoor Waterpark - Monticello 555 Resorts World Dr., Monticello, NY 12701
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~30.17 miles northwest of Chester
  • Pool details: 11am-7pm
  • Mid-scale Mountain property
More Photos Pool image of The Kartrite Resort Indoor Waterpark
From$108 total
Very Good 4.0 /5 Read Reviews Call BookMore Details

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