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
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  • Has swimming pool: 9:00 AM to 11:00 PM, it is an indoor heated pool
  • Affordable Rural property
More Photos Pool image of Holiday Inn Express Hotel & Suites Chester by IHG
From$109
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
  • Has swimming pool: Outdoor seasonal pool open from Memorial day to Labor day from 9:00 AM to 9:00 PM.
  • Three Star Suburban property
More Photos Photo of Fairfield Inn & Suites by Marriott Goshen Middletown Pool
From$75
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Comfort Suites - Woodbury 100 Estrada Rd., Woodbury, NY 10917
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~8.10 miles east of Chester
  • Has swimming pool: Indoor heated pool
  • Affordable Suburban property
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From$145
Average 3.0 /5 Review Score 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
  • Pool details: Indoor Pool open until 11:00pm
  • 3-star Suburban hotel
More Photos Swimming pool at Courtyard by Marriott
From$105
Very Good 4.5 /5 Recent Reviews Call BookMore Details
Hampton Inn Middletown Ny 20 Crystal Run Crossing, Middletown, NY 10941
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~8.18 miles northwest of Chester
  • Pool available: Seasonal; Memorial Day - Labor Day
  • Low priced Suburban hotel
More Photos Pool image of Hampton Inn Middletown Ny
From$60
Very Good 4.0 /5 Read Reviews Call BookMore Details
Holiday Inn Express & Suites Middletown Goshen 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.
  • Mid-scale Downtown property
More Photos Pool image of Holiday Inn Express & Suites Middletown Goshen
From$80
Average 3.0 /5 Read Reviews Call BookMore Details
Home2 Suites by Hilton Middletown : 600 Route 211 East 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
  • Mid-scale Suburban hotel
More Photos Swimming pool at Home2 Suites by Hilton Middletown
From$109
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Sleep Inn & Suites Middletown Goshen in Middletown 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.
  • 2-star Highway property
More Photos Pool image of Sleep Inn & Suites Middletown Goshen
From$89
Very Good 4.5 /5 Recent Reviews Call BookMore Details
Homewood Suites by Hilton Newburgh Stewart Airport : 180 Breunig Rd. 180 Breunig Rd., New Windsor, NY 12553
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~12.66 miles northeast of Chester
  • Includes a pool: Open daily 8:00am-10:00pm, Hotel guests can enjoy our indoor, heated pool and hot tub.
  • High end Rural property
More Photos Photo of Homewood Suites by Hilton Newburgh Stewart Airport Pool
From$79
Average 3.0 /5 Reviews Call BookMore Details
Courtyard by Marriott Newburgh Stewart Airport - Newburgh 4 Governor Dr., Newburgh, NY 12550
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~13.84 miles northeast of Chester
  • Has a pool!
  • 3 star Rural hotel
More Photos Photo of Courtyard by Marriott Newburgh Stewart Airport Pool
From$114
Average 3.0 /5 Recent Reviews Call BookMore Details
Hampton Inn & Suites Newburgh Stewart Airport - Newburgh 1 Crossroads Court, Newburgh, NY 12550
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~14.18 miles northeast of Chester
  • Pool in hotel: Indoors from 6am to 10pm
  • Three Star Suburban property
More Photos Pool image of Hampton Inn & Suites Newburgh Stewart Airport
From$139
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Overlook Lodge at Bear Mountain 55 Hessian Dr., Bear Mountain, NY 10911
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~14.25 miles east of Chester
  • Includes a pool: outdoor pool only open Memorial day to Labor day and open to the public
  • Affordable Mountain property
More Photos Pool image of Overlook Lodge at Bear Mountain
From$40
Average 3.5 /5 Reviews Call BookMore Details
Holiday Inn Express & Suites Peekskill in Peekskill 2 John Walsh Blvd., Peekskill, NY 10566
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~17.74 miles east of Chester
  • Has swimming pool: heated indoor pool open from 8am-10pm daily, no lifeguard on duty
  • Mid-scale Riverfront hotel
More Photos Photo of Holiday Inn Express & Suites Peekskill Pool
From$97
Average 3.0 /5 Recent Reviews Call BookMore Details
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Inn on the Hudson in 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 property
More Photos Photo of Inn on the Hudson Pool
From$109
Average 3.0 /5 Read Reviews Call BookMore Details
Fairfield Inn & Suites Mahwah in Mahwah 225 Ramapo Valley Rd., Mahwah, NJ 07430
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~18.61 miles south of Chester
  • Pool available: Indoor Pool is open 6AM-11PM Daily.
  • Three Star Suburban hotel
More Photos Photo of Fairfield Inn & Suites Mahwah Pool
From$89
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
  • Includes a pool: 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
More Photos Pool image of Doubletree by Hilton Mahwah
From$105
Average 3.0 /5 Guest Reviews Call BookMore Details
Doubletree : 180 Nj 17 180 Nj 17, Mahwah, NJ 07430
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~18.68 miles south of Chester
  • Pool details: Currently being renovated
  • Economical hotel
More Photos Swimming pool at Doubletree
From$60
Average 3.0 /5 Hotel Reviews Call BookMore Details
Hampton Inn Mahwah - Mahwah 290 Route 17 Corporate Dr., Mahwah, NJ 07430
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~19.24 miles south of Chester
  • Pool details: Indoor Pool : 8am - 10pm
  • Economical Suburban property
More Photos Swimming pool at Hampton Inn Mahwah
From$99
Average 3.0 /5 Hotel Reviews Call BookMore Details
Homewood Suites by Hilton Mahwah in Mahwah 375 Corporate Dr., Mahwah, NJ 07430
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~19.35 miles south of Chester
  • Includes a pool
  • Three Star hotel
More Photos Pool image of Homewood Suites by Hilton Mahwah
From$101
Very Good 4.0 /5 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
  • Midscale Suburban hotel
More Photos Photo of Hilton Garden Inn Nanuet Pool
From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Hampton Inn Nanuet - Nanuet 260 Ny 59, Nanuet, NY 10954
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~20.32 miles southeast of Chester
  • Pool details: Indoor Pool - 6 AM – 10 PM
  • Three Star Highway hotel
More Photos Pool image of Hampton Inn Nanuet
From$80
Average 3.0 /5 Review Score 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
  • Has swimming pool: Large indoor pool opened daily from 6am-11pm
  • 3 star Downtown property
More Photos Swimming pool at Residence Inn by Marriott Fishkill
From$169
Very Good 4.0 /5 Review Score Call BookMore Details
Springhill Suites by Marriott Fishkill 500 B Westage Business Center Dr., Fishkill, NY 12524
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~22.43 miles northeast of Chester
  • Pool in hotel: Large indoor pool opened daily from 6am-11pm
  • Three Star Downtown hotel
More Photos Swimming pool at Springhill Suites by Marriott Fishkill
From$99
Excellent 5.0 /5 Guest Reviews Call BookMore Details
Hilton Garden Inn Fishkill : 25 Westage Dr. 25 Westage Dr., Fishkill, NY 12524
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~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 .
  • Mid-scale Highway property
More Photos Pool image of Hilton Garden Inn Fishkill
From$99
Very Good 4.0 /5 Reviews Call BookMore Details
Hampton Inn in Fishkill 544 Route 9, Fishkill, NY 12524
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~22.65 miles northeast of Chester
  • Includes a pool: Pool is open from 6am-10pm. Recently renovated!
  • Three Star Suburban property
More Photos Swimming pool at Hampton Inn
From$79
Very Good 4.5 /5 Reviews Call BookMore Details
Best Western Fishkill Inn & Suites in Fishkill 14 Schuyler Blvd., Fishkill, NY 12524
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~22.68 miles northeast of Chester
  • Pool available: Seasonal Outdoor Pool, located in Patio Area. Open Memorial day Through Labor day.
  • Affordable Suburban property
More Photos Photo of Best Western Fishkill Inn & Suites Pool
From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
Holiday Inn Express Fishkill-Mid Hudson Valley by IHG 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.
  • 3-star Suburban hotel
More Photos Swimming pool at Holiday Inn Express Fishkill-Mid Hudson Valley by IHG
From$64
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Courtyard by Marriott Montvale - Montvale 100 Chestnut Ridge Rd., Montvale, NJ 07645
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~23.10 miles southeast of Chester
  • Pool available: We have an large Outdoor Pool along side our beautiful patio.
  • Midscale Suburban property
More Photos Swimming pool at Courtyard by Marriott Montvale
From$109
Average 3.0 /5 Review Score 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
  • Pool available: Seasonal Outdoor Pool /open Memorial Day - Labor Day from 9AM - 9PM. (Weather restrictions may apply)
  • 3-star Suburban hotel
More Photos Pool image of Residence Inn by Marriott Saddle River
From$129
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Holiday Inn Express Haskell - Wayne Area by IHG : 303 Union Ave. 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
  • Mid-scale Suburban hotel
More Photos Photo of Holiday Inn Express Haskell - Wayne Area by IHG Pool
From$75
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Best Western Hunt's Landing Hotel Matamoras/Milford - Matamoras 120 Routes 6 & 209, Matamoras, PA 18336
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~23.41 miles west of Chester
  • Pool available: This hotel offers an indoor, heated pool; operation hours: 6:00 am-10pm.
  • Low priced Highway hotel
More Photos Swimming pool at Best Western Hunt's Landing Hotel Matamoras/Milford
From$69
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Marriott Park Ridge in Park Ridge 300 Brae Blvd., Park Ridge, NJ 07656
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~24.00 miles southeast of Chester
  • Has swimming pool: 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
  • 4 star hotel
More Photos Photo of Marriott Park Ridge Pool
From$109
Very Good 4.0 /5 Reviews Call BookMore Details
Hilton Pearl River 500 Veterans Memorial Dr., Pearl River, NY 10965
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~25.25 miles southeast of Chester
  • Pool available: Indoor
  • Affordable Suburban property
More Photos Photo of Hilton Pearl River Pool
From$159
Very Good 4.0 /5 Review Score Call BookMore Details
Hyatt Place Poughkeepsie : 2165 South Rd. 2165 South Rd., Poughkeepsie, NY 12601
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~26.34 miles northeast of Chester
  • Pool available: Swim laps in our indoor pool or elect to relax on a lounger poolside from 8AM - 10PM
  • 3-star Highway hotel
More Photos Swimming pool at Hyatt Place Poughkeepsie
From$119
Average 3.0 /5 Hotel Reviews Call BookMore Details
Hampton Inn & Suites Poughkeepsie in Poughkeepsie 2361 South Rd., Poughkeepsie, NY 12601
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~26.76 miles northeast of Chester
  • Pool available: Indoor Pool - 8am - 10pm
  • Mid-scale Suburban hotel
More Photos Photo of Hampton Inn & Suites Poughkeepsie Pool
From$95
Average 3.0 /5 Recent Reviews Call BookMore Details
Hilton Garden Inn Wayne - 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.
  • 3-star Suburban hotel
More Photos Pool image of Hilton Garden Inn Wayne
From$103
Very Good 4.5 /5 Reviews Call BookMore Details
Days Inn by Wyndham Wayne : 1850 Nj 23 1850 Nj 23, Wayne, NJ 07470
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~28.14 miles south of Chester
  • Pool in hotel: we have out door pool
  • Economy Suburban hotel
More Photos Swimming pool at Days Inn by Wyndham Wayne
From$60
Average 3.0 /5 Reviews Call BookMore Details
Hampton Inn by Hilton New Paltz 4 South Putt Corners Rd., New Paltz, NY 12561
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~28.49 miles north of Chester
  • Includes a pool: Indoor Heated Salt Water Pool
  • Mid-scale property
More Photos Pool image of Hampton Inn by Hilton New Paltz
From$80
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Americas Best Value Inn New Paltz : 7 Terwilliger Lane 7 Terwilliger Lane, New Paltz, NY 12561
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~28.54 miles north of Chester
  • Has swimming pool: Outdoor Pool
  • Economy property
More Photos Photo of Americas Best Value Inn New Paltz Pool
From$50
Very Good 4.0 /5 Hotel 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 available: 6am - 11pm 800 sq. ft - 3-5 feet Indoor heated pool
  • 4-star Suburban hotel
More Photos Pool image of Sleepy Hollow Hotel a Dolce by Wyndham
From$119
Very Good 4.0 /5 Review Score Call BookMore Details
Hotel Mtk Mount Kisco : 1 Holiday Inn Dr. 1 Holiday Inn Dr., Mount Kisco, NY 10549
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~29.60 miles east of Chester
  • Includes a pool: Seasonal outdoor pool - open Memorial Day to Labor Day
  • Three Star Suburban property
More Photos Pool image of Hotel Mtk Mount Kisco
From$129
Average 3.0 /5 Guest Reviews Call BookMore Details
SpringHill Suites by Marriott Tarrytown Westchester County 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
  • Affordable Suburban hotel
More Photos Swimming pool at SpringHill Suites by Marriott Tarrytown Westchester County
From$75
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
  • 3-star Suburban hotel
More Photos Pool image of Tarrytown House Estate
From$89
Average 3.0 /5 Latest Reviews Call BookMore Details
Hampton Inn Monticello 29 Golden Ridge Rd., Monticello, NY 12701
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~30.03 miles northwest of Chester
  • Has swimming pool: Our indoor heated pool is open from 8 am - 10 pm
  • Three Star Rural property
More Photos hotel room
From$80
Average 3.0 /5 Latest 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
  • Has swimming pool
  • Midscale Suburban property
More Photos Pool image of Courtyard by Marriott Paramus
From$80
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Sheraton Tarrytown Hotel in Tarrytown 600 White Plains Rd., Tarrytown, NY 10591
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~30.13 miles southeast of Chester
  • Includes a pool: 6am- 10pm, indoor pool and hot tub
  • 3-star Suburban property
More Photos Photo of Sheraton Tarrytown Hotel Pool
From$75
Very Good 4.0 /5 Review Score 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 available: 11am-7pm
  • 3 star Mountain hotel
More Photos Photo of The Kartrite Resort Indoor Waterpark Pool
From$90
Very Good 4.0 /5 Read Reviews Call BookMore Details
Hampton Inn White Plains / Tarrytown 200 West Main St., Elmsford, NY 10523
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~30.62 miles southeast of Chester
  • Includes a pool: Outdoor, Seasonal
  • Three Star Suburban hotel
More Photos Swimming pool at Hampton Inn White Plains / Tarrytown
From$109
Very Good 4.0 /5 Read Reviews Call BookMore Details
Hyatt Place Fair Lawn Paramus - Fair Lawn 4101 Broadway (Rte. 4 West), Fair Lawn, NJ 07410
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~30.93 miles south of Chester
  • Includes a pool: Hotel has an oversized indoor pool Open from 6am-10pm
  • 3 star Suburban hotel
More Photos Pool image of Hyatt Place Fair Lawn Paramus
From$99
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Best Western Monticello 16 Raceway Rd., Monticello, NY 12701
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~31.03 miles northwest of Chester
  • Pool in hotel: Indoor- 8:00 AM to 8:00 PM
  • 3 star Downtown hotel
More Photos Pool image of Best Western Monticello
From$108
Average 3.0 /5 Hotel Reviews Call BookMore Details

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