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.
Planning group travel? Get Chester NY Group Hotel Rates

Chester Hotels with Outdoor or Indoor Pools

Holiday Inn Express Hotel & Suites Chester by IHG : 2 Bryle Pl
+1-888-389-4121

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New Reservations: +1-888-389-4121 Group Sales: +1-888-494-8863
2 Bryle Pl, Chester, NY 10918 +1-888-389-4121
  • Pool in hotel: 9:00 AM to 11:00 PM, it is an indoor heated pool
  • 3-star Rural hotel
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From$109
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott Goshen Middletown
+1-888-675-2083

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New Reservations: +1-888-675-2083 Group Sales: +1-888-494-8863
20 Hatfield Lane, Goshen, NY 10924 +1-888-675-2083 ~4.69 miles northwest of Chester
  • Pool details: Outdoor seasonal pool open from Memorial day to Labor day from 9:00 AM to 9:00 PM.
  • Affordable Suburban property
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From$75
Very Good 4.0 /5 Read Reviews Call BookMore Details
Hampton Inn Harriman Woodbury - Central Valley
+1-800-716-8490

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New Reservations: +1-800-716-8490 Group Sales: +1-888-494-8863
60 Centre Dr., Central Valley, NY 10917 +1-800-716-8490 ~7.61 miles east of Chester
  • Includes a swimming pool
  • 3-star Mountain hotel
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From$80
Very Good 4.0 /5 Review Score Call BookMore Details
Comfort Suites
+1-800-805-5223

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New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
100 Estrada Rd., Woodbury, NY 10917 +1-800-805-5223 ~8.10 miles east of Chester
  • Pool in hotel: Indoor heated pool
  • Affordable Suburban hotel
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From$145
Average 3.0 /5 Recent Reviews Call BookMore Details
Courtyard by Marriott - Middletown
+1-888-965-1860

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New Reservations: +1-888-965-1860 Group Sales: +1-888-494-8863
24 Crystal Run Crossing, Middletown, NY 10941 +1-888-965-1860 ~8.15 miles northwest of Chester
  • Includes a pool: Indoor Pool open til 11pm
  • Midscale Suburban property
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From$105
Very Good 4.5 /5 Recent Reviews Call BookMore Details
Hampton Inn Middletown Ny
+1-888-788-5576

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New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
20 Crystal Run Crossing, Middletown, NY 10941 +1-888-788-5576 ~8.18 miles northwest of Chester
  • Pool in hotel: Seasonal; Memorial Day - Labor Day
  • Cheap Suburban hotel
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From$60
Very Good 4.0 /5 Reviews Call BookMore Details
Holiday Inn Express & Suites Middletown Goshen in Middletown
+1-888-897-9207

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New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
20 Med Parc Rd., Middletown, NY 10940 +1-888-897-9207 ~8.38 miles northwest of Chester
  • Pool details: Indoor heated pool open from 5:00am-11:00pm.
  • Midscale Downtown hotel
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From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Home2 Suites by Hilton Middletown in Middletown
+1-888-311-4278

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New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
600 Route 211 East, Middletown, NY 10941 +1-888-311-4278 ~9.17 miles northwest of Chester
  • Includes a pool: Indoor Saline Pool open all year round. 5:30am-10pm
  • Three Star Suburban hotel
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From$109
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Sleep Inn & Suites Middletown Goshen in Middletown
+1-888-469-4795

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New Reservations: +1-888-469-4795 Group Sales: +1-888-494-8863
3491 Route 6, Middletown, NY 10940 +1-888-469-4795 ~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.
  • Economy Highway property
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From$89
Very Good 4.5 /5 Guest Reviews Call BookMore Details
Homewood Suites by Hilton Newburgh Stewart Airport : 180 Breunig Rd.
+1-888-734-9421

How should we direct your call?

New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
180 Breunig Rd., New Windsor, NY 12553 +1-888-734-9421 ~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.
  • 4 star Rural hotel
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From$79
Average 3.0 /5 Read Reviews Call BookMore Details
Courtyard by Marriott Newburgh Stewart Airport - Newburgh
+1-888-841-5292

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New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
4 Governor Dr., Newburgh, NY 12550 +1-888-841-5292 ~13.84 miles northeast of Chester
  • Has a pool!
  • Midscale Rural hotel
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From$114
Average 3.0 /5 Latest Reviews Call BookMore Details
Overlook Lodge at Bear Mountain
+1-888-455-5160

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New Reservations: +1-888-455-5160 Group Sales: +1-888-494-8863
55 Hessian Dr., Bear Mountain, NY 10911 +1-888-455-5160 ~14.25 miles east of Chester
  • Pool details: outdoor pool only open Memorial day to Labor day and open to the public
  • Mid-scale Mountain hotel
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From$40
Average 3.5 /5 Read Reviews Call BookMore Details
Bear Mountain Inn
+1-888-965-8297

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New Reservations: +1-888-965-8297 Group Sales: +1-888-494-8863
3020 Seven Lakes Dr., Bear Mountain, NY 10911 +1-888-965-8297 ~14.43 miles east of Chester
  • Pool in hotel: outdoor pool only open Memorial day to Labor day and open to the public
  • Mid-scale Mountain property
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From$149
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Holiday Inn Express & Suites Peekskill in Peekskill
+1-888-906-6358

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New Reservations: +1-888-906-6358 Group Sales: +1-888-494-8863
2 John Walsh Blvd., Peekskill, NY 10566 +1-888-906-6358 ~17.74 miles east of Chester
  • Pool available: heated indoor pool open from 8am-10pm daily, no lifeguard on duty
  • 3 star Riverfront hotel
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From$97
Average 3.0 /5 Review Score Call BookMore Details
Inn on the Hudson
+1-888-749-6785

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New Reservations: +1-888-749-6785 Group Sales: +1-888-494-8863
634 Main St., Peekskill, NY 10566 +1-888-749-6785 ~18.02 miles east of Chester
  • Has swimming pool: Pool is permanently closes
  • Economical Riverfront hotel
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From$109
Average 3.0 /5 Read Reviews Call BookMore Details
Courtyard by Marriott Mahwah - Mahwah
+1-888-878-9982

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New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
140 Nj 17, Mahwah, NJ 07430 +1-888-878-9982 ~18.42 miles south of Chester
  • Pool details: Indoor Heated Pool.
  • Affordable Suburban property
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From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Fairfield Inn & Suites Mahwah - Mahwah
+1-888-389-4485

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New Reservations: +1-888-389-4485 Group Sales: +1-888-494-8863
225 Ramapo Valley Rd., Mahwah, NJ 07430 +1-888-389-4485 ~18.61 miles south of Chester
  • Pool in hotel: Indoor Pool is open 6AM-11PM Daily.
  • Midscale Suburban hotel
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From$89
Average 3.0 /5 Latest Reviews Call BookMore Details
Doubletree by Hilton Mahwah - Mahwah
+1-888-389-4121

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New Reservations: +1-888-389-4121 Group Sales: +1-888-494-8863
180 Route 17 South, Mahwah, NJ 07430 +1-888-389-4121 ~18.66 miles south of Chester
  • Pool in hotel: 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
Average 3.0 /5 Latest Reviews Call BookMore Details
Doubletree in Mahwah
+1-888-675-2083

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New Reservations: +1-888-675-2083 Group Sales: +1-888-494-8863
180 Nj 17, Mahwah, NJ 07430 +1-888-675-2083 ~18.68 miles south of Chester
  • Has swimming pool: Currently being renovated
  • Inexpensive hotel
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From$60
Average 3.0 /5 Guest Reviews Call BookMore Details
Hampton Inn Mahwah
+1-800-716-8490

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New Reservations: +1-800-716-8490 Group Sales: +1-888-494-8863
290 Route 17 Corporate Dr., Mahwah, NJ 07430 +1-800-716-8490 ~19.24 miles south of Chester
  • Pool available: Indoor Pool : 8am - 10pm
  • Economy Suburban property
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From$99
Average 3.0 /5 Recent Reviews Call BookMore Details
Hilton Garden Inn Nanuet
+1-800-805-5223

How should we direct your call?

New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
270 West Rte 59, Nanuet, NY 10954 +1-800-805-5223 ~20.32 miles southeast of Chester
  • Pool in hotel: Indoor Heated Pool & Whirlpool open daily from 5am-10pm
  • Affordable Suburban property
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From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Hampton Inn Nanuet in Nanuet
+1-888-965-1860

How should we direct your call?

New Reservations: +1-888-965-1860 Group Sales: +1-888-494-8863
260 Ny 59, Nanuet, NY 10954 +1-888-965-1860 ~20.32 miles southeast of Chester
  • Has swimming pool: Indoor Pool - 6 AM – 10 PM
  • Mid-scale Highway property
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From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
HYATT house Fishkill/Poughkeepsie : 100 Westage Business Center Dr.
+1-888-788-5576

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New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
100 Westage Business Center Dr., Fishkill, NY 12524 +1-888-788-5576 ~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
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From$105
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Best Western Fishkill Inn & Suites
+1-888-897-9207

How should we direct your call?

New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
14 Schuyler Blvd., Fishkill, NY 12524 +1-888-897-9207 ~22.68 miles northeast of Chester
  • Pool details: Seasonal Outdoor Pool, located in Patio Area. Open Memorial day Through Labor day.
  • Mid-scale Suburban property
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From$80
Average 3.0 /5 Read Reviews Call BookMore Details
Holiday Inn Express
+1-888-311-4278

How should we direct your call?

New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
21 Schuyler Blvd., Fishkill, NY 12524 +1-888-311-4278 ~22.76 miles northeast of Chester
  • Pool available: 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
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From$64
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Hampton Inn Fishkill
+1-888-469-4795

How should we direct your call?

New Reservations: +1-888-469-4795 Group Sales: +1-888-494-8863
544 Us 9, Fishkill, NY 12524 +1-888-469-4795 ~22.77 miles northeast of Chester
  • Pool available: Pool is open from 6am-10pm. Recently renovated!
  • 3-star Suburban property
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From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
Courtyard by Marriott Montvale - Montvale
+1-888-734-9421

How should we direct your call?

New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
100 Chestnut Ridge Rd., Montvale, NJ 07645 +1-888-734-9421 ~23.10 miles southeast of Chester
  • Pool available: We have an large Outdoor Pool along side our beautiful patio.
  • Mid-scale Suburban hotel
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From$109
Average 3.0 /5 Hotel Reviews Call BookMore Details
Residence Inn by Marriott Saddle River : 7 Boroline Rd.
+1-888-841-5292

How should we direct your call?

New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
7 Boroline Rd., Saddle River, NJ 07458 +1-888-841-5292 ~23.34 miles south of Chester
  • Has swimming 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
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Best Western Hunt's Landing Hotel Matamoras/Milford - Matamoras
+1-888-455-5160

How should we direct your call?

New Reservations: +1-888-455-5160 Group Sales: +1-888-494-8863
120 Routes 6 & 209, Matamoras, PA 18336 +1-888-455-5160 ~23.41 miles west of Chester
  • Pool available: This hotel offers an indoor, heated pool; operation hours: 6:00 am-10pm.
  • Low Cost Highway property
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From$69
Very Good 4.0 /5 Read Reviews Call BookMore Details
Hotel Nyack a Jdv by Hyatt Hotel in Nyack
+1-888-965-8297

How should we direct your call?

New Reservations: +1-888-965-8297 Group Sales: +1-888-494-8863
400 High Ave., Nyack, NY 10960 +1-888-965-8297 ~24.98 miles southeast of Chester
  • Pool details: Seasonal Outdoor Pool/ Hot Tub/ Deck 8AM-9PM
  • 4 star Suburban hotel
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From$125
Average 3.0 /5 Read Reviews Call BookMore Details
Hyatt Place Poughkeepsie / Hudson Valley in Poughkeepsie
+1-888-906-6358

How should we direct your call?

New Reservations: +1-888-906-6358 Group Sales: +1-888-494-8863
2165 South Rd., Poughkeepsie, NY 12601 +1-888-906-6358 ~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
  • Affordable Highway property
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From$119
Average 3.0 /5 Recent Reviews Call BookMore Details
Hampton Inn & Suites Poughkeepsie
+1-888-749-6785

How should we direct your call?

New Reservations: +1-888-749-6785 Group Sales: +1-888-494-8863
2361 South Rd., Poughkeepsie, NY 12601 +1-888-749-6785 ~26.76 miles northeast of Chester
  • Pool available: Indoor Pool - 8am - 10pm
  • Midscale Suburban hotel
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From$95
Average 3.0 /5 Read Reviews Call BookMore Details
Residence Inn by Marriott Poughkeepsie - Poughkeepsie
+1-888-878-9982

How should we direct your call?

New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
2525 South Rd., Poughkeepsie, NY 12601 +1-888-878-9982 ~27.35 miles northeast of Chester
  • Pool in hotel
  • 3-star Suburban hotel
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From$99
Very Good 4.0 /5 Read Reviews Call BookMore Details
Days Inn by Wyndham Wayne in Wayne
+1-888-389-4485

How should we direct your call?

New Reservations: +1-888-389-4485 Group Sales: +1-888-494-8863
1850 Nj 23, Wayne, NJ 07470 +1-888-389-4485 ~28.14 miles south of Chester
  • Includes a pool: we have out door pool
  • Cheap Suburban property
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From$60
Average 3.0 /5 Latest Reviews Call BookMore Details
Americas Best Value Inn New Paltz : 7 Terwilliger Lane
+1-888-389-4121

How should we direct your call?

New Reservations: +1-888-389-4121 Group Sales: +1-888-494-8863
7 Terwilliger Lane, New Paltz, NY 12561 +1-888-389-4121 ~28.54 miles north of Chester
  • Pool details: Outdoor Pool
  • Two star property
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From$50
Very Good 4.0 /5 Read Reviews Call BookMore Details
Hotel Mtk Mount Kisco - Mount Kisco
+1-888-675-2083

How should we direct your call?

New Reservations: +1-888-675-2083 Group Sales: +1-888-494-8863
1 Holiday Inn Dr., Mount Kisco, NY 10549 +1-888-675-2083 ~29.60 miles east of Chester
  • Pool available: Seasonal outdoor pool - open Memorial Day to Labor Day
  • Three Star Suburban property
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From$129
Average 3.0 /5 Reviews Call BookMore Details
Tarrytown Springhill Suites by Marriott
+1-800-716-8490

How should we direct your call?

New Reservations: +1-800-716-8490 Group Sales: +1-888-494-8863
480 White Plains Rd., Tarrytown, NY 10591 +1-800-716-8490 ~29.76 miles southeast of Chester
  • Pool in hotel: Indoor Pool, Open 6AM to 10PM
  • 3 star Suburban property
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From$75
Average 3.0 /5 Guest Reviews Call BookMore Details
Tarrytown House Estate
+1-800-805-5223

How should we direct your call?

New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
49 East Sunnyside Lane, Tarrytown, NY 10591 +1-800-805-5223 ~29.84 miles southeast of Chester
  • Includes a pool: Both indoor and outdoor pool, gym, sauna
  • 3-star Suburban property
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From$89
Average 3.0 /5 Guest Reviews Call BookMore Details
Sheraton Tarrytown Hotel
+1-888-965-1860

How should we direct your call?

New Reservations: +1-888-965-1860 Group Sales: +1-888-494-8863
600 White Plains Rd., Tarrytown, NY 10591 +1-888-965-1860 ~30.13 miles southeast of Chester
  • Has swimming pool: 6am- 10pm, indoor pool and hot tub
  • Midscale Suburban hotel
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From$75
Very Good 4.0 /5 Read Reviews Call BookMore Details
The Kartrite Resort Indoor Waterpark
+1-888-788-5576

How should we direct your call?

New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
555 Resorts World Dr., Monticello, NY 12701 +1-888-788-5576 ~30.17 miles northwest of Chester
  • Pool details: 11am-7pm
  • Mid-scale Mountain property
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From$90
Very Good 4.0 /5 Review Score Call BookMore Details
Best Western Monticello
+1-888-897-9207

How should we direct your call?

New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
16 Raceway Rd., Monticello, NY 12701 +1-888-897-9207 ~31.03 miles northwest of Chester
  • Pool available: Indoor- 8:00 AM to 8:00 PM
  • Three Star Downtown hotel
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From$108
Average 3.0 /5 Latest Reviews Call BookMore Details
Hilton Garden Inn Dobbs Ferry in Dobbs Ferry
+1-888-311-4278

How should we direct your call?

New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
201 Ogden Ave., Dobbs Ferry, NY 10522 +1-888-311-4278 ~31.84 miles southeast of Chester
  • Pool in hotel: Spacious Saltwater Heated pool will be open daily.
  • 3-star Suburban property
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From$80
Average 3.0 /5 Read Reviews Call BookMore Details
Doubletree by Hilton Fairfield Hotel & Suites
+1-888-469-4795

How should we direct your call?

New Reservations: +1-888-469-4795 Group Sales: +1-888-494-8863
690 Us 46, Fairfield, NJ 07004 +1-888-469-4795 ~32.08 miles south of Chester
  • Pool available: Indoor Swimming pool open from 6:am - 10:pm daily
  • Three Star Suburban property
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From$80
Average 3.0 /5 Read Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott Rockaway : 14 Green Pond Rd.
+1-888-734-9421

How should we direct your call?

New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
14 Green Pond Rd., Rockaway, NJ 07866 +1-888-734-9421 ~32.98 miles southwest of Chester
  • Pool in hotel: Indoor pool
  • Three Star Highway hotel
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From$80
Average 3.0 /5 Read Reviews Call BookMore Details
Courtyard by Marriott Yonkers Westchester County
+1-888-841-5292

How should we direct your call?

New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
5 Executive Blvd., Yonkers, NY 10701 +1-888-841-5292 ~33.12 miles southeast of Chester
  • Pool details: Indoor Pool with Terrace Access, 8AM-10PM
  • 3-star Suburban hotel
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From$98
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Residence Inn by Marriott Yonkers Westchester County
+1-888-455-5160

How should we direct your call?

New Reservations: +1-888-455-5160 Group Sales: +1-888-494-8863
7 Executive Blvd., Yonkers, NY 10701 +1-888-455-5160 ~33.15 miles southeast of Chester
  • Pool details: In door heated pool and spa - open 7am to 10 pm
  • Three Star Suburban hotel
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From$159
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Hampton Inn Denville / Rockaway / Parsippany
+1-888-965-8297

How should we direct your call?

New Reservations: +1-888-965-8297 Group Sales: +1-888-494-8863
350 Morris Ave., Denville, NJ 07834 +1-888-965-8297 ~33.21 miles south of Chester
  • Pool in hotel: Indoor Heated Pool Hours: 6 am to 11 pm, subject to change.
  • Midscale Highway property
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From$92
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Hampton Inn & Suites Yonkers
+1-888-906-6358

How should we direct your call?

New Reservations: +1-888-906-6358 Group Sales: +1-888-494-8863
160 Corporate Blvd., Yonkers, NY 10701 +1-888-906-6358 ~33.33 miles southeast of Chester
  • Pool available: Indoor pool
  • 3-star Suburban property
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From$80
Average 3.0 /5 Read Reviews Call BookMore Details
Sonesta White Plains Downtown : 66 Hale Ave.
+1-888-749-6785

How should we direct your call?

New Reservations: +1-888-749-6785 Group Sales: +1-888-494-8863
66 Hale Ave., White Plains, NY 10601 +1-888-749-6785 ~34.49 miles southeast of Chester
  • Includes a pool: Whether you're looking for a morning boost or an evening unwind, our indoor heated pool is the go-to place. Pool hours are: Monday - Thursday: 3 pm - 7 pm Friday - Saturday: 8 am - 8 pm Sunday: 8 am - 2 pm
  • Four-star Downtown hotel
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From$125
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Holiday Inn Hotel & Suites Parsippany Fairfield An Ihg Hotel : 707 Us Highway 46 East
+1-888-878-9982

How should we direct your call?

New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
707 Us Highway 46 East, Parsippany, NJ 07054 +1-888-878-9982 ~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
  • 3 star Suburban hotel
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From$89
Very Good 4.0 /5 Latest Reviews Call BookMore Details
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