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 & Suites in Chester
+1-888-389-4121

How should we direct your call?

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

How should we direct your call?

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.
  • Midscale Suburban hotel
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From$75
Very good 4.0 /5 Latest Reviews Call BookMore Details
Hampton Inn Harriman Woodbury in Central Valley
+1-800-716-8490

How should we direct your call?

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 pool
  • Mid-scale Mountain property
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From$80
Very good 4.0 /5 Reviews Call BookMore Details
Comfort Suites in Woodbury
+1-800-805-5223

How should we direct your call?

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
  • Includes a pool: Indoor heated pool
  • 3-star Suburban property
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From$145
Average 3.0 /5 Latest Reviews Call BookMore Details
Courtyard by Marriott in Middletown
+1-888-965-1860

How should we direct your call?

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
  • Has swimming pool: Indoor Pool open til 11pm
  • 3 star Suburban property
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From$105
Very good 4.5 /5 Reviews Call BookMore Details
Hampton Inn Middletown Ny in Middletown
+1-888-788-5576

How should we direct your call?

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
  • Includes a pool: Seasonal; Memorial Day - Labor Day
  • Two star Suburban property
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From$60
Very good 4.0 /5 Review Score Call BookMore Details
Holiday Inn Express & Suites Middletown Goshen : 20 Med Parc Rd.
+1-888-897-9207

How should we direct your call?

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 available: Indoor heated pool open from 5:00am-11:00pm.
  • Affordable Downtown hotel
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From$80
Average 3.0 /5 Read Reviews Call BookMore Details
Sleep Inn & Suites Middletown Goshen - Middletown
+1-888-311-4278

How should we direct your call?

New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
3491 Route 6, Middletown, NY 10940 +1-888-311-4278 ~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
Very good 4.5 /5 Read Reviews Call BookMore Details
Homewood Suites by Hilton Newburgh Stewart Airport
+1-888-469-4795

How should we direct your call?

New Reservations: +1-888-469-4795 Group Sales: +1-888-494-8863
180 Breunig Rd., New Windsor, NY 12553 +1-888-469-4795 ~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
Average 3.0 /5 Recent Reviews Call BookMore Details
Courtyard by Marriott Newburgh Stewart Airport
+1-888-734-9421

How should we direct your call?

New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
4 Governor Dr., Newburgh, NY 12550 +1-888-734-9421 ~13.84 miles northeast of Chester
  • Pool in hotel
  • 3-star Rural hotel
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From$114
Average 3.0 /5 Recent Reviews Call BookMore Details
Hampton Inn & Suites Newburgh Stewart Airport
+1-888-841-5292

How should we direct your call?

New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
1 Crossroads Court, Newburgh, NY 12550 +1-888-841-5292 ~14.18 miles northeast of Chester
  • Has swimming pool: Indoors from 6am to 10pm
  • Mid-scale Suburban hotel
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From$139
Very good 4.0 /5 Review Score Call BookMore Details
Overlook Lodge at Bear Mountain
+1-888-455-5160

How should we direct your call?

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
  • Has swimming pool: outdoor pool only open Memorial day to Labor day and open to the public
  • 3 star Mountain property
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From$40
Average 3.5 /5 Review Score Call BookMore Details
Bear Mountain Inn : 3020 Seven Lakes Dr.
+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 details: outdoor pool only open Memorial day to Labor day and open to the public
  • Affordable Mountain property
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From$149
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Holiday Inn Express & Suites Peekskill
+1-888-906-6358

How should we direct your call?

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
  • Has swimming pool: heated indoor pool open from 8am-10pm daily, no lifeguard on duty
  • Three Star Riverfront hotel
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From$97
Average 3.0 /5 Guest Reviews Call BookMore Details
Inn on the Hudson
+1-888-749-6785

How should we direct your call?

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
  • Pool in hotel: Pool is permanently closes
  • Low Cost Riverfront hotel
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From$109
Average 3.0 /5 Read Reviews Call BookMore Details
Courtyard by Marriott 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

How should we direct your call?

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 details: Indoor Pool is open 6AM-11PM Daily.
  • Midscale Suburban hotel
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From$89
Average 3.0 /5 Read Reviews Call BookMore Details
Doubletree by Hilton Mahwah - Mahwah
+1-888-389-4121

How should we direct your call?

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 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.
  • 3 star Suburban property
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From$105
Average 3.0 /5 Hotel Reviews Call BookMore Details
Doubletree
+1-888-675-2083

How should we direct your call?

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
  • Pool available: Currently being renovated
  • Two-star hotel
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From$60
Average 3.0 /5 Review Score Call BookMore Details
Hampton Inn Mahwah in Mahwah
+1-800-716-8490

How should we direct your call?

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 hotel
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From$99
Average 3.0 /5 Review Score 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
  • Includes a pool: Indoor Heated Pool & Whirlpool open daily from 5am-10pm
  • Mid-scale Suburban hotel
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From$80
Average 3.0 /5 Review Score Call BookMore Details
Hampton Inn Nanuet
+1-888-965-1860

How should we direct your call?

New Reservations: +1-888-965-1860 Group Sales: +1-888-494-8863
260 West Rte 59, Nanuet, NY 10954 +1-888-965-1860 ~20.32 miles southeast of Chester
  • Pool available: Indoor Pool - 6 AM – 10 PM
  • Midscale Highway hotel
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From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
Days Inn by Wyndham Nanuet / Spring Valley in Nanuet
+1-888-788-5576

How should we direct your call?

New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
367 West Route 59, Nanuet, NY 10954 +1-888-788-5576 ~21.39 miles southeast of Chester
  • Pool available: The Days Inn of Nanuet offers an outdoor heated pool from the hours of 9AM to 8PM.
  • Cheap Highway hotel
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From$70
Average 3.0 /5 Guest Reviews Call BookMore Details
HYATT house Fishkill/Poughkeepsie : 100 Westage Business Center Dr.
+1-888-897-9207

How should we direct your call?

New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
100 Westage Business Center Dr., Fishkill, NY 12524 +1-888-897-9207 ~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
Very good 4.0 /5 Latest Reviews Call BookMore Details
Best Western Fishkill Inn & Suites
+1-888-311-4278

How should we direct your call?

New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
14 Schuyler Blvd., Fishkill, NY 12524 +1-888-311-4278 ~22.68 miles northeast of Chester
  • Has swimming pool: Seasonal Outdoor Pool, located in Patio Area. Open Memorial day Through Labor day.
  • Three Star Suburban hotel
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From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
Holiday Inn Express in Fishkill
+1-888-469-4795

How should we direct your call?

New Reservations: +1-888-469-4795 Group Sales: +1-888-494-8863
21 Schuyler Blvd., Fishkill, NY 12524 +1-888-469-4795 ~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.
  • Mid-scale Suburban property
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From$64
Very good 4.0 /5 Review Score Call BookMore Details
Hampton Inn Fishkill in Fishkill
+1-888-734-9421

How should we direct your call?

New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
544 Us 9, Fishkill, NY 12524 +1-888-734-9421 ~22.77 miles northeast of Chester
  • Pool in hotel: Pool is open from 6am-10pm. Recently renovated!
  • Midscale Suburban property
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From$80
Average 3.0 /5 Reviews Call BookMore Details
Courtyard by Marriott Montvale : 100 Chestnut Ridge Rd.
+1-888-841-5292

How should we direct your call?

New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
100 Chestnut Ridge Rd., Montvale, NJ 07645 +1-888-841-5292 ~23.10 miles southeast of Chester
  • Has swimming pool: We have an large Outdoor Pool along side our beautiful patio.
  • Three Star Suburban property
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From$109
Average 3.0 /5 Review Score Call BookMore Details
Residence Inn by Marriott Saddle River in Saddle River
+1-888-455-5160

How should we direct your call?

New Reservations: +1-888-455-5160 Group Sales: +1-888-494-8863
7 Boroline Rd., Saddle River, NJ 07458 +1-888-455-5160 ~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
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From$129
Very good 4.0 /5 Guest Reviews Call BookMore Details
Best Western Hunt's Landing Hotel Matamoras/Milford in Matamoras
+1-888-965-8297

How should we direct your call?

New Reservations: +1-888-965-8297 Group Sales: +1-888-494-8863
120 Routes 6 & 209, Matamoras, PA 18336 +1-888-965-8297 ~23.41 miles west of Chester
  • Pool details: This hotel offers an indoor, heated pool; operation hours: 6:00 am-10pm.
  • Low Cost Highway hotel
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From$69
Very good 4.0 /5 Guest Reviews Call BookMore Details
Hotel Nyack a Jdv by Hyatt Hotel - Nyack
+1-888-906-6358

How should we direct your call?

New Reservations: +1-888-906-6358 Group Sales: +1-888-494-8863
400 High Ave., Nyack, NY 10960 +1-888-906-6358 ~24.98 miles southeast of Chester
  • Pool in hotel: Seasonal Outdoor Pool/ Hot Tub/ Deck 8AM-9PM
  • High end Suburban hotel
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From$88
Average 3.0 /5 Latest Reviews Call BookMore Details
Hyatt Place Poughkeepsie / Hudson Valley
+1-888-749-6785

How should we direct your call?

New Reservations: +1-888-749-6785 Group Sales: +1-888-494-8863
2165 South Rd., Poughkeepsie, NY 12601 +1-888-749-6785 ~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
  • Mid-scale Highway property
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From$119
Average 3.0 /5 Latest Reviews Call BookMore Details
Hampton Inn & Suites Poughkeepsie
+1-888-878-9982

How should we direct your call?

New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
2361 South Rd., Poughkeepsie, NY 12601 +1-888-878-9982 ~26.76 miles northeast of Chester
  • Has swimming pool: Indoor Pool - 8am - 10pm
  • Mid-scale Suburban property
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From$95
Average 3.0 /5 Review Score Call BookMore Details
Residence Inn Orangeburg
+1-888-389-4485

How should we direct your call?

New Reservations: +1-888-389-4485 Group Sales: +1-888-494-8863
3 Stevens Way, Orangeburg, NY 10962 +1-888-389-4485 ~27.30 miles southeast of Chester
  • Includes a pool
  • Mid-scale Suburban property
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From$90
Very good 4.0 /5 Read Reviews Call BookMore Details
Residence Inn by Marriott Poughkeepsie
+1-888-389-4121

How should we direct your call?

New Reservations: +1-888-389-4121 Group Sales: +1-888-494-8863
2525 South Rd., Poughkeepsie, NY 12601 +1-888-389-4121 ~27.35 miles northeast of Chester
  • Pool in hotel
  • Mid-scale Suburban hotel
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From$99
Very good 4.0 /5 Guest Reviews Call BookMore Details
Days Inn by Wyndham Wayne in Wayne
+1-888-675-2083

How should we direct your call?

New Reservations: +1-888-675-2083 Group Sales: +1-888-494-8863
1850 Nj 23, Wayne, NJ 07470 +1-888-675-2083 ~28.14 miles south of Chester
  • Pool available: we have out door pool
  • Low Cost Suburban hotel
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From$60
Average 3.0 /5 Review Score Call BookMore Details
Americas Best Value Inn New Paltz : 7 Terwilliger Lane
+1-800-716-8490

How should we direct your call?

New Reservations: +1-800-716-8490 Group Sales: +1-888-494-8863
7 Terwilliger Lane, New Paltz, NY 12561 +1-800-716-8490 ~28.54 miles north of Chester
  • Pool in hotel: Outdoor Pool
  • Economical hotel
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From$50
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Hotel Mtk Mount Kisco : 1 Pat Reilly Way
+1-800-805-5223

How should we direct your call?

New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
1 Pat Reilly Way, Mount Kisco, NY 10549 +1-800-805-5223 ~29.51 miles east of Chester
  • Pool available: Seasonal outdoor pool - open Memorial Day to Labor Day
  • 3 star Suburban hotel
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From$129
Very good 4.0 /5 Latest Reviews Call BookMore Details
Tarrytown Springhill Suites by Marriott in Tarrytown
+1-888-965-1860

How should we direct your call?

New Reservations: +1-888-965-1860 Group Sales: +1-888-494-8863
480 White Plains Rd., Tarrytown, NY 10591 +1-888-965-1860 ~29.76 miles southeast of Chester
  • Pool available: Indoor Pool, Open 6AM to 10PM
  • Affordable Suburban property
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From$75
Average 3.0 /5 Hotel Reviews Call BookMore Details
Tarrytown House Estate
+1-888-788-5576

How should we direct your call?

New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
49 East Sunnyside Lane, Tarrytown, NY 10591 +1-888-788-5576 ~29.84 miles southeast of Chester
  • Pool in hotel: Both indoor and outdoor pool, gym, sauna
  • Midscale Suburban property
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From$89
Average 3.0 /5 Latest Reviews Call BookMore Details
Sheraton Tarrytown Hotel
+1-888-897-9207

How should we direct your call?

New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
600 White Plains Rd., Tarrytown, NY 10591 +1-888-897-9207 ~30.13 miles southeast of Chester
  • Pool details: 6am- 10pm, indoor pool and hot tub
  • Affordable Suburban hotel
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From$75
Very good 4.0 /5 Review Score Call BookMore Details
The Kartrite Resort Indoor Waterpark
+1-888-311-4278

How should we direct your call?

New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
555 Resorts World Dr., Monticello, NY 12701 +1-888-311-4278 ~30.17 miles northwest of Chester
  • Includes a pool: 11am-7pm
  • Mid-scale Mountain property
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From$90
Very good 4.0 /5 Read Reviews Call BookMore Details
Best Western Monticello - Monticello
+1-888-469-4795

How should we direct your call?

New Reservations: +1-888-469-4795 Group Sales: +1-888-494-8863
16 Raceway Rd., Monticello, NY 12701 +1-888-469-4795 ~31.03 miles northwest of Chester
  • Pool details: Indoor- 8:00 AM to 8:00 PM
  • 3 star Downtown hotel
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From$108
Average 3.0 /5 Recent Reviews Call BookMore Details
Hilton Garden Inn Westchester Dobbs Ferry - Dobbs Ferry
+1-888-734-9421

How should we direct your call?

New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
201 Ogden Ave., Dobbs Ferry, NY 10522 +1-888-734-9421 ~31.84 miles southeast of Chester
  • Pool available: Spacious Saltwater Heated pool will be open daily.
  • Affordable Suburban hotel
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From$80
Average 3.0 /5 Reviews Call BookMore Details
Doubletree by Hilton Fairfield Hotel & Suites
+1-888-841-5292

How should we direct your call?

New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
690 Us 46, Fairfield, NJ 07004 +1-888-841-5292 ~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
Average 3.0 /5 Review Score Call BookMore Details
Fairfield Inn & Suites by Marriott Rockaway in Rockaway
+1-888-455-5160

How should we direct your call?

New Reservations: +1-888-455-5160 Group Sales: +1-888-494-8863
14 Green Pond Rd., Rockaway, NJ 07866 +1-888-455-5160 ~32.98 miles southwest of Chester
  • Has swimming pool: Indoor pool
  • Affordable Highway property
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From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Courtyard by Marriott Yonkers Westchester County
+1-888-965-8297

How should we direct your call?

New Reservations: +1-888-965-8297 Group Sales: +1-888-494-8863
5 Executive Blvd., Yonkers, NY 10701 +1-888-965-8297 ~33.12 miles southeast of Chester
  • Pool details: Indoor Pool with Terrace Access, 8AM-10PM
  • Affordable Suburban property
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From$98
Very good 4.0 /5 Recent Reviews Call BookMore Details
Residence Inn by Marriott Yonkers Westchester County : 7 Executive Blvd.
+1-888-906-6358

How should we direct your call?

New Reservations: +1-888-906-6358 Group Sales: +1-888-494-8863
7 Executive Blvd., Yonkers, NY 10701 +1-888-906-6358 ~33.15 miles southeast of Chester
  • Has swimming pool: In door heated pool and spa - open 7am to 10 pm
  • Affordable Suburban hotel
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From$159
Very good 4.0 /5 Guest Reviews Call BookMore Details
Hampton Inn Denville / Rockaway / Parsippany
+1-888-749-6785

How should we direct your call?

New Reservations: +1-888-749-6785 Group Sales: +1-888-494-8863
350 Morris Ave., Denville, NJ 07834 +1-888-749-6785 ~33.21 miles south of Chester
  • Includes a pool: Indoor Heated Pool Hours: 6 am to 11 pm, subject to change.
  • 3-star Highway property
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From$92
Very good 4.0 /5 Reviews Call BookMore Details
Hampton Inn & Suites Yonkers : 160 Corporate Blvd.
+1-888-878-9982

How should we direct your call?

New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
160 Corporate Blvd., Yonkers, NY 10701 +1-888-878-9982 ~33.33 miles southeast of Chester
  • Includes a pool: Indoor pool
  • Affordable Suburban hotel
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From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
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