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

Highland 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 Highland, NY for your upcoming individual or family vacation. We list the best pool equipped, kid friendly Highland New York hotel and motel rooms for children. Review the list of Highland hotels with indoor or outdoor pools below to find the perfect lodging for you and your kids.
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Highland Hotels with Outdoor or Indoor Pools

Residence Inn by Marriott Poughkeepsie - Poughkeepsie 2525 South Rd., Poughkeepsie, NY 12601 Call ~4.95 miles southeast of Highland
  • Includes a pool
  • Affordable Suburban property
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From$99
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Hampton Inn & Suites Poughkeepsie 2361 South Rd., Poughkeepsie, NY 12601 Call ~5.68 miles southeast of Highland
  • Includes a pool: Indoor Pool - 8am - 10pm
  • 3 star Suburban hotel
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From$95
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HYATT house Fishkill/Poughkeepsie : 100 Westage Business Center Dr. 100 Westage Business Center Dr., Fishkill, NY 12524 Call ~13.94 miles south of Highland
  • 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
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From$105
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Holiday Inn Express in Fishkill 21 Schuyler Blvd., Fishkill, NY 12524 Call ~14.05 miles southeast of Highland
  • 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.
  • 3-star Suburban property
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From$64
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Best Western Fishkill Inn & Suites 14 Schuyler Blvd., Fishkill, NY 12524 Call ~14.15 miles southeast of Highland
  • Includes a pool: Seasonal Outdoor Pool, located in Patio Area. Open Memorial day Through Labor day.
  • Mid-scale Suburban hotel
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From$80
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Hampton Inn Fishkill 544 Us 9, Fishkill, NY 12524 Call ~14.26 miles southeast of Highland
  • Pool details: Pool is open from 6am-10pm. Recently renovated!
  • Affordable Suburban hotel
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From$80
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Courtyard by Marriott Newburgh Stewart Airport in Newburgh 4 Governor Dr., Newburgh, NY 12550 Call ~14.96 miles southwest of Highland
  • With a pool!
  • Three Star Rural hotel
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From$114
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Best Western Plus Kingston Hotel and Conference Center in Kingston 503 Washington Ave., Kingston, NY 12401 Call ~15.45 miles north of Highland
  • Pool in hotel: 10am to 10pm, indoor heated salt water pool, 20 by 40 feet, no life guard on duty.
  • Mid-scale Suburban hotel
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From$85
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Homewood Suites by Hilton Newburgh Stewart Airport : 180 Breunig Rd. 180 Breunig Rd., New Windsor, NY 12553 Call ~16.57 miles south of Highland
  • Includes a pool: Open daily 8:00am-10:00pm, Hotel guests can enjoy our indoor, heated pool and hot tub.
  • High-end Rural property
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From$79
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Residence Inn by Marriott - Kingston 800 Frank Sottile Blvd., Kingston, NY 12401 Call ~17.45 miles north of Highland
  • Pool available: Our pool is open from 7 am to 11 pm every day
  • 4 star Downtown property
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From$125
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Home2 Suites by Hilton Middletown 600 Route 211 East, Middletown, NY 10941 Call ~26.16 miles southwest of Highland
  • Pool in hotel: Indoor Saline Pool open all year round. 5:30am-10pm
  • 3 star Suburban hotel
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From$109
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Courtyard by Marriott - Middletown 24 Crystal Run Crossing, Middletown, NY 10941 Call ~26.72 miles southwest of Highland
  • Pool available: 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, Middletown, NY 10941 Call ~26.75 miles southwest of Highland
  • Pool in hotel: Seasonal; Memorial Day - Labor Day
  • Low Cost Suburban property
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From$60
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Holiday Inn Express & Suites Middletown Goshen : 20 Med Parc Rd. 20 Med Parc Rd., Middletown, NY 10940 Call ~27.34 miles southwest of Highland
  • Pool in hotel: Indoor heated pool open from 5:00am-11:00pm.
  • 3-star Downtown property
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From$80
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Comfort Suites 100 Estrada Rd., Woodbury, NY 10917 Call ~27.67 miles south of Highland
  • Pool available: Indoor heated pool
  • 3 star Suburban property
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From$145
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Fairfield Inn & Suites by Marriott Goshen Middletown - Goshen 20 Hatfield Lane, Goshen, NY 10924 Call ~28.44 miles southwest of Highland
  • Pool details: Outdoor seasonal pool open from Memorial day to Labor day from 9:00 AM to 9:00 PM.
  • Midscale Suburban property
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From$75
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Hampton Inn Harriman Woodbury 60 Centre Dr., Central Valley, NY 10917 Call ~28.93 miles south of Highland
  • Pool in hotel
  • Three Star Mountain hotel
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From$80
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Holiday Inn Express Hotel & Suites Chester by IHG : 2 Bryle Pl 2 Bryle Pl, Chester, NY 10918 Call ~29.08 miles southwest of Highland
  • Pool in hotel: 9:00 AM to 11:00 PM, it is an indoor heated pool
  • Affordable Rural property
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From$109
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Inn on the Hudson - Peekskill 634 Main St., Peekskill, NY 10566 Call ~29.59 miles south of Highland
  • Has swimming pool: Pool is permanently closes
  • Cheap Riverfront property
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From$109
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Holiday Inn Express & Suites Peekskill 2 John Walsh Blvd., Peekskill, NY 10566 Call ~30.42 miles south of Highland
  • Includes a pool: heated indoor pool open from 8am-10pm daily, no lifeguard on duty
  • 3 star Riverfront property
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From$97
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Sleep Inn & Suites Middletown Goshen 3491 Route 6, Middletown, NY 10940 Call ~30.44 miles southwest of Highland
  • Has swimming pool: 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.
  • Economical Highway hotel
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From$89
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Interlaken Inn 74 Interlaken Rd., Lakeville, CT 06039 Call ~32.22 miles northeast of Highland
  • Has swimming pool: Seasonal Outdoor Heated Pool Open Memorial Day thru Labor Day
  • Midscale Resort property
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From$179
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Urban Cowboy Lodge 37 Alpine Rd., Big Indian, NY 12410 Call ~33.31 miles northwest of Highland
  • Pool details: Outdoor, 9am - 7pm
  • 4-star Mountain property
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From$125
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Crowne Plaza Danbury An Ihg Hotel 18 Old Ridgebury Rd., Danbury, CT 06810 Call ~33.47 miles southeast of Highland
  • Has swimming pool: Indoor heated salt water filtrated pool. Hours are from 6am-11pm.
  • Mid-scale Suburban property
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From$60
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Hampton Inn Monticello : 29 Golden Ridge Rd. 29 Golden Ridge Rd., Monticello, NY 12701 Call ~35.17 miles west of Highland
  • Pool available: Our indoor heated pool is open from 8 am - 10 pm
  • 3 star Rural hotel
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From$80
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The Kartrite Resort Indoor Waterpark 555 Resorts World Dr., Monticello, NY 12701 Call ~36.24 miles west of Highland
  • Pool in hotel: 11am-7pm
  • Three Star Mountain property
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From$90
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Comfort Inn & Suites Danbury Bethel 80 Newtown Rd., Danbury, CT 06810 Call ~36.54 miles southeast of Highland
  • Pool available: Seasonal Outdoor Pool
  • 3-star Suburban hotel
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From$80
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La Quinta Inn & Suites by Wyndham Danbury 116 Newtown Rd., Danbury, CT 06810 Call ~36.68 miles southeast of Highland
  • Pool details: Large seasonal (Memorial Day-Labor Day) outdoor salt water pool
  • Mid-scale Highway property
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From$79
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Best Western Monticello - Monticello 16 Raceway Rd., Monticello, NY 12701 Call ~36.78 miles west of Highland
  • Has swimming pool: Indoor- 8:00 AM to 8:00 PM
  • 3 star Downtown hotel
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From$108
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Hotel Mtk Mount Kisco in Mount Kisco 1 Holiday Inn Dr., Mount Kisco, NY 10549 Call ~36.97 miles southeast of Highland
  • Has swimming pool: Seasonal outdoor pool - open Memorial Day to Labor Day
  • 3-star Suburban property
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From$129
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Hilton Garden Inn Nanuet in Nanuet 270 West Rte 59, Nanuet, NY 10954 Call ~41.99 miles south of Highland
  • Pool in hotel: Indoor Heated Pool & Whirlpool open daily from 5am-10pm
  • 3-star Suburban hotel
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From$80
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Hampton Inn Nanuet 260 Ny 59, Nanuet, NY 10954 Call ~41.99 miles south of Highland
  • Has swimming pool: Indoor Pool - 6 AM – 10 PM
  • Three Star Highway property
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From$80
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Heritage Hotel & Conference Center 522 Heritage Rd., Southbury, CT 06488 Call ~42.57 miles east of Highland
  • Pool available: Indoor heated salt water pool (year round)- 22' X 40' with adjacent large jacuzzi Outdoor Olympic Size - Heated salt water pool (May-September) - 33' X 60'
  • High end Rural property
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From$99
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Courtyard by Marriott Mahwah 140 Nj 17, Mahwah, NJ 07430 Call ~43.50 miles south of Highland
  • Pool in hotel: Indoor Heated Pool.
  • 3 star Suburban property
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From$80
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Doubletree by Hilton Mahwah 180 Route 17 South, Mahwah, NJ 07430 Call ~43.60 miles south of Highland
  • Has swimming 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
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From$105
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Doubletree in Mahwah 180 Nj 17, Mahwah, NJ 07430 Call ~43.64 miles south of Highland
  • Includes a pool: Currently being renovated
  • Inexpensive hotel
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From$60
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Fairfield Inn & Suites Mahwah in Mahwah 225 Ramapo Valley Rd., Mahwah, NJ 07430 Call ~43.72 miles south of Highland
  • Pool in hotel: Indoor Pool is open 6AM-11PM Daily.
  • Midscale Suburban hotel
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From$89
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Hampton Inn Mahwah : 290 Route 17 Corporate Dr. 290 Route 17 Corporate Dr., Mahwah, NJ 07430 Call ~44.07 miles south of Highland
  • Includes a pool: Indoor Pool : 8am - 10pm
  • 2 star Suburban hotel
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From$99
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