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

Americas Best Value Inn New Paltz in New Paltz 7 Terwilliger Lane, New Paltz, NY 12561 Call ~4.13 miles west of Highland
  • Pool in hotel: Outdoor Pool
  • Two star property
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From$50
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Hampton Inn by Hilton New Paltz - New Paltz 4 South Putt Corners Rd., New Paltz, NY 12561 Call ~4.17 miles west of Highland
  • Pool details: Indoor Heated Salt Water Pool
  • Mid-scale hotel
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From$80
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Hampton Inn & Suites Poughkeepsie : 2361 South Rd. 2361 South Rd., Poughkeepsie, NY 12601 Call ~5.68 miles southeast of Highland
  • Has swimming pool: Indoor Pool - 8am - 10pm
  • 3-star Suburban hotel
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From$95
Average 3.0 /5 Reviews Call BookMore Details
Hyatt Place Poughkeepsie : 2165 South Rd. 2165 South Rd., Poughkeepsie, NY 12601 Call ~6.70 miles southeast of Highland
  • Includes a pool: Swim laps in our indoor pool or elect to relax on a lounger poolside from 8AM - 10PM
  • Midscale Highway hotel
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From$119
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Holiday Inn Express Fishkill-Mid Hudson Valley by IHG : 21 Schuyler Blvd. 21 Schuyler Blvd., Fishkill, NY 12524 Call ~14.05 miles southeast of Highland
  • 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 property
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From$64
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Hilton Garden Inn Fishkill in Fishkill 25 Westage Dr., Fishkill, NY 12524 Call ~14.14 miles south of Highland
  • Has swimming 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 hotel
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From$99
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Best Western Fishkill Inn & Suites : 14 Schuyler Blvd. 14 Schuyler Blvd., Fishkill, NY 12524 Call ~14.15 miles southeast of Highland
  • Pool available: Seasonal Outdoor Pool, located in Patio Area. Open Memorial day Through Labor day.
  • Affordable Suburban property
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From$80
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Residence Inn by Marriott Fishkill 500 a Westage Business Center Dr., Fishkill, NY 12524 Call ~14.16 miles south of Highland
  • Pool available: Large indoor pool opened daily from 6am-11pm
  • 3-star Downtown property
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From$169
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Springhill Suites by Marriott Fishkill 500 B Westage Business Center Dr., Fishkill, NY 12524 Call ~14.16 miles south of Highland
  • Pool in hotel: Large indoor pool opened daily from 6am-11pm
  • Midscale Downtown property
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From$99
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Hampton Inn 544 Route 9, Fishkill, NY 12524 Call ~14.16 miles southeast of Highland
  • Pool details: Pool is open from 6am-10pm. Recently renovated!
  • Three Star Suburban hotel
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From$79
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Courtyard by Marriott Newburgh Stewart Airport 4 Governor Dr., Newburgh, NY 12550 Call ~14.96 miles southwest of Highland
  • We have a pool
  • Midscale Rural property
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From$114
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Hampton Inn & Suites Newburgh Stewart Airport - Newburgh 1 Crossroads Court, Newburgh, NY 12550 Call ~15.24 miles south of Highland
  • Pool available: Indoors from 6am to 10pm
  • 3-star Suburban hotel
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From$139
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Best Western Plus Kingston Hotel and Conference Center 503 Washington Ave., Kingston, NY 12401 Call ~15.45 miles north of Highland
  • Pool details: 10am to 10pm, indoor heated salt water pool, 20 by 40 feet, no life guard on duty.
  • 3 star Suburban property
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From$85
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Homewood Suites by Hilton Newburgh Stewart Airport 180 Breunig Rd., New Windsor, NY 12553 Call ~16.57 miles south of Highland
  • Pool details: Open daily 8:00am-10:00pm, Hotel guests can enjoy our indoor, heated pool and hot tub.
  • 4-star Rural property
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From$79
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Residence Inn by Marriott 800 Frank Sottile Blvd., Kingston, NY 12401 Call ~17.45 miles north of Highland
  • Pool in hotel: 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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Courtyard by Marriott Kingston : 500 Frank Sottile Blvd. 500 Frank Sottile Blvd., Kingston, NY 12401 Call ~17.45 miles north of Highland
  • Has swimming pool: The indoor heated pool and whirlpool are open each day from 6am-11pm.
  • 3 star Downtown hotel
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From$85
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Home2 Suites by Hilton Middletown in 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
  • Affordable Suburban hotel
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From$109
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Courtyard by Marriott 24 Crystal Run Crossing, Middletown, NY 10941 Call ~26.72 miles southwest of Highland
  • Has swimming pool: Indoor Pool open until 11:00pm
  • 3-star Suburban hotel
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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
  • Has swimming pool: Seasonal; Memorial Day - Labor Day
  • Two star Suburban hotel
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From$60
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Overlook Lodge at Bear Mountain - Bear Mountain 55 Hessian Dr., Bear Mountain, NY 10911 Call ~27.33 miles south of Highland
  • Includes a pool: outdoor pool only open Memorial day to Labor day and open to the public
  • Midscale Mountain property
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From$40
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Holiday Inn Express & Suites Middletown Goshen 20 Med Parc Rd., Middletown, NY 10940 Call ~27.34 miles southwest of Highland
  • Pool available: 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 in hotel: Indoor heated pool
  • 3-star Suburban hotel
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From$145
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Fairfield Inn & Suites by Marriott Goshen Middletown 20 Hatfield Lane, Goshen, NY 10924 Call ~28.44 miles southwest of Highland
  • Includes a pool: Outdoor seasonal pool open from Memorial day to Labor day from 9:00 AM to 9:00 PM.
  • 3-star Suburban hotel
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From$75
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Holiday Inn Express Hotel & Suites Chester by IHG - Chester 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 hotel
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From$109
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Inn on the Hudson in Peekskill 634 Main St., Peekskill, NY 10566 Call ~29.59 miles south of Highland
  • Pool in hotel: Pool is permanently closes
  • Inexpensive Riverfront property
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From$109
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Holiday Inn Express & Suites Peekskill : 2 John Walsh Blvd. 2 John Walsh Blvd., Peekskill, NY 10566 Call ~30.42 miles south of Highland
  • Pool in hotel: heated indoor pool open from 8am-10pm daily, no lifeguard on duty
  • 3 star Riverfront hotel
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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
  • Includes a 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.
  • 2 star Highway hotel
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From$89
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Interlaken Inn in Lakeville 74 Interlaken Rd., Lakeville, CT 06039 Call ~32.22 miles northeast of Highland
  • Pool available: Seasonal Outdoor Heated Pool Open Memorial Day thru Labor Day
  • Mid-scale Resort hotel
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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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Ethan Allen Hotel 21 Lake Ave. Ext, Danbury, CT 06811 Call ~34.97 miles southeast of Highland
  • Includes a pool: Our outdoor pool is open Memorial day through labor day.
  • 3 star Suburban property
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From$85
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Hampton Inn Monticello 29 Golden Ridge Rd., Monticello, NY 12701 Call ~35.17 miles west of Highland
  • Pool details: Our indoor heated pool is open from 8 am - 10 pm
  • Affordable Rural property
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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 available: 11am-7pm
  • Midscale Mountain property
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From$90
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Courtyard by Marriott Danbury - Danbury 3 Eagle Rd., Danbury, CT 06810 Call ~36.52 miles southeast of Highland
  • Has swimming pool: Dive into relaxation in our indoor swimming pool. The pool area is open daily from 5:00 AM until 12:00 AM. 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 property
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From$119
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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
  • Affordable Suburban hotel
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From$80
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La Quinta Inn & Suites by Wyndham Danbury : 116 Newtown Rd. 116 Newtown Rd., Danbury, CT 06810 Call ~36.68 miles southeast of Highland
  • Includes a pool: Large seasonal (Memorial Day-Labor Day) outdoor salt water pool
  • 3-star Highway property
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From$79
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Best Western Monticello 16 Raceway Rd., Monticello, NY 12701 Call ~36.78 miles west of Highland
  • Pool available: Indoor- 8:00 AM to 8:00 PM
  • Affordable Downtown property
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From$108
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Hotel Mtk Mount Kisco 1 Holiday Inn Dr., Mount Kisco, NY 10549 Call ~36.97 miles southeast of Highland
  • Pool available: Seasonal outdoor pool - open Memorial Day to Labor Day
  • Midscale Suburban hotel
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From$129
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Hilton Garden Inn Nanuet - Nanuet 270 West Rte 59, Nanuet, NY 10954 Call ~41.99 miles south of Highland
  • Includes a pool: Indoor Heated Pool & Whirlpool open daily from 5am-10pm
  • Midscale Suburban property
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From$80
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Hampton Inn Nanuet in Nanuet 260 Ny 59, Nanuet, NY 10954 Call ~41.99 miles south of Highland
  • Pool in hotel: Indoor Pool - 6 AM – 10 PM
  • Three Star Highway hotel
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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 details: 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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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.
  • Affordable 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
  • Pool available: Currently being renovated
  • Inexpensive hotel
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From$60
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Fairfield Inn & Suites Mahwah - Mahwah 225 Ramapo Valley Rd., Mahwah, NJ 07430 Call ~43.72 miles south of Highland
  • Pool available: Indoor Pool is open 6AM-11PM Daily.
  • Midscale Suburban property
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From$89
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Hampton Inn Mahwah 290 Route 17 Corporate Dr., Mahwah, NJ 07430 Call ~44.07 miles south of Highland
  • Pool available: Indoor Pool : 8am - 10pm
  • Inexpensive Suburban hotel
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From$99
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Homewood Suites by Hilton Mahwah 375 Corporate Dr., Mahwah, NJ 07430 Call ~44.26 miles south of Highland
  • Pool in hotel
  • Midscale hotel
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From$101
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