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 2525 South Rd., Poughkeepsie, NY 12601
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~4.95 miles southeast of Highland
  • We have a pool
  • Mid-scale Suburban hotel
More Photos Photo of Residence Inn by Marriott Poughkeepsie Pool
From$99
Very Good 4.0 /5 Guest Reviews Call BookMore Details
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Hampton Inn & Suites Poughkeepsie 2361 South Rd., Poughkeepsie, NY 12601
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~5.68 miles southeast of Highland
  • Pool details: Indoor Pool - 8am - 10pm
  • 3-star Suburban property
More Photos Pool image of Hampton Inn & Suites Poughkeepsie
From$95
Average 3.0 /5 Recent Reviews Call BookMore Details
HYATT house Fishkill/Poughkeepsie 100 Westage Business Center Dr., Fishkill, NY 12524
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~13.94 miles south of Highland
  • Includes a pool: The HYATT house has an indoor pool whirlpool and fitness center and is open to guests between 8:00am and 10:00pm
  • Mid-scale Suburban property
More Photos Photo of HYATT house Fishkill/Poughkeepsie Pool
From$105
Very Good 4.0 /5 Read Reviews Call BookMore Details
Holiday Inn Express 21 Schuyler Blvd., Fishkill, NY 12524
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~14.05 miles southeast of Highland
  • 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.
  • Midscale Suburban property
More Photos Pool image of Holiday Inn Express
From$64
Very Good 4.0 /5 Read Reviews Call BookMore Details
Best Western Fishkill Inn & Suites 14 Schuyler Blvd., Fishkill, NY 12524
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~14.15 miles southeast of Highland
  • Pool available: Seasonal Outdoor Pool, located in Patio Area. Open Memorial day Through Labor day.
  • Affordable Suburban hotel
More Photos Photo of Best Western Fishkill Inn & Suites Pool
From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
Hampton Inn Fishkill in Fishkill 544 Us 9, Fishkill, NY 12524
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~14.26 miles southeast of Highland
  • Has swimming pool: Pool is open from 6am-10pm. Recently renovated!
  • Midscale Suburban property
More Photos Photo of Hampton Inn Fishkill Pool
From$80
Average 3.0 /5 Reviews Call BookMore Details
Courtyard by Marriott Newburgh Stewart Airport in Newburgh 4 Governor Dr., Newburgh, NY 12550
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~14.96 miles southwest of Highland
  • Pool in hotel
  • 3 star Rural hotel
More Photos Pool image of Courtyard by Marriott Newburgh Stewart Airport
From$114
Average 3.0 /5 Review Score Call BookMore Details
Best Western Plus Kingston Hotel and Conference Center 503 Washington Ave., Kingston, NY 12401
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~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.
  • 3 star Suburban property
More Photos Pool image of Best Western Plus Kingston Hotel and Conference Center
From$85
Average 3.0 /5 Reviews Call BookMore Details
Homewood Suites by Hilton Newburgh Stewart Airport 180 Breunig Rd., New Windsor, NY 12553
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~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.
  • High-end Rural property
More Photos Swimming pool at Homewood Suites by Hilton Newburgh Stewart Airport
From$79
Average 3.0 /5 Guest Reviews Call BookMore Details
Residence Inn by Marriott : 800 Frank Sottile Blvd. 800 Frank Sottile Blvd., Kingston, NY 12401
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~17.45 miles north of Highland
  • Includes a pool: Our pool is open from 7 am to 11 pm every day
  • 4-star Downtown hotel
More Photos Pool image of Residence Inn by Marriott
From$125
Average 3.0 /5 Hotel Reviews Call BookMore Details
Home2 Suites by Hilton Middletown in Middletown 600 Route 211 East, Middletown, NY 10941
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~26.16 miles southwest of Highland
  • Pool details: Indoor Saline Pool open all year round. 5:30am-10pm
  • Midscale Suburban property
More Photos Swimming pool at Home2 Suites by Hilton Middletown
From$109
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Courtyard by Marriott : 24 Crystal Run Crossing 24 Crystal Run Crossing, Middletown, NY 10941
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~26.72 miles southwest of Highland
  • Has swimming pool: Indoor Pool open until 11:00pm
  • Midscale Suburban hotel
More Photos Swimming pool at Courtyard by Marriott
From$105
Very Good 4.5 /5 Hotel Reviews Call BookMore Details
Hampton Inn Middletown Ny : 20 Crystal Run Crossing 20 Crystal Run Crossing, Middletown, NY 10941
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~26.75 miles southwest of Highland
  • Has swimming pool: 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 Hotel Reviews Call BookMore Details
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Overlook Lodge at Bear Mountain in Bear Mountain 55 Hessian Dr., Bear Mountain, NY 10911
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~27.33 miles south of Highland
  • Pool available: outdoor pool only open Memorial day to Labor day and open to the public
  • 3 star Mountain property
More Photos Pool image of Overlook Lodge at Bear Mountain
From$40
Average 3.5 /5 Hotel Reviews Call BookMore Details
Holiday Inn Express & Suites Middletown Goshen 20 Med Parc Rd., Middletown, NY 10940
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~27.34 miles southwest of Highland
  • Pool available: Indoor heated pool open from 5:00am-11:00pm.
  • 3 star Downtown hotel
More Photos Swimming pool at Holiday Inn Express & Suites Middletown Goshen
From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
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Comfort Suites 100 Estrada Rd., Woodbury, NY 10917
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~27.67 miles south of Highland
  • Pool in hotel: Indoor heated pool
  • Midscale Suburban property
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From$145
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Fairfield Inn & Suites by Marriott Goshen Middletown in Goshen 20 Hatfield Lane, Goshen, NY 10924
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~28.44 miles southwest of Highland
  • Pool in hotel: Outdoor seasonal pool open from Memorial day to Labor day from 9:00 AM to 9:00 PM.
  • Midscale Suburban property
More Photos Pool image of Fairfield Inn & Suites by Marriott Goshen Middletown
From$75
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Hampton Inn Harriman Woodbury in Central Valley 60 Centre Dr., Central Valley, NY 10917
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~28.93 miles south of Highland
  • We have a pool ready for use
  • Midscale Mountain property
More Photos Swimming pool at Hampton Inn Harriman Woodbury
From$80
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Holiday Inn Express Hotel & Suites Chester by IHG in Chester 2 Bryle Pl, Chester, NY 10918
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~29.08 miles southwest of Highland
  • Pool details: 9:00 AM to 11:00 PM, it is an indoor heated pool
  • Midscale Rural hotel
More Photos Photo of Holiday Inn Express Hotel & Suites Chester by IHG Pool
From$109
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Inn on the Hudson in Peekskill 634 Main St., Peekskill, NY 10566
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~29.59 miles south of Highland
  • Has swimming pool: Pool is permanently closes
  • Two star Riverfront hotel
More Photos Pool image of Inn on the Hudson
From$109
Average 3.0 /5 Read Reviews Call BookMore Details
Holiday Inn Express & Suites Peekskill 2 John Walsh Blvd., Peekskill, NY 10566
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~30.42 miles south of Highland
  • Pool in hotel: heated indoor pool open from 8am-10pm daily, no lifeguard on duty
  • Midscale Riverfront hotel
More Photos Pool image of Holiday Inn Express & Suites Peekskill
From$97
Average 3.0 /5 Latest Reviews Call BookMore Details
Sleep Inn & Suites Middletown Goshen 3491 Route 6, Middletown, NY 10940
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~30.44 miles southwest of Highland
  • Pool in hotel: 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.
  • Cheap Highway hotel
More Photos Swimming pool at Sleep Inn & Suites Middletown Goshen
From$89
Very Good 4.5 /5 Reviews Call BookMore Details
Interlaken Inn 74 Interlaken Rd., Lakeville, CT 06039
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~32.22 miles northeast of Highland
  • Pool details: Seasonal Outdoor Heated Pool Open Memorial Day thru Labor Day
  • Mid-scale Resort hotel
More Photos Photo of Interlaken Inn Pool
From$179
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Urban Cowboy Lodge in Big Indian 37 Alpine Rd., Big Indian, NY 12410
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~33.31 miles northwest of Highland
  • Has swimming pool: Outdoor, 9am - 7pm
  • High end Mountain property
More Photos Pool image of Urban Cowboy Lodge
From$125
Average 3.0 /5 Latest Reviews Call BookMore Details
Crowne Plaza Danbury An Ihg Hotel in Danbury 18 Old Ridgebury Rd., Danbury, CT 06810
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~33.47 miles southeast of Highland
  • Pool in hotel: Indoor heated salt water filtrated pool. Hours are from 6am-11pm.
  • Affordable Suburban property
More Photos Pool image of Crowne Plaza Danbury An Ihg Hotel
From$60
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Hampton Inn Monticello 29 Golden Ridge Rd., Monticello, NY 12701
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~35.17 miles west of Highland
  • Pool available: 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 Reviews Call BookMore Details
The Kartrite Resort Indoor Waterpark in Monticello 555 Resorts World Dr., Monticello, NY 12701
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~36.24 miles west of Highland
  • Pool in hotel: 11am-7pm
  • Mid-scale Mountain hotel
More Photos Pool image of The Kartrite Resort Indoor Waterpark
From$90
Very Good 4.0 /5 Read Reviews Call BookMore Details
Comfort Inn & Suites Danbury Bethel 80 Newtown Rd., Danbury, CT 06810
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~36.54 miles southeast of Highland
  • Has swimming pool: Seasonal Outdoor Pool
  • Affordable Suburban property
More Photos Pool image of Comfort Inn & Suites Danbury Bethel
From$80
Average 3.0 /5 Review Score Call BookMore Details
La Quinta Inn & Suites by Wyndham Danbury : 116 Newtown Rd. 116 Newtown Rd., Danbury, CT 06810
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~36.68 miles southeast of Highland
  • Pool in hotel: Large seasonal (Memorial Day-Labor Day) outdoor salt water pool
  • 3-star Highway property
More Photos Swimming pool at La Quinta Inn & Suites by Wyndham Danbury
From$79
Average 3.0 /5 Hotel Reviews Call BookMore Details
Best Western Monticello in Monticello 16 Raceway Rd., Monticello, NY 12701
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~36.78 miles west of Highland
  • Pool available: Indoor- 8:00 AM to 8:00 PM
  • Three Star Downtown property
More Photos Photo of Best Western Monticello Pool
From$108
Average 3.0 /5 Reviews Call BookMore Details
Hotel Mtk Mount Kisco : 1 Holiday Inn Dr. 1 Holiday Inn Dr., Mount Kisco, NY 10549
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~36.97 miles southeast of Highland
  • Pool details: Seasonal outdoor pool - open Memorial Day to Labor Day
  • Affordable Suburban hotel
More Photos Pool image of Hotel Mtk Mount Kisco
From$129
Average 3.0 /5 Recent Reviews Call BookMore Details
Hilton Garden Inn Nanuet in Nanuet 270 West Rte 59, Nanuet, NY 10954
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~41.99 miles south of Highland
  • Includes a pool: Indoor Heated Pool & Whirlpool open daily from 5am-10pm
  • Three Star Suburban hotel
More Photos Swimming pool at Hilton Garden Inn Nanuet
From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Hampton Inn Nanuet 260 Ny 59, Nanuet, NY 10954
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~41.99 miles south of Highland
  • Pool details: Indoor Pool - 6 AM – 10 PM
  • Three Star Highway property
More Photos Photo of Hampton Inn Nanuet Pool
From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Heritage Hotel & Conference Center in Southbury 522 Heritage Rd., Southbury, CT 06488
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~42.57 miles east of Highland
  • Has swimming pool: 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'
  • 4 star Rural property
More Photos Swimming pool at Heritage Hotel & Conference Center
From$99
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Courtyard by Marriott Mahwah in Mahwah 140 Nj 17, Mahwah, NJ 07430
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~43.50 miles south of Highland
  • Includes a pool: Indoor Heated Pool.
  • Midscale Suburban hotel
More Photos Swimming pool at Courtyard by Marriott Mahwah
From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Doubletree by Hilton Mahwah : 180 Route 17 South 180 Route 17 South, Mahwah, NJ 07430
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~43.60 miles south of Highland
  • 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
More Photos Pool image of Doubletree by Hilton Mahwah
From$105
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Doubletree : 180 Nj 17 180 Nj 17, Mahwah, NJ 07430
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~43.64 miles south of Highland
  • Has swimming pool: Currently being renovated
  • Cheap property
More Photos Photo of Doubletree Pool
From$60
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Fairfield Inn & Suites Mahwah - Mahwah 225 Ramapo Valley Rd., Mahwah, NJ 07430
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~43.72 miles south of Highland
  • Pool details: Indoor Pool is open 6AM-11PM Daily.
  • Midscale Suburban hotel
More Photos Pool image of Fairfield Inn & Suites Mahwah
From$89
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Hampton Inn Mahwah : 290 Route 17 Corporate Dr. 290 Route 17 Corporate Dr., Mahwah, NJ 07430
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~44.07 miles south of Highland
  • Has swimming pool: Indoor Pool : 8am - 10pm
  • Low-priced Suburban property
More Photos Swimming pool at Hampton Inn Mahwah
From$99
Average 3.0 /5 Latest Reviews Call BookMore Details

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