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 - New Paltz 7 Terwilliger Lane, New Paltz, NY 12561 Call ~4.13 miles west of Highland
  • Pool details: Outdoor Pool
  • Cheap property
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From$60 total
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Hampton Inn & Suites Poughkeepsie : 2361 South Rd. 2361 South Rd., Poughkeepsie, NY 12601 Call ~5.68 miles southeast of Highland
  • Pool in hotel: Indoor Pool - 8am - 10pm
  • Mid-scale Suburban hotel
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From$114 total
Average 3.0 /5 Reviews Call BookMore Details
Hyatt Place Poughkeepsie 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
  • 3-star Highway property
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From$142 total
Average 3.0 /5 Recent Reviews Call BookMore Details
Hyatt House Fishkill / Poughkeepsie : 100 Westage Business Center Dr. 100 Westage Business Center Dr., Fishkill, NY 12524 Call ~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
  • Affordable Suburban property
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From$126 total
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Holiday Inn Express Fishkill-Mid Hudson Valley by IHG in Fishkill 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.
  • Mid-scale Suburban hotel
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From$76 total
Very Good 4.0 /5 Review Score Call BookMore Details
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 .
  • Affordable Highway property
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From$118 total
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Best Western Fishkill Inn & Suites 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.
  • Mid-scale Suburban property
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From$96 total
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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
  • Three Star Downtown property
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From$202 total
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Springhill Suites by Marriott Fishkill 500 B Westage Business Center Dr., Fishkill, NY 12524 Call ~14.16 miles south of Highland
  • Has swimming pool: Large indoor pool opened daily from 6am-11pm
  • Midscale Downtown hotel
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From$118 total
Excellent 5.0 /5 Guest Reviews Call BookMore Details
Hampton Inn 544 Route 9, Fishkill, NY 12524 Call ~14.16 miles southeast of Highland
  • Pool in hotel: Pool is open from 6am-10pm. Recently renovated!
  • Mid-scale Suburban property
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From$94 total
Very Good 4.5 /5 Recent Reviews Call BookMore Details
The Crossroads Hotel Newburgh - Newburgh 5 Lakeside Rd., Newburgh, NY 12550 Call ~14.69 miles southwest of Highland
  • Includes a pool: Outdoor; Seasonal
  • Midscale Airport property
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From$130 total
Average 3.0 /5 Guest Reviews Call BookMore Details
The Roundhouse : 2 East Main St. 2 East Main St., Beacon, NY 12508 Call ~14.86 miles south of Highland
  • With a pool!
  • Three Star hotel
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From$108 total
Very Good 4.0 /5 Review Score Call BookMore Details
Courtyard by Marriott Newburgh Stewart Airport 4 Governor Dr., Newburgh, NY 12550 Call ~14.96 miles southwest of Highland
  • Pool in hotel
  • Midscale Rural property
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From$136 total
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Hampton Inn & Suites Newburgh Stewart Airport 1 Crossroads Court, Newburgh, NY 12550 Call ~15.24 miles south of Highland
  • Has swimming pool: Indoors from 6am to 10pm
  • Three Star Suburban property
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From$166 total
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Kingston Regency Inn 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.
  • 3-star Suburban hotel
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From$102 total
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Homewood Suites Stewart Airport 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$94 total
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Residence Inn by Marriott : 800 Frank Sottile Blvd. 800 Frank Sottile Blvd., Kingston, NY 12401 Call ~17.45 miles north of Highland
  • Includes a pool: Our pool is open from 7 am to 11 pm every day
  • Four star Downtown property
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From$150 total
Average 3.0 /5 Latest Reviews Call BookMore Details
Courtyard by Marriott Kingston : 500 Frank Sottile Blvd. 500 Frank Sottile Blvd., Kingston, NY 12401 Call ~17.45 miles north of Highland
  • Pool details: The indoor heated pool and whirlpool are open each day from 6am-11pm.
  • 3-star Downtown hotel
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From$102 total
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Home2 Suites by Hilton Middletown - Middletown 600 Route 211 East, Middletown, NY 10941 Call ~26.16 miles southwest of Highland
  • Pool available: Indoor Saline Pool open all year round. 5:30am-10pm
  • Three Star Suburban property
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From$130 total
Very Good 4.0 /5 Read Reviews Call BookMore Details
Courtyard by Marriott : 24 Crystal Run Crossing 24 Crystal Run Crossing, Middletown, NY 10941 Call ~26.72 miles southwest of Highland
  • Includes a pool: Indoor Pool open until 11:00pm
  • Affordable Suburban hotel
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From$126 total
Very Good 4.5 /5 Hotel Reviews Call BookMore Details
Hampton Inn Middletown Ny 20 Crystal Run Crossing, Middletown, NY 10941 Call ~26.75 miles southwest of Highland
  • Includes a pool: Seasonal; Memorial Day - Labor Day
  • Economical Suburban property
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From$72 total
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Overlook Lodge at Bear Mountain 55 Hessian Dr., Bear Mountain, NY 10911 Call ~27.33 miles south of Highland
  • Pool available: outdoor pool only open Memorial day to Labor day and open to the public
  • Midscale Mountain hotel
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From$48 total
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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 details: Indoor heated pool open from 5:00am-11:00pm.
  • Three Star Downtown hotel
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From$96 total
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Comfort Suites in Woodbury 100 Estrada Rd., Woodbury, NY 10917 Call ~27.67 miles south of Highland
  • Pool details: Indoor heated pool
  • Mid-scale Suburban property
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From$174 total
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Fairfield Inn & Suites by Marriott Goshen Middletown in Goshen 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.
  • Midscale Suburban property
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From$90 total
Very Good 4.0 /5 Reviews Call BookMore Details
Holiday Inn Express Hotel & Suites Chester by IHG 2 Bryle Pl, Chester, NY 10918 Call ~29.08 miles southwest of Highland
  • Has swimming pool: 9:00 AM to 11:00 PM, it is an indoor heated pool
  • Affordable Rural hotel
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From$130 total
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Inn on the Hudson in Peekskill 634 Main St., Peekskill, NY 10566 Call ~29.59 miles south of Highland
  • Has swimming pool: Pool is permanently closes
  • Two star Riverfront hotel
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From$130 total
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Holiday Inn Express & Suites Peekskill in Peekskill 2 John Walsh Blvd., Peekskill, NY 10566 Call ~30.42 miles south of Highland
  • Has swimming pool: heated indoor pool open from 8am-10pm daily, no lifeguard on duty
  • Midscale Riverfront hotel
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From$116 total
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Sleep Inn & Suites Middletown Goshen 3491 Route 6, Middletown, NY 10940 Call ~30.44 miles southwest of Highland
  • 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.
  • Cheap Highway hotel
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From$106 total
Very Good 4.5 /5 Hotel Reviews Call BookMore Details
Interlaken Inn in Lakeville 74 Interlaken Rd., Lakeville, CT 06039 Call ~32.22 miles northeast of Highland
  • Includes a pool: Seasonal Outdoor Heated Pool Open Memorial Day thru Labor Day
  • Mid-scale Resort property
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From$214 total
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Urban Cowboy Lodge 37 Alpine Rd., Big Indian, NY 12410 Call ~33.31 miles northwest of Highland
  • Pool available: Outdoor, 9am - 7pm
  • High-end Mountain hotel
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From$150 total
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Ethan Allen Hotel - Danbury 21 Lake Ave. Ext, Danbury, CT 06811 Call ~34.97 miles southeast of Highland
  • Pool available: Our outdoor pool is open Memorial day through labor day.
  • Midscale Suburban hotel
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From$102 total
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Hampton Inn Monticello 29 Golden Ridge Rd., Monticello, NY 12701 Call ~35.17 miles west of Highland
  • Has swimming pool: Our indoor heated pool is open from 8 am - 10 pm
  • Affordable Rural property
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From$96 total
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Resorts World Catskills Casino - Monticello 888 a Resorts World Dr., Monticello, NY 12701 Call ~36.21 miles west of Highland
  • Pool in hotel: Dive into the extraordinary. Guests of the hotel enjoy access to our indoor pool for year round relaxation. Recline the day away in the comfortable chaise lounges, daybeds, or cabanas all while soaking the simply gorgeous outside views that surround our outside pool deck. Pool Hours: 7AM- 10PM
  • High end property
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From$178 total
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The Kartrite Resort Indoor Waterpark 555 Resorts World Dr., Monticello, NY 12701 Call ~36.24 miles west of Highland
  • Has swimming pool: 11am-7pm
  • 3 star Mountain hotel
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From$108 total
Very Good 4.0 /5 Reviews Call BookMore Details
Courtyard by Marriott Danbury in 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.
  • Mid-scale Suburban property
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From$142 total
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Comfort Inn & Suites Danbury Bethel - Danbury 80 Newtown Rd., Danbury, CT 06810 Call ~36.54 miles southeast of Highland
  • Has swimming pool: Seasonal Outdoor Pool
  • 3-star Suburban hotel
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From$96 total
Average 3.0 /5 Recent Reviews Call BookMore Details
La Quinta Inn & Suites by Wyndham Danbury - Danbury 116 Newtown Rd., Danbury, CT 06810 Call ~36.68 miles southeast of Highland
  • Pool in hotel: Large seasonal (Memorial Day-Labor Day) outdoor salt water pool
  • Mid-scale Highway property
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From$94 total
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Best Western Monticello : 16 Raceway Rd. 16 Raceway Rd., Monticello, NY 12701 Call ~36.78 miles west of Highland
  • Pool details: Indoor- 8:00 AM to 8:00 PM
  • Midscale Downtown hotel
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From$129 total
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Hotel Mtk Mount Kisco 1 Holiday Inn Dr., Mount Kisco, NY 10549 Call ~36.97 miles southeast of Highland
  • Pool in hotel: Seasonal outdoor pool - open Memorial Day to Labor Day
  • 3-star Suburban property
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From$154 total
Average 3.0 /5 Review Score Call BookMore Details
Hilton Garden Inn Nanuet 270 West Rte 59, Nanuet, NY 10954 Call ~41.99 miles south of Highland
  • Pool details: Indoor Heated Pool & Whirlpool open daily from 5am-10pm
  • Mid-scale Suburban hotel
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From$96 total
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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
  • Mid-scale Highway hotel
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From$96 total
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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'
  • 4 star Rural property
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From$118 total
Very Good 4.0 /5 Reviews Call BookMore Details
Doubletree by Hilton Hotel Nanuet in Nanuet 425 East Route 59, Nanuet, NY 10954 Call ~43.15 miles south of Highland
  • Includes a pool: Indoor Heated pool with whirlpool. 9am-9pm
  • Midscale Suburban property
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From$130 total
Very Good 4.0 /5 Reviews Call BookMore Details
Sheraton Mahwah 1 International Blvd., Mahwah, NJ 07495 Call ~43.18 miles south of Highland
  • Pool available: Indoor heated pool
  • Expensive Suburban hotel
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From$154 total
Average 3.5 /5 Latest Reviews Call BookMore Details
Courtyard by Marriott : 140 Nj 17 140 Nj 17, Mahwah, NJ 07430 Call ~43.50 miles south of Highland
  • Has swimming pool: Indoor Heated Pool with outdoor terrace
  • Three Star Suburban hotel
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From$142 total
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Doubletree by Hilton Mahwah 180 Route 17 South, Mahwah, NJ 07430 Call ~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.
  • Three Star Suburban hotel
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From$126 total
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Doubletree - Mahwah 180 Nj 17, Mahwah, NJ 07430 Call ~43.64 miles south of Highland
  • Pool details: Currently being renovated
  • Two star hotel
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From$72 total
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Fairfield Inn & Suites Mahwah 225 Ramapo Valley Rd., Mahwah, NJ 07430 Call ~43.72 miles south of Highland
  • Pool details: Indoor Pool is open 6AM-11PM Daily.
  • 3-star Suburban property
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From$106 total
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Hampton Inn Mahwah Newly Renovated in Mahwah 290 Route 17 Corporate Dr., Mahwah, NJ 07430 Call ~44.07 miles south of Highland
  • Pool details: Indoor Pool : 8am - 10pm
  • 2-star Suburban property
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From$118 total
Average 3.0 /5 Reviews Call BookMore Details
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