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
+1-888-389-4121

How should we direct your call?

New Reservations: +1-888-389-4121 Group Sales: +1-888-494-8863
7 Terwilliger Lane, New Paltz, NY 12561 +1-888-389-4121 ~4.13 miles west of Highland
  • Pool in hotel: Outdoor Pool
  • Low-priced hotel
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From$50
Very Good 4.0 /5 Read Reviews Call BookMore Details
Residence Inn by Marriott Poughkeepsie
+1-888-675-2083

How should we direct your call?

New Reservations: +1-888-675-2083 Group Sales: +1-888-494-8863
2525 South Rd., Poughkeepsie, NY 12601 +1-888-675-2083 ~4.95 miles southeast of Highland
  • Has a pool!
  • Three Star Suburban hotel
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From$99
Very Good 4.0 /5 Reviews Call BookMore Details
Hampton Inn & Suites Poughkeepsie
+1-800-716-8490

How should we direct your call?

New Reservations: +1-800-716-8490 Group Sales: +1-888-494-8863
2361 South Rd., Poughkeepsie, NY 12601 +1-800-716-8490 ~5.68 miles southeast of Highland
  • Has swimming pool: Indoor Pool - 8am - 10pm
  • Affordable Suburban property
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From$95
Average 3.0 /5 Recent Reviews Call BookMore Details
Hyatt Place Poughkeepsie / Hudson Valley : 2165 South Rd.
+1-800-805-5223

How should we direct your call?

New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
2165 South Rd., Poughkeepsie, NY 12601 +1-800-805-5223 ~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 hotel
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From$119
Average 3.0 /5 Read Reviews Call BookMore Details
HYATT house Fishkill/Poughkeepsie
+1-888-965-1860

How should we direct your call?

New Reservations: +1-888-965-1860 Group Sales: +1-888-494-8863
100 Westage Business Center Dr., Fishkill, NY 12524 +1-888-965-1860 ~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
  • Affordable Suburban property
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From$105
Very Good 4.0 /5 Review Score Call BookMore Details
Holiday Inn Express
+1-888-788-5576

How should we direct your call?

New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
21 Schuyler Blvd., Fishkill, NY 12524 +1-888-788-5576 ~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.
  • Midscale Suburban hotel
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From$64
Very Good 4.0 /5 Reviews Call BookMore Details
Best Western Fishkill Inn & Suites : 14 Schuyler Blvd.
+1-888-897-9207

How should we direct your call?

New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
14 Schuyler Blvd., Fishkill, NY 12524 +1-888-897-9207 ~14.15 miles southeast of Highland
  • Pool available: 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
Hampton Inn Fishkill - Fishkill
+1-888-311-4278

How should we direct your call?

New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
544 Us 9, Fishkill, NY 12524 +1-888-311-4278 ~14.26 miles southeast of Highland
  • Has swimming pool: Pool is open from 6am-10pm. Recently renovated!
  • 3-star Suburban hotel
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From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
Courtyard by Marriott Newburgh Stewart Airport
+1-888-469-4795

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New Reservations: +1-888-469-4795 Group Sales: +1-888-494-8863
4 Governor Dr., Newburgh, NY 12550 +1-888-469-4795 ~14.96 miles southwest of Highland
  • Has a pool!
  • Three Star Rural property
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From$114
Average 3.0 /5 Hotel Reviews Call BookMore Details
Best Western Plus Kingston Hotel and Conference Center
+1-888-734-9421

How should we direct your call?

New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
503 Washington Ave., Kingston, NY 12401 +1-888-734-9421 ~15.45 miles north of Highland
  • Has swimming pool: 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
Average 3.0 /5 Guest Reviews Call BookMore Details
Homewood Suites by Hilton 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
180 Breunig Rd., New Windsor, NY 12553 +1-888-841-5292 ~16.57 miles south of Highland
  • Pool in hotel: 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 Latest Reviews Call BookMore Details
Residence Inn by Marriott - Kingston
+1-888-455-5160

How should we direct your call?

New Reservations: +1-888-455-5160 Group Sales: +1-888-494-8863
800 Frank Sottile Blvd., Kingston, NY 12401 +1-888-455-5160 ~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$125
Average 3.0 /5 Guest Reviews Call BookMore Details
Home2 Suites by Hilton Middletown : 600 Route 211 East
+1-888-965-8297

How should we direct your call?

New Reservations: +1-888-965-8297 Group Sales: +1-888-494-8863
600 Route 211 East, Middletown, NY 10941 +1-888-965-8297 ~26.16 miles southwest of Highland
  • Pool details: Indoor Saline Pool open all year round. 5:30am-10pm
  • Mid-scale Suburban property
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From$109
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Courtyard by Marriott
+1-888-906-6358

How should we direct your call?

New Reservations: +1-888-906-6358 Group Sales: +1-888-494-8863
24 Crystal Run Crossing, Middletown, NY 10941 +1-888-906-6358 ~26.72 miles southwest of Highland
  • Pool available: Indoor Pool open til 11pm
  • Affordable Suburban property
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From$105
Very Good 4.5 /5 Latest Reviews Call BookMore Details
Hampton Inn Middletown Ny - Middletown
+1-888-749-6785

How should we direct your call?

New Reservations: +1-888-749-6785 Group Sales: +1-888-494-8863
20 Crystal Run Crossing, Middletown, NY 10941 +1-888-749-6785 ~26.75 miles southwest of Highland
  • Pool available: Seasonal; Memorial Day - Labor Day
  • Cheap Suburban hotel
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From$60
Very Good 4.0 /5 Reviews Call BookMore Details
Overlook Lodge at Bear Mountain
+1-888-878-9982

How should we direct your call?

New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
55 Hessian Dr., Bear Mountain, NY 10911 +1-888-878-9982 ~27.33 miles south of Highland
  • Pool in hotel: outdoor pool only open Memorial day to Labor day and open to the public
  • Three Star Mountain property
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From$40
Average 3.5 /5 Latest Reviews Call BookMore Details
Holiday Inn Express & Suites Middletown Goshen
+1-888-389-4485

How should we direct your call?

New Reservations: +1-888-389-4485 Group Sales: +1-888-494-8863
20 Med Parc Rd., Middletown, NY 10940 +1-888-389-4485 ~27.34 miles southwest of Highland
  • Includes a pool: Indoor heated pool open from 5:00am-11:00pm.
  • 3 star Downtown hotel
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From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
Comfort Suites in Woodbury
+1-888-389-4121

How should we direct your call?

New Reservations: +1-888-389-4121 Group Sales: +1-888-494-8863
100 Estrada Rd., Woodbury, NY 10917 +1-888-389-4121 ~27.67 miles south of Highland
  • Includes a pool: Indoor heated pool
  • Midscale Suburban hotel
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From$145
Average 3.0 /5 Recent Reviews Call BookMore Details
Bear Mountain Inn in Bear Mountain
+1-888-675-2083

How should we direct your call?

New Reservations: +1-888-675-2083 Group Sales: +1-888-494-8863
3020 Seven Lakes Dr., Bear Mountain, NY 10911 +1-888-675-2083 ~28.22 miles south of Highland
  • Includes a pool: outdoor pool only open Memorial day to Labor day and open to the public
  • 3-star Mountain hotel
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From$149
Very Good 4.0 /5 Review Score Call BookMore Details
Fairfield Inn & Suites by Marriott Goshen Middletown
+1-800-716-8490

How should we direct your call?

New Reservations: +1-800-716-8490 Group Sales: +1-888-494-8863
20 Hatfield Lane, Goshen, NY 10924 +1-800-716-8490 ~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.
  • Three Star 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
+1-800-805-5223

How should we direct your call?

New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
60 Centre Dr., Central Valley, NY 10917 +1-800-805-5223 ~28.93 miles south of Highland
  • Includes a pool
  • Midscale Mountain property
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From$80
Very Good 4.0 /5 Reviews Call BookMore Details
Holiday Inn Express Hotel & Suites Chester by IHG
+1-888-965-1860

How should we direct your call?

New Reservations: +1-888-965-1860 Group Sales: +1-888-494-8863
2 Bryle Pl, Chester, NY 10918 +1-888-965-1860 ~29.08 miles southwest of Highland
  • Pool available: 9:00 AM to 11:00 PM, it is an indoor heated pool
  • 3 star Rural hotel
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From$109
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Inn on the Hudson : 634 Main St.
+1-888-788-5576

How should we direct your call?

New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
634 Main St., Peekskill, NY 10566 +1-888-788-5576 ~29.59 miles south of Highland
  • Pool in hotel: Pool is permanently closes
  • Low Cost Riverfront hotel
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From$109
Average 3.0 /5 Latest Reviews Call BookMore Details
Holiday Inn Express & Suites Peekskill in Peekskill
+1-888-897-9207

How should we direct your call?

New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
2 John Walsh Blvd., Peekskill, NY 10566 +1-888-897-9207 ~30.42 miles south of Highland
  • Pool available: heated indoor pool open from 8am-10pm daily, no lifeguard on duty
  • Mid-scale Riverfront hotel
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From$97
Average 3.0 /5 Hotel Reviews Call BookMore Details
Sleep Inn & Suites Middletown Goshen
+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 ~30.44 miles southwest of Highland
  • Pool available: 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.
  • Low Cost Highway property
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From$89
Very Good 4.5 /5 Latest Reviews Call BookMore Details
Interlaken Inn in Lakeville
+1-888-469-4795

How should we direct your call?

New Reservations: +1-888-469-4795 Group Sales: +1-888-494-8863
74 Interlaken Rd., Lakeville, CT 06039 +1-888-469-4795 ~32.22 miles northeast of Highland
  • Includes a pool: Seasonal Outdoor Heated Pool Open Memorial Day thru Labor Day
  • 3 star Resort hotel
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From$179
Very Good 4.0 /5 Reviews Call BookMore Details
Urban Cowboy Lodge
+1-888-734-9421

How should we direct your call?

New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
37 Alpine Rd., Big Indian, NY 12410 +1-888-734-9421 ~33.31 miles northwest of Highland
  • Pool available: Outdoor, 9am - 7pm
  • High end Mountain hotel
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From$125
Average 3.0 /5 Review Score Call BookMore Details
Crowne Plaza Danbury An Ihg Hotel in Danbury
+1-888-841-5292

How should we direct your call?

New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
18 Old Ridgebury Rd., Danbury, CT 06810 +1-888-841-5292 ~33.47 miles southeast of Highland
  • Pool details: Indoor heated salt water filtrated pool. Hours are from 6am-11pm.
  • Affordable Suburban property
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From$60
Very Good 4.0 /5 Read Reviews Call BookMore Details
The Kartrite Resort Indoor Waterpark
+1-888-455-5160

How should we direct your call?

New Reservations: +1-888-455-5160 Group Sales: +1-888-494-8863
555 Resorts World Dr., Monticello, NY 12701 +1-888-455-5160 ~36.24 miles west of Highland
  • Pool available: 11am-7pm
  • 3-star Mountain hotel
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From$90
Very Good 4.0 /5 Read Reviews Call BookMore Details
Comfort Inn & Suites Danbury Bethel : 80 Newtown Rd.
+1-888-965-8297

How should we direct your call?

New Reservations: +1-888-965-8297 Group Sales: +1-888-494-8863
80 Newtown Rd., Danbury, CT 06810 +1-888-965-8297 ~36.54 miles southeast of Highland
  • Pool available: Seasonal Outdoor Pool
  • Affordable Suburban property
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From$80
Average 3.0 /5 Reviews Call BookMore Details
La Quinta Inn & Suites by Wyndham Danbury in Danbury
+1-888-906-6358

How should we direct your call?

New Reservations: +1-888-906-6358 Group Sales: +1-888-494-8863
116 Newtown Rd., Danbury, CT 06810 +1-888-906-6358 ~36.68 miles southeast of Highland
  • Pool details: Large seasonal (Memorial Day-Labor Day) outdoor salt water pool
  • Midscale Highway property
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From$79
Average 3.0 /5 Review Score Call BookMore Details
Best Western Monticello
+1-888-749-6785

How should we direct your call?

New Reservations: +1-888-749-6785 Group Sales: +1-888-494-8863
16 Raceway Rd., Monticello, NY 12701 +1-888-749-6785 ~36.78 miles west of Highland
  • Pool details: Indoor- 8:00 AM to 8:00 PM
  • Midscale Downtown hotel
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From$108
Average 3.0 /5 Latest Reviews Call BookMore Details
Hotel Mtk Mount Kisco : 1 Holiday Inn Dr.
+1-888-878-9982

How should we direct your call?

New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
1 Holiday Inn Dr., Mount Kisco, NY 10549 +1-888-878-9982 ~36.97 miles southeast of Highland
  • Includes a pool: Seasonal outdoor pool - open Memorial Day to Labor Day
  • Midscale Suburban hotel
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From$129
Average 3.0 /5 Hotel Reviews Call BookMore Details
Hilton Garden Inn Nanuet - Nanuet
+1-888-389-4485

How should we direct your call?

New Reservations: +1-888-389-4485 Group Sales: +1-888-494-8863
270 West Rte 59, Nanuet, NY 10954 +1-888-389-4485 ~41.99 miles south of Highland
  • Pool available: Indoor Heated Pool & Whirlpool open daily from 5am-10pm
  • Mid-scale Suburban property
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From$80
Average 3.0 /5 Reviews Call BookMore Details
Hampton Inn Nanuet - Nanuet
+1-888-389-4121

How should we direct your call?

New Reservations: +1-888-389-4121 Group Sales: +1-888-494-8863
260 Ny 59, Nanuet, NY 10954 +1-888-389-4121 ~41.99 miles south of Highland
  • Includes a pool: Indoor Pool - 6 AM – 10 PM
  • Three Star Highway hotel
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From$80
Average 3.0 /5 Review Score Call BookMore Details
Heritage Hotel & Conference Center
+1-888-675-2083

How should we direct your call?

New Reservations: +1-888-675-2083 Group Sales: +1-888-494-8863
522 Heritage Rd., Southbury, CT 06488 +1-888-675-2083 ~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
Very Good 4.0 /5 Read Reviews Call BookMore Details
Hotel Nyack a Jdv by Hyatt Hotel
+1-800-716-8490

How should we direct your call?

New Reservations: +1-800-716-8490 Group Sales: +1-888-494-8863
400 High Ave., Nyack, NY 10960 +1-800-716-8490 ~43.03 miles south of Highland
  • Pool available: Seasonal Outdoor Pool/ Hot Tub/ Deck 8AM-9PM
  • 4 star Suburban property
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From$125
Average 3.0 /5 Guest Reviews Call BookMore Details
Courtyard by Marriott Mahwah in Mahwah
+1-800-805-5223

How should we direct your call?

New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
140 Nj 17, Mahwah, NJ 07430 +1-800-805-5223 ~43.50 miles south of Highland
  • Pool in hotel: Indoor Heated Pool.
  • 3 star Suburban hotel
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From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Doubletree by Hilton Mahwah
+1-888-965-1860

How should we direct your call?

New Reservations: +1-888-965-1860 Group Sales: +1-888-494-8863
180 Route 17 South, Mahwah, NJ 07430 +1-888-965-1860 ~43.60 miles south of Highland
  • Pool in hotel: 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 Latest Reviews Call BookMore Details
Doubletree
+1-888-788-5576

How should we direct your call?

New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
180 Nj 17, Mahwah, NJ 07430 +1-888-788-5576 ~43.64 miles south of Highland
  • Pool in hotel: Currently being renovated
  • Economical hotel
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From$60
Average 3.0 /5 Read Reviews Call BookMore Details
Fairfield Inn & Suites Mahwah in Mahwah
+1-888-897-9207

How should we direct your call?

New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
225 Ramapo Valley Rd., Mahwah, NJ 07430 +1-888-897-9207 ~43.72 miles south of Highland
  • Pool in hotel: Indoor Pool is open 6AM-11PM Daily.
  • 3 star Suburban property
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From$89
Average 3.0 /5 Latest Reviews Call BookMore Details
Hampton Inn Mahwah - Mahwah
+1-888-311-4278

How should we direct your call?

New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
290 Route 17 Corporate Dr., Mahwah, NJ 07430 +1-888-311-4278 ~44.07 miles south of Highland
  • Pool available: Indoor Pool : 8am - 10pm
  • Two-star Suburban hotel
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From$99
Average 3.0 /5 Review Score Call BookMore Details
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