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
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~4.13 miles west of Highland
  • Pool details: Outdoor Pool
  • Low priced property
More Photos Photo of Americas Best Value Inn New Paltz Pool
From$60 total
Very Good 4.0 /5 Recent 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
  • Has swimming pool: Indoor Pool - 8am - 10pm
  • Midscale Suburban property
More Photos Pool image of Hampton Inn & Suites Poughkeepsie
From$114 total
Average 3.0 /5 Review Score Call BookMore Details
Hyatt Place Poughkeepsie - Poughkeepsie 2165 South Rd., Poughkeepsie, NY 12601
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~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
More Photos Swimming pool at Hyatt Place Poughkeepsie
From$142 total
Average 3.0 /5 Reviews Call BookMore Details
Hyatt House Fishkill / Poughkeepsie : 100 Westage Business Center Dr. 100 Westage Business Center Dr., Fishkill, NY 12524
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~13.94 miles south of Highland
  • Pool available: 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 hotel
More Photos Swimming pool at Hyatt House Fishkill / Poughkeepsie
From$126 total
Very Good 4.0 /5 Reviews Call BookMore Details
Holiday Inn Express Fishkill-Mid Hudson Valley by IHG - Fishkill 21 Schuyler Blvd., Fishkill, NY 12524
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~14.05 miles southeast of Highland
  • Has swimming pool: 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
More Photos Swimming pool at Holiday Inn Express Fishkill-Mid Hudson Valley by IHG
From$76 total
Very Good 4.0 /5 Review Score Call BookMore Details
Hilton Garden Inn Fishkill - Fishkill 25 Westage Dr., Fishkill, NY 12524
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~14.14 miles south of Highland
  • Includes a 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 .
  • Midscale Highway hotel
More Photos Swimming pool at Hilton Garden Inn Fishkill
From$118 total
Very Good 4.0 /5 Guest 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 in hotel: Seasonal Outdoor Pool, located in Patio Area. Open Memorial day Through Labor day.
  • 3 star Suburban hotel
More Photos Pool image of Best Western Fishkill Inn & Suites
From$96 total
Average 3.0 /5 Review Score Call BookMore Details
Residence Inn by Marriott Fishkill : 500 a Westage Business Center Dr. 500 a Westage Business Center Dr., Fishkill, NY 12524
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~14.16 miles south of Highland
  • Pool details: Large indoor pool opened daily from 6am-11pm
  • Affordable Downtown hotel
More Photos Swimming pool at Residence Inn by Marriott Fishkill
From$202 total
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Springhill Suites by Marriott Fishkill 500 B Westage Business Center Dr., Fishkill, NY 12524
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~14.16 miles south of Highland
  • Pool in hotel: Large indoor pool opened daily from 6am-11pm
  • Affordable Downtown hotel
More Photos Pool image of Springhill Suites by Marriott Fishkill
From$118 total
Excellent 5.0 /5 Hotel Reviews Call BookMore Details
Hampton Inn in Fishkill 544 Route 9, Fishkill, NY 12524
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~14.16 miles southeast of Highland
  • Includes a pool: Pool is open from 6am-10pm. Recently renovated!
  • Mid-scale Suburban property
More Photos Pool image of Hampton Inn
From$94 total
Very Good 4.5 /5 Hotel Reviews Call BookMore Details
The Roundhouse : 2 East Main St. 2 East Main St., Beacon, NY 12508
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~14.86 miles south of Highland
  • Has a pool!
  • 3 star hotel
More Photos Photo of The Roundhouse Pool
From$108 total
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Courtyard by Marriott Newburgh Stewart Airport - Newburgh 4 Governor Dr., Newburgh, NY 12550
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~14.96 miles southwest of Highland
  • We have a pool
  • 3-star Rural hotel
More Photos Swimming pool at Courtyard by Marriott Newburgh Stewart Airport
From$136 total
Average 3.0 /5 Read Reviews Call BookMore Details
Hampton Inn & Suites Newburgh Stewart Airport : 1 Crossroads Court 1 Crossroads Court, Newburgh, NY 12550
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~15.24 miles south of Highland
  • Includes a pool: Indoors from 6am to 10pm
  • 3-star Suburban hotel
More Photos Swimming pool at Hampton Inn & Suites Newburgh Stewart Airport
From$166 total
Very Good 4.0 /5 Reviews Call BookMore Details
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Kingston Regency Inn : 503 Washington Ave. 503 Washington Ave., Kingston, NY 12401
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~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.
  • Three Star Suburban property
More Photos Swimming pool at Kingston Regency Inn
From$102 total
Average 3.0 /5 Recent Reviews Call BookMore Details
Homewood Suites Stewart Airport : 180 Breunig Rd. 180 Breunig Rd., New Windsor, NY 12553
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~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.
  • Expensive Rural property
More Photos Photo of Homewood Suites Stewart Airport Pool
From$94 total
Average 3.0 /5 Reviews Call BookMore Details
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Residence Inn by Marriott in Kingston 800 Frank Sottile Blvd., Kingston, NY 12401
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~17.45 miles north of Highland
  • Has swimming 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$150 total
Average 3.0 /5 Read Reviews Call BookMore Details
Courtyard by Marriott Kingston in Kingston 500 Frank Sottile Blvd., Kingston, NY 12401
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~17.45 miles north of Highland
  • Pool available: The indoor heated pool and whirlpool are open each day from 6am-11pm.
  • Affordable Downtown property
More Photos Swimming pool at Courtyard by Marriott Kingston
From$102 total
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Home2 Suites by Hilton 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
  • Three Star Suburban property
More Photos Pool image of Home2 Suites by Hilton Middletown
From$130 total
Very Good 4.0 /5 Review Score Call BookMore Details
Courtyard by Marriott 24 Crystal Run Crossing, Middletown, NY 10941
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~26.72 miles southwest of Highland
  • Pool available: Indoor Pool open until 11:00pm
  • Mid-scale Suburban hotel
More Photos Swimming pool at Courtyard by Marriott
From$126 total
Very Good 4.5 /5 Latest Reviews Call BookMore Details
Hampton Inn Middletown Ny 20 Crystal Run Crossing, Middletown, NY 10941
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~26.75 miles southwest of Highland
  • Pool in hotel: Seasonal; Memorial Day - Labor Day
  • Low-priced Suburban property
More Photos Photo of Hampton Inn Middletown Ny Pool
From$72 total
Very Good 4.0 /5 Review Score Call BookMore Details
Overlook Lodge at Bear Mountain 55 Hessian Dr., Bear Mountain, NY 10911
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~27.33 miles south of Highland
  • Includes a pool: outdoor pool only open Memorial day to Labor day and open to the public
  • 3 star Mountain property
More Photos Photo of Overlook Lodge at Bear Mountain Pool
From$48 total
Average 3.5 /5 Latest 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
  • Includes a pool: Indoor heated pool open from 5:00am-11:00pm.
  • 3-star Downtown hotel
More Photos Pool image of Holiday Inn Express & Suites Middletown Goshen
From$96 total
Average 3.0 /5 Hotel Reviews Call BookMore Details
Comfort Suites - Woodbury 100 Estrada Rd., Woodbury, NY 10917
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~27.67 miles south of Highland
  • Pool details: Indoor heated pool
  • Midscale Suburban property
More Photos hotel room
From$174 total
Average 3.0 /5 Recent Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott Goshen Middletown 20 Hatfield Lane, Goshen, NY 10924
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~28.44 miles southwest of Highland
  • Pool available: Outdoor seasonal pool open from Memorial day to Labor day from 9:00 AM to 9:00 PM.
  • Affordable Suburban hotel
More Photos Swimming pool at Fairfield Inn & Suites by Marriott Goshen Middletown
From$90 total
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Holiday Inn Express Hotel & Suites Chester by IHG 2 Bryle Pl, Chester, NY 10918
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~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
More Photos Pool image of Holiday Inn Express Hotel & Suites Chester by IHG
From$130 total
Very Good 4.0 /5 Recent 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
  • Pool details: Pool is permanently closes
  • Low priced Riverfront property
More Photos Photo of Inn on the Hudson Pool
From$130 total
Average 3.0 /5 Hotel Reviews Call BookMore Details
Holiday Inn Express & Suites Peekskill in Peekskill 2 John Walsh Blvd., Peekskill, NY 10566
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~30.42 miles south of Highland
  • Has swimming pool: heated indoor pool open from 8am-10pm daily, no lifeguard on duty
  • 3-star Riverfront hotel
More Photos Photo of Holiday Inn Express & Suites Peekskill Pool
From$116 total
Average 3.0 /5 Read 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.
  • Two star Highway hotel
More Photos Pool image of Sleep Inn & Suites Middletown Goshen
From$106 total
Very Good 4.5 /5 Review Score 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 Swimming pool at Interlaken Inn
From$214 total
Very Good 4.0 /5 Reviews Call BookMore Details
Urban Cowboy Lodge 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 hotel
More Photos Photo of Urban Cowboy Lodge Pool
From$150 total
Average 3.0 /5 Hotel Reviews Call BookMore Details
Ethan Allen Hotel 21 Lake Ave. Ext, Danbury, CT 06811
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~34.97 miles southeast of Highland
  • Pool details: Our outdoor pool is open Memorial day through labor day.
  • Three Star Suburban property
More Photos Swimming pool at Ethan Allen Hotel
From$102 total
Average 3.0 /5 Read Reviews Call BookMore Details
Hampton Inn Monticello in Monticello 29 Golden Ridge Rd., Monticello, NY 12701
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~35.17 miles west of Highland
  • Has swimming pool: Our indoor heated pool is open from 8 am - 10 pm
  • 3 star Rural hotel
More Photos hotel room
From$96 total
Average 3.0 /5 Hotel Reviews Call BookMore Details
Resorts World Catskills Casino 888 a Resorts World Dr., Monticello, NY 12701
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~36.21 miles west of Highland
  • Includes a pool: 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 hotel
More Photos Photo of Resorts World Catskills Casino Pool
From$178 total
Average 3.5 /5 Guest Reviews Call BookMore Details
The Kartrite Resort Indoor Waterpark - Monticello 555 Resorts World Dr., Monticello, NY 12701
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~36.24 miles west of Highland
  • Pool available: 11am-7pm
  • Affordable Mountain property
More Photos Swimming pool at The Kartrite Resort Indoor Waterpark
From$108 total
Very Good 4.0 /5 Read Reviews Call BookMore Details
Courtyard by Marriott Danbury in Danbury 3 Eagle Rd., Danbury, CT 06810
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~36.52 miles southeast of Highland
  • Includes a 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 hotel
More Photos Pool image of Courtyard by Marriott Danbury
From$142 total
Very Good 4.0 /5 Latest 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 hotel
More Photos Pool image of Comfort Inn & Suites Danbury Bethel
From$96 total
Average 3.0 /5 Review Score Call BookMore Details
La Quinta Inn & Suites by Wyndham Danbury in Danbury 116 Newtown Rd., Danbury, CT 06810
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~36.68 miles southeast of Highland
  • Includes a pool: Large seasonal (Memorial Day-Labor Day) outdoor salt water pool
  • Affordable Highway hotel
More Photos Pool image of La Quinta Inn & Suites by Wyndham Danbury
From$94 total
Average 3.0 /5 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 in hotel: Indoor- 8:00 AM to 8:00 PM
  • 3 star Downtown hotel
More Photos Swimming pool at Best Western Monticello
From$129 total
Average 3.0 /5 Recent Reviews Call BookMore Details
Hotel Mtk Mount Kisco - Mount Kisco 1 Holiday Inn Dr., Mount Kisco, NY 10549
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~36.97 miles southeast of Highland
  • Includes a pool: Seasonal outdoor pool - open Memorial Day to Labor Day
  • Three Star Suburban hotel
More Photos Swimming pool at Hotel Mtk Mount Kisco
From$154 total
Average 3.0 /5 Hotel Reviews Call BookMore Details
Hilton Garden Inn Nanuet - Nanuet 270 West Rte 59, Nanuet, NY 10954
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~41.99 miles south of Highland
  • Pool details: Indoor Heated Pool & Whirlpool open daily from 5am-10pm
  • Three Star Suburban hotel
More Photos Photo of Hilton Garden Inn Nanuet Pool
From$96 total
Average 3.0 /5 Read Reviews Call BookMore Details
Hampton Inn Nanuet : 260 Ny 59 260 Ny 59, Nanuet, NY 10954
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~41.99 miles south of Highland
  • Includes a pool: Indoor Pool - 6 AM – 10 PM
  • 3 star Highway property
More Photos Swimming pool at Hampton Inn Nanuet
From$96 total
Average 3.0 /5 Latest Reviews Call BookMore Details
Heritage Hotel & Conference Center - 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'
  • High end Rural hotel
More Photos Swimming pool at Heritage Hotel & Conference Center
From$118 total
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Doubletree by Hilton Hotel Nanuet in Nanuet 425 East Route 59, Nanuet, NY 10954
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~43.15 miles south of Highland
  • Has swimming pool: Indoor Heated pool with whirlpool. 9am-9pm
  • Three Star Suburban property
More Photos Swimming pool at Doubletree by Hilton Hotel Nanuet
From$130 total
Very Good 4.0 /5 Review Score Call BookMore Details
Sheraton Mahwah : 1 International Blvd. 1 International Blvd., Mahwah, NJ 07495
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~43.18 miles south of Highland
  • Includes a pool: Indoor heated pool
  • Expensive Suburban property
More Photos Photo of Sheraton Mahwah Pool
From$154 total
Average 3.5 /5 Guest Reviews Call BookMore Details
Courtyard by Marriorr 140 Nj 17, Mahwah, NJ 07430
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~43.50 miles south of Highland
  • Includes a pool: Indoor Heated Pool with outdoor terrace
  • Affordable Suburban hotel
More Photos Pool image of Courtyard by Marriorr
From$142 total
Average 3.0 /5 Review Score Call BookMore Details
Doubletree by Hilton Mahwah 180 Route 17 South, Mahwah, NJ 07430
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~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 property
More Photos Pool image of Doubletree by Hilton Mahwah
From$126 total
Average 3.0 /5 Reviews Call BookMore Details
Doubletree - Mahwah 180 Nj 17, Mahwah, NJ 07430
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~43.64 miles south of Highland
  • Includes a pool: Currently being renovated
  • Economical hotel
More Photos Swimming pool at Doubletree
From$72 total
Average 3.0 /5 Review Score Call BookMore Details
Fairfield Inn & Suites 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.
  • Mid-scale Suburban property
More Photos Swimming pool at Fairfield Inn & Suites Mahwah
From$106 total
Average 3.0 /5 Read Reviews Call BookMore Details
Hampton Inn Mahwah Newly Renovated in Mahwah 290 Route 17 Corporate Dr., Mahwah, NJ 07430
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~44.07 miles south of Highland
  • Pool in hotel: Indoor Pool : 8am - 10pm
  • Economy Suburban hotel
More Photos Swimming pool at Hampton Inn Mahwah Newly Renovated
From$118 total
Average 3.0 /5 Hotel Reviews Call BookMore Details
Homewood Suites by Hilton Mahwah in Mahwah 375 Corporate Dr., Mahwah, NJ 07430
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~44.26 miles south of Highland
  • Has a pool!
  • Midscale hotel
More Photos Pool image of Homewood Suites by Hilton Mahwah
From$121 total
Very Good 4.0 /5 Hotel Reviews Call BookMore Details

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