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.
Planning group travel? Get Highland NY Group Hotel Rates

Highland Hotels with Outdoor or Indoor Pools

Americas Best Value Inn New Paltz : 7 Terwilliger Lane
+1-888-389-4121

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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
  • Cheap hotel
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From$50
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Hampton Inn & Suites Poughkeepsie in Poughkeepsie
+1-888-675-2083

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New Reservations: +1-888-675-2083 Group Sales: +1-888-494-8863
2361 South Rd., Poughkeepsie, NY 12601 +1-888-675-2083 ~5.68 miles southeast of Highland
  • Pool details: Indoor Pool - 8am - 10pm
  • Three Star Suburban property
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From$95
Average 3.0 /5 Recent Reviews Call BookMore Details
Hyatt Place Poughkeepsie / Hudson Valley - Poughkeepsie
+1-800-716-8490

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New Reservations: +1-800-716-8490 Group Sales: +1-888-494-8863
2165 South Rd., Poughkeepsie, NY 12601 +1-800-716-8490 ~6.70 miles southeast of Highland
  • Pool available: Swim laps in our indoor pool or elect to relax on a lounger poolside from 8AM - 10PM
  • Midscale Highway property
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From$119
Average 3.0 /5 Latest Reviews Call BookMore Details
HYATT house Fishkill/Poughkeepsie - Fishkill
+1-800-805-5223

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New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
100 Westage Business Center Dr., Fishkill, NY 12524 +1-800-805-5223 ~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
  • Three Star Suburban hotel
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From$105
Very good 4.0 /5 Latest Reviews Call BookMore Details
Holiday Inn Express
+1-888-965-1860

How should we direct your call?

New Reservations: +1-888-965-1860 Group Sales: +1-888-494-8863
21 Schuyler Blvd., Fishkill, NY 12524 +1-888-965-1860 ~14.05 miles southeast of Highland
  • Pool in hotel: 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 Hotel Reviews Call BookMore Details
Courtyard by Marriott Fishkill - Fishkill
+1-888-788-5576

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New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
17 Westage Dr., Fishkill, NY 12524 +1-888-788-5576 ~14.13 miles south of Highland
  • Pool available: 7am-10pm
  • 3-star Suburban property
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From$80
Average 3.0 /5 Review Score Call BookMore Details
Hilton Garden Inn Poughkeepsie / Fishkill in Fishkill
+1-888-897-9207

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New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
25 Westage Dr., Fishkill, NY 12524 +1-888-897-9207 ~14.14 miles south of Highland
  • Pool available: 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
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From$99
Very good 4.0 /5 Guest Reviews Call BookMore Details
Best Western Fishkill Inn & Suites - Fishkill
+1-888-311-4278

How should we direct your call?

New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
14 Schuyler Blvd., Fishkill, NY 12524 +1-888-311-4278 ~14.15 miles southeast of Highland
  • Has swimming pool: Seasonal Outdoor Pool, located in Patio Area. Open Memorial day Through Labor day.
  • Three Star Suburban property
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From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Hampton Inn Fishkill - Fishkill
+1-888-469-4795

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New Reservations: +1-888-469-4795 Group Sales: +1-888-494-8863
544 Us 9, Fishkill, NY 12524 +1-888-469-4795 ~14.26 miles southeast of Highland
  • Pool in hotel: Pool is open from 6am-10pm. Recently renovated!
  • 3 star Suburban hotel
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From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
Courtyard by Marriott Newburgh Stewart Airport - Newburgh
+1-888-734-9421

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New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
4 Governor Dr., Newburgh, NY 12550 +1-888-734-9421 ~14.96 miles southwest of Highland
  • Our hotel comes with a pool
  • Mid-scale Rural hotel
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From$114
Average 3.0 /5 Latest Reviews Call BookMore Details
Hampton Inn & Suites Newburgh Stewart Airport - Newburgh
+1-888-841-5292

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New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
1 Crossroads Court, Newburgh, NY 12550 +1-888-841-5292 ~15.24 miles south of Highland
  • Pool available: Indoors from 6am to 10pm
  • Affordable Suburban property
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From$139
Very good 4.0 /5 Recent Reviews Call BookMore Details
Best Western Plus Kingston Hotel and Conference Center : 503 Washington Ave.
+1-888-455-5160

How should we direct your call?

New Reservations: +1-888-455-5160 Group Sales: +1-888-494-8863
503 Washington Ave., Kingston, NY 12401 +1-888-455-5160 ~15.45 miles north of Highland
  • Includes a pool: 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$85
Average 3.0 /5 Review Score Call BookMore Details
Homewood Suites by Hilton Newburgh Stewart Airport
+1-888-965-8297

How should we direct your call?

New Reservations: +1-888-965-8297 Group Sales: +1-888-494-8863
180 Breunig Rd., New Windsor, NY 12553 +1-888-965-8297 ~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
Average 3.0 /5 Reviews Call BookMore Details
Residence Inn by Marriott in Kingston
+1-888-906-6358

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New Reservations: +1-888-906-6358 Group Sales: +1-888-494-8863
800 Frank Sottile Blvd., Kingston, NY 12401 +1-888-906-6358 ~17.45 miles north of Highland
  • Pool details: 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 Read Reviews Call BookMore Details
Holiday Inn Express Kingston Ulster   - Lake Katrine
+1-888-749-6785

How should we direct your call?

New Reservations: +1-888-749-6785 Group Sales: +1-888-494-8863
1835 Ulster Ave., Lake Katrine, NY 12449 +1-888-749-6785 ~18.65 miles north of Highland
  • With a pool!
  • Three Star Mountain hotel
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From$79
Very good 4.0 /5 Reviews Call BookMore Details
Courtyard by Marriott - Middletown
+1-888-878-9982

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New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
24 Crystal Run Crossing, Middletown, NY 10941 +1-888-878-9982 ~26.72 miles southwest of Highland
  • Pool details: Indoor Pool open til 11pm
  • 3-star Suburban hotel
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From$105
Very good 4.5 /5 Review Score Call BookMore Details
Hampton Inn Middletown Ny - Middletown
+1-888-389-4485

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New Reservations: +1-888-389-4485 Group Sales: +1-888-494-8863
20 Crystal Run Crossing, Middletown, NY 10941 +1-888-389-4485 ~26.75 miles southwest of Highland
  • Includes a pool: Seasonal; Memorial Day - Labor Day
  • Two-star Suburban hotel
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From$60
Very good 4.0 /5 Reviews Call BookMore Details
Overlook Lodge at Bear Mountain
+1-888-389-4121

How should we direct your call?

New Reservations: +1-888-389-4121 Group Sales: +1-888-494-8863
55 Hessian Dr., Bear Mountain, NY 10911 +1-888-389-4121 ~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 Guest Reviews Call BookMore Details
Holiday Inn Express & Suites Middletown Goshen
+1-888-675-2083

How should we direct your call?

New Reservations: +1-888-675-2083 Group Sales: +1-888-494-8863
20 Med Parc Rd., Middletown, NY 10940 +1-888-675-2083 ~27.34 miles southwest of Highland
  • Has swimming pool: Indoor heated pool open from 5:00am-11:00pm.
  • Affordable Downtown hotel
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From$80
Average 3.0 /5 Reviews Call BookMore Details
Comfort Suites : 100 Estrada Rd.
+1-800-716-8490

How should we direct your call?

New Reservations: +1-800-716-8490 Group Sales: +1-888-494-8863
100 Estrada Rd., Woodbury, NY 10917 +1-800-716-8490 ~27.67 miles south of Highland
  • Has swimming pool: Indoor heated pool
  • Mid-scale Suburban hotel
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From$145
Average 3.0 /5 Review Score Call BookMore Details
Bear Mountain Inn in Bear Mountain
+1-800-805-5223

How should we direct your call?

New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
3020 Seven Lakes Dr., Bear Mountain, NY 10911 +1-800-805-5223 ~28.22 miles south of Highland
  • Has swimming 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 Latest Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott Goshen Middletown - Goshen
+1-888-965-1860

How should we direct your call?

New Reservations: +1-888-965-1860 Group Sales: +1-888-494-8863
20 Hatfield Lane, Goshen, NY 10924 +1-888-965-1860 ~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.
  • Midscale Suburban hotel
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From$75
Very good 4.0 /5 Guest Reviews Call BookMore Details
Holiday Inn Express & Suites
+1-888-788-5576

How should we direct your call?

New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
2 Bryle Pl, Chester, NY 10918 +1-888-788-5576 ~29.08 miles southwest of Highland
  • Pool available: 9:00 AM to 11:00 PM, it is an indoor heated pool
  • 3 star Rural property
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From$109
Very good 4.0 /5 Guest Reviews Call BookMore Details
Inn on the Hudson - Peekskill
+1-888-897-9207

How should we direct your call?

New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
634 Main St., Peekskill, NY 10566 +1-888-897-9207 ~29.59 miles south of Highland
  • Pool in hotel: Pool is permanently closes
  • Cheap Riverfront hotel
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From$109
Average 3.0 /5 Guest Reviews Call BookMore Details
Holiday Inn Express & Suites Peekskill
+1-888-311-4278

How should we direct your call?

New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
2 John Walsh Blvd., Peekskill, NY 10566 +1-888-311-4278 ~30.42 miles south of Highland
  • Pool available: heated indoor pool open from 8am-10pm daily, no lifeguard on duty
  • 3-star Riverfront hotel
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From$97
Average 3.0 /5 Guest Reviews Call BookMore Details
Sleep Inn & Suites Middletown Goshen
+1-888-469-4795

How should we direct your call?

New Reservations: +1-888-469-4795 Group Sales: +1-888-494-8863
3491 Route 6, Middletown, NY 10940 +1-888-469-4795 ~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.
  • Two star Highway hotel
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From$89
Very good 4.5 /5 Reviews Call BookMore Details
Hilton Garden Inn Danbury : 119 Mill Plain Rd.
+1-888-734-9421

How should we direct your call?

New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
119 Mill Plain Rd., Danbury, CT 06811 +1-888-734-9421 ~32.87 miles southeast of Highland
  • Has swimming pool
  • Affordable Suburban hotel
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From$89
Very good 4.5 /5 Recent Reviews Call BookMore Details
Crowne Plaza Danbury An Ihg Hotel
+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 in hotel: Indoor heated salt water filtrated pool. Hours are from 6am-11pm.
  • 3-star Suburban property
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From$60
Very good 4.0 /5 Review Score Call BookMore Details
Ethan Allen Hotel - Danbury
+1-888-455-5160

How should we direct your call?

New Reservations: +1-888-455-5160 Group Sales: +1-888-494-8863
21 Lake Ave. Ext, Danbury, CT 06811 +1-888-455-5160 ~34.97 miles southeast of Highland
  • Pool in hotel: Our outdoor pool is open Memorial day through labor day.
  • Three Star Suburban hotel
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From$85
Average 3.0 /5 Read Reviews Call BookMore Details
The Kartrite Resort Indoor Waterpark
+1-888-965-8297

How should we direct your call?

New Reservations: +1-888-965-8297 Group Sales: +1-888-494-8863
555 Resorts World Dr., Monticello, NY 12701 +1-888-965-8297 ~36.24 miles west of Highland
  • Includes a pool: 11am-7pm
  • Three Star Mountain hotel
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From$90
Very good 4.0 /5 Latest Reviews Call BookMore Details
Comfort Inn & Suites Danbury Bethel in Danbury
+1-888-906-6358

How should we direct your call?

New Reservations: +1-888-906-6358 Group Sales: +1-888-494-8863
80 Newtown Rd., Danbury, CT 06810 +1-888-906-6358 ~36.54 miles southeast of Highland
  • Pool available: Seasonal Outdoor Pool
  • Midscale Suburban property
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From$80
Average 3.0 /5 Read Reviews Call BookMore Details
La Quinta Inn & Suites by Wyndham Danbury - Danbury
+1-888-749-6785

How should we direct your call?

New Reservations: +1-888-749-6785 Group Sales: +1-888-494-8863
116 Newtown Rd., Danbury, CT 06810 +1-888-749-6785 ~36.68 miles southeast of Highland
  • Has swimming pool: Large seasonal (Memorial Day-Labor Day) outdoor salt water pool
  • Affordable Highway hotel
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From$79
Average 3.0 /5 Guest Reviews Call BookMore Details
Best Western Monticello - Monticello
+1-888-878-9982

How should we direct your call?

New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
16 Raceway Rd., Monticello, NY 12701 +1-888-878-9982 ~36.78 miles west of Highland
  • Includes a pool: Indoor- 8:00 AM to 8:00 PM
  • Three Star Downtown property
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From$108
Average 3.0 /5 Latest Reviews Call BookMore Details
Hotel Mtk Mount Kisco - Mount Kisco
+1-888-389-4485

How should we direct your call?

New Reservations: +1-888-389-4485 Group Sales: +1-888-494-8863
1 Pat Reilly Way, Mount Kisco, NY 10549 +1-888-389-4485 ~37.03 miles southeast of Highland
  • Has swimming pool: Seasonal outdoor pool - open Memorial Day to Labor Day
  • Mid-scale Suburban property
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From$129
Very good 4.0 /5 Reviews Call BookMore Details
Hilton Garden 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
270 West Rte 59, Nanuet, NY 10954 +1-888-389-4121 ~41.99 miles south of Highland
  • Includes a pool: Indoor Heated Pool & Whirlpool open daily from 5am-10pm
  • 3-star Suburban property
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From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
Hampton Inn Nanuet - Nanuet
+1-888-675-2083

How should we direct your call?

New Reservations: +1-888-675-2083 Group Sales: +1-888-494-8863
260 West Rte 59, Nanuet, NY 10954 +1-888-675-2083 ~41.99 miles south of Highland
  • Pool in hotel: Indoor Pool - 6 AM – 10 PM
  • Midscale Highway property
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From$80
Average 3.0 /5 Reviews Call BookMore Details
Days Inn by Wyndham Nanuet / Spring Valley : 367 West Route 59
+1-800-716-8490

How should we direct your call?

New Reservations: +1-800-716-8490 Group Sales: +1-888-494-8863
367 West Route 59, Nanuet, NY 10954 +1-800-716-8490 ~42.47 miles south of Highland
  • Has swimming pool: The Days Inn of Nanuet offers an outdoor heated pool from the hours of 9AM to 8PM.
  • Two star Highway hotel
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From$70
Average 3.0 /5 Read Reviews Call BookMore Details
Heritage Hotel, Golf, Spa & Conf Ctr, BW Premier Collection
+1-800-805-5223

How should we direct your call?

New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
522 Heritage Rd., Southbury, CT 06488 +1-800-805-5223 ~42.57 miles east of Highland
  • Pool in hotel: 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'
  • Four star Rural property
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From$99
Very good 4.0 /5 Recent Reviews Call BookMore Details
Hotel Nyack, a JdV by Hyatt Hotel in Nyack
+1-888-965-1860

How should we direct your call?

New Reservations: +1-888-965-1860 Group Sales: +1-888-494-8863
400 High Ave., Nyack, NY 10960 +1-888-965-1860 ~43.03 miles south of Highland
  • Pool details: Seasonal Outdoor Pool/ Hot Tub/ Deck 8AM-9PM
  • Four star Suburban hotel
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From$88
Average 3.0 /5 Review Score Call BookMore Details
Courtyard by Marriott Mahwah
+1-888-788-5576

How should we direct your call?

New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
140 Nj 17, Mahwah, NJ 07430 +1-888-788-5576 ~43.50 miles south of Highland
  • Includes a pool: 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 - Mahwah
+1-888-897-9207

How should we direct your call?

New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
180 Route 17 South, Mahwah, NJ 07430 +1-888-897-9207 ~43.60 miles south of Highland
  • Pool details: 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 hotel
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From$105
Average 3.0 /5 Hotel Reviews Call BookMore Details
Doubletree : 180 Nj 17
+1-888-311-4278

How should we direct your call?

New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
180 Nj 17, Mahwah, NJ 07430 +1-888-311-4278 ~43.64 miles south of Highland
  • Pool details: Currently being renovated
  • Inexpensive hotel
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From$60
Average 3.0 /5 Recent Reviews Call BookMore Details
Fairfield Inn & Suites Mahwah - Mahwah
+1-888-469-4795

How should we direct your call?

New Reservations: +1-888-469-4795 Group Sales: +1-888-494-8863
225 Ramapo Valley Rd., Mahwah, NJ 07430 +1-888-469-4795 ~43.72 miles south of Highland
  • Has swimming pool: Indoor Pool is open 6AM-11PM Daily.
  • Midscale Suburban hotel
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From$89
Average 3.0 /5 Guest Reviews Call BookMore Details
Hampton Inn Mahwah : 290 Route 17 Corporate Dr.
+1-888-734-9421

How should we direct your call?

New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
290 Route 17 Corporate Dr., Mahwah, NJ 07430 +1-888-734-9421 ~44.07 miles south of Highland
  • Pool available: Indoor Pool : 8am - 10pm
  • Low-priced property
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From$99
Average 3.0 /5 Hotel Reviews Call BookMore Details
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