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
+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
  • Cheap property
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From$50
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Residence Inn by Marriott Poughkeepsie : 2525 South Rd.
+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
  • We have a pool ready for use
  • Mid-scale Suburban property
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From$99
Very Good 4.0 /5 Reviews Call BookMore Details
Hampton Inn & Suites Poughkeepsie in 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
  • Pool in hotel: Indoor Pool - 8am - 10pm
  • Three Star Suburban property
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From$95
Average 3.0 /5 Guest Reviews Call BookMore Details
Hyatt Place Poughkeepsie / Hudson Valley
+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
  • Has swimming 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$119
Average 3.0 /5 Guest Reviews Call BookMore Details
HYATT house Fishkill/Poughkeepsie - Fishkill
+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 available: The HYATT house has an indoor pool whirlpool and fitness center and is open to guests between 8:00am and 10:00pm
  • Midscale Suburban property
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From$105
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Holiday Inn Express : 21 Schuyler Blvd.
+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
  • Includes a 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.
  • 3 star Suburban property
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From$64
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Courtyard by Marriott Fishkill - Fishkill
+1-888-897-9207

How should we direct your call?

New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
17 Westage Dr., Fishkill, NY 12524 +1-888-897-9207 ~14.13 miles south of Highland
  • Includes a pool: 7am-10pm
  • 3-star Suburban property
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From$80
Average 3.0 /5 Read Reviews Call BookMore Details
Hilton Garden Inn Poughkeepsie / Fishkill - Fishkill
+1-888-311-4278

How should we direct your call?

New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
25 Westage Dr., Fishkill, NY 12524 +1-888-311-4278 ~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 .
  • 3 star Highway property
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From$99
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Best Western Fishkill Inn & Suites - Fishkill
+1-888-469-4795

How should we direct your call?

New Reservations: +1-888-469-4795 Group Sales: +1-888-494-8863
14 Schuyler Blvd., Fishkill, NY 12524 +1-888-469-4795 ~14.15 miles southeast of Highland
  • Includes a pool: Seasonal Outdoor Pool, located in Patio Area. Open Memorial day Through Labor day.
  • 3 star Suburban hotel
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From$80
Average 3.0 /5 Read Reviews Call BookMore Details
Hampton Inn Fishkill : 544 Us 9
+1-888-734-9421

How should we direct your call?

New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
544 Us 9, Fishkill, NY 12524 +1-888-734-9421 ~14.26 miles southeast of Highland
  • Pool details: Pool is open from 6am-10pm. Recently renovated!
  • Midscale Suburban property
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From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Courtyard by Marriott Newburgh Stewart Airport
+1-888-841-5292

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New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
4 Governor Dr., Newburgh, NY 12550 +1-888-841-5292 ~14.96 miles southwest of Highland
  • Pool in hotel
  • Mid-scale Rural hotel
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From$114
Average 3.0 /5 Read Reviews Call BookMore Details
Hampton Inn & Suites Newburgh Stewart Airport : 1 Crossroads Court
+1-888-455-5160

How should we direct your call?

New Reservations: +1-888-455-5160 Group Sales: +1-888-494-8863
1 Crossroads Court, Newburgh, NY 12550 +1-888-455-5160 ~15.24 miles south of Highland
  • Pool available: Indoors from 6am to 10pm
  • Mid-scale Suburban property
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From$139
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Best Western Plus Kingston Hotel and Conference Center
+1-888-965-8297

How should we direct your call?

New Reservations: +1-888-965-8297 Group Sales: +1-888-494-8863
503 Washington Ave., Kingston, NY 12401 +1-888-965-8297 ~15.45 miles north of Highland
  • Pool available: 10am to 10pm, indoor heated salt water pool, 20 by 40 feet, no life guard on duty.
  • Affordable Suburban property
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From$85
Average 3.0 /5 Reviews Call BookMore Details
Homewood Suites by Hilton Newburgh Stewart Airport - New Windsor
+1-888-906-6358

How should we direct your call?

New Reservations: +1-888-906-6358 Group Sales: +1-888-494-8863
180 Breunig Rd., New Windsor, NY 12553 +1-888-906-6358 ~16.57 miles south of Highland
  • Has swimming 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$79
Average 3.0 /5 Hotel Reviews Call BookMore Details
Residence Inn by Marriott in Kingston
+1-888-749-6785

How should we direct your call?

New Reservations: +1-888-749-6785 Group Sales: +1-888-494-8863
800 Frank Sottile Blvd., Kingston, NY 12401 +1-888-749-6785 ~17.45 miles north of Highland
  • Pool available: Our pool is open from 7 am to 11 pm every day
  • 4 star Downtown hotel
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From$125
Average 3.0 /5 Guest Reviews Call BookMore Details
Courtyard by Marriott
+1-888-878-9982

How should we direct your call?

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 in hotel: Indoor Pool open til 11pm
  • Affordable Suburban hotel
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From$105
Very Good 4.5 /5 Hotel Reviews Call BookMore Details
Hampton Inn Middletown Ny : 20 Crystal Run Crossing
+1-888-389-4485

How should we direct your call?

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
  • Has swimming 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 : 55 Hessian Dr.
+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 details: outdoor pool only open Memorial day to Labor day and open to the public
  • Mid-scale Mountain hotel
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From$40
Average 3.5 /5 Hotel 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
  • Pool in hotel: Indoor heated pool open from 5:00am-11:00pm.
  • Three Star Downtown hotel
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From$80
Average 3.0 /5 Review Score Call BookMore Details
Comfort Suites in Woodbury
+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
  • Includes a pool: Indoor heated pool
  • Three Star Suburban property
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From$145
Average 3.0 /5 Hotel Reviews Call BookMore Details
Bear Mountain Inn : 3020 Seven Lakes Dr.
+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 property
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From$149
Very Good 4.0 /5 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 in hotel: Outdoor seasonal pool open from Memorial day to Labor day from 9:00 AM to 9:00 PM.
  • 3 star Suburban property
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From$75
Very Good 4.0 /5 Review Score Call BookMore Details
Hampton Inn Harriman Woodbury in Central Valley
+1-888-788-5576

How should we direct your call?

New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
60 Centre Dr., Central Valley, NY 10917 +1-888-788-5576 ~28.93 miles south of Highland
  • Has a pool!
  • Three Star Mountain hotel
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From$80
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Holiday Inn Express & Suites
+1-888-897-9207

How should we direct your call?

New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
2 Bryle Pl, Chester, NY 10918 +1-888-897-9207 ~29.08 miles southwest of Highland
  • Includes a pool: 9:00 AM to 11:00 PM, it is an indoor heated pool
  • Three Star Rural hotel
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From$109
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Inn on the Hudson in Peekskill
+1-888-311-4278

How should we direct your call?

New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
634 Main St., Peekskill, NY 10566 +1-888-311-4278 ~29.59 miles south of Highland
  • Pool available: Pool is permanently closes
  • Two-star Riverfront property
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From$109
Average 3.0 /5 Reviews Call BookMore Details
Holiday Inn Express & Suites Peekskill
+1-888-469-4795

How should we direct your call?

New Reservations: +1-888-469-4795 Group Sales: +1-888-494-8863
2 John Walsh Blvd., Peekskill, NY 10566 +1-888-469-4795 ~30.42 miles south of Highland
  • Pool available: heated indoor pool open from 8am-10pm daily, no lifeguard on duty
  • Midscale Riverfront hotel
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From$97
Average 3.0 /5 Guest Reviews Call BookMore Details
Sleep Inn & Suites Middletown Goshen : 3491 Route 6
+1-888-734-9421

How should we direct your call?

New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
3491 Route 6, Middletown, NY 10940 +1-888-734-9421 ~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.
  • Economy Highway hotel
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From$89
Very Good 4.5 /5 Recent Reviews Call BookMore Details
Urban Cowboy Lodge : 37 Alpine Rd.
+1-888-841-5292

How should we direct your call?

New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
37 Alpine Rd., Big Indian, NY 12410 +1-888-841-5292 ~33.31 miles northwest of Highland
  • Has swimming pool: Outdoor, 9am - 7pm
  • Four star Mountain property
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From$125
Average 3.0 /5 Review Score Call BookMore Details
Crowne Plaza Danbury An Ihg Hotel - Danbury
+1-888-455-5160

How should we direct your call?

New Reservations: +1-888-455-5160 Group Sales: +1-888-494-8863
18 Old Ridgebury Rd., Danbury, CT 06810 +1-888-455-5160 ~33.47 miles southeast of Highland
  • Includes a pool: Indoor heated salt water filtrated pool. Hours are from 6am-11pm.
  • Midscale Suburban property
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From$60
Very Good 4.0 /5 Review Score 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
  • Pool in hotel: 11am-7pm
  • 3-star Mountain property
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From$90
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Comfort Inn & Suites Danbury Bethel
+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 in hotel: Seasonal Outdoor Pool
  • 3-star Suburban property
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From$80
Average 3.0 /5 Latest 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
  • 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 Hotel Reviews Call BookMore Details
Best Western 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
  • Pool available: Indoor- 8:00 AM to 8:00 PM
  • Three Star Downtown hotel
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From$108
Average 3.0 /5 Hotel Reviews Call BookMore Details
Hotel Mtk 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
  • 3-star Suburban property
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From$129
Very Good 4.0 /5 Reviews Call BookMore Details
Hilton Garden Inn Nanuet in 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
  • Pool details: Indoor Heated Pool & Whirlpool open daily from 5am-10pm
  • Midscale Suburban hotel
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From$80
Average 3.0 /5 Guest 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
  • Includes a pool: Indoor Pool - 6 AM – 10 PM
  • Midscale Highway property
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From$80
Average 3.0 /5 Read Reviews Call BookMore Details
Days Inn by Wyndham Nanuet / Spring Valley - Nanuet
+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.
  • Inexpensive Highway hotel
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From$70
Average 3.0 /5 Latest 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 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'
  • Four star Rural hotel
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From$99
Very Good 4.0 /5 Review Score Call BookMore Details
Hotel Nyack, a JdV by Hyatt Hotel
+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
  • 4 star Suburban hotel
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From$88
Average 3.0 /5 Recent Reviews 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
  • Pool in hotel: Indoor Heated Pool.
  • 3-star Suburban property
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From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
Doubletree by Hilton 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
  • 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 hotel
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From$105
Average 3.0 /5 Review Score Call BookMore Details
Doubletree - Mahwah
+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
  • Has swimming pool: Currently being renovated
  • Low Cost property
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From$60
Average 3.0 /5 Reviews Call BookMore Details
Fairfield Inn & Suites 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 property
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From$89
Average 3.0 /5 Latest Reviews Call BookMore Details
Comfort Inn & Suites Hawthorne - Hawthorne
+1-888-734-9421

How should we direct your call?

New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
20 Saw Mill River Rd., Hawthorne, NY 10532 +1-888-734-9421 ~44.04 miles south of Highland
  • Pool available: CURRENTLY CLOSED DUE TO COVID 19 WHEN OPERATING HOURS ARE 10AM - 8PM
  • 2-star property
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From$99
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Hampton Inn Mahwah
+1-888-841-5292

How should we direct your call?

New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
290 Route 17 Corporate Dr., Mahwah, NJ 07430 +1-888-841-5292 ~44.07 miles south of Highland
  • Pool available: Indoor Pool : 8am - 10pm
  • Cheap property
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From$99
Average 3.0 /5 Latest Reviews Call BookMore Details
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