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

Homewood Suites by Hilton
+1-888-389-4121

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New Reservations: +1-888-389-4121 Group Sales: +1-888-494-8863
900 Thomas Watson Rd., Poughkeepsie, NY 12601 +1-888-389-4121 ~4.97 miles southeast of Highland
  • Has swimming pool: Indoor Saline Swimming Pool
  • Mid-scale Rural hotel
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From$75
Average 3.0 /5 Review Score Call BookMore Details
Poughkeepsie Hampton Inn & Suites - 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 available: Indoor Pool - 8am - 10pm
  • Mid-scale Suburban property
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From$95
Average 3.0 /5 Guest Reviews Call BookMore Details
Holiday Inn Poughkeepsie An Ihg Hotel in Poughkeepsie
+1-800-716-8490

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New Reservations: +1-800-716-8490 Group Sales: +1-888-494-8863
2170 South Rd., Poughkeepsie, NY 12601 +1-800-716-8490 ~6.60 miles southeast of Highland
  • Pool in hotel: Outdoor pool. Currently unavailable until the spring.
  • Midscale Suburban hotel
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From$189
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Hyatt Place Poughkeepsie in Poughkeepsie
+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
  • Pool available: 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$80
Average 3.0 /5 Read Reviews Call BookMore Details
Mohonk Mountain House
+1-888-965-1860

How should we direct your call?

New Reservations: +1-888-965-1860 Group Sales: +1-888-494-8863
1000 Mountain Rest Rd., New Paltz, NY 12561 +1-888-965-1860 ~7.29 miles west of Highland
  • Includes a pool: Indoor pool, open 6am to 9am
  • Four-star Resort property
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From$279
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
HYATT house Fishkill/Poughkeepsie - Fishkill
+1-888-788-5576

How should we direct your call?

New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
100 Westage Business Center Dr., Fishkill, NY 12524 +1-888-788-5576 ~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
  • 3 star Suburban property
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From$105
Very Good 4.0 /5 Reviews Call BookMore Details
Holiday Inn Express
+1-888-897-9207

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New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
21 Schuyler Blvd., Fishkill, NY 12524 +1-888-897-9207 ~14.05 miles southeast of Highland
  • Pool details: 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 Recent Reviews Call BookMore Details
Hilton Garden Inn Poughkeepsie / 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
  • Pool details: 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 Read Reviews Call BookMore Details
Best Western Fishkill Inn & Suites in Fishkill
+1-888-469-4795

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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
  • Has swimming pool: Seasonal Outdoor Pool, located in Patio Area. Open Memorial day Through Labor day.
  • 3-star Suburban property
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From$81
Average 3.0 /5 Recent Reviews Call BookMore Details
Hampton Inn
+1-888-734-9421

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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 available: Pool is open from 6am-10pm. Recently renovated!
  • Three Star Suburban hotel
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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
  • We have a pool
  • Midscale Rural property
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From$114
Average 3.0 /5 Guest Reviews Call BookMore Details
Best Western Plus Kingston Hotel and Conference Center
+1-888-455-5160

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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
  • Has swimming pool: 10am to 10pm, indoor heated salt water pool, 20 by 40 feet, no life guard on duty.
  • Affordable Suburban hotel
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From$85
Average 3.0 /5 Read Reviews Call BookMore Details
Homewood Suites Newburgh Stewart Airport - New Windsor
+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
  • With a pool!
  • 4-star Rural property
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From$79
Average 3.0 /5 Review Score Call BookMore Details
Residence Inn by Marriott Kingston
+1-888-906-6358

How should we direct your call?

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 available: Our pool is open from 7 am to 11 pm every day
  • Midscale Downtown property
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From$119
Average 3.0 /5 Guest Reviews Call BookMore Details
Holiday Inn Express Kingston Ulster  
+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
  • Pool details: Due to Covd 19 closed until further notice - Indoor Pool that is open 7am to 11pm Daily.
  • 3 star Mountain property
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From$79
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Home2 Suites by Hilton Middletown : 600 Route 211 East
+1-888-878-9982

How should we direct your call?

New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
600 Route 211 East, Middletown, NY 10941 +1-888-878-9982 ~26.16 miles southwest of Highland
  • Pool in hotel: Indoor Saline Pool open all year round. 5:30am-10pm
  • Midscale Suburban hotel
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From$109
Very Good 4.0 /5 Read Reviews Call BookMore Details
Courtyard by Marriott : 24 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
24 Crystal Run Crossing, Middletown, NY 10941 +1-888-389-4485 ~26.72 miles southwest of Highland
  • Includes a pool: Indoor Pool open til 11pm
  • Affordable Suburban hotel
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From$105
Very Good 4.5 /5 Reviews Call BookMore Details
Hampton Inn Middletown Ny
+1-888-389-4121

How should we direct your call?

New Reservations: +1-888-389-4121 Group Sales: +1-888-494-8863
20 Crystal Run Crossing, Middletown, NY 10941 +1-888-389-4121 ~26.75 miles southwest of Highland
  • Includes a pool: Seasonal; Memorial Day - Labor Day
  • Economy Suburban property
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From$60
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Holiday Inn Express & Suites Middletown Goshen in Middletown
+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.
  • Midscale Downtown property
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From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
Bear Mountain Inn - Bear Mountain
+1-800-716-8490

How should we direct your call?

New Reservations: +1-800-716-8490 Group Sales: +1-888-494-8863
3020 Seven Lakes Dr., Bear Mountain, NY 10911 +1-800-716-8490 ~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 Guest Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott Goshen Middletown
+1-800-805-5223

How should we direct your call?

New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
20 Hatfield Lane, Goshen, NY 10924 +1-800-805-5223 ~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 hotel
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From$75
Very Good 4.0 /5 Read Reviews Call BookMore Details
Holiday Inn Express & Suites : 2 Bryle Pl
+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
  • Includes a pool: 9:00 AM to 11:00 PM, it is an indoor heated pool
  • Affordable Rural property
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From$109
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
The Abbey Inn & Spa
+1-888-788-5576

How should we direct your call?

New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
900 Fort Hill Rd., Peekskill, NY 10566 +1-888-788-5576 ~29.43 miles south of Highland
  • Pool details: Seasonal Outdoor Pool: Monday - Friday- 11 am to 7 pm Saturday - Sunday- 10 am - 7:30 pm
  • High-end Riverfront hotel
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From$450
Average 3.0 /5 Review Score Call BookMore Details
Inn on the Hudson in 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 details: Seasonal outside pool open Memorial Day thru Labor Day
  • Low-priced Riverfront hotel
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From$109
Average 3.0 /5 Recent 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
  • Includes a pool: heated indoor pool open from 8am-10pm daily, no lifeguard on duty
  • Mid-scale Riverfront property
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From$97
Average 3.0 /5 Review Score Call BookMore Details
Sleep Inn & Suites Middletown Goshen : 3491 Route 6
+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
  • 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.
  • Low priced Highway property
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From$89
Very Good 4.5 /5 Recent Reviews Call BookMore Details
Hilton Garden Inn Danbury
+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
  • Pool details: Indoor heated pool
  • Affordable Suburban property
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From$89
Very Good 4.5 /5 Reviews Call BookMore Details
Residence Inn Marriott Danbury in Danbury
+1-888-841-5292

How should we direct your call?

New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
22 Segar St., Danbury, CT 06810 +1-888-841-5292 ~35.27 miles southeast of Highland
  • Has swimming pool: Indoor Heated Pool & Spa, 7:00am-10:00pm
  • Affordable Suburban hotel
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From$99
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Resorts World Catskills Casino
+1-888-455-5160

How should we direct your call?

New Reservations: +1-888-455-5160 Group Sales: +1-888-494-8863
888 a Resorts World Dr., Monticello, NY 12701 +1-888-455-5160 ~36.21 miles west of Highland
  • Pool details: 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
  • Four-star hotel
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From$149
Average 3.5 /5 Guest Reviews Call BookMore Details
The Kartrite Resort Indoor Waterpark in Monticello
+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
  • Affordable Mountain property
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From$90
Very Good 4.0 /5 Read Reviews Call BookMore Details
Holiday Inn Danbury-Bethel at Interstate 84, an IHG Hotel 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
  • Three Star Suburban hotel
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From$75
Very Good 4.0 /5 Guest Reviews Call BookMore Details
La Quinta Inn & Suites by Wyndham Danbury in 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
  • Mid-scale Highway property
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From$79
Average 3.0 /5 Read 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 in hotel: Indoor- 8:00 AM to 8:00 PM
  • 3 star Downtown property
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From$108
Average 3.0 /5 Recent 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 Holiday Inn Dr., Mount Kisco, NY 10549 +1-888-389-4485 ~37.03 miles southeast of Highland
  • Pool in hotel: Seasonal outdoor pool - open Memorial Day to Labor Day
  • Mid-scale Suburban property
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From$129
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Days Inn by Wyndham Liberty
+1-888-389-4121

How should we direct your call?

New Reservations: +1-888-389-4121 Group Sales: +1-888-494-8863
52 Sullivan Ave., Liberty, NY 12754 +1-888-389-4121 ~38.19 miles west of Highland
  • Pool in hotel: Outdoor Pool open seasonally. Indoor Pool open year round.
  • 2-star Highway property
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From$60
Average 3.0 /5 Recent Reviews Call BookMore Details
Element Spring Valley New York - Spring Valley
+1-888-675-2083

How should we direct your call?

New Reservations: +1-888-675-2083 Group Sales: +1-888-494-8863
90 Spring Valley Market Pl, Spring Valley, NY 10977 +1-888-675-2083 ~42.23 miles south of Highland
  • Includes a pool: The pool is open from 9am-9pm. The pool can only be occupied by one group/family per scheduled time slot.
  • 3-star property
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From$80
Average 3.0 /5 Reviews Call BookMore Details
Hilton Garden Inn Nanuet - Nanuet
+1-800-716-8490

How should we direct your call?

New Reservations: +1-800-716-8490 Group Sales: +1-888-494-8863
270 West Route 59, Nanuet, FL 10954 +1-800-716-8490 ~42.43 miles south of Highland
  • Pool details: Indoor Heated Pool & Whirlpool open daily from 5am-10pm
  • 3-star Suburban hotel
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From$500
Average 3.0 /5 Recent Reviews Call BookMore Details
Hampton Inn Nanuet in Nanuet
+1-800-805-5223

How should we direct your call?

New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
260 West Route 59, Nanuet, NY 10954 +1-800-805-5223 ~42.51 miles south of Highland
  • We have a pool
  • 3 star Highway property
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From$80
Poor 2.0 /5 Hotel Reviews Call BookMore Details
Heritage Hotel, Golf, Spa & Conf Ctr, BW Premier Collection - Southbury
+1-888-965-1860

How should we direct your call?

New Reservations: +1-888-965-1860 Group Sales: +1-888-494-8863
522 Heritage Rd., Southbury, CT 06488 +1-888-965-1860 ~42.57 miles east of Highland
  • Includes a pool: Indoor heated salt water pool (year round)- 22' X 40' with adjacent large jacuzzi Outdoor olympic heated salt water pool (May-Oct) - 33' X 60' Hours: Monday - Friday : 5:30am - 10:00pm Saturday: 6:00am - 10:00pm Sunday: 6:00am - 8:00pm
  • 4-star Rural hotel
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From$99
Very Good 4.0 /5 Read Reviews Call BookMore Details
Hotel Nyack Jdv by Hyatt - Nyack
+1-888-788-5576

How should we direct your call?

New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
400 High Ave., Nyack, NY 10960 +1-888-788-5576 ~43.03 miles south of Highland
  • Pool in hotel: Seasonal Outdoor Pool/ Hot Tub/ Deck 8AM-9PM
  • Four star Suburban hotel
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From$88
Average 3.0 /5 Reviews Call BookMore Details
Sheraton Mahwah Hotel
+1-888-897-9207

How should we direct your call?

New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
1 International Blvd., Mahwah, NJ 07495 +1-888-897-9207 ~43.18 miles south of Highland
  • Pool in hotel: Indoor heated pool
  • Three Star Suburban property
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From$139
Average 3.5 /5 Read Reviews Call BookMore Details
Sonesta Select Mahwah
+1-888-311-4278

How should we direct your call?

New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
140 Nj 17, Mahwah, NJ 07430 +1-888-311-4278 ~43.50 miles south of Highland
  • Pool in hotel: Indoor Pool.
  • Mid-scale Suburban property
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From$80
Average 3.0 /5 Review Score Call BookMore Details
Doubletree by Hilton Hotel Mahwah : 180 Route 17 South
+1-888-469-4795

How should we direct your call?

New Reservations: +1-888-469-4795 Group Sales: +1-888-494-8863
180 Route 17 South, Mahwah, NJ 07430 +1-888-469-4795 ~43.60 miles south of Highland
  • Includes a 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.
  • Mid-scale Suburban hotel
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From$105
Average 3.0 /5 Read Reviews Call BookMore Details
Fairfield Inn & Suites Mahwah
+1-888-734-9421

How should we direct your call?

New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
225 Ramapo Valley Rd., Mahwah, NJ 07430 +1-888-734-9421 ~43.72 miles south of Highland
  • Pool available: Indoor Pool is open 6AM-11PM Daily.
  • Three Star Suburban property
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From$89
Average 3.0 /5 Review Score Call BookMore Details
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