Star Rating
Hotel Name
Price Range (USD) to
Amenities
+ More

Highland Hotels with Outdoor or Indoor Pools

Homewood Suites by Hilton : 900 Thomas Watson Rd.
+1-888-389-4121
900 Thomas Watson Rd., Poughkeepsie, NY 12601 ~4.97 miles southeast of Highland
  • Pool details: Indoor Saline Swimming Pool
  • Affordable Rural property
From$75
Average 3.0 /5 Review Score Call BookMore Details
Tired of clicking around? Talk to an expert Hotel Planner: (855) 276-7561 or say...
alexa hotel planner skill"Alexa, ask Hotel Planner to make a new reservation in Highland" Get Alexa Skill →
Hampton Inn & Suites Poughkeepsie
+1-888-675-2083
2361 South Rd., Poughkeepsie, NY 12601 ~5.68 miles southeast of Highland
  • Pool in hotel: Indoor Pool - 8am - 10pm
  • Affordable Suburban hotel
From$95
Average 3.0 /5 Recent Reviews Call BookMore Details
Hyatt Place Poughkeepsie
+1-800-716-8490
2165 South Rd., Poughkeepsie, NY 12601 ~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
  • Mid-scale Highway hotel
From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Mohonk Mountain House - New Paltz
+1-800-805-5223
1000 Mountain Rest Rd., New Paltz, NY 12561 ~7.29 miles west of Highland
  • Pool details: Indoor pool, open 6am to 9am
  • Expensive Resort property
From$279
Very Good 4.0 /5 Guest Reviews Call BookMore Details
HYATT house Fishkill/Poughkeepsie
+1-888-965-1860
100 Westage Business Center Dr., Fishkill, NY 12524 ~13.94 miles south of Highland
  • Has swimming pool: 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
From$105
Very Good 4.0 /5 Review Score Call BookMore Details
Holiday Inn Express - Fishkill
+1-888-788-5576
21 Schuyler Blvd., Fishkill, NY 12524 ~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.
  • Mid-scale Suburban hotel
From$64
Very Good 4.0 /5 Review Score Call BookMore Details
Hilton Garden Inn Poughkeepsie / Fishkill
+1-888-897-9207
25 Westage Dr., Fishkill, NY 12524 ~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
From$99
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Best Western Fishkill Inn & Suites
+1-888-311-4278
14 Schuyler Blvd., Fishkill, NY 12524 ~14.15 miles southeast of Highland
  • Pool available: Seasonal Outdoor Pool, located in Patio Area. Open Memorial day Through Labor day.
  • 3 star Suburban hotel
From$80
Average 3.0 /5 Reviews Call BookMore Details
Hampton Inn Fishkill
+1-888-469-4795
544 Us 9, Fishkill, NY 12524 ~14.26 miles southeast of Highland
  • Pool details: Pool is open from 6am-10pm. Recently renovated!
  • 3 star Suburban hotel
From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
Courtyard by Marriott Newburgh Stewart Airport - Newburgh
+1-888-734-9421
4 Governor Dr., Newburgh, NY 12550 ~14.96 miles southwest of Highland
  • Includes a swimming pool
  • Affordable Rural hotel
From$114
Average 3.0 /5 Latest Reviews Call BookMore Details
Best Western Plus Kingston Hotel and Conference Center
+1-888-841-5292
503 Washington Ave., Kingston, NY 12401 ~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 hotel
From$85
Average 3.0 /5 Hotel Reviews Call BookMore Details
Homewood Suites Stewart Airport in New Windsor
+1-888-455-5160
180 Breunig Rd., New Windsor, NY 12553 ~16.57 miles south of Highland
  • We have a pool ready for use
  • Four-star Rural hotel
From$79
Average 3.0 /5 Review Score Call BookMore Details
Residence Inn by Marriott Kingston in Kingston
+1-888-965-8297
800 Frank Sottile Blvd., Kingston, NY 12401 ~17.45 miles north of Highland
  • Pool available: Our pool is open from 7 am to 11 pm every day
  • 3 star Downtown hotel
From$119
Average 3.0 /5 Review Score Call BookMore Details
Holiday Inn Express Kingston Ulster   - Lake Katrine
+1-888-906-6358
1835 Ulster Ave., Lake Katrine, NY 12449 ~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.
  • Affordable Mountain property
From$79
Very Good 4.0 /5 Read Reviews Call BookMore Details
Courtyard by Marriott - Middletown
+1-888-749-6785
24 Crystal Run Crossing, Middletown, NY 10941 ~26.72 miles southwest of Highland
  • Pool available: Indoor Pool open til 11pm
  • Three Star Suburban property
From$105
Very Good 4.5 /5 Hotel Reviews Call BookMore Details
Need some questions answered? Talk to an expert Hotel Planner: (855) 276-7561 or say...
alexa hotel planner skill"Alexa, ask Hotel Planner to make a new reservation in Highland" Get Alexa Skill →
Hampton Inn Middletown Ny : 20 Crystal Run Crossing
+1-888-878-9982
20 Crystal Run Crossing, Middletown, NY 10941 ~26.75 miles southwest of Highland
  • Pool details: Seasonal; Memorial Day - Labor Day
  • Low-priced Suburban property
From$60
Very Good 4.0 /5 Review Score Call BookMore Details
Holiday Inn Express & Suites Middletown Goshen : 20 Med Parc Rd.
+1-888-389-4485
20 Med Parc Rd., Middletown, NY 10940 ~27.34 miles southwest of Highland
  • Pool details: Indoor heated pool open from 5:00am-11:00pm.
  • Mid-scale Downtown hotel
From$80
Average 3.0 /5 Read Reviews Call BookMore Details
Bear Mountain Inn
+1-888-389-4121
3020 Seven Lakes Dr., Bear Mountain, NY 10911 ~28.22 miles south of Highland
  • Pool available: outdoor pool only open Memorial day to Labor day and open to the public
  • Mid-scale Mountain property
From$149
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott Goshen Middletown : 20 Hatfield Lane
+1-888-675-2083
20 Hatfield Lane, Goshen, NY 10924 ~28.44 miles southwest of Highland
  • Has swimming pool: Outdoor seasonal pool open from Memorial day to Labor day from 9:00 AM to 9:00 PM.
  • Midscale Suburban property
From$75
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Holiday Inn Express & Suites : 2 Bryle Pl
+1-800-716-8490
2 Bryle Pl, Chester, NY 10918 ~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
From$109
Very Good 4.0 /5 Recent Reviews Call BookMore Details
The Abbey Inn & Spa - Peekskill
+1-800-805-5223
900 Fort Hill Rd., Peekskill, NY 10566 ~29.43 miles south of Highland
  • Pool in hotel: Seasonal Outdoor Pool: Monday - Friday- 11 am to 7 pm Saturday - Sunday- 10 am - 7:30 pm
  • 4 star Riverfront hotel
From$500
Average 3.0 /5 Reviews Call BookMore Details
Inn on the Hudson
+1-888-965-1860
634 Main St., Peekskill, NY 10566 ~29.59 miles south of Highland
  • Pool available: Seasonal outside pool open Memorial Day thru Labor Day
  • Economy Riverfront property
From$109
Average 3.0 /5 Guest Reviews Call BookMore Details
Holiday Inn Express & Suites Peekskill
+1-888-788-5576
2 John Walsh Blvd., Peekskill, NY 10566 ~30.42 miles south of Highland
  • Pool in hotel: heated indoor pool open from 8am-10pm daily, no lifeguard on duty
  • Midscale Riverfront property
From$97
Average 3.0 /5 Hotel Reviews Call BookMore Details
Sleep Inn & Suites Middletown Goshen
+1-888-897-9207
3491 Route 6, Middletown, NY 10940 ~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 priced Highway hotel
From$89
Very Good 4.5 /5 Read Reviews Call BookMore Details
Hilton Garden Inn Danbury in Danbury
+1-888-311-4278
119 Mill Plain Rd., Danbury, CT 06811 ~32.87 miles southeast of Highland
  • Pool details: Indoor heated pool
  • Mid-scale Suburban hotel
From$89
Very Good 4.5 /5 Read Reviews Call BookMore Details
The Kartrite Resort Indoor Waterpark
+1-888-469-4795
555 Resorts World Dr., Monticello, NY 12701 ~36.24 miles west of Highland
  • Includes a pool: 11am-7pm
  • Three Star Mountain property
From$90
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Comfort Inn & Suites Danbury Bethel
+1-888-734-9421
80 Newtown Rd., Danbury, CT 06810 ~36.54 miles southeast of Highland
  • Pool available: Seasonal Outdoor Pool
  • 3 star Suburban hotel
From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
La Quinta Inn & Suites by Wyndham Danbury
+1-888-841-5292
116 Newtown Rd., Danbury, CT 06810 ~36.68 miles southeast of Highland
  • Pool available: Large seasonal (Memorial Day-Labor Day) outdoor salt water pool
  • 3 star Highway hotel
From$79
Average 3.0 /5 Recent Reviews Call BookMore Details
Best Western Monticello : 16 Raceway Rd.
+1-888-455-5160
16 Raceway Rd., Monticello, NY 12701 ~36.78 miles west of Highland
  • Includes a pool: Indoor- 8:00 AM to 8:00 PM
  • 3 star Downtown hotel
From$108
Average 3.0 /5 Recent Reviews Call BookMore Details
Hotel Mtk Mount Kisco - Mount Kisco
+1-888-965-8297
1 Holiday Inn Dr., Mount Kisco, NY 10549 ~37.03 miles southeast of Highland
  • Has swimming pool: Seasonal outdoor pool - open Memorial Day to Labor Day
  • Midscale Suburban property
From$129
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Days Inn by Wyndham Liberty
+1-888-906-6358
52 Sullivan Ave., Liberty, NY 12754 ~38.19 miles west of Highland
  • Includes a pool: Outdoor Pool open seasonally. Indoor Pool open year round.
  • 2 star Highway property
From$60
Average 3.0 /5 Read Reviews Call BookMore Details
Element Spring Valley New York : 90 Spring Valley Market Pl
+1-888-749-6785
90 Spring Valley Market Pl, Spring Valley, NY 10977 ~42.23 miles south of Highland
  • Pool details: The pool is open from 9am-9pm. The pool can only be occupied by one group/family per scheduled time slot.
  • 3-star hotel
From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
Hilton Garden Inn Nanuet - Nanuet
+1-888-878-9982
270 West Route 59, Nanuet, FL 10954 ~42.43 miles south of Highland
  • Includes a pool: Indoor Heated Pool & Whirlpool open daily from 5am-10pm
  • Mid-scale Suburban hotel
From$500
Average 3.0 /5 Reviews Call BookMore Details
Hampton Inn Nanuet
+1-888-389-4485
260 West Route 59, Nanuet, NY 10954 ~42.51 miles south of Highland
  • We have a pool
  • Mid-scale Highway hotel
Heritage Hotel, Golf, Spa & Conf Ctr, BW Premier Collection - Southbury
+1-888-389-4121
522 Heritage Rd., Southbury, CT 06488 ~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 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
  • Expensive Rural hotel
From$99
Very Good 4.0 /5 Review Score Call BookMore Details
Hotel Nyack Jdv by Hyatt
+1-888-675-2083
400 High Ave., Nyack, NY 10960 ~43.03 miles south of Highland
  • Pool details: Seasonal Outdoor Pool/ Hot Tub/ Deck 8AM-9PM
  • Four-star Suburban hotel
From$88
Average 3.0 /5 Hotel Reviews Call BookMore Details
Sheraton Mahwah : 1 International Blvd.
+1-800-716-8490
1 International Blvd., Mahwah, NJ 07495 ~43.18 miles south of Highland
  • Pool in hotel: Indoor heated pool
  • 4-star Suburban hotel
From$129
Average 3.5 /5 Latest Reviews Call BookMore Details
Courtyard by Marriott Mahwah in Mahwah
+1-800-805-5223
140 Nj 17, Mahwah, NJ 07430 ~43.50 miles south of Highland
  • Includes a pool: Indoor Pool.
  • Mid-scale Suburban property
From$80
Average 3.0 /5 Reviews Call BookMore Details
DoubleTree by Hilton Mahwah
+1-888-965-1860
180 Route 17 South, Mahwah, NJ 07430 ~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.
  • Midscale Suburban hotel
From$105
Average 3.0 /5 Review Score Call BookMore Details
Fairfield Inn & Suites Mahwah
+1-888-788-5576
225 Ramapo Valley Rd., Mahwah, NJ 07430 ~43.72 miles south of Highland
  • Has swimming pool: Indoor Pool is open 6AM-11PM Daily.
  • Mid-scale Suburban property
From$89
Average 3.0 /5 Read Reviews Call BookMore Details

Next: Show All Available Highland Hotels with Pricing
Back to Top