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

Star rating
Hotel name
Price range (GBP) to
Amenities
+ more

Highland Hotels with Outdoor or Indoor Pools

Americas Best Value Inn New Paltz - New Paltz 7 Terwilliger Lane, New Paltz, NY 12561
Call Us
~4.13 miles west of Highland
  • Has swimming pool: Outdoor Pool
  • Two-star hotel
More Photos Pool image of Americas Best Value Inn New Paltz
From$60 total
Very good 4.0 /5 Recent Reviews 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 : 2361 South Rd. 2361 South Rd., Poughkeepsie, NY 12601
Call Us
~5.68 miles southeast of Highland
  • Includes a pool: Indoor Pool - 8am - 10pm
  • Mid-scale Suburban property
More Photos Swimming pool at Hampton Inn & Suites Poughkeepsie
From$114 total
Average 3.0 /5 Hotel Reviews Call BookMore Details
Hyatt Place Poughkeepsie - Poughkeepsie 2165 South Rd., Poughkeepsie, NY 12601
Call Us
~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
  • Three Star Highway property
More Photos Pool image of Hyatt Place Poughkeepsie
From$142 total
Average 3.0 /5 Read Reviews Call BookMore Details
Hyatt House Fishkill / Poughkeepsie - Fishkill 100 Westage Business Center Dr., Fishkill, NY 12524
Call Us
~13.94 miles south of Highland
  • Pool in hotel: 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
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
Call Us
~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.
  • 3-star Suburban property
More Photos Pool image of Holiday Inn Express Fishkill-Mid Hudson Valley by IHG
From$76 total
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Hilton Garden Inn Fishkill 25 Westage Dr., Fishkill, NY 12524
Call Us
~14.14 miles south of Highland
  • Pool in hotel: 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 .
  • Three Star Highway hotel
More Photos Pool image of Hilton Garden Inn Fishkill
From$118 total
Very good 4.0 /5 Read Reviews Call BookMore Details
Best Western Fishkill Inn & Suites 14 Schuyler Blvd., Fishkill, NY 12524
Call Us
~14.15 miles southeast of Highland
  • Pool in hotel: Seasonal Outdoor Pool, located in Patio Area. Open Memorial day Through Labor day.
  • Mid-scale Suburban property
More Photos Pool image of Best Western Fishkill Inn & Suites
From$96 total
Average 3.0 /5 Recent Reviews Call BookMore Details
Residence Inn by Marriott Fishkill in Fishkill 500 a Westage Business Center Dr., Fishkill, NY 12524
Call Us
~14.16 miles south of Highland
  • Pool details: Large indoor pool opened daily from 6am-11pm
  • 3-star Downtown hotel
More Photos Photo of Residence Inn by Marriott Fishkill Pool
From$202 total
Very good 4.0 /5 Reviews Call BookMore Details
Springhill Suites by Marriott Fishkill 500 B Westage Business Center Dr., Fishkill, NY 12524
Call Us
~14.16 miles south of Highland
  • Includes a pool: Large indoor pool opened daily from 6am-11pm
  • Affordable Downtown property
More Photos Swimming pool at Springhill Suites by Marriott Fishkill
From$118 total
Excellent 5.0 /5 Review Score Call BookMore Details
Hampton Inn - Fishkill 544 Route 9, Fishkill, NY 12524
Call Us
~14.16 miles southeast of Highland
  • Pool available: Pool is open from 6am-10pm. Recently renovated!
  • Three Star Suburban property
More Photos Swimming pool at Hampton Inn
From$94 total
Very good 4.5 /5 Latest Reviews Call BookMore Details
The Roundhouse in Beacon 2 East Main St., Beacon, NY 12508
Call Us
~14.86 miles south of Highland
  • Includes a swimming pool
  • 3 star hotel
More Photos Photo of The Roundhouse Pool
From$108 total
Very good 4.0 /5 Guest Reviews Call BookMore Details
Courtyard by Marriott Newburgh Stewart Airport - Newburgh 4 Governor Dr., Newburgh, NY 12550
Call Us
~14.96 miles southwest of Highland
  • Includes a swimming pool
  • Three Star Rural property
More Photos Swimming pool at Courtyard by Marriott Newburgh Stewart Airport
From$136 total
Average 3.0 /5 Latest Reviews Call BookMore Details
Hampton Inn & Suites Newburgh Stewart Airport : 1 Crossroads Court 1 Crossroads Court, Newburgh, NY 12550
Call Us
~15.24 miles south of Highland
  • Has swimming pool: Indoors from 6am to 10pm
  • Midscale Suburban hotel
More Photos Pool image of Hampton Inn & Suites Newburgh Stewart Airport
From$166 total
Very good 4.0 /5 Recent Reviews Call BookMore Details
More Homes & Apts at Booking.com

Book online or call +44 8081694373

Booking for Homes and Apartments
Go to BookingGo to Booking
Kingston Regency Inn 503 Washington Ave., Kingston, NY 12401
Call Us
~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 property
More Photos Photo of Kingston Regency Inn Pool
From$102 total
Average 3.0 /5 Read Reviews Call BookMore Details
Homewood Suites Stewart Airport : 180 Breunig Rd. 180 Breunig Rd., New Windsor, NY 12553
Call Us
~16.57 miles south of Highland
  • Pool in hotel: Open daily 8:00am-10:00pm, Hotel guests can enjoy our indoor, heated pool and hot tub.
  • 4-star Rural hotel
More Photos Swimming pool at Homewood Suites Stewart Airport
From$94 total
Average 3.0 /5 Review Score 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 →
Residence Inn by Marriott 800 Frank Sottile Blvd., Kingston, NY 12401
Call Us
~17.45 miles north of Highland
  • Has swimming pool: Our pool is open from 7 am to 11 pm every day
  • Expensive Downtown property
More Photos Swimming pool at Residence Inn by Marriott
From$150 total
Average 3.0 /5 Guest Reviews Call BookMore Details
Courtyard by Marriott Kingston in Kingston 500 Frank Sottile Blvd., Kingston, NY 12401
Call Us
~17.45 miles north of Highland
  • Pool available: The indoor heated pool and whirlpool are open each day from 6am-11pm.
  • Three Star Downtown hotel
More Photos Photo of Courtyard by Marriott Kingston Pool
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
Call Us
~26.16 miles southwest of Highland
  • Pool details: Indoor Saline Pool open all year round. 5:30am-10pm
  • Midscale 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 - Middletown 24 Crystal Run Crossing, Middletown, NY 10941
Call Us
~26.72 miles southwest of Highland
  • Includes a pool: Indoor Pool open until 11:00pm
  • Affordable Suburban hotel
More Photos Photo of Courtyard by Marriott Pool
From$126 total
Very good 4.5 /5 Review Score Call BookMore Details
Hampton Inn Middletown Ny : 20 Crystal Run Crossing 20 Crystal Run Crossing, Middletown, NY 10941
Call Us
~26.75 miles southwest of Highland
  • Has swimming pool: Seasonal; Memorial Day - Labor Day
  • Low Cost Suburban hotel
More Photos Photo of Hampton Inn Middletown Ny Pool
From$72 total
Very good 4.0 /5 Reviews Call BookMore Details
Overlook Lodge at Bear Mountain 55 Hessian Dr., Bear Mountain, NY 10911
Call Us
~27.33 miles south of Highland
  • Pool details: outdoor pool only open Memorial day to Labor day and open to the public
  • Three Star Mountain property
More Photos Pool image of Overlook Lodge at Bear Mountain
From$48 total
Average 3.5 /5 Read Reviews Call BookMore Details
Holiday Inn Express & Suites Middletown Goshen 20 Med Parc Rd., Middletown, NY 10940
Call Us
~27.34 miles southwest of Highland
  • Pool in hotel: Indoor heated pool open from 5:00am-11:00pm.
  • Midscale Downtown hotel
More Photos Photo of Holiday Inn Express & Suites Middletown Goshen Pool
From$96 total
Average 3.0 /5 Guest Reviews Call BookMore Details
Comfort Suites 100 Estrada Rd., Woodbury, NY 10917
Call Us
~27.67 miles south of Highland
  • Pool in hotel: Indoor heated pool
  • Three Star Suburban property
More Photos hotel room
From$174 total
Average 3.0 /5 Hotel Reviews Call BookMore Details
Fairfield Inn & Suites by Marriott Goshen Middletown in Goshen 20 Hatfield Lane, Goshen, NY 10924
Call Us
~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
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
Call Us
~29.08 miles southwest of Highland
  • Has swimming pool: 9:00 AM to 11:00 PM, it is an indoor heated pool
  • Three Star Rural property
More Photos Photo of Holiday Inn Express Hotel & Suites Chester by IHG Pool
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
Call Us
~29.59 miles south of Highland
  • Has swimming pool: Pool is permanently closes
  • Economy Riverfront hotel
More Photos Photo of Inn on the Hudson Pool
From$130 total
Average 3.0 /5 Latest Reviews Call BookMore Details
Holiday Inn Express & Suites Peekskill 2 John Walsh Blvd., Peekskill, NY 10566
Call Us
~30.42 miles south of Highland
  • Includes a pool: heated indoor pool open from 8am-10pm daily, no lifeguard on duty
  • Three 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 in Middletown 3491 Route 6, Middletown, NY 10940
Call Us
~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 property
More Photos Photo of Sleep Inn & Suites Middletown Goshen Pool
From$106 total
Very good 4.5 /5 Read Reviews Call BookMore Details
Interlaken Inn 74 Interlaken Rd., Lakeville, CT 06039
Call Us
~32.22 miles northeast of Highland
  • Has swimming pool: Seasonal Outdoor Heated Pool Open Memorial Day thru Labor Day
  • Three Star Resort hotel
More Photos Pool image of Interlaken Inn
From$214 total
Very good 4.0 /5 Read Reviews Call BookMore Details
Urban Cowboy Lodge - Big Indian 37 Alpine Rd., Big Indian, NY 12410
Call Us
~33.31 miles northwest of Highland
  • Has swimming pool: Outdoor, 9am - 7pm
  • High end Mountain hotel
More Photos Swimming pool at Urban Cowboy Lodge
From$150 total
Average 3.0 /5 Read Reviews Call BookMore Details
Ethan Allen Hotel in Danbury 21 Lake Ave. Ext, Danbury, CT 06811
Call Us
~34.97 miles southeast of Highland
  • Pool available: Our outdoor pool is open Memorial day through labor day.
  • Affordable Suburban property
More Photos Photo of Ethan Allen Hotel Pool
From$102 total
Average 3.0 /5 Latest Reviews Call BookMore Details
Hampton Inn Monticello in Monticello 29 Golden Ridge Rd., Monticello, NY 12701
Call Us
~35.17 miles west of Highland
  • Includes a 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 Recent Reviews Call BookMore Details
The Kartrite Resort Indoor Waterpark 555 Resorts World Dr., Monticello, NY 12701
Call Us
~36.24 miles west of Highland
  • Pool in hotel: 11am-7pm
  • 3 star Mountain property
More Photos Swimming pool at The Kartrite Resort Indoor Waterpark
From$108 total
Very good 4.0 /5 Review Score Call BookMore Details
Courtyard by Marriott Danbury : 3 Eagle Rd. 3 Eagle Rd., Danbury, CT 06810
Call Us
~36.52 miles southeast of Highland
  • Pool in hotel: 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.
  • Midscale 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
Call Us
~36.54 miles southeast of Highland
  • Pool details: Seasonal Outdoor Pool
  • Mid-scale Suburban hotel
More Photos Pool image of Comfort Inn & Suites Danbury Bethel
From$96 total
Average 3.0 /5 Reviews Call BookMore Details
La Quinta Inn & Suites by Wyndham Danbury : 116 Newtown Rd. 116 Newtown Rd., Danbury, CT 06810
Call Us
~36.68 miles southeast of Highland
  • Has swimming pool: Large seasonal (Memorial Day-Labor Day) outdoor salt water pool
  • 3-star Highway property
More Photos Pool image of La Quinta Inn & Suites by Wyndham Danbury
From$94 total
Average 3.0 /5 Read Reviews Call BookMore Details
Best Western Monticello - Monticello 16 Raceway Rd., Monticello, NY 12701
Call Us
~36.78 miles west of Highland
  • Has swimming pool: Indoor- 8:00 AM to 8:00 PM
  • Three Star Downtown property
More Photos Photo of Best Western Monticello Pool
From$129 total
Average 3.0 /5 Latest Reviews Call BookMore Details
Hotel Mtk Mount Kisco 1 Holiday Inn Dr., Mount Kisco, NY 10549
Call Us
~36.97 miles southeast of Highland
  • Pool details: Seasonal outdoor pool - open Memorial Day to Labor Day
  • Affordable Suburban hotel
More Photos Swimming pool at Hotel Mtk Mount Kisco
From$154 total
Average 3.0 /5 Reviews Call BookMore Details
Hilton Garden Inn Nanuet 270 West Rte 59, Nanuet, NY 10954
Call Us
~41.99 miles south of Highland
  • Includes a pool: Indoor Heated Pool & Whirlpool open daily from 5am-10pm
  • 3-star Suburban property
More Photos Pool image of Hilton Garden Inn Nanuet
From$96 total
Average 3.0 /5 Hotel Reviews Call BookMore Details
Hampton Inn Nanuet in Nanuet 260 Ny 59, Nanuet, NY 10954
Call Us
~41.99 miles south of Highland
  • Has swimming pool: Indoor Pool - 6 AM – 10 PM
  • Affordable Highway hotel
More Photos Swimming pool at Hampton Inn Nanuet
From$96 total
Average 3.0 /5 Reviews Call BookMore Details
Heritage Hotel & Conference Center 522 Heritage Rd., Southbury, CT 06488
Call Us
~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'
  • 4-star Rural property
More Photos Swimming pool at Heritage Hotel & Conference Center
From$118 total
Very good 4.0 /5 Review Score Call BookMore Details
Doubletree by Hilton Hotel Nanuet 425 East Route 59, Nanuet, NY 10954
Call Us
~43.15 miles south of Highland
  • Pool in hotel: Indoor Heated pool with whirlpool. 9am-9pm
  • 3-star Suburban hotel
More Photos Swimming pool at Doubletree by Hilton Hotel Nanuet
From$130 total
Very good 4.0 /5 Guest Reviews Call BookMore Details
Doubletree by Hilton Mahwah in Mahwah 180 Route 17 South, Mahwah, NJ 07430
Call Us
~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.
  • Affordable Suburban hotel
More Photos Pool image of Doubletree by Hilton Mahwah
From$126 total
Average 3.0 /5 Reviews Call BookMore Details
Doubletree 180 Nj 17, Mahwah, NJ 07430
Call Us
~43.64 miles south of Highland
  • Pool details: Currently being renovated
  • Low Cost property
More Photos Photo of Doubletree Pool
From$72 total
Average 3.0 /5 Latest Reviews Call BookMore Details
Fairfield Inn & Suites Mahwah : 225 Ramapo Valley Rd. 225 Ramapo Valley Rd., Mahwah, NJ 07430
Call Us
~43.72 miles south of Highland
  • Includes a pool: Indoor Pool is open 6AM-11PM Daily.
  • 3-star Suburban property
More Photos Photo of Fairfield Inn & Suites Mahwah Pool
From$106 total
Average 3.0 /5 Read Reviews Call BookMore Details
Hampton Inn Mahwah in Mahwah 290 Route 17 Corporate Dr., Mahwah, NJ 07430
Call Us
~44.07 miles south of Highland
  • Includes a pool: Indoor Pool : 8am - 10pm
  • Economy Suburban property
More Photos Pool image of Hampton Inn Mahwah
From$118 total
Average 3.0 /5 Read Reviews Call BookMore Details
Homewood Suites by Hilton Mahwah 375 Corporate Dr., Mahwah, NJ 07430
Call Us
~44.26 miles south of Highland
  • Has swimming pool
  • Mid-scale property
More Photos Swimming pool at Homewood Suites by Hilton Mahwah
From$121 total
Very good 4.0 /5 Latest Reviews Call BookMore Details
Holiday Inn Express Hotel & Suites West Coxsackie by IHG : 12740 Route 9 West 12740 Route 9 West, West Coxsackie, NY 12192
Call Us
~44.38 miles north of Highland
  • With a pool!
  • 3 star Highway hotel
More Photos Pool image of Holiday Inn Express Hotel & Suites West Coxsackie by IHG
From$142 total
Very good 4.0 /5 Reviews Call BookMore Details

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