Hotels with Swimming Pools in Highland Lake

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Highland Lake Hotels with Swimming Pools

Tonight
26 Nov - 27 Nov
Tomorrow
27 Nov - 28 Nov
This weekend
28 Nov - 30 Nov
Next weekend
5 Dec - 7 Dec

Top Hotels with Swimming Pools in Highland Lake

Waterslide
The Kartrite Resort & Indoor Waterpark

The Kartrite Resort & Indoor Waterpark

4.0 star property
Monticello
  • Outdoor pool
  • Indoor pool
  • Poolside bar
  • Pool loungers
8.2 out of 10, Very good, (1828)
Sprawling aquatic entertainment awaits families at this Catskills resort featuring both indoor and outdoor pools. Children delight in the dedicated kids' pool, while adults appreciate poolside cabanas, bar service, and the relaxing lazy river.
The Kartrite Resort & Indoor Waterpark
Indoor pool
Hampton Inn Matamoras/Milford

Hampton Inn Matamoras/Milford

2.5 star property
Matamoras
  • Indoor pool
8.8 out of 10, Excellent, (1009)
Dive into the spotless indoor pool, consistently praised by guests who often enjoy exclusive access during late-night swims until 11 PM. Comfortable, spacious rooms and a hearty breakfast buffet complete this mountain retreat experience.
The price is S$124
includes taxes & fees
7 Dec - 8 Dec
Hampton Inn Matamoras/Milford
Indoor pool, pool loungers
Best Western Hunt's Landing Hotel Matamoras/Milford

Best Western Hunt's Landing Hotel Matamoras/Milford

3.0 star property
Matamoras
  • Indoor pool
  • Pool loungers
8.4 out of 10, Very good, (1015)
Splash into a heated indoor pool that welcomes families with its ideal temperature and clean facilities. The pet-friendly hotel offers comfortable loungers, an on-site restaurant with excellent dining, and a 24-hour fitness centre.
The price is S$129
includes taxes & fees
7 Dec - 8 Dec
Best Western Hunt's Landing Hotel Matamoras/Milford
Indoor pool, open 7 AM to 10 PM, free pool cabanas, pool loungers
Resorts World Catskills Casino

Resorts World Catskills Casino

4.5 star property
Monticello
  • Indoor pool
  • Pool loungers
  • Full-service spa
8.6 out of 10, Excellent, (1103)
Swimming becomes a premium experience in the elegant indoor pool area, complete with free cabanas and sun loungers. Beyond poolside relaxation, this luxury mountain retreat offers casino excitement, spa treatments, and six distinctive restaurants.
Resorts World Catskills Casino
Seasonal outdoor pool
Days Inn by Wyndham Wurtsboro

Days Inn by Wyndham Wurtsboro

2.0 star property
Wurtsboro
  • Pool
  • Breakfast included
  • Parking included
  • Free WiFi
  • Air conditioning
  • Room service
7.6 out of 10, Good, (585)
Seasonal outdoor pool beckons from May through September, providing a peaceful retreat after exploring nearby Orange County Fairgrounds. Clean, comfortable rooms with thoughtful amenities create a serene atmosphere for rejuvenating stays.
The price is S$116
includes taxes & fees
7 Dec - 8 Dec
Days Inn by Wyndham Wurtsboro
Indoor pool
Hampton Inn Monticello

Hampton Inn Monticello

2.5 star property
Monticello
  • Indoor pool
9.4 out of 10, Exceptional, (611)
Swimming enthusiasts revel in the temperature-controlled indoor pool, open from morning until evening for invigorating laps or leisurely soaks. The hotel combines aquatic enjoyment with comprehensive fitness facilities and spacious, modern rooms praised for exceptional cleanliness.
The price is S$229
includes taxes & fees
30 Nov - 1 Dec
Hampton Inn Monticello
Indoor pool
The Alder at Resorts World Catskills

The Alder at Resorts World Catskills

2.0 star property
Monticello
  • Indoor pool
  • Full-service spa
8.2 out of 10, Very good, (198)
Swimming enthusiasts revel in the pristine indoor pool, complemented by rejuvenating spa treatments just steps away. After aquatic adventures, 7 diverse restaurants and bars await, offering culinary delights amid the immaculately clean resort atmosphere.
The Alder at Resorts World Catskills
Indoor pool
YO1 Longevity & Health Resorts, Catskills

YO1 Longevity & Health Resorts, Catskills

4.0 star property
Monticello
  • Indoor pool
  • Hot tub
8.0 out of 10, Very good, (503)
Mountain views complement refreshing swims in the pristine indoor pool, where rejuvenation continues with hot tub soaks and sauna sessions. After water-based wellness, guests savour delicious made-to-order meals, including vegan options at this peaceful Catskills retreat.
The price is S$452
includes taxes & fees
27 Nov - 28 Nov
YO1 Longevity & Health Resorts, Catskills
Seasonal outdoor pool, pool cabanas (surcharge), pool umbrellas
Silver Birches

Silver Birches

3.5 star property
Hawley
  • 2 poolside bars
  • Pool loungers
8.6 out of 10, Excellent, (281)
Seasonal outdoor pool sparkles against Lake Wallenpaupack views, complete with private cabanas, sun loungers, and twin poolside bars serving refreshing drinks. Adventurous travellers enjoy nearby fishing, kayaking, and cycling trails.
Silver Birches
Indoor pool, seasonal outdoor pool, pool umbrellas, pool loungers
Villa Roma Resort and Conference Center

Villa Roma Resort and Conference Center

3.0 star property
Callicoon
  • Indoor pool
  • Poolside bar
  • Pool loungers
  • Hot tub
6.6 out of 10, (389)
Swimming enthusiasts delight in 4 distinct aquatic experiences: a waterslide-equipped indoor pool, seasonal outdoor pool, dedicated children's pool, and relaxing hot tub. Beyond swimming, this recreational paradise offers an 18-hole golf course, tennis courts, and ski-in/ski-out access.
Villa Roma Resort and Conference Center
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties

Black Friday Sale

Save up to 50% on select hotels
Book now

Top Highland Lake Hotel Reviews

Villa Roma Resort and Conference Center

Villa Roma Resort and Conference Center

10/10 Excellent
"The entrance of the property was Gorgeous but the rooms needs upgrading...."
Marie 1-night trip
Posted 2 days ago
Villa Roma Resort and Conference Center
Best Western Hunt's Landing Hotel Matamoras/Milford

Best Western Hunt's Landing Hotel Matamoras/Milford

10/10 Excellent
"It was lovely"
Laura 1-night trip
Posted 10 days ago
Best Western Hunt's Landing Hotel Matamoras/Milford

Explore a world of travel with Expedia

Frequently asked questions

What are some hotels with pools in Highland Lake?
The Kartrite Resort & Indoor Waterpark: Hotel, 7-minute walk from Resorts World Catskills. Features a children's pool, an indoor pool and a water park. Resorts World Catskills Casino: Hotel, 4-minute walk from Resorts World Catskills. Offers 6 restaurants, a pool and a full-service spa. Days Inn by Wyndham Wurtsboro: Provides daily, a seasonal outdoor pool and free self parking. Hampton Inn Matamoras/Milford: Features buffet, an indoor pool and complimentary high-speed (wired) Internet access. Best Western Hunt's Landing Hotel Matamoras/Milford: Offers buffet, an indoor pool and free self parking.
What is there to see and do in Highland Lake?
The picturesque setting of Sidwell Lake showcases the area's natural beauty. During your stay, visit sights such as Mohican Lake, Kadampa Meditation Center New York and World Peace Temple and Forestburgh Playhouse.
When is the best time to book a hotel with a pool in Highland Lake?
Taking the local weather in Highland Lake into account can help you maximise your time at the pool during your trip. The hottest months are usually July and August, with an average temperature of 19°C, while the coldest months are January and February, with an average of -2°C. The snowiest months in Highland Lake are January, February, December and March, with each month seeing an average of 24 cm of snowfall.