Find Hotels with a Pool in Highland Lake, NY

  • 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 a Pool

Our top choices for Highland Lake hotels with a pool

Seasonal outdoor pool, open 8:00 AM to 8:00 PM, pool umbrellas

The Bradstan Boutique Hotel

The Bradstan Boutique Hotel
3.5 star property
Eldred
9.8 out of 10, Exceptional, (117 reviews)
"This place is so lovely. My family had a wonderful Thanksgiving holiday here. "
United States
Sandi
The price is ₩576,918
₩674,007 total
includes taxes & fees
Jan 22 - Jan 23
The Bradstan Boutique Hotel
Water park

The Kartrite Resort & Indoor Waterpark

The Kartrite Resort & Indoor Waterpark
4.0 star property
Monticello
8.2 out of 10, Very Good, (1,924 reviews)
"Everything was perfect, great hotel with indoor waterpark."
United States
Angel Antonio
The price is ₩281,754
₩417,061 total
includes taxes & fees
Feb 1 - Feb 2
The Kartrite Resort & Indoor Waterpark
Seasonal outdoor pool

Inn at Lake Joseph

Inn at Lake Joseph
4.0 star property
Forestburgh
8.4 out of 10, Very Good, (10 reviews)
"amazing staff and wonderful place to stay"
United States
Daniel
The price is ₩582,076
₩657,746 total
includes taxes & fees
Jan 22 - Jan 23
Inn at Lake Joseph
Indoor pool

YO1 Longevity & Health Resorts, Catskills

YO1 Longevity & Health Resorts, Catskills
4.0 star property
Monticello
8.2 out of 10, Very Good, (503 reviews)
"Clean and relaxing"
United States
Fatima
YO1 Longevity & Health Resorts, Catskills
Indoor pool, open 7 AM to 10 PM, free cabanas, sun loungers

Resorts World Catskills Casino

Resorts World Catskills Casino
4.5 star property
Monticello
8.6 out of 10, Excellent, (1,119 reviews)
"Clean room, good staff."
United States
Belinda
Resorts World Catskills Casino
Seasonal outdoor pool

Days Inn by Wyndham Wurtsboro

Days Inn by Wyndham Wurtsboro
2.0 star property
Wurtsboro
7.6 out of 10, Good, (606 reviews)
"Excellent, clean, comfortable stay on a stormy night. Great staff."
United States
Paul
The price is ₩129,972
₩146,874 total
includes taxes & fees
Jan 25 - Jan 26
Days Inn by Wyndham Wurtsboro
Indoor pool

Hampton Inn Monticello

Hampton Inn Monticello
2.5 star property
Monticello
9.4 out of 10, Exceptional, (629 reviews)
"Excellent service. Great room. Perfect location."
United States
Kelly
The price is ₩228,191
₩257,857 total
includes taxes & fees
Feb 1 - Feb 2
Hampton Inn Monticello
Seasonal outdoor pool

Kenoza Hall

Kenoza Hall
3.0 star property
Kenoza Lake
9.0 out of 10, Wonderful, (6 reviews)
"This is a great place to spend quiet time in nature. The spa with sauna and pool is also very nice. "
United States
Albina
Kenoza Hall
Indoor pool

The Alder at Resorts World Catskills

The Alder at Resorts World Catskills
2.0 star property
Monticello
8.2 out of 10, Very Good, (210 reviews)
"Always a good time at this place "
United States
Precilla
The Alder at Resorts World Catskills
Indoor pool, sun loungers

Best Western Monticello

Best Western Monticello
2.5 star property
Monticello
8.2 out of 10, Very Good, (1,002 reviews)
"Friendly staff and clean rooms"
United States
Erin
The price is ₩136,251
₩153,966 total
includes taxes & fees
Jan 26 - Jan 27
Best Western Monticello
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

Top Highland Lake Hotel Reviews

Villa Roma Resort and Conference Center

Villa Roma Resort and Conference Center

10/10 Excellent
"We had the best time with the kids, for the price cant complain, they keep the kids busy all day. If your looking for fancy this is not the estates nor the place lol. We had a blast!"
JUSTINE 1-night trip
Posted 2 weeks ago
Villa Roma Resort and Conference Center

Frequently asked questions

What are some hotels with pools in Highland Lake?
2 Lake Cabins Pool+hottub Game Room 23acs: Hotel, 7-minute walk from Resorts World Catskills. Offers a children's pool, an indoor pool, and a water park. The Kartrite Resort & Indoor Waterpark: Hotel, 4-minute walk from Resorts World Catskills. Provides 6 restaurants, a pool, and a full-service spa. Resorts World Catskills Casino: Features buffet, an indoor pool, and free self parking. Best Western Hunt's Landing Hotel Matamoras/Milford: Offers buffet, an indoor pool, and complimentary wired internet access. Hampton Inn Matamoras/Milford: Hotel located near Resorts World Catskills. Features a sauna, an indoor pool, and buffet.
What is there to see and do in Highland Lake?
Make a point to visit attractions like The Kartrite Resort & Indoor Waterpark and Costa's Family Fun Park. Discover sights such as Sidwell Lake during your stay.
When is the best time to book a hotel with a pool in Highland Lake?
Taking into account the local weather in Highland Lake can help you maximize your time at the pool during your trip. The hottest months are usually July and August with an average temp of 66°F, while the coldest months are January and February with an average of 29°F. The snowiest months in Highland Lake are January, February, December, and March, with each month seeing an average of 9 inches of snowfall.