Default HTG hotel image

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

Tonight
Sep 2 - Sep 3
Tomorrow
Sep 3 - Sep 4
This weekend
Sep 4 - Sep 6
Next weekend
Sep 11 - Sep 13

Our top choices for Highland Lake hotels with a pool

An indoor water park with a large water slide, inflatable tubes, and lush greenery.
A modern outdoor hot tub area with stone walls and a wooden deck.
A multi-tiered pagoda-style building with a central tower, surrounded by a covered walkway and open areas.
A spacious living room with a fireplace, comfortable seating, a dining area, and large windows offering a view of the outdoors.

1. 2 Lake Cabins Pool+hottub Game Room 23acs

2 Lake Cabins Pool+hottub Game Room 23acs
Highland Lake
₩254,234
₩1,408,800 total
includes taxes & fees
Sep 9 - Sep 10
2 Lake Cabins Pool+hottub Game Room 23acs
An indoor swimming pool with clear signage, including "NO LIFEGUARD ON DUTY" and "NO DIVING" warnings.
A modern kitchen area with a central island, various appliances, and a chalkboard wall with food-related drawings.
A Hampton Inn hotel with a modern facade, a clear entrance, and a welcoming gas station.
A hotel room with two beds, a nightstand with a lamp, a window with a view, and a carpeted floor.

2. Hampton Inn Monticello

Hampton Inn Monticello
Monticello
  • Splash into indoor pool comfort at this Hampton Inn with fitness center and free breakfast buffet.
₩211,354
₩238,832 total
includes taxes & fees
Oct 1 - Oct 2
Hampton Inn Monticello
An indoor swimming pool with clear reflections, lounge chairs, and large windows offering views of the outdoors.
A hallway with a wooden floor, glass doors, and a sign for Annie's Lounge.
A bar area with a long counter, multiple stools, and a variety of bottles and glasses.
A spacious dining area with multiple tables and chairs, a high ceiling with grid patterns, and large abstract paintings on the walls.

3. Best Western Hunt's Landing Hotel Matamoras/Milford

Best Western Hunt's Landing Hotel Matamoras/Milford
Matamoras
  • Dive into warm indoor pool waters at this riverside retreat, where sun loungers invite travelers to unwind and recharge.
₩165,946
₩180,881 total
includes taxes & fees
Sep 9 - Sep 10
Best Western Hunt's Landing Hotel Matamoras/Milford
An indoor swimming pool with clear water, surrounded by lounge chairs and a tiled wall.
A spacious lobby with a stone fireplace, a flat-screen TV, and comfortable seating.
A hotel lobby with a reception desk, a patterned carpet, a stone wall, and a seating area with a checkered sofa and ottoman.
A gym with treadmills, elliptical machines, and a bench press.

4. Hampton Inn Matamoras/Milford

Hampton Inn Matamoras/Milford
Matamoras
  • Luxurious dips in the crystal-clear indoor pool await, with extended hours for night swimming.
₩144,899
₩157,940 total
includes taxes & fees
Sep 10 - Sep 11
Hampton Inn Matamoras/Milford
An indoor water park with a large water slide, a pool area, and a glass ceiling structure.
A hotel with a pool area, outdoor seating, and a view of the sunset.
A bar area with a central island, multiple bar stools, and a large screen displaying content.
A modern building with a sign reading "The Kartrite Resort & Indoor Waterpark".

5. The Kartrite Resort & Indoor Waterpark

The Kartrite Resort & Indoor Waterpark
Monticello
  • Splash into four-season aquatic fun at this family paradise with both indoor and outdoor pool playgrounds.
₩221,346
₩347,604 total
includes taxes & fees
Sep 3 - Sep 4
The Kartrite Resort & Indoor Waterpark
A modern lobby with a curved sofa, a reception desk, and a flat-screen TV.
A spacious indoor area with multiple tables and chairs, a kitchen area with a counter, and a large window providing natural light.
A hotel room with two beds, a desk, a chair, and a large painting on the wall.

6. Days Inn by Wyndham Liberty/Monticello

Days Inn by Wyndham Liberty/Monticello
Liberty
  • Dive into poolside serenity at this Liberty hotel, where comfortable loungers invite all-day relaxation beside sparkling waters.
₩136,719
₩154,491 total
includes taxes & fees
Sep 7 - Sep 8
Days Inn by Wyndham Liberty/Monticello
A rectangular outdoor swimming pool with a metal ladder, surrounded by greenery and trees.
A restaurant with a long dining table, multiple chairs, and a high ceiling with hanging lights.
A lakeside walkway with a wooden deck, surrounded by trees and a building with illuminated windows.
A modern living room with a stone fireplace, wicker furniture, and a flat-screen TV mounted on the wall.

7. The Bradstan Boutique Hotel

The Bradstan Boutique Hotel
Eldred
  • Serene lakeside retreat offers relaxing swims, hot tub soaks, and lounge areas for ultimate outdoor relaxation by the water.
₩518,624
₩606,667 total
includes taxes & fees
Sep 3 - Sep 4
The Bradstan Boutique Hotel
An indoor swimming pool with clear water, tiled floor, and a few lounge chairs.
A modern hotel with a prominent glass facade and a distinctive logo on the building.
A modern bar area with a central island, bar stools, and overhead lighting.
An outdoor seating area with red chairs and tables, a fire pit, and a bar visible through the window.

8. Resorts World Catskills Casino

Resorts World Catskills Casino
Monticello
  • Indoor pool paradise with casino thrills, spa indulgences, and mountain adventure awaits at this luxury hotel.
₩205,181
₩266,223 total
includes taxes & fees
Sep 7 - Sep 8
Resorts World Catskills Casino
A water park with a water play structure and people enjoying the water.
A fountain with water jets in the center, surrounded by a circular stone border. In the background, there is a building with a balcony and arched windows.
A wooden building with a staircase leading to a balcony, surrounded by snow and trees.
A hotel reception area with a wooden reception desk, multiple computer monitors, and a large chandelier.

9. Villa Roma Resort and Conference Center

Villa Roma Resort and Conference Center
Callicoon
  • Year-round aquatic adventures await at this resort with indoor and seasonal outdoor pools, a waterslide, and poolside bar.
₩223,741
₩280,323 total
includes taxes & fees
Sep 3 - Sep 4
Villa Roma Resort and Conference Center
An indoor swimming pool with a central column, tiled floor, and a skylight above.
An outdoor bar area with a stainless steel counter, bar stools, and a variety of bottles.
A spacious dining area with long tables and chairs, high ceilings with exposed beams, and hanging pendant lights.
A reception area with a wooden reception desk, a chandelier, and a sign that reads "AWANA SPA & WELLNESS".

10. The Alder at Resorts World Catskills

The Alder at Resorts World Catskills
Monticello
  • Enjoy all-season splashes in the indoor aquatic oasis, where relaxation flows as freely as the water at this Catskills retreat.
₩174,250
₩231,271 total
includes taxes & fees
Sep 3 - Sep 4
The Alder at Resorts World Catskills
View all properties

Choose what matters most at hotels with a pool in Highland Lake

Breakfast included
4 stars
5 stars
Hot tub
Spa

Top Highland Lake Hotel Reviews

Days Inn by Wyndham Liberty/Monticello

Days Inn by Wyndham Liberty/Monticello

8/10 Good
"This hotel is nicer than it looks. Rooms are clean & beds are very comfortable. Breakfast was sufficient & coffee is available 24/7. I’d stay here again."
Jeanne 1-night trip
Posted 9 hours ago
Days Inn by Wyndham Liberty/Monticello
Best Western Monticello

Best Western Monticello

10/10 Excellent
"Todo muy bonito"
Yorlady 1-night trip
Posted 2 days ago
Best Western Monticello

Frequently asked questions

What are some hotels with pools in Highland Lake?
The Kartrite Resort & Indoor Waterpark: Features complimentary wireless internet access, a pool, and kitchens. Resorts World Catskills Casino: Hotel located near Resorts World Catskills. Offers a children's pool, an indoor pool, and a water park. Days Inn by Wyndham Liberty/Monticello: Hotel, 4-minute walk from Resorts World Catskills. Provides 6 restaurants, a pool, and a full-service spa. Villa Roma Resort and Conference Center: Features daily, a pool, and free self parking. Best Western Hunt's Landing Hotel Matamoras/Milford: Offers a children's pool, a seasonal outdoor pool, and 3 restaurants.
What is there to see and do in Highland Lake?
Make a point to visit attractions like Bethel Woods Center For The Arts and The Kartrite Resort & Indoor Waterpark. 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.

Explore a world of travel with Expedia