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Highland Lake Hotel Guide - Hotels with Pool in Highland Lake, New York

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Check availability on Highland Lake Hotels with Pool

Tonight
3 Oct - 4 Oct
Tomorrow
4 Oct - 5 Oct
Next weekend
9 Oct - 11 Oct
In two weeks
16 Oct - 18 Oct

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 lake with a dock and a grassy area with chairs and umbrellas.
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
€1,078
includes taxes & fees
12 Oct - 13 Oct
2 Lake Cabins Pool+hottub Game Room 23acs
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 living area with a stone wall, wooden ceiling beams, and large windows offering a view of the outdoors.

2. 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 travellers to unwind and recharge.
€115
includes taxes & fees
4 Oct - 5 Oct
Best Western Hunt's Landing Hotel Matamoras/Milford
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 gym with treadmills, elliptical machines, and weightlifting equipment.
A Hampton Inn hotel with a modern facade, a clear entrance, and a welcoming gas station.

3. Hampton Inn Monticello

Hampton Inn Monticello
Monticello
  • Splash into indoor pool comfort at this Hampton Inn with fitness centre and free breakfast buffet.
€123
includes taxes & fees
3 Nov - 4 Nov
Hampton Inn Monticello
An indoor swimming pool with clear water, surrounded by lounge chairs and a tiled wall.
A hotel lobby with a reception desk, a patterned carpet, a stone wall, and a seating area with a checkered sofa and ottoman.
A spacious lobby with a stone fireplace, a flat-screen TV, and comfortable seating.
A lobby with a stone fireplace, two armchairs, a coffee table, and a dining area with tables and chairs.

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.
€109
includes taxes & fees
2 Nov - 3 Nov
Hampton Inn Matamoras/Milford
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 modern building with a wooden walkway leading to a covered entrance.
A lakeside walkway with a wooden deck, surrounded by trees and a building with illuminated windows.

5. 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.
€348
includes taxes & fees
2 Nov - 3 Nov
The Bradstan Boutique Hotel
An indoor swimming pool with clear water, tiled floor, and a few lounge chairs.
An outdoor seating area with red chairs and tables, a fire pit, and a bar visible through the window.
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.

6. 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.
€172
includes taxes & fees
12 Oct - 13 Oct
Resorts World Catskills Casino
An indoor swimming pool with a central column, tiled floor, and a skylight above.
A spacious dining area with long tables and chairs, high ceilings with exposed beams, and hanging pendant lights.
An outdoor seating area with red chairs and tables, a fire pit, and a bar visible through the window.
An outdoor bar area with a stainless steel counter, bar stools, and a variety of bottles.

7. 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.
€160
includes taxes & fees
1 Nov - 2 Nov
The Alder at Resorts World Catskills
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".

8. 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.
€226
includes taxes & fees
4 Oct - 5 Oct
The Kartrite Resort & Indoor Waterpark
A modern lobby with a curved sofa, a reception desk, and a flat-screen TV.
A banquet hall with round tables covered in white tablecloths and chairs, a carpeted floor, and a ceiling with recessed lighting.
Accessible bathroom
A hotel room with two beds, a desk, a chair, and a large painting on the wall.

9. 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.
€87
includes taxes & fees
1 Nov - 2 Nov
Days Inn by Wyndham Liberty/Monticello
A rectangular swimming pool with a wooden deck, surrounded by a fence and trees.
A living room with a sofa set, a coffee table with a vase, and a staircase.
A living room with a stone fireplace, a sofa, a coffee table, and bookshelves.
A bedroom with a bed, two bedside tables, a bench, a window, and a painting on the wall.

10. Inn at Lake Joseph

Inn at Lake Joseph
Forestburgh
€366
includes taxes & fees
7 Oct - 8 Oct
Inn at Lake Joseph
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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

Best Western Hunt's Landing Hotel Matamoras/Milford

Best Western Hunt's Landing Hotel Matamoras/Milford

10/10 Excellent
"Swimming pool area was very attractive and pool was heated"
Jane 1-night trip
Posted 5 hours ago
Best Western Hunt's Landing Hotel Matamoras/Milford
Days Inn by Wyndham Liberty/Monticello

Days Inn by Wyndham Liberty/Monticello

10/10 Excellent
"Restaurant was amazing . Staff very informative about history of Woodstock"
Mary 1-night trip
Posted 22 hours ago
Days Inn by Wyndham Liberty/Monticello
Days Inn by Wyndham Wurtsboro

Days Inn by Wyndham Wurtsboro

10/10 Excellent
"I love the jaquzy it was beautiful. Tha staff very friendly and helpful I recommend this place any time !!!"
Mariely 2-night trip
Posted 3 days ago
Days Inn by Wyndham Wurtsboro

Frequently asked questions

What are some hotels with pools in Highland Lake?
2 Lake Cabins | Pool+HotTub | Game Room & Courts: Features complimentary wireless Internet access, a pool and kitchens. The Kartrite Resort & Indoor Waterpark: Hotel located near Resorts World Catskills. Offers a children's pool, an indoor pool and a water park. Resorts World Catskills Casino: 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 a children's pool, a seasonal outdoor pool and 3 restaurants. Days Inn by Wyndham Liberty/Monticello: Offers daily, a pool and free self parking.
What is there to see and do in Highland Lake?
Make a point to visit attractions such as Bethel Woods Center For The Arts and The Museum at Bethel Woods. 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 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.