Book The Best Hotels in Highland Lake, NY for 2026 from CA $124 - Fully Refundable Options

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Go beyond your typical stay in Highland Lake

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Our top choices for Highland Lake hotels

An indoor water park with a large water slide, inflatable tubes, and lush greenery.

A modern kitchen with granite countertops, a dining area with a large table and chairs, and a ceiling fan.

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

Highland Lake

CA $313

CA $1,573 total

includes taxes & fees

Sep 14 - Sep 15

A spacious lobby with a stone fireplace, a flat-screen TV, and comfortable seating.

A spacious bar area with a long counter, multiple seating options, and a stone fireplace.

A hotel lobby with a reception desk, a patterned carpet, a stone wall, and a seating area with a checkered sofa and ottoman.

An indoor swimming pool with clear water, surrounded by lounge chairs and a tiled wall.

2. Hampton Inn Matamoras/Milford

Matamoras

brian

CA $147

CA $160 total

includes taxes & fees

Sep 27 - Sep 28

A bar area with a long counter, multiple stools, and a variety of bottles and glasses.

A hallway with a wooden floor, glass doors, and a sign for Annie's Lounge.

A spacious dining area with multiple tables and chairs, a high ceiling with grid patterns, and large abstract paintings on the walls.

An indoor swimming pool with clear reflections, lounge chairs, and large windows offering views of the outdoors.

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

Matamoras

GinaMarie

CA $172

CA $188 total

includes taxes & fees

Sep 15 - Sep 16

A snow-covered outdoor area with picnic tables and brick structures, likely a campground or park.

A bedroom with a bed, bedside table, lamp, and a view of the outdoors.

A bedroom with a wooden bed, a brown leather chair, a round woven ottoman, a white bedside table with a lamp, and a mirror on the wall.

A large building with multiple balconies and a well-maintained lawn.

4. The Drift House

Barryville

David

CA $185

CA $209 total

includes taxes & fees

Sep 6 - Sep 7

A lakeside walkway with a wooden deck, surrounded by trees and a building with illuminated windows.

A modern building with a wooden walkway leading to a covered entrance.

A modern interior with a piano, bar area, and seating.

A modern living room with a stone fireplace, wicker furniture, and a flat-screen TV mounted on the wall.

5. The Bradstan Boutique Hotel

Eldred

Solomon

CA $520

CA $609 total

includes taxes & fees

Sep 21 - Sep 22

A modern kitchen area with a central island, various appliances, and a chalkboard wall with food-related drawings.

A hotel room with two beds, a nightstand with a lamp, a window with a view, and a carpeted floor.

An indoor swimming pool with clear signage, including "NO LIFEGUARD ON DUTY" and "NO DIVING" warnings.

A Hampton Inn hotel with a modern facade, a clear entrance, and a welcoming gas station.

6. Hampton Inn Monticello

Monticello

Yuta

CA $205

CA $231 total

includes taxes & fees

Oct 4 - Oct 5

A small, standalone structure with a pitched roof, possibly a gazebo or shelter, surrounded by well-maintained grass and plants. In the background, there is a sign for 'Scottish Inns' indicating the presence of a hotel nearby.

A row of motel-style buildings with a central statue in a landscaped area.

A living room with a stone fireplace, a brown leather sofa, a framed picture on the wall, and a small plant.

7. Scottish Inns Milford

Milford

Kellie

CA $138

CA $150 total

includes taxes & fees

Sep 13 - Sep 14

A row of white cabins with red shutters, each featuring a porch and a small front yard.

A hotel room with a double bed, a chair, a desk, a bathroom with a double sink, and a large mirror.

A wooden reception desk with a sign reading "EST 1945" and various items like a framed picture, a calendar, and a display stand with cards.

A counter with brochures and a vending machine.

8. Myer Motel

Milford

GREG

CA $131

CA $143 total

includes taxes & fees

Sep 6 - Sep 7

A modern bar area with a central island, bar stools, and overhead lighting.

An indoor swimming pool with clear water, tiled floor, and a few lounge chairs.

A modern restaurant interior with round tables and booths, pendant lighting, and a view of the street through large windows.

9. Resorts World Catskills Casino

Monticello

James

CA $206

CA $267 total

includes taxes & fees

Sep 7 - Sep 8

A hotel room with two beds, a desk, a chair, a lamp, and artwork on the walls.

A hotel room with a desk, chair, television, and a minibar.

A hotel room with a large bed, a separate bathroom with a bathtub, a desk, and a nightstand.

A bathroom with a white sink, two faucets, a mirror, and a toilet.

10. Super 8 by Wyndham Monticello NY

Monticello

Nicole

CA $109

CA $124 total

includes taxes & fees

Oct 4 - Oct 5

A hotel room with two beds, a desk, a lamp, and a painting on the wall.

A motel entrance with a blue awning, a metal staircase, and hanging flower baskets.

A reception area with patterned wallpaper, a wooden counter, a display of magazines, and a door with a view of the outside.

11. Rodeway Inn Milford - I-84

Milford

Jacqueline

CA $123

CA $134 total

includes taxes & fees

Oct 4 - Oct 5

A modern hotel room with a living area, a sofa, a coffee table, a TV, and a large window with a view.

A hallway with a black door, a potted plant, and a refrigerator in the background.

A breakfast area with six round tables and chairs, a coffee station, and a view of greenery outside.

A multi-story building with a flat roof, multiple balconies, and a covered front porch.

12. Days Inn by Wyndham Wurtsboro

Wurtsboro

Danny

CA $150

CA $170 total

includes taxes & fees

Sep 17 - Sep 18

An indoor swimming pool with a central column, tiled floor, and a skylight above.

A reception area with a wooden reception desk, a chandelier, and a sign that reads "AWANA SPA & WELLNESS".

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.

13. The Alder at Resorts World Catskills

Monticello

John

CA $175

CA $232 total

includes taxes & fees

Sep 7 - Sep 8

A spacious living room with a staircase, a dining area, and a decorative metal piece on the wall.

A dining room with a wooden table, six chairs, a chandelier, a grandfather clock, and a bookshelf.

A single-story house with a front porch, a visible front door, and a small front yard with a concrete path leading to the door.

A bedroom with a bed, two bedside tables, a wall-mounted air conditioner, a framed picture, a door, and a patterned rug.

14. Windsong Retreat 2

Bethel

Mark

CA $369

CA $472 total

includes taxes & fees

Sep 5 - Sep 6

A bar area with a curved counter, multiple hanging pendant lights, and a variety of bottles and glasses on shelves.

A two-story building with a red and white exterior, a central staircase, and a small garden area with benches.

A neatly arranged bedroom with a large bed, two bedside tables with lamps, a chair, and a window with curtains.

A cozy hotel room with a wooden floor, a striped sofa, a wooden coffee table, a chair, a lamp, and a painting on the wall.

15. Tom Quick Inn

Milford

Roger

CA $184

CA $203 total

includes taxes & fees

Sep 6 - Sep 7

A hotel room with two beds, a desk, a chair, a lamp, and a window with curtains.

A room with wooden paneling, a painting of a landscape, a clock, and a sofa with pillows.

A pond with a gazebo, surrounded by trees and a small building in the background.

16. High Point Motel

Sussex

Max

CA $117

CA $130 total

includes taxes & fees

Sep 23 - Sep 24

A two-story house with a stone facade and a large window.

A pathway flanked by trimmed trees leading to a building with a stone facade and multiple windows.

A compact kitchenette with a microwave, refrigerator, and a small table with a TV and remote controls.

17. Kenoza Lake View Manor

Jeffersonville

Steven

CA $171

CA $199 total

includes taxes & fees

Sep 6 - Sep 7

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 restaurant setting with a counter, a digital scale, and a person serving food.

18. The Kartrite Resort & Indoor Waterpark

Monticello

Bradley

CA $205

CA $330 total

includes taxes & fees

Sep 7 - Sep 8

A large, two-story house with a prominent front entrance, multiple windows, and a balcony.

A living room with a stone fireplace, a sofa, a coffee table, and bookshelves.

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.

19. Inn at Lake Joseph

Forestburgh

Gail

CA $406

CA $459 total

includes taxes & fees

Sep 15 - Sep 16

A two-story building with a white picket fence in the foreground and a large pink flower.

A bedroom with a bed, bedside tables, a desk, and a ceiling with wooden beams.

A bar area with a counter, stools, and tables. There are hanging plants and decorative lights.

A cozy living room with a built-in bench seating area, surrounded by shelves filled with books and decorative items.

20. La Posada

Milford

"I can honestly say, this place is a great spot for a small get away. The manger was so kind and the staff made me feel very welcomed. The restaurant and bar was great too. You can tell the bartender knew her stuff, as far as location it’s a bit out of the way but I liked that. So weather your looking for a good place to get tacos and drinks or a place to stay for the night this place has all three at a good price."

Andin

CA $196

CA $216 total

includes taxes & fees

Sep 13 - Sep 14

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Top Highland Lake Hotel Reviews

Days Inn by Wyndham Wurtsboro

10/10 Excellent

"The room was very clean, good small breakfast. Staff was very nice 👌 and was greeted by chickens 🐔 when outside having a cigarette this morning :)"

Best Western Monticello

10/10 Excellent

"Was a good hotel"

High Point Motel

10/10 Excellent

"Location is great, room was clean, parked outside our door. Melanie is wonderful, check-in easy. Would really like coffee in the morning, long drive to get some."

The Alder at Resorts World Catskills

10/10 Excellent

"Excellent stay. Convenient location."

The Hotel Belvidere

8/10 Good

"Nice place. Parking is a bit of a problem as there is only one street parking"

Super 8 by Wyndham Monticello NY

8/10 Good

"was decent, had a crew staying there, they like it"

YO1 Longevity & Health Resorts, Catskills

10/10 Excellent

"It has a beautiful, peaceful, soothing atmosphere. Very relaxing. Food was delicious. Staff was nice. Room was amazing."

2 Lake Cabins | Pool+HotTub | Game Room & Courts

10/10 Excellent

"Beautiful spot! Every amenity is provided! Comfortable and clean."

More cheap stays in Highland Lake

Days Inn by Wyndham Liberty/Monticello

52 Sullivan Ave Liberty NY

CA $136

CA $153 total

Oct 4 - Oct 5

includes taxes & fees