Book The Best Hotels in Highland Lake, NY for 2026 from CA $114 - 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 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.

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

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

Highland Lake

CA $353

CA $1,676 total

includes taxes & fees

Oct 13 - Oct 14

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 restaurant with a long dining table, multiple chairs, and a high ceiling with hanging lights.

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

2. The Bradstan Boutique Hotel

Eldred

Susan

CA $419

CA $494 total

includes taxes & fees

Nov 4 - Nov 5

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 lobby with a stone fireplace, two armchairs, a coffee table, and a dining area with tables and chairs.

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

3. Hampton Inn Matamoras/Milford

Matamoras

brian

CA $155

CA $169 total

includes taxes & fees

Nov 1 - Nov 2

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

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

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

A snack and sundries section with shelves stocked with chips, snacks, and beverages.

4. Hampton Inn Monticello

Monticello

Tamta

CA $174

CA $197 total

includes taxes & fees

Nov 4 - Nov 5

A modern living room with two sofas, a glass coffee table, and a painting of a horse.

A hotel with a brick facade, a covered entrance, and a parking lot with cars.

A reception area with a marble counter, a wall-mounted artwork, and a ceiling with recessed lighting.

A large indoor swimming pool with a wooden deck and lounge chairs.

5. Best Western Monticello

Monticello

Sonia

CA $162

CA $183 total

includes taxes & fees

Oct 12 - Oct 13

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 hotel room with a large bed, two wall-mounted lights, and a decorative wall hanging.

6. Scottish Inns Milford

Milford

Kellie

CA $128

CA $140 total

includes taxes & fees

Nov 1 - Nov 2

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

A counter with brochures and a vending machine.

A room with two blue patterned armchairs, a wooden coffee table with a flower vase, a lamp, and a window with white curtains.

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

7. Myer Motel

Milford

theodore

CA $135

CA $148 total

includes taxes & fees

Oct 5 - Oct 6

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

A room with a wooden table, a potted plant, a television, and a small cabinet.

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

8. The Drift House

Barryville

David

CA $191

CA $216 total

includes taxes & fees

Oct 5 - Oct 6

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.

9. Rodeway Inn Milford - I-84

Milford

Jacqueline

CA $127

CA $139 total

includes taxes & fees

Nov 2 - Nov 3

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.

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

Monticello

John

CA $194

CA $255 total

includes taxes & fees

Nov 4 - Nov 5

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.

11. Resorts World Catskills Casino

Monticello

David

CA $213

CA $276 total

includes taxes & fees

Oct 12 - Oct 13

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

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

A two-story house with a gabled roof, a chimney, and an American flag.

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

12. Super 8 by Wyndham Monticello NY

Monticello

John

CA $114

CA $129 total

includes taxes & fees

Oct 7 - Oct 8

A hotel lobby with a reception desk, seating area, and a large window.

A motel with a central building and a covered parking area.

A lobby with a sofa, two armchairs, a coffee table, a fireplace, a television, and a clock on the wall.

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

13. The Sullivan Inn

Monticello

Edward

CA $101

CA $114 total

includes taxes & fees

Oct 5 - Oct 6

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

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

A room with a wooden floor, a white armchair, a wooden cabinet, a television mounted on the wall, 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.

14. Tom Quick Inn

Milford

GERALDINE

CA $151

CA $167 total

includes taxes & fees

Nov 1 - Nov 2

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

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 spacious living area with a stone wall, wooden ceiling beams, and large windows offering a view of the outdoors.

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

Matamoras

Lonzie

CA $172

CA $187 total

includes taxes & fees

Nov 2 - Nov 3

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

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

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

16. High Point Motel

Sussex

Dakhil

CA $115

CA $129 total

includes taxes & fees

Oct 11 - Oct 12

A large wooden sculpture of a bird's head and neck in front of a building with a 'VACANCY' sign.

A wooden bear sculpture in a parking lot with a building in the background.

A compact room with a kitchenette area including a microwave, refrigerator, and a flat-screen TV on a stand. There is a small cabinet with drawers and a vase with flowers.

A room with a white door, a window with a view of the outside, a wall-mounted clock, a coffee machine, and a decorative plant.

17. Fairbridge Inn Express

Milford

Thomas

CA $130

CA $142 total

includes taxes & fees

Nov 2 - Nov 3

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

A bedroom with a bed, two bedside tables, a bench, a window, and a painting on the wall.

A rectangular swimming pool with a wooden deck, surrounded by a fence and trees.

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

18. Inn at Lake Joseph

Forestburgh

Daniel

CA $478

CA $540 total

includes taxes & fees

Oct 7 - Oct 8

A parking area with blue lines, a wooden bridge, and a building with a brick facade.

A parking area with handicapped parking spaces, a wooden bridge, and a building with a ramp and a covered entrance.

A swimming pool with a wooden deck, lounge chairs, and a covered seating area.

A spacious living room with a stone fireplace, multiple seating arrangements, and a large flat-screen TV mounted on the wall.

19. Rodeway Inn Monticello, New York

Monticello

Danielle

CA $200

CA $226 total

includes taxes & fees

Nov 2 - Nov 3

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

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

20. Days Inn by Wyndham Wurtsboro

Wurtsboro

Donna

CA $139

CA $157 total

includes taxes & fees

Nov 1 - Nov 2

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Top Highland Lake Hotel Reviews

High Point Motel

10/10 Excellent

"Everything you needed was in the unit. The only thing I would change I would put a full roll of toilet paper and a full box of tissues. I did run out of pose."

Silver Birches

10/10 Excellent

"Friendly staff…Beautiful location awesome views"

Resorts World Catskills Casino

10/10 Excellent

"Es un buen hotel me encanta"

Best Western Hunt's Landing Hotel Matamoras/Milford

10/10 Excellent

"Swimming pool area was very attractive and pool was heated"

Days Inn by Wyndham Liberty/Monticello

10/10 Excellent

"Restaurant was amazing . Staff very informative about history of Woodstock"

Kenoza Lake View Manor

10/10 Excellent

"Super friendly owner, great conversation, felt like a friend instead of a guest . Stayed for a concert at Bethel Woods, they had a shuttle available. I didn't use it, but nice to know it was available Comfortable inn with cozy rooms"

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 !!!"

Hampton Inn Monticello

10/10 Excellent

"It was great"

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

10/10 Excellent

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