Book The Best Hotels in Highland Lake, NY for 2026 from CA $128 - 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 lakeside view with a dock, boats, and beach chairs.

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

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 $298

CA $1,510 total

includes taxes & fees

Oct 25 - Oct 26

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.

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 $149

CA $162 total

includes taxes & fees

Nov 9 - Nov 10

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

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.

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

3. The Bradstan Boutique Hotel

Eldred

Michelle

CA $406

CA $480 total

includes taxes & fees

Nov 4 - Nov 5

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

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

4. Hampton Inn Monticello

Monticello

ANN

CA $173

CA $196 total

includes taxes & fees

Nov 8 - Nov 9

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.

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

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

Matamoras

Lonzie

CA $165

CA $179 total

includes taxes & fees

Nov 1 - Nov 2

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

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

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

6. Scottish Inns Milford

Milford

Kellie

CA $140

CA $153 total

includes taxes & fees

Nov 1 - Nov 2

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

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

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.

7. The Drift House

Barryville

David

CA $190

CA $214 total

includes taxes & fees

Oct 19 - Oct 20

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 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.

8. Myer Motel

Milford

Mary Ann

CA $134

CA $146 total

includes taxes & fees

Oct 20 - Oct 21

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.

9. Super 8 by Wyndham Monticello NY

Monticello

Marlene

CA $113

CA $128 total

includes taxes & fees

Oct 19 - Oct 20

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 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.

10. The Alder at Resorts World Catskills

Monticello

John

CA $188

CA $248 total

includes taxes & fees

Nov 18 - Nov 19

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

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

A two-story building with a 'Vacancy' sign and an 'Office' sign, featuring a front porch with steps and potted plants.

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

11. Rodeway Inn Milford - I-84

Milford

Jacqueline

CA $126

CA $138 total

includes taxes & fees

Nov 16 - Nov 17

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

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

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

12. Resorts World Catskills Casino

Monticello

Lagarian

CA $228

CA $293 total

includes taxes & fees

Nov 18 - Nov 19

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 room with a wooden floor, a white armchair, a wooden cabinet, a television mounted on the wall, and a window with curtains.

13. Tom Quick Inn

Milford

GERALDINE

CA $150

CA $166 total

includes taxes & fees

Nov 1 - Nov 2

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

A two-story building with a balcony, a car parked in front, and an American flag displayed.

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

14. High Point Motel

Sussex

Dakhil

CA $114

CA $128 total

includes taxes & fees

Oct 19 - Oct 20

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

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

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

A modern breakfast bar with a variety of food options, including a juice bar and coffee machines.

15. Best Western Monticello

Monticello

Bernard

CA $161

CA $181 total

includes taxes & fees

Oct 25 - Oct 26

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.

16. Days Inn by Wyndham Wurtsboro

Wurtsboro

Danny

CA $154

CA $174 total

includes taxes & fees

Oct 21 - Oct 22

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

A four-poster bed with a white bedspread, two bedside tables with lamps, a wooden door, and a framed picture on the wall.

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

17. Kenoza Lake View Manor

Jeffersonville

Emily

CA $208

CA $242 total

includes taxes & fees

Nov 1 - Nov 2

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

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

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.

18. Fairbridge Inn Express

Milford

Thomas

CA $122

CA $133 total

includes taxes & fees

Nov 3 - Nov 4

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

A bathroom with a sink, toilet, and bathtub.

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

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

19. The Sullivan Inn

Monticello

Christopher

CA $134

CA $152 total

includes taxes & fees

Nov 1 - Nov 2

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

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.

20. Windsong Retreat 2

Bethel

Joseph

CA $375

CA $479 total

includes taxes & fees

Nov 18 - Nov 19

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Top Highland Lake Hotel Reviews

The Hotel Belvidere

10/10 Excellent

"They were extremely helpful and kind we had arrived after getting soaked on the nearby railbike tour and we were checked in within minutes and took warm baths in the tub were able to get settled and relax in our room Checked out without no issues"

Best Western Hunt's Landing Hotel Matamoras/Milford

10/10 Excellent

"Great staff. Onsite restaurant very good. Clean room and lovely grounds."

The Bradstan Boutique Hotel

10/10 Excellent

"Beautiful property, kind staff and space to explore."

High Point Motel

10/10 Excellent

"Good place to stay."

Villa Roma Resort and Conference Center

8/10 Good

"very nice, clean hotel, we were in town for a wedding at another venue and shuttles were offered"

Super 8 by Wyndham Monticello NY

10/10 Excellent

"Great job with the redesign. Place looks awesome."

Hampton Inn Matamoras/Milford

10/10 Excellent

"The facility was very clean and well-maintained. The room was spotless and very comfortable, with a great shower and comfortable bed.The location was easy to get to with restaurants within walking distance."

YO1 Longevity & Health Resorts, Catskills

10/10 Excellent

"Definitely a place to unwind and relax"

The Alder at Resorts World Catskills

8/10 Good

"Considering this was a resort hotel, I would’ve expected spa Jacuzzi or a hot tub or a pool and at least continental breakfast and they didn’t seem to have any of that plus the staff wasn’t overly friendly either"