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

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

Go beyond your typical stay in Highland Lake

Pet friendly

Villa

Apartment

Spa

Condo

Pool

Cottage

Chalet

Hot tub

Family friendly

Cabin

Waterpark

Check prices for these dates

Tonight

Tomorrow

This weekend

Next weekend

Our top choices for Highland Lake hotels

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

A spacious living room with a fireplace, comfortable seating, a dining area, and large windows offering a view of the outdoors.

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.

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

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.

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.

A spacious living area with a stone wall, wooden ceiling beams, and large windows offering a view 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 large building with multiple balconies and a well-maintained lawn.

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

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

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

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

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.

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

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

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 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.

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 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.

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

8. Myer Motel

Milford

GREG

CA $131

CA $143 total

includes taxes & fees

Sep 6 - Sep 7

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

An outdoor seating area with red chairs and tables, a fire pit, and a bar visible through the window.

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

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

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

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

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

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

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

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 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 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".

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 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.

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

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

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

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

16. High Point Motel

Sussex

Max

CA $117

CA $130 total

includes taxes & fees

Sep 23 - Sep 24

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

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

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

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

A modern building with a sign reading "The Kartrite Resort & Indoor Waterpark".

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

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

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

View all properties

Save an average of 15% on thousands of hotels when you're signed in

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