Hotels in Highland Lake

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Where to stay in Highland Lake?

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

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

$188

$1,030 total

includes taxes & fees

Oct 27 - Oct 28

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 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.

2. The Bradstan Boutique Hotel

Eldred

$334

$392 total

includes taxes & fees

Nov 19 - Nov 20

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.

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

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

3. Hampton Inn Matamoras/Milford

Matamoras

$105

$115 total

includes taxes & fees

Nov 9 - Nov 10

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.

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

$122

$138 total

includes taxes & fees

Nov 8 - Nov 9

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

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.

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

5. Best Western Monticello

Monticello

$114

$128 total

includes taxes & fees

Oct 25 - Oct 26

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

$99

$108 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 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.

7. Myer Motel

Milford

$95

$104 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 desk, chair, television, and a minibar.

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

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

8. Super 8 by Wyndham Monticello NY

Monticello

$80

$90 total

includes taxes & fees

Oct 21 - Oct 22

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

9. The Drift House

Barryville

$134

$152 total

includes taxes & fees

Oct 20 - Oct 21

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

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

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

10. Rodeway Inn Milford - I-84

Milford

$89

$97 total

includes taxes & fees

Nov 18 - Nov 19

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

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.

11. Resorts World Catskills Casino

Monticello

$180

$228 total

includes taxes & fees

Oct 21 - Oct 22

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 bar area with a stainless steel counter, bar stools, and a variety of bottles.

12. The Alder at Resorts World Catskills

Monticello

$140

$183 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 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.

13. High Point Motel

Sussex

$92

$103 total

includes taxes & fees

Oct 21 - Oct 22

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

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.

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

14. Tom Quick Inn

Milford

$118

$130 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 dining area with multiple tables and chairs, a high ceiling with grid patterns, and large abstract paintings on the walls.

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

Matamoras

$116

$127 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 small room with a round table and two chairs, a window with curtains, and a patterned carpet.

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

16. Fairbridge Inn Express

Milford

$95

$104 total

includes taxes & fees

Nov 1 - Nov 2

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 bathroom with a sink, toilet, and bathtub.

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

17. The Sullivan Inn

Monticello

$98

$111 total

includes taxes & fees

Nov 1 - Nov 2

A modern lobby with a curved sofa, a reception desk, and a flat-screen TV.

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

A spacious indoor area with multiple tables and chairs, a kitchen area with a counter, and a large window providing natural light.

A conference room with a long table, black chairs, and a wooden floor.

18. Days Inn by Wyndham Liberty/Monticello

Liberty

$94

$106 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 modern kitchen with dark cabinetry, a stainless steel microwave, and an oven.

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

19. Windsong Retreat 2

Bethel

$279

$355 total

includes taxes & fees

Oct 20 - Oct 21

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.

20. Rodeway Inn Monticello, New York

Monticello

$140

$158 total

includes taxes & fees

Nov 18 - Nov 19

View all properties

Go beyond your typical stay in Highland Lake

Check out reviews of Highland Lake hotels guests love

The Bradstan Boutique Hotel

Eldred

10/10 Exceptional

Eric

Hampton Inn Monticello

Monticello

10/10 Exceptional

Paul

Myer Motel

Milford

10/10 Exceptional

William

Hampton Inn Matamoras/Milford

Matamoras

10/10 Exceptional

It was a very comfortable stay. I would definitely visit again. Super clean, front desk very friendly. The room we stayed in was a King room and it was very spacious and clean. The breakfast buffet had several options to choose from and was delicious! The pool was definitely a great treat! There is a little shopping center nearby that you can walk to or drive to. I’d definitely recommend this hotel!

Cindy

Scottish Inns Milford

Milford

10/10 Exceptional

We were very impressed with our stay. Bed was comfortable and was delighted about the cleanliness of the room and the bathroom. Was so happy with the night light as we always forget ours. Navigating in the dark is a challenge so we were very thankful to see one. The tray with goodies was very nice as well. Will definitely stay again when we come up North. We highly recommend the motel and love the new look.

Buster

Best Western Hunt's Landing Hotel Matamoras/Milford

Matamoras

10/10 Exceptional

It was delightful. From the very moment I walked through the doors, how courteous they truly are. They work with you.i love that it’s pet friendly. They make you feel safe, seen and heard.i would definitely recommend this place to anybody. The pool was so warm and beautiful, it’s huge and there was not one person in there. That was good could swim in privacy if wanted. So close to a shopping strip mall. Wendy’s, Perkins, shop rite and dollar tree. Basically anything you would like for. It has...

Athena

Best Western Monticello

Monticello

10/10 Exceptional

Laurie

High Point Motel

Sussex

10/10 Exceptional

Oswald

A covered outdoor area with a wooden deck and a view of a green landscape.

A breakfast plate with scrambled eggs, bacon, and potatoes.

A cozy room with a wooden desk, a cushioned sofa, a flat-screen TV, and a window with curtains.

A neatly made bed with white linens, a wooden headboard, and two bedside lamps. A window with curtains is visible, and a small table with a chair is in the corner.

Inn at Tyler Hill

Tyler Hill

10/10 Exceptional

Leandro

Windsong Retreat 2

Bethel

10/10 Exceptional

Harold

Resorts World Catskills Casino

Monticello

10/10 Exceptional

Cierra

Tom Quick Inn

Milford

10/10 Exceptional

james

A garden with a rock fountain surrounded by various plants and flowers.

A white building with green trim and windows, a flag, and a picket fence with red bows.

A snowy landscape with a river, trees, and a metal railing.

John H Wallace House

Milford

10/10 Exceptional

David

The Alder at Resorts World Catskills

Monticello

10/10 Exceptional

Andrea

A rustic cabin-style hotel with outdoor seating and a fire feature.

A restaurant with a round table set for a meal, candles, and potted plants.

A large, two-story building with a steeply pitched roof, multiple windows, and a well-lit facade.

A cozy living room with a fireplace, wooden furniture, and a variety of snacks and drinks on a table.

The Settlers Inn

Hawley

10/10 Exceptional

morris

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

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.

Kenoza Lake View Manor

Jeffersonville

10/10 Exceptional

America, the owner of this bed and breakfast property, and her family were all very sincere and helpful. Comfortable outdoor chairs surround an outdoor fire pit, which makes for great night time conversations. Staying in the plush king bed suite equipped with a microwave and refrigerator allowed us to keep food we travel with fresh and handy. The WiFi connection was strongest late at night or early in the mooning. During the day, as more guests use WiFi, the connection begins to slow down....

Anonymous traveler

A dining area with tables set for a meal, large windows offering a view of greenery, and a grand piano in the background.

A porch with striped awnings, a black door, and a bench.

A brick-paved walkway leading to a white building with a white fence and a tree with autumn leaves.

A hotel with a red and white striped awning, a sign reading "Hotel Fauchère Fine Lodging," and a balcony with flowers.

Hotel Fauchere

Milford

10/10 Exceptional

Robert

Rodeway Inn Milford - I-84

Milford

10/10 Exceptional

Bert

A stone building with multiple windows and a balcony overlooking a waterfall.

A multi-story building with a deck and outdoor seating area, surrounded by natural landscape.

A bar area with a wooden counter, copper pendant lights, and a variety of liquor bottles on shelves.

A room with two patterned armchairs, a small table with a bowl and fruits, and framed pictures on the walls.

Ledges Hotel

Hawley

10/10 Exceptional

DM from PA

Frequently Asked Questions

What hotels do travelers recommend in Highland Lake?

Guests like The Bradstan Boutique Hotel.

Can I book a refundable accommodation in Highland Lake?

If you're looking for the flexibility to change your travel plans to Highland Lake, most accommodations offer refundable* bookable rates. You can find these properties by searching our site and using the "fully refundable" filter to narrow the results down.

Where can I stay in Highland Lake if I want a vacation rental instead of a traditional hotel?

If you want to find a good alternative to a hotel, look over our selection of 6 vacation homes.

What will the weather in Highland Lake be like during my visit?

The warmest months in Highland Lake are usually July and August with an average temp of 66°F. January and February are the chilliest months when the average temp is 29°F. The rainiest months are October and June.

Why should I book my Highland Lake hotel with Hotels.com?

There are lots of reasons to book your Highland Lake trip with us: our free cancellations on selected hotels* gives you flexibility, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™** on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.