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 multi-tiered pagoda-style building with a central tower, surrounded by a covered walkway and open areas.

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.

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

Highland Lake

$291

$1,204 total

includes taxes & fees

Oct 22 - Oct 23

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

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

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

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

2. The Bradstan Boutique Hotel

Eldred

$334

$392 total

includes taxes & fees

Nov 4 - Nov 5

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.

3. Hampton Inn Matamoras/Milford

Matamoras

$99

$107 total

includes taxes & fees

Nov 8 - Nov 9

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

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.

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

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

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

5. Best Western Monticello

Monticello

$114

$128 total

includes taxes & fees

Oct 19 - Oct 20

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

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

6. Scottish Inns Milford

Milford

$90

$98 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 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 room with two blue patterned armchairs, a wooden coffee table with a flower vase, a lamp, and a window with white curtains.

7. Myer Motel

Milford

$95

$104 total

includes taxes & fees

Oct 14 - Oct 15

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

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

8. Super 8 by Wyndham Monticello NY

Monticello

$80

$90 total

includes taxes & fees

Oct 15 - Oct 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.

9. The Drift House

Barryville

$134

$152 total

includes taxes & fees

Oct 14 - Oct 15

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.

10. Resorts World Catskills Casino

Monticello

$180

$228 total

includes taxes & fees

Oct 21 - Oct 22

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 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

$89

$97 total

includes taxes & fees

Nov 11 - Nov 12

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

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.

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

12. The Alder at Resorts World Catskills

Monticello

$140

$183 total

includes taxes & fees

Nov 1 - Nov 2

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

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.

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.

13. Tom Quick Inn

Milford

$118

$130 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.

14. High Point Motel

Sussex

$92

$103 total

includes taxes & fees

Oct 15 - Oct 16

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

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

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

Matamoras

$116

$127 total

includes taxes & fees

Nov 4 - Nov 5

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

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

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.

16. The Sullivan Inn

Monticello

$98

$111 total

includes taxes & fees

Oct 14 - Oct 15

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

17. Fairbridge Inn Express

Milford

$95

$104 total

includes taxes & fees

Nov 1 - Nov 2

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

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

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

18. Days Inn by Wyndham Wurtsboro

Wurtsboro

$98

$111 total

includes taxes & fees

Oct 14 - Oct 15

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

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.

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

19. Windsong Retreat 2

Bethel

$279

$355 total

includes taxes & fees

Oct 14 - Oct 15

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

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

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

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.

20. Inn at Tyler Hill

Tyler Hill

$166

$181 total

includes taxes & fees

Nov 2 - Nov 3

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

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

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

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

Inn at Tyler Hill

Tyler Hill

10/10 Exceptional

Marvin

Best Western Monticello

Monticello

10/10 Exceptional

Laurie

Resorts World Catskills Casino

Monticello

10/10 Exceptional

Cierra

Windsong Retreat 2

Bethel

10/10 Exceptional

Harold

High Point Motel

Sussex

10/10 Exceptional

Oswald

Tom Quick Inn

Milford

10/10 Exceptional

james

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

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

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

A dining table set with ornate plates, silverware, and glassware, surrounded by vintage-style chairs.

John H Wallace House

Milford

10/10 Exceptional

David

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

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.

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

The Settlers Inn

Hawley

10/10 Exceptional

morris

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

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

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

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

The Alder at Resorts World Catskills

Monticello

10/10 Exceptional

Andrea

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

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

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

A spacious lounge with a sofa, chairs, and a coffee table, surrounded by large windows and various plants.

Hotel Fauchere

Milford

10/10 Exceptional

Robert

Rodeway Inn Milford - I-84

Milford

10/10 Exceptional

Bert

A covered porch with outdoor seating, surrounded by lush greenery and a stone pathway.

A garden with a gazebo, various flowering plants, and a pathway.

A bedroom with a large bed, a chair, a bedside table, and a wall-mounted lamp.

A cozy room with a wood-burning stove, a rocking chair, and a fireplace.

The North Branch Inn

North Branch

10/10 Exceptional

Robert

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.