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 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.

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

$226

$1,139 total

includes taxes & fees

Sep 21 - Sep 22

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

$377

$441 total

includes taxes & fees

Oct 14 - Oct 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.

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

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

$105

$115 total

includes taxes & fees

Sep 27 - Sep 28

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

4. Best Western Monticello

Monticello

$114

$128 total

includes taxes & fees

Oct 1 - Oct 2

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

5. Myer Motel

Milford

$95

$104 total

includes taxes & fees

Sep 14 - Sep 15

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 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.

6. Hampton Inn Monticello

Monticello

$149

$169 total

includes taxes & fees

Oct 6 - Oct 7

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.

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

A bathroom with a shower, toilet, and sink.

7. The Sullivan Inn

Monticello

$80

$91 total

includes taxes & fees

Sep 14 - Sep 15

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.

8. Scottish Inns Milford

Milford

$100

$109 total

includes taxes & fees

Sep 17 - Sep 18

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

$156

$202 total

includes taxes & fees

Sep 28 - Sep 29

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.

10. The Drift House

Barryville

$149

$168 total

includes taxes & fees

Sep 14 - Sep 15

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.

11. High Point Motel

Sussex

$92

$103 total

includes taxes & fees

Sep 17 - Sep 18

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

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

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

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.

12. Windsong Retreat 2

Bethel

$279

$355 total

includes taxes & fees

Sep 14 - Sep 15

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.

13. Rodeway Inn Milford - I-84

Milford

$89

$97 total

includes taxes & fees

Oct 12 - Oct 13

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.

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

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

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

Matamoras

$116

$127 total

includes taxes & fees

Sep 27 - Sep 28

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

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.

A living room with a sofa set, a coffee table with a vase, and a staircase.

15. Inn at Lake Joseph

Forestburgh

$304

$343 total

includes taxes & fees

Oct 13 - Oct 14

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

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

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.

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.

16. Fairbridge Inn Express

Milford

$105

$114 total

includes taxes & fees

Sep 14 - Sep 15

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

17. Tom Quick Inn

Milford

$148

$164 total

includes taxes & fees

Sep 14 - Sep 15

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

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

18. Super 8 by Wyndham Monticello NY

Monticello

$80

$90 total

includes taxes & fees

Sep 15 - Sep 16

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.

19. Days Inn by Wyndham Wurtsboro

Wurtsboro

$107

$121 total

includes taxes & fees

Sep 20 - Sep 21

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 spacious dining area with long tables and chairs, high ceilings with exposed beams, and hanging pendant lights.

20. The Alder at Resorts World Catskills

Monticello

$149

$194 total

includes taxes & fees

Sep 29 - Sep 30

View all properties

Go beyond your typical stay in Highland Lake

Check out reviews of Highland Lake hotels guests love

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

High Point Motel

Sussex

10/10 Exceptional

Oswald

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

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

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

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

A bar area with wooden cabinets, a counter with various bottles, and green chairs.

The North Branch Inn

North Branch

10/10 Exceptional

Robert

Days Inn by Wyndham Wurtsboro

Wurtsboro

10/10 Exceptional

Jacque

Fairbridge Inn Express

Milford

10/10 Exceptional

Anonymous traveler

A lakeside patio with lounge chairs arranged around a central fire pit, overlooking a calm lake with a sailboat in the distance.

A cozy living room with a fireplace, wooden furniture, and a bookshelf filled with books and decorative items.

A marina with boats docked at wooden piers, a sign that reads "HAPPY SAILS", and a forested hill in the background.

A poolside area with white Adirondack chairs, a pool, and a view of the water.

Silver Birches

Hawley

10/10 Exceptional

Katie

The Bradstan Boutique Hotel

Eldred

10/10 Exceptional

Eric

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

Hampton Inn Monticello

Monticello

10/10 Exceptional

Paul

Best Western Monticello

Monticello

10/10 Exceptional

Laurie

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

Resorts World Catskills Casino

Monticello

10/10 Exceptional

Cierra

Windsong Retreat 2

Bethel

10/10 Exceptional

My recent stay at Windsong retreat 2 was nothing short of extraordinary. From the moment we checked in, we were warmly welcomed with Mary’s delightful cheesecake, setting the tone for our stay and making us feel right at home. As someone with experience in managing kitchens and restaurants, I can confidently say that Mary is an exceptional cook. The following morning, we enjoyed the best Eggs Benedict I’ve ever tasted! But Mary is not just a phenomenal cook; she is also a multi-talented...

Deanna

Tom Quick Inn

Milford

10/10 Exceptional

james

Inn at Lake Joseph

Forestburgh

10/10 Exceptional

Beth

The Drift House

Barryville

10/10 Exceptional

Lisa

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 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.

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

Inn at Tyler Hill

Tyler Hill

10/10 Exceptional

Craig

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.

John H Wallace House

Milford

10/10 Exceptional

David

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.