Hotels in Highland Lake

Q: What hotels do travelers recommend in Highland Lake?

Guests like The Bradstan Boutique Hotel .

Where to?

Dates

November 2026

December 2026

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Where to stay in Highland Lake?

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

1. The Bradstan Boutique Hotel

Eldred

$442 total

includes taxes & fees

Nov 12 - Nov 13

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

2. Hampton Inn Monticello

Monticello

$134 total

includes taxes & fees

Dec 6 - Dec 7

A spacious lobby with a stone fireplace, a flat-screen TV, and comfortable seating.

3. Hampton Inn Matamoras/Milford

Matamoras

$114 total

includes taxes & fees

Dec 6 - Dec 7

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

4. Best Western Monticello

Monticello

$118 total

includes taxes & fees

Nov 17 - Nov 18

A covered porch with a view of a lake and trees.

5. 3461 NY-97

Barryville

$180 total

includes taxes & fees

Nov 12 - Nov 13

A motel entrance sign with a clear sky and a Scottish Inns sign in the background.

6. Scottish Inns Milford

Milford

$98 total

includes taxes & fees

Nov 22 - Nov 23

7. Resorts World Catskills Casino

Monticello

$217 total

includes taxes & fees

Nov 12 - Nov 13

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

8. Tom Quick Inn

Milford

$102 total

includes taxes & fees

Dec 7 - Dec 8

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

9. The Alder at Resorts World Catskills

Monticello

$172 total

includes taxes & fees

Dec 6 - Dec 7

A hotel room with two beds, a desk, a chair, a lamp, and artwork on the walls.

10. Super 8 by Wyndham Monticello NY

Monticello

$91 total

includes taxes & fees

Nov 15 - Nov 16

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

11. Myer Motel

Milford

$104 total

includes taxes & fees

Nov 12 - Nov 13

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

12. The Drift House

Barryville

$168 total

includes taxes & fees

Nov 15 - Nov 16

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

13. Rodeway Inn Milford - I-84

Milford

$97 total

includes taxes & fees

Dec 10 - Dec 11

A bar area with a long counter, multiple stools, and a variety of bottles and glasses.

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

Matamoras

$132 total

includes taxes & fees

Nov 17 - Nov 18

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

15. Days Inn by Wyndham Wurtsboro

Wurtsboro

$117 total

includes taxes & fees

Nov 12 - Nov 13

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

16. High Point Motel

Sussex

$106 total

includes taxes & fees

Nov 12 - Nov 13

An indoor water park with a large water slide, a pool area, and a glass ceiling structure.

17. The Kartrite Resort & Indoor Waterpark

Monticello

$200 total

includes taxes & fees

Nov 15 - Nov 16

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

18. Fairbridge Inn Express

Milford

$104 total

includes taxes & fees

Nov 12 - Nov 13

A two-story house with a front porch, a covered entryway, and a small garden area.

19. Windsong Retreat 2

Bethel

$355 total

includes taxes & fees

Nov 12 - Nov 13

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

20. Inn at Tyler Hill

Tyler Hill

$127 total

includes taxes & fees

Nov 12 - Nov 13

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

Tom Quick Inn

Milford

10/10 Exceptional

james

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

Windsong Retreat 2

Bethel

10/10 Exceptional

Harold

High Point Motel

Sussex

10/10 Exceptional

Oswald

The Alder at Resorts World Catskills

Monticello

10/10 Exceptional

Andrea

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

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

Rodeway Inn Milford - I-84

Milford

10/10 Exceptional

Bert

The Kartrite Resort & Indoor Waterpark

Monticello

10/10 Exceptional

Upon arrival i called And spoke with Wendy about my upcoming arrival and she was very friendly and assisted me with my questions and with making sure she can get my rooms as close as possible with me having to last minute book another room. When i arrived She assisted me at the desk with a smile very pleasant and welcoming. Her service was impeccable and made me want to return and recommend. Thanks again Wendy at the front desk

destiny

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.