The Best Hotels Closest to Highland Lake in Middletown for 2026

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

Check prices for these dates

Tonight

Tomorrow

This weekend

Next weekend

Our top choices for Highland Lake hotels

A modern hotel with a prominent 'La Quinta' sign, large windows, and a covered entrance area.

A vending machine area with two beverage dispensers and a snack shelf stocked with various products.

A hotel room with two beds, a desk, a TV, and a chair.

A modern hotel lobby with a large dining area, comfortable seating, and a flat-screen TV mounted on the wall.

1. La Quinta Inn & Suites by Wyndham Middletown-Goshen

9 km from Highland Lake

Carlos

₩151,657

₩179,145 total

includes taxes & fees

Nov 3 - Nov 4

A breakfast area with a counter displaying hard-boiled eggs, a bowl of green apples, and various pastries.

A modern hotel with a prominent 'tru by Hilton' sign, a covered entrance, and a well-lit facade.

A modern reception area with a curved wooden counter, seating area with colorful cushions, and pendant lighting.

An outdoor seating area with a blue sofa, round table, and chairs, under a canopy with string lights.

2. Tru by Hilton Middletown

8.4 km from Highland Lake

Steve

₩108,659

₩128,353 total

includes taxes & fees

Nov 1 - Nov 2

A hotel with a central entrance pavilion, a flag, and a landscaped garden.

A modern dining area with blue upholstered chairs and a wooden table. There is a kitchen area visible through an open doorway.

A modern hotel lobby with a large map mural, seating areas, and a reception desk.

A hotel room with a bed, a sofa, a TV, a desk, and a wall with a geometric pattern.

3. Holiday Inn Express Hotel & Suites Chester by IHG

19.5 km from Highland Lake

Sheila

₩131,173

₩161,507 total

includes taxes & fees

Oct 12 - Oct 13

A brick exterior with outdoor seating, tables covered with white tablecloths, and brick walls.

A lobby with green and blue upholstered chairs, a Christmas tree, and a bar area with red bar stools.

A cozy lounge area with green and blue upholstered chairs, marble tables, and a fireplace.

A multi-story hotel with balconies, outdoor seating, and a well-lit facade.

4. The Orange Inn Boutique Hotel

14.4 km from Highland Lake

DENISE

₩309,194

₩380,696 total

includes taxes & fees

Oct 8 - Oct 9

A modern living room with a stone accent wall, a flat-screen TV, and a fireplace. There are multiple seating options including a sofa, chairs, and a table.

A spacious lobby with a stone accent wall, a flat-screen TV, and a seating area with sofas and a coffee table.

A modern restaurant with a long counter, wooden chairs, and pendant lighting.

An outdoor patio with round tables and chairs, covered by large umbrellas, and a pergola structure.

5. Fairfield Inn & Suites by Marriott Goshen Middletown

13.5 km from Highland Lake

Aeron

₩172,667

₩212,596 total

includes taxes & fees

Nov 1 - Nov 2

A spacious hotel lobby with wooden beams, a central bar area, and seating arrangements.

A modern living room with a fireplace, two armchairs, a coffee table, and a TV mounted on the wall.

A hotel room with a sofa, a television on a wooden stand, a bed, and a view of the hallway.

A Hampton Inn hotel with a modern design, featuring a covered entrance and a well-lit facade.

6. Hampton Inn by Hilton Middletown

9.7 km from Highland Lake

Myung

₩124,012

₩146,489 total

includes taxes & fees

Nov 2 - Nov 3

A large, two-story house with a wrap-around porch and multiple chimneys.

A spacious dining area with a large table and chairs, surrounded by large windows offering views of a residential neighborhood.

A spacious living room with a large sectional sofa, a wooden floor, and large windows offering views of the outdoors.

A spacious living room with a large sectional sofa, a fireplace, and a chandelier.

7. Parkway House Goshen Family-Friendly Bed & Breakfast

14.8 km from Highland Lake

Aakif

₩289,116

₩355,975 total

includes taxes & fees

Oct 12 - Oct 13

A landscaped outdoor area with a fire feature, seating, and a pathway.

A Courtyard by Marriott hotel with a sign, parking, and landscaped flower beds.

A modern hotel lobby with a fireplace, comfortable seating, and a television.

A modern hotel lobby with a seating area, large windows, and a television screen.

8. Courtyard by Marriott Middletown Goshen

9.6 km from Highland Lake

Kim

₩135,389

₩159,929 total

includes taxes & fees

Nov 1 - Nov 2

A modern dining area with a large fish tank, sofas, and wooden tables and chairs.

A Sleep Inn & Suites hotel with a stone facade, multiple balconies, and a covered entrance.

A modern lobby with a brown sofa, yellow armchairs, a patterned carpet, and a decorative plant centerpiece.

An indoor swimming pool with lounge chairs and a stone wall.

9. Sleep Inn & Suites Middletown - Goshen

5.6 km from Highland Lake

Mark

₩136,473

₩161,209 total

includes taxes & fees

Nov 1 - Nov 2

An outdoor patio with a dining table and chairs, a barbecue grill, and a fire pit.

A spacious lobby with modern seating, a stone accent wall, and large windows offering views.

A spacious living area with a stone wall, a flat-screen TV, comfortable seating, and a modern chandelier.

A modern bar area with a stone accent wall, a long wooden bar counter, and a flat-screen TV mounted above the bar.

10. Residence Inn by Marriott Middletown Goshen

9.3 km from Highland Lake

jubert cruz

₩251,638

₩297,247 total

includes taxes & fees

Nov 1 - Nov 2

A multi-story hotel with a central courtyard, large windows, and a parking lot.

A hotel room with a bed, a desk, a chair, a wardrobe, and a bathroom mirror.

A modern dining area with long tables and chairs, a bar area with a TV, and a kitchen in the background.

A lobby with a stone fireplace, seating area, and a reception desk.

11. Microtel Inn & Suites by Wyndham Middletown

9.7 km from Highland Lake

sunil

₩129,701

₩153,211 total

includes taxes & fees

Nov 1 - Nov 2

A rectangular swimming pool with a wooden deck and a fence.

A lobby with a reception desk, a Coca-Cola refrigerator, a Day's Inn sign, and a seating area with a chair and table.

A bathroom with a sink, mirror, towel rack, and toilet.

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

12. Days Inn by Wyndham Middletown

7.5 km from Highland Lake

"I checked in, opened the door to the room and immediately knew I did not want to touch anything. The smell and the deterioration of the room really seemed like an abandoned building. So bad. The attendant apologized and said they would refund my room - I'm still waiting for the refund. I had to quickly find another place to stay that evening. Sleeping in a car would be far better than this place"

Mendy

₩102,395

₩120,953 total

includes taxes & fees

Nov 1 - Nov 2

A modern hotel with a two-story structure, a covered entrance, and a parking lot with marked spaces.

An indoor swimming pool with a lifeguard chair, poolside chairs, and a clear view of the outside through large windows.

A hotel room with two beds, a nightstand with a phone, and a wall-mounted light fixture.

A modern breakfast area with a blue wall, wooden cabinets, and a tiled floor.

13. Holiday Inn Express & Suites Middletown - Goshen by IHG

8.8 km from Highland Lake

Mignonne

₩153,928

₩181,829 total

includes taxes & fees

Nov 4 - Nov 5

A hotel room with a bed, two bedside tables with lamps, a wall-mounted telephone, and a large black and white windmill painting.

A Super 8 motel sign with a parking lot and a building in the background.

A kitchenette with a microwave, toaster, and coffee maker.

A lobby with a red sofa, two lamps, a coffee table with flowers, and a wall art piece.

14. Super 8 by Wyndham Middletown

9.1 km from Highland Lake

Katelynn

₩94,431

₩111,550 total

includes taxes & fees

Nov 1 - Nov 2

A modern hotel room with a large bed, a desk, a chair, a TV, and a view of the outside.

A modern kitchen with a built-in microwave, a stainless steel refrigerator, and a wooden floor leading to a bedroom with a bed and a window.

A laundry room with a front-loading washer and dryer, a wooden staircase, and a white door.

A modern kitchen with a microwave, double sink, and a dining area with a TV and a plant.

15. Cottage Suites

5.7 km from Highland Lake

Jose

₩100,613

₩212,461 total

includes taxes & fees

Oct 13 - Oct 14

A modern bedroom with a four-poster bed, a desk, and a chair.

A room with a grey armchair, a small round table with a black top and gold legs, and a white pedestal lamp.

A kitchen with a stainless steel sink, a coffee maker, a bottle of hand soap, a paper towel dispenser, and a microwave.

A multi-story brick building with storefronts on the ground floor.

16. Columbus Hotel

5.6 km from Highland Lake

Joseph

₩153,928

₩272,552 total

includes taxes & fees

Oct 13 - Oct 14

A room with a large, ornate chandelier and a glass partition with intricate metalwork.

A hotel room with a bed, a dresser, a television, and a window with curtains.

A cozy living room with a brown sofa, a wooden dresser, and a flat-screen TV.

17. Aspiratinns Hotel & Wellness Center

6.7 km from Highland Lake

Michele

₩336,097

₩397,026 total

includes taxes & fees

Oct 12 - Oct 13

A wooden cabin with a porch, a door, and a window.

A wooden cabin with a black door, a welcome sign, and an American flag.

A kitchen with white cabinets, a wooden ceiling, and a window with a view of trees.

A compact kitchen with wooden ceiling, white cabinets, a dining table with chairs, and a TV mounted above the counter.

18. Close to Trails: Studio w/ Water Views

7.9 km from Highland Lake

₩200,775

₩319,754 total

includes taxes & fees

Oct 12 - Oct 13

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

13 km from Highland Lake

Danny

₩130,102

₩147,015 total

includes taxes & fees

Nov 1 - Nov 2

A spacious living room with a high ceiling, large windows, a flat-screen TV, a grey sofa, a small round table, and a wooden deck visible through the glass door.

A log cabin with a wooden deck, a stone entrance, and a large window.

A spacious kitchen with wooden cabinets, a dining table with chairs, and large windows offering views of trees.

A spacious living area with a dining table, chairs, a sofa, and a TV.

20. Hike & Fish: Outdoor Retreat Near Trails

7.9 km from Highland Lake

₩283,762

₩459,935 total

includes taxes & fees

Oct 11 - Oct 12

View all properties

Compare popular hotels close to Highland Lake

Property	Property class	Guest rating
La Quinta Inn & Suites by Wyndham Middletown-Goshen	9.4 Exceptional 1,008 reviews	View
Tru by Hilton Middletown	8.6 Excellent 1,005 reviews	View
Holiday Inn Express Hotel & Suites Chester by IHG	8.6 Excellent 1,000 reviews	View
The Orange Inn Boutique Hotel	9.8 Exceptional 177 reviews	View
Fairfield Inn & Suites by Marriott Goshen Middletown	9.0 Wonderful 1,000 reviews	View

Top Highland Lake Hotel Reviews

Sleep Inn & Suites Middletown - Goshen

10/10 Excellent

"X"

Tru by Hilton Middletown

10/10 Excellent

"Everything was amazing! We really enjoyed our stay!"

Resorts World Catskills Casino

10/10 Excellent

"Very happy with the hotel!! Will be back!"

Courtyard by Marriott Middletown Goshen

8/10 Good

"Good value for the money. Convenient location. Nice room. Only issue was shower - it's a newish walkin which is great, but looks like it's been used hard."

Hampton Inn Matamoras/Milford

10/10 Excellent

"The room is clean and hot breakfast selection is good.If you're in Milford area this is a good hotel to stay.Short drive or walk to some dining area as well."

High Point Motel

10/10 Excellent

"Cozy little place - super clean, well maintained! I can see the owner putting their heart into it! Will be back!"

Hampton Inn by Hilton Middletown

8/10 Good

"Good stay - was in town for a wedding- there were myths weekend. Staff was helpful."

Candlewood Suites Middletown Goshen by IHG

10/10 Excellent

"Beautiful one year old property. Everything is brand new, clean, and comfortable."

Best Western Hunt's Landing Hotel Matamoras/Milford

10/10 Excellent

"We very much enjoyed our stay at this location. The staff was efficient and professional, our room was very clean and fresh smelling, the bed was comfortable and our room was quiet. The breakfast options were great and the host kept everything refilled as necessary. It's also in a good location. We would definitely stay there again."

Other attractions near Highland Lake

Orange County Fairgrounds

8.0/10 (87 reviews)

Enjoy an outing to Orange County Fairgrounds during your stay in Mechanicstown. Discover the area's festivals and churches.

See properties

Mount Hope Town Park

After visiting Mount Hope Town Park, make a plan to see the other sights and activities in Mount Hope.

See properties

Orange County Community College

Enjoy the collegiate vibe at Orange County Community College during your visit to Middletown. While in this family-friendly area, you can savor the top-notch restaurants.

See properties

Paramount Theatre

7.8/10 (96 reviews)

You can enjoy a show at Paramount Theatre on your trip to Middletown. While in this family-friendly area, find time to visit its shops.

See properties

Otisville Veterans Memorial Park

Otisville Veterans Memorial Park is just one of the places to see in Mount Hope, so why not enjoy the other things to explore during your travels?

See properties

Gobbler's Knob State Forest

You can take time to visit Gobbler's Knob State Forest during your travels to Westbrookville.

See properties

Orange County Fair Speedway

8.4/10 (119 reviews)

Catch an event at Orange County Fair Speedway during your trip to Mechanicstown. Discover the area's festivals and churches.

See properties

Graham Mountain State Forest

You can take time to visit Graham Mountain State Forest during your travels to Mount Hope.

See properties

Frequently asked questions

What's the area like around Highland Lake?

Highland Lake is located in Middletown. This family-friendly area is known for its array of dining options. You'll find 47 hotels and other accommodations within a few miles for a convenient home base.

Where is the best place to stay close to Highland Lake?

Sleep Inn & Suites Middletown - Goshen is one of the top choices for your stay based on our traveler data, and this hotel offers free breakfast and an indoor pool. It's located 3.5 mi (5.6 km) from Highland Lake. Another good option is Days Inn by Wyndham Middletown, located 4.7 mi (7.5 km) away.

How many hotels are there near Highland Lake?

Expedia has 47 hotels and other accommodations a few miles from Highland Lake.

If I need to cancel the hotel reservation for my stay near Highland Lake, will I receive a refund?

Yes! You'll find that most room reservations are fully refundable if cancelled before the hotel's cancellation deadline, which is usually within 24-48 hours of check in. If your reservation is non-refundable, it may still be possible to cancel it and get a refund within 24 hours of booking. Enter your dates, click on "Search", then filter by "fully refundable" to review the best deals available near Highland Lake.

Where can I learn more about changing or cancelling my trip in the area near Highland Lake?

For more information about updating your stay near Highland Lake or cancelling it, click here.

What can I see and do near Highland Lake?

You might spend a leisurely day outdoors at Mount Hope Town Park and Otisville Veterans Memorial Park. Orange County Fair Speedway, Orange County Community College, and Gobbler's Knob State Forest are worth a stop while you're in the area. If you want to see more of the surrounding area, you can plan a visit to Paramount Theatre and Orange County Fairgrounds.

Find hotels near Highland Lake, Middletown from ₩111,550

Change your mind

Treat yourself

Be picky

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Highland Lake hotels

1. La Quinta Inn & Suites by Wyndham Middletown-Goshen

2. Tru by Hilton Middletown

3. Holiday Inn Express Hotel & Suites Chester by IHG

4. The Orange Inn Boutique Hotel

5. Fairfield Inn & Suites by Marriott Goshen Middletown

6. Hampton Inn by Hilton Middletown

7. Parkway House Goshen Family-Friendly Bed & Breakfast

8. Courtyard by Marriott Middletown Goshen

9. Sleep Inn & Suites Middletown - Goshen

10. Residence Inn by Marriott Middletown Goshen

11. Microtel Inn & Suites by Wyndham Middletown

12. Days Inn by Wyndham Middletown

13. Holiday Inn Express & Suites Middletown - Goshen by IHG

14. Super 8 by Wyndham Middletown

15. Cottage Suites

16. Columbus Hotel

17. Aspiratinns Hotel & Wellness Center

18. Close to Trails: Studio w/ Water Views

19. Days Inn by Wyndham Wurtsboro

20. Hike & Fish: Outdoor Retreat Near Trails

Compare popular hotels close to Highland Lake

Top Highland Lake Hotel Reviews

Sleep Inn & Suites Middletown - Goshen

Tru by Hilton Middletown

Resorts World Catskills Casino

Courtyard by Marriott Middletown Goshen

Hampton Inn Matamoras/Milford

High Point Motel

Hampton Inn by Hilton Middletown

Candlewood Suites Middletown Goshen by IHG

Best Western Hunt's Landing Hotel Matamoras/Milford

Other attractions near Highland Lake

Orange County Fairgrounds

Mount Hope Town Park

Orange County Community College

Paramount Theatre

Otisville Veterans Memorial Park

Gobbler's Knob State Forest

Orange County Fair Speedway

Graham Mountain State Forest

Frequently asked questions