Search Hotels Near Highland Lake, Middletown

Start date: Check-in selected.
To Date
End date: Check-out

  • 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
19 Dec - 20 Dec
Tomorrow
20 Dec - 21 Dec
This weekend
19 Dec - 21 Dec
Next weekend
26 Dec - 28 Dec

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Highland Lake hotels

BBQ/picnic Area
Sleep Inn & Suites Middletown - Goshen

Sleep Inn & Suites Middletown - Goshen

Sleep Inn & Suites Middletown - Goshen
2.5 star property
5.6 km from Highland Lake
8.6 out of 10, Excellent, (1004)
"Love this hotel "
United States
Jennifer
The price is 2.557.818 ₫
3.021.422 ₫ total
includes taxes & fees
11 Jan - 12 Jan 2026
Sleep Inn & Suites Middletown - Goshen
Exterior
La Quinta Inn & Suites by Wyndham Middletown-Goshen

La Quinta Inn & Suites by Wyndham Middletown-Goshen

La Quinta Inn & Suites by Wyndham Middletown-Goshen
3.0 star property
9 km from Highland Lake
9.4 out of 10, Exceptional, (939)
"great staff, clean rooms, nice breakfast .. overall a pleasant & safe atmosphere !"
United States
Emerson
The price is 3.109.117 ₫
3.672.644 ₫ total
includes taxes & fees
29 Dec - 30 Dec
La Quinta Inn & Suites by Wyndham Middletown-Goshen
Reception
Tru by Hilton Middletown

Tru by Hilton Middletown

Tru by Hilton Middletown
2.5 star property
8.4 km from Highland Lake
8.6 out of 10, Excellent, (959)
"Staff both during check in and out were great . Great stay ."
United States
david
The price is 2.570.539 ₫
3.036.449 ₫ total
includes taxes & fees
28 Dec - 29 Dec
Tru by Hilton Middletown
Exterior
Hampton Inn by Hilton Middletown

Hampton Inn by Hilton Middletown

Hampton Inn by Hilton Middletown
2.5 star property
9.7 km from Highland Lake
8.6 out of 10, Excellent, (1003)
"Room was clean and staff was great!"
United States
Annemarie
The price is 1.978.888 ₫
2.337.562 ₫ total
includes taxes & fees
29 Dec - 30 Dec
Hampton Inn by Hilton Middletown
Free daily continental breakfast
Holiday Inn Express & Suites Middletown - Goshen by IHG

Holiday Inn Express & Suites Middletown - Goshen by IHG

Holiday Inn Express & Suites Middletown - Goshen by IHG
2.5 star property
8.8 km from Highland Lake
8.8 out of 10, Excellent, (697)
"Clean and close to shopping. "
United States
Arthur
The price is 3.395.796 ₫
4.011.284 ₫ total
includes taxes & fees
21 Dec - 22 Dec
Holiday Inn Express & Suites Middletown - Goshen by IHG
View from property
Residence Inn by Marriott Middletown Goshen

Residence Inn by Marriott Middletown Goshen

Residence Inn by Marriott Middletown Goshen
3.0 star property
9.3 km from Highland Lake
9.4 out of 10, Exceptional, (317)
"Room and service were excellent."
United States
Cymantha
The price is 4.473.550 ₫
5.284.381 ₫ total
includes taxes & fees
14 Jan - 15 Jan 2026
Residence Inn by Marriott Middletown Goshen
Fireplace
Courtyard by Marriott Middletown Goshen

Courtyard by Marriott Middletown Goshen

Courtyard by Marriott Middletown Goshen
3.0 star property
9.6 km from Highland Lake
8.6 out of 10, Excellent, (1000)
"The hotel was very clean, enjoyed my stay would recommend "
United States
Jessica
The price is 2.550.796 ₫
3.013.128 ₫ total
includes taxes & fees
11 Jan - 12 Jan 2026
Courtyard by Marriott Middletown Goshen
Courtyard
Home2 Suites by Hilton Middletown

Home2 Suites by Hilton Middletown

Home2 Suites by Hilton Middletown
3.0 star property
9.4 km from Highland Lake
9.0 out of 10, Wonderful, (746)
"Staff was really amazing. They worked hard and were great all week long. "
United States
Joshua
The price is 4.333.554 ₫
5.211.114 ₫ total
includes taxes & fees
20 Jan - 21 Jan 2026
Home2 Suites by Hilton Middletown
Exterior
Candlewood Suites Middletown Goshen by IHG

Candlewood Suites Middletown Goshen by IHG

Candlewood Suites Middletown Goshen by IHG
2.5 star property
8.8 km from Highland Lake
9.0 out of 10, Wonderful, (33)
"The hotel was amazing keep up the good work "
United States
Daniel
The price is 2.895.640 ₫
3.420.473 ₫ total
includes taxes & fees
24 Dec - 25 Dec
Candlewood Suites Middletown Goshen by IHG
Seasonal outdoor pool
Days Inn by Wyndham Middletown

Days Inn by Wyndham Middletown

Days Inn by Wyndham Middletown
2.0 star property
7.5 km from Highland Lake
6.4 out of 10, (677)
"Service was good."
United States
Sue
The price is 2.438.919 ₫
2.880.974 ₫ total
includes taxes & fees
22 Dec - 23 Dec
Days Inn by Wyndham Middletown
Room, 1 King Bed, Accessible, Bathtub | In-room safe, desk, laptop workspace, blackout curtains
Super 8 by Wyndham Middletown

Super 8 by Wyndham Middletown

Super 8 by Wyndham Middletown
2.5 star property
9.1 km from Highland Lake
6.0 out of 10, (1000)
"A very worn out hotel. "
Canada
David
The price is 2.148.038 ₫
2.537.370 ₫ total
includes taxes & fees
1 Jan - 2 Jan 2026
Super 8 by Wyndham Middletown
View from property
Fairfield Inn & Suites by Marriott Goshen Middletown

Fairfield Inn & Suites by Marriott Goshen Middletown

Fairfield Inn & Suites by Marriott Goshen Middletown
2.5 star property
13.5 km from Highland Lake
8.8 out of 10, Excellent, (1003)
"Rooms were clean and as expected. Bed was a bit soft for our taste, but acceptable. Breakfast options were routine, scrambled eggs, bacon or sausage on alternating days, oatmeal, waffles, bagel, toast, English muffins... Pleasant and helpful staff, smooth check-in and check-out. Overall a pleasant place."
United States
Joon
The price is 2.657.815 ₫
3.272.436 ₫ total
includes taxes & fees
29 Dec - 30 Dec
Fairfield Inn & Suites by Marriott Goshen Middletown
Restaurant
The Orange Inn Boutique Hotel

The Orange Inn Boutique Hotel

The Orange Inn Boutique Hotel
2.0 star property
14.4 km from Highland Lake
9.8 out of 10, Exceptional, (152)
"Great room and layout. It was perfect for my stay with my friend! "
United States
Wendy
The Orange Inn Boutique Hotel
Lobby
Microtel Inn & Suites by Wyndham Middletown

Microtel Inn & Suites by Wyndham Middletown

Microtel Inn & Suites by Wyndham Middletown
2.0 star property
9.7 km from Highland Lake
7.0 out of 10, Good, (999)
"The room was very clean. The staff was welcoming and polite. Not sure about The amenities was only there on a business trip. Overall would definitely stay again. "
United States
Daniel
The price is 2.662.673 ₫
3.145.283 ₫ total
includes taxes & fees
22 Dec - 23 Dec
Microtel Inn & Suites by Wyndham Middletown
Restaurant
Stagecoach Inn

Stagecoach Inn

Stagecoach Inn
3.5 star property
14.6 km from Highland Lake
9.6 out of 10, Exceptional, (78)
"Unique and quaint inn with lots to offer or do nothing at all except relax!"
United States
Lorna
The price is 6.186.140 ₫
7.616.586 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
Stagecoach Inn
Exterior
Holiday Inn Express Hotel & Suites Chester by IHG

Holiday Inn Express Hotel & Suites Chester by IHG

Holiday Inn Express Hotel & Suites Chester by IHG
2.5 star property
19.5 km from Highland Lake
8.6 out of 10, Excellent, (1004)
"The breakfast was a hit, the place is clean and I would stay here again."
United States
elizabeth
The price is 2.448.132 ₫
2.891.856 ₫ total
includes taxes & fees
22 Dec - 23 Dec
Holiday Inn Express Hotel & Suites Chester by IHG
Room, 2 Queen Beds, Non Smoking | In-room safe, desk, iron/ironing board, free cots/infant beds
Days Inn by Wyndham Wurtsboro

Days Inn by Wyndham Wurtsboro

Days Inn by Wyndham Wurtsboro
2.0 star property
13 km from Highland Lake
7.6 out of 10, Good, (595)
"Very clean and quiet "
United States
Jeanette
The price is 2.500.780 ₫
2.825.881 ₫ total
includes taxes & fees
21 Dec - 22 Dec
Days Inn by Wyndham Wurtsboro
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties

Top Highland Lake Hotel Reviews

LEGOLAND Hotel NEW York

LEGOLAND Hotel NEW York

10/10 Excellent
"We are having a great time at the hotel!!!"
Ziwei 1-night trip
Posted 11 days ago
LEGOLAND Hotel NEW York
Cottage Suites

Cottage Suites

8/10 Good
"Nice. But the bed sucked "
Jervone 2-night trip
Posted 2 weeks ago
Cottage Suites

Hotels near other Highland Lake attractions

Orange County Fairgrounds

3.9/5 (33 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

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 28 hotels and other accommodations within a few miles for a convenient home base.
How many hotels are there near Highland Lake?
Expedia has 28 hotels and other accommodation options 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 hotel bookings are fully refundable provided that you cancel prior to the hotel's cancellation deadline, which is often 24 or 48 hours before your arrival date. If you have a reservation that's non-refundable, it may still be possible to cancel it and be given a refund within 24 hours of booking. Enter your dates, click on "Search", then you can filter by "fully refundable" to get the top deals on offer near Highland Lake.
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, Gobbler's Knob State Forest and Graham Mountain 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.