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Find hotels in Highland Lake, NY from CA $99

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Our top choices for Highland Lake hotels

Best Western Hunt's Landing Hotel Matamoras/Milford

Best Western Hunt's Landing Hotel Matamoras/Milford
3.0 star property
Matamoras
8.6 out of 10, Excellent, (1,007 reviews)
"the stay was great and the food was awesome."
United States
Diane
The price is CA $167
CA $182 total
includes taxes & fees
Jul 12 - Jul 13
Best Western Hunt's Landing Hotel Matamoras/Milford

Hampton Inn Matamoras/Milford

Hampton Inn Matamoras/Milford
2.5 star property
Matamoras
8.6 out of 10, Excellent, (1,007 reviews)
"Very clean and conveniently located"
United States
Angela
The price is CA $155
CA $169 total
includes taxes & fees
Jul 22 - Jul 23
Hampton Inn Matamoras/Milford

High Point Motel

High Point Motel
2.0 star property
Sussex
9.2 out of 10, Wonderful, (157 reviews)
"Great place if looking for pet friendly quiet stat"
United States
John H
The price is CA $131
CA $146 total
includes taxes & fees
Jul 8 - Jul 9
High Point Motel

Myer Motel

Myer Motel
2.5 star property
Milford
9.4 out of 10, Exceptional, (432 reviews)
"Nice place, clean, quiet, nice staff."
United States
Assaf
The price is CA $135
CA $147 total
includes taxes & fees
Jul 9 - Jul 10
Myer Motel

Days Inn by Wyndham Liberty

Days Inn by Wyndham Liberty
2.0 star property
Liberty
6.8 out of 10, (1,009 reviews)
"Nice place to stay when attending a concert at Bethel Woods"
United States
Melissa
The price is CA $178
CA $201 total
includes taxes & fees
Jul 12 - Jul 13
Days Inn by Wyndham Liberty

Windsong Retreat 2

Windsong Retreat 2
3.0 star property
Bethel
9.2 out of 10, Wonderful, (7 reviews)
"My stay was so smooth and relaxing. I wouldn’t change a thing! And I will definitely be visiting again. Nothing like a home cooked meal and delicious cheesecake and muffins to boot! Thank you for all your kind words and treating me like family! <3"
United States
Naomi
The price is CA $371
CA $469 total
includes taxes & fees
Jul 1 - Jul 2
Windsong Retreat 2

Scottish Inns Milford

Scottish Inns Milford
2.0 star property
Milford
9.2 out of 10, Wonderful, (1,002 reviews)
"Perfectly located near the tri-state border, this was a great place to stay while exploring the Delaware River Gap and visiting nearby restaurants and breweries. Owners were helpful and the room was comfortable and well-maintained. Would stay again in the area."
United States
Carl
The price is CA $141
CA $153 total
includes taxes & fees
Jul 26 - Jul 27
Scottish Inns Milford

The Alder at Resorts World Catskills

The Alder at Resorts World Catskills
2.0 star property
Monticello
8.2 out of 10, Very good, (229 reviews)
"Clean room "
United States
david
The price is CA $196
CA $257 total
includes taxes & fees
Jul 6 - Jul 7
The Alder at Resorts World Catskills

Fairbridge Inn Express

Fairbridge Inn Express
2.0 star property
Milford
7.6 out of 10, Good, (221 reviews)
"Spent one night on a 3 week motorcycle trip Nice people own this and professional front desk staff. Will stay again when in the area"
United States
Steven
The price is CA $130
CA $142 total
includes taxes & fees
Jul 9 - Jul 10
Fairbridge Inn Express

The Hotel Belvidere

The Hotel Belvidere
3.0 star property
Hawley
8.4 out of 10, Very good, (263 reviews)
"Loved the property, the staff, location! Perfect stay!"
United States
Valarie
The price is CA $167
CA $182 total
includes taxes & fees
Jul 9 - Jul 10
The Hotel Belvidere

Best Western Monticello

Best Western Monticello
2.5 star property
Monticello
8.2 out of 10, Very good, (1,008 reviews)
"Great location and rooms are nice. Great place to stay for Woodstock"
United States
Reuben
The price is CA $199
CA $225 total
includes taxes & fees
Jul 13 - Jul 14
Best Western Monticello

Inn at Tyler Hill

Inn at Tyler Hill
3.0 star property
Tyler Hill
10.0 out of 10, Exceptional, (152 reviews)
"Super accommodating staff and a very comfortable room."
United States
Alan
The price is CA $278
CA $303 total
includes taxes & fees
Jul 1 - Jul 2
Inn at Tyler Hill

Rodeway Inn Milford - I-84

Rodeway Inn Milford - I-84
2.0 star property
Milford
7.8 out of 10, Good, (427 reviews)
"Plenty of parking, check in staff were helpful. Air conditioning worked and the room was clean."
United States
sharon
The price is CA $127
CA $138 total
includes taxes & fees
Jul 30 - Jul 31
Rodeway Inn Milford - I-84

Inn at Monticello

Inn at Monticello
3.5 star property
Monticello
4.0 out of 10, (490 reviews)
"Staff was great but that place needs an upgrade really bad"
United States
Stephanie
The price is CA $88
CA $99 total
includes taxes & fees
Jul 5 - Jul 6
Inn at Monticello

Days Inn by Wyndham Wurtsboro

Days Inn by Wyndham Wurtsboro
2.0 star property
Wurtsboro
7.6 out of 10, Good, (630 reviews)
"Very clean and staff helpful "
United States
Kaiden
The price is CA $164
CA $185 total
includes taxes & fees
Jul 19 - Jul 20
Days Inn by Wyndham Wurtsboro

Kenoza Lake View Manor

Kenoza Lake View Manor
3.0 star property
Jeffersonville
8.8 out of 10, Excellent, (411 reviews)
"Amazing property! So beautiful I loved the vintage decor!"
United States
Alicia
The price is CA $211
CA $239 total
includes taxes & fees
Jul 8 - Jul 9
Kenoza Lake View Manor

John H Wallace House

John H Wallace House
4.0 star property
Milford
10.0 out of 10, Exceptional, (19 reviews)
"The house is well located and Eileen was a great host."
United States
Donna
The price is CA $323
CA $352 total
includes taxes & fees
Jul 9 - Jul 10
John H Wallace House

The Kartrite Resort & Indoor Waterpark

The Kartrite Resort & Indoor Waterpark
4.0 star property
Monticello
8.2 out of 10, Very good, (2,267 reviews)
"Great family fun !!!"
United States
Dominick
The price is CA $283
CA $421 total
includes taxes & fees
Jul 5 - Jul 6
The Kartrite Resort & Indoor Waterpark

Resorts World Catskills Casino

Resorts World Catskills Casino
4.5 star property
Monticello
8.8 out of 10, Excellent, (1,156 reviews)
"Awesome resort"
United States
Kelly
The price is CA $293
CA $366 total
includes taxes & fees
Jul 2 - Jul 3
Resorts World Catskills Casino

Hampton Inn Monticello

Hampton Inn Monticello
2.5 star property
Monticello
9.4 out of 10, Exceptional, (665 reviews)
"Breakfast was awesome, and the staff very friendly especially Sam "
United States
Romaine
The price is CA $352
CA $398 total
includes taxes & fees
Jul 20 - Jul 21
Hampton Inn Monticello
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Top Highland Lake Hotel Reviews

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Frequently asked questions

What is the best area to stay in Highland Lake?
The best area to stay in Highland Lake is directly on the lake itself, or in the immediate surrounding area, to fully enjoy the natural beauty and recreational opportunities.

The primary draw of Highland Lake is the lake itself, a pristine body of water ideal for swimming, kayaking, and fishing. The shoreline is dotted with private residences and a few accommodation options, offering direct access to the water. This area is particularly suited for families looking for a relaxing escape with plenty of outdoor activities right on their doorstep. Many properties here feature private docks and outdoor spaces superb for enjoying the lake views.

For those seeking a more secluded and tranquil experience, the wooded areas just off the main lake roads provide a peaceful retreat. These areas often feature larger properties with more privacy, while still being a short drive or walk from the lake's edge. Couples looking for a quiet getaway will appreciate the serene environment and the chance to reconnect with nature. You'll find opportunities for hiking and enjoying the local wildlife here.
When is the best time to go to Highland Lake?
The best time to go to Highland Lake depends on your preferred activities, with the summer months of June through August being ideal for water sports and outdoor adventures, and the autumn months of September and October offering stunning foliage.

For families and those looking to enjoy the lake's full range of activities, July and August are prime. The weather is consistently warm, superb for swimming, boating, and kayaking on the lake. Many local businesses and attractions are fully operational, offering everything from boat rentals to guided fishing trips. This period is also popular for hiking and exploring the nearby state parks.

Couples seeking a quieter, more romantic escape might prefer September and October. The crowds thin out, and the surrounding Catskill Mountains transform with vibrant autumn colours, making it superb for scenic drives, leisurely walks, and enjoying cosy evenings by a fireplace.
Can I cancel my hotel reservation on Expedia?
You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Highland Lake.
How can I save on a Highland Lake hotel booking with Expedia?
Members always get our best prices. Find our best Highland Lake hotel deals by joining Expedia's free travel rewards program today. As a member, you can unlock instant savings and member perks when you're logged in to your account. Another tip is to book your hotel and flights together on Expedia, where bundling can result in significant savings.
How much is the nightly rate at a Highland Lake hotel?
Prices for hotels in Highland Lake often vary, but you can find a great deal from CA $99 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.

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