Find Hotels with a Pool in Highland Lake, NY

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Check availability on Highland Lake Hotels with a Pool

Our top choices for Highland Lake hotels with a pool

Indoor pool
Hampton Inn Matamoras/Milford

Hampton Inn Matamoras/Milford

Hampton Inn Matamoras/Milford
2.5 star property
Matamoras
8.8 out of 10, Excellent, (1002)
"Love staying here"
United States
Jo-Ann
The price is ￥13,586
￥14,809 total
includes taxes & fees
Dec 21 - Dec 22
Hampton Inn Matamoras/Milford
Indoor pool, sun loungers
Best Western Hunt's Landing Hotel Matamoras/Milford

Best Western Hunt's Landing Hotel Matamoras/Milford

Best Western Hunt's Landing Hotel Matamoras/Milford
3.0 star property
Matamoras
8.4 out of 10, Very Good, (1001)
"Friendly staff, nice and clean room and breakfast area."
United States
Jean
The price is ￥14,142
￥15,415 total
includes taxes & fees
Dec 28 - Dec 29
Best Western Hunt's Landing Hotel Matamoras/Milford
Indoor pool, open 7 AM to 10 PM, free cabanas, sun loungers
Resorts World Catskills Casino

Resorts World Catskills Casino

Resorts World Catskills Casino
4.5 star property
Monticello
8.6 out of 10, Excellent, (1109)
"It is a great place to stay"
United States
Caonabo
Resorts World Catskills Casino
Seasonal outdoor pool
Days Inn by Wyndham Wurtsboro

Days Inn by Wyndham Wurtsboro

Days Inn by Wyndham Wurtsboro
2.0 star property
Wurtsboro
7.6 out of 10, Good, (593)
"I love "
United States
Niralkumar
The price is ￥14,802
￥16,726 total
includes taxes & fees
Dec 28 - Dec 29
Days Inn by Wyndham Wurtsboro
Water park
The Kartrite Resort & Indoor Waterpark

The Kartrite Resort & Indoor Waterpark

The Kartrite Resort & Indoor Waterpark
4.0 star property
Monticello
8.2 out of 10, Very Good, (1858)
"Friendly staff , clean , beautiful design in the hotel and decor . "
United States
Lusvianca
The price is ￥24,805
￥37,959 total
includes taxes & fees
Dec 14 - Dec 15
The Kartrite Resort & Indoor Waterpark
Indoor pool
The Alder at Resorts World Catskills

The Alder at Resorts World Catskills

The Alder at Resorts World Catskills
2.0 star property
Monticello
8.2 out of 10, Very Good, (203)
"I love this hotel and the staff"
United States
Monica
The Alder at Resorts World Catskills
Indoor pool
Hampton Inn Monticello

Hampton Inn Monticello

Hampton Inn Monticello
2.5 star property
Monticello
9.4 out of 10, Exceptional, (617)
"Friendly staff, and room is big"
United States
Yujing
The price is ￥21,358
￥24,136 total
includes taxes & fees
Dec 28 - Dec 29
Hampton Inn Monticello
Seasonal outdoor pool, open 10:00 AM to 9:00 PM, cabanas (surcharge)
Silver Birches

Silver Birches

Silver Birches
3.5 star property
Hawley
8.6 out of 10, Excellent, (282)
"Enjoyed spending time in the sunroom and reading by the fire in the library."
United States
Alice
Silver Birches
Seasonal outdoor pool
Inn at Lake Joseph

Inn at Lake Joseph

Inn at Lake Joseph
4.0 star property
Forestburgh
8.4 out of 10, Very Good, (9)
"amazing staff and wonderful place to stay"
United States
Daniel
The price is ￥45,411
￥51,316 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Inn at Lake Joseph
Seasonal outdoor pool, open 8:00 AM to 8:00 PM, pool umbrellas
The Bradstan Boutique Hotel

The Bradstan Boutique Hotel

The Bradstan Boutique Hotel
3.5 star property
Eldred
9.8 out of 10, Exceptional, (116)
"This place is so lovely. My family had a wonderful Thanksgiving holiday here. "
United States
Sandi
The price is ￥57,340
￥67,131 total
includes taxes & fees
Jan 1 - Jan 2, 2026
The Bradstan Boutique Hotel
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.
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Top Highland Lake Hotel Reviews

Hampton Inn Matamoras/Milford

Hampton Inn Matamoras/Milford

10/10 Excellent
"Front desk was very friendly with a quick check in process . Our room was large with 2 double beds that were quite comfortable with soft pillows. Bathroom was large and clean. Highly recommend!"
Frances M 1-night trip
Posted 7 days ago
Hampton Inn Matamoras/Milford

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Frequently asked questions

What are some hotels with pools in Highland Lake?
The Kartrite Resort & Indoor Waterpark: Hotel, 7-minute walk from Resorts World Catskills. Features a children's pool, an indoor pool, and a water park. Resorts World Catskills Casino: Hotel, 4-minute walk from Resorts World Catskills. Offers 6 restaurants, a pool, and a full-service spa. Best Western Hunt's Landing Hotel Matamoras/Milford: Provides buffet, an indoor pool, and free self parking. Hampton Inn Matamoras/Milford: Features buffet, an indoor pool, and complimentary wired internet access. Villa Roma Resort and Conference Center: Offers a children's pool, a seasonal outdoor pool, and 3 restaurants.
What is there to see and do in Highland Lake?
The picturesque setting of Sidwell Lake showcases the area's natural beauty. During your stay, check out sights such as Mohican Lake, Kadampa Meditation Center New York and World Peace Temple, and Forestburgh Playhouse.
When is the best time to book a hotel with a pool in Highland Lake?
Taking into account the local weather in Highland Lake can help you maximize your time at the pool during your trip. The hottest months are usually July and August with an average temp of 66°F, while the coldest months are January and February with an average of 29°F. The snowiest months in Highland Lake are January, February, December, and March, with each month seeing an average of 9 inches of snowfall.