Highland Lake Hotel Guide - Hotels with Pool in Highland Lake, New York

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Check availability on Highland Lake Hotels with Pool

Our top choices for Highland Lake hotels with a pool

Indoor pool

The Alder at Resorts World Catskills

The Alder at Resorts World Catskills
2.0 star property
Monticello
8.2 out of 10, Very good, (220 reviews)
  • cleanliness
    Enjoy all-season splashes in the indoor aquatic oasis, where relaxation flows as freely as the water at this Catskills retreat.
"The pools were nice."
United States
jennifer
The price is €161
includes taxes & fees
25 May - 26 May
The Alder at Resorts World Catskills
Indoor pool, pool loungers

Best Western Monticello

Best Western Monticello
2.5 star property
Monticello
8.2 out of 10, Very good, (1,000 reviews)
  • cleanliness
    Dive into refreshing leisure at this hotel's indoor pool sanctuary, complete with sun loungers and a rejuvenating sauna.
"Also, I really enjoyed your swimming pool."
United States
David
The price is €125
includes taxes & fees
31 May - 1 Jun
Best Western Monticello
Seasonal outdoor pool

Days Inn by Wyndham Wurtsboro

Days Inn by Wyndham Wurtsboro
2.0 star property
Wurtsboro
7.6 out of 10, Good, (618 reviews)
  • cleanliness
    Take a dip in the seasonal outdoor pool, a refreshing retreat with mountain views.
"The room was average yet clean. Small clean pool. However, the desk clerk charged my checking account when I had already paid hotels.com 355$ charge on top of prepay fee. Training required as I gave him the it# and said it is prepaid. Disappointed in the poor training that limited my spending money because he didn't do his job correctly. Hotels.com handled this well and my 355$ should be back in my account soon. "
United States
Anonymous traveller
The price is €102
includes taxes & fees
25 May - 26 May
Days Inn by Wyndham Wurtsboro
Indoor pool

Hampton Inn Matamoras/Milford

Hampton Inn Matamoras/Milford
2.5 star property
Matamoras
8.6 out of 10, Excellent, (1,000 reviews)
  • cleanliness
    Luxurious dips in the crystal-clear indoor pool await, with extended hours for night swimming.
"Good size pool."
United States
Paul
The price is €98
includes taxes & fees
21 Jun - 22 Jun
Hampton Inn Matamoras/Milford
Indoor pool, open 7 AM to 10 PM, free pool cabanas, pool loungers

Resorts World Catskills Casino

Resorts World Catskills Casino
4.5 star property
Monticello
8.8 out of 10, Excellent, (1,124 reviews)
  • cleanliness
    Indoor pool paradise with casino thrills, spa indulgences, and mountain adventure awaits at this luxury hotel.
"Close parking, good food choices, nice spa and pool."
United States
Kate
The price is €178
includes taxes & fees
25 May - 26 May
Resorts World Catskills Casino
Indoor pool

Hampton Inn Monticello

Hampton Inn Monticello
2.5 star property
Monticello
9.4 out of 10, Exceptional, (651 reviews)
  • cleanliness
    Splash into indoor pool comfort at this Hampton Inn with fitness centre and free breakfast buffet.
"The pool was clean too."
United States
Charlotte
The price is €145
includes taxes & fees
25 May - 26 May
Hampton Inn Monticello
Water park

The Kartrite Resort & Indoor Waterpark

The Kartrite Resort & Indoor Waterpark
4.0 star property
Monticello
8.2 out of 10, Very good, (2,191 reviews)
  • cleanliness
    Splash into four-season aquatic fun at this family paradise with both indoor and outdoor pool playgrounds.
"pools were clean"
United States
Jeimy
The price is €222
includes taxes & fees
31 May - 1 Jun
The Kartrite Resort & Indoor Waterpark
Seasonal outdoor pool, pool cabanas (surcharge), pool umbrellas

Silver Birches

Silver Birches
3.5 star property
Hawley
8.6 out of 10, Excellent, (286 reviews)
  • cleanliness
    Poolside paradise meets lakeside luxury in this colonial retreat with two vibrant swim-up bars.
"We especially loved the pool and hot tub area and being able to take out kayaks for no extra fee."
United States
Adrianna
The price is €181
includes taxes & fees
26 May - 27 May
Silver Birches
Seasonal outdoor pool

Inn at Lake Joseph

Inn at Lake Joseph
4.0 star property
Forestburgh
8.4 out of 10, Very good, (11 reviews)
"amazing staff and wonderful place to stay"
United States
Daniel
The price is €258
includes taxes & fees
25 May - 26 May
Inn at Lake Joseph
Outdoor pool

5 minutes from original Woodstock site.

5 minutes from original Woodstock site.
Mongaup Valley
9.8 out of 10, Exceptional, (61 reviews)
  • cleanliness
    Splash into serenity at this historic retreat with private and outdoor pools near Woodstock.
"We had a really nice weekend stay. Very close to the concert venue. Great location. House is clean and everything is provided. We didn't have time to use the pool, but it looked very nice."
United States
gail A.
The price is €288
includes taxes & fees
26 May - 27 May
5 minutes from original Woodstock site.
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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Choose what matters most at hotels with a pool in Highland Lake

Breakfast included
4 stars

Top Highland Lake Hotel Reviews

Best Western Hunt's Landing Hotel Matamoras/Milford

Best Western Hunt's Landing Hotel Matamoras/Milford

10/10 Excellent
"Nice "
Richard 1-night trip
Posted 12 hours ago
Best Western Hunt's Landing Hotel Matamoras/Milford

Frequently asked questions

What are some hotels with pools in Highland Lake?
2 Lake Cabins | Pool+HotTub | Game Room & Courts: Features complimentary wireless Internet access, a pool and kitchens. The Kartrite Resort & Indoor Waterpark: Hotel located near Resorts World Catskills. Offers a children's pool, an indoor pool and a water park. Resorts World Catskills Casino: Hotel, 4-minute walk from Resorts World Catskills. Provides 6 restaurants, a pool and a full-service spa. Best Western Monticello: Hotel located near Resorts World Catskills. Features a sauna, an indoor pool and buffet. Best Western Hunt's Landing Hotel Matamoras/Milford: Offers buffet, an indoor pool and free self parking.
What is there to see and do in Highland Lake?
Make a point to visit attractions such as Bethel Woods Center For The Arts and The Kartrite Resort & Indoor Waterpark. Discover sights such as Sidwell Lake during your stay.
When is the best time to book a hotel with a pool in Highland Lake?
Taking the local weather in Highland Lake into account can help you maximise your time at the pool during your trip. The hottest months are usually July and August, with an average temperature of 19°C, while the coldest months are January and February, with an average of -2°C. The snowiest months in Highland Lake are January, February, December and March, with each month seeing an average of 24 cm of snowfall.