A mountainous landscape with dense forests and a rocky cliff.

Find Hotels with a Pool in Round Top, NY

  • 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 availability on Round Top Hotels with a Pool

Tonight
Oct 13 - Oct 14
Tomorrow
Oct 14 - Oct 15
This weekend
Oct 16 - Oct 18
Next weekend
Oct 23 - Oct 25

Our top choices for Round Top hotels with a pool

A swimming pool with lounge chairs and umbrellas.
A buffet table with various food items and a painting on the wall.
A wooden lodge with a welcoming sign, a bear statue, and two flags.
A sign for Crystal Brook Resort surrounded by red tulips.

1. Crystal Brook Resort & Mountain Brauhaus

Crystal Brook Resort & Mountain Brauhaus
Round Top
₩292,177
₩315,551 total
includes taxes & fees
Oct 30 - Oct 31
Crystal Brook Resort & Mountain Brauhaus
A motel with a swimming pool, picnic tables, and a playground.
A motel with a single-story structure, a covered parking area, and a swing set in the yard.
A motel with a porch, a small stream, and parked vehicles.
A picnic table, playground equipment, and a swimming pool within a fenced area.

2. Four Seasons Motel

Four Seasons Motel
Catskill
  • Seasonal mountain pool paradise invites guests to cool off with refreshing dips from May to September.
₩133,480
₩144,158 total
includes taxes & fees
Oct 14 - Oct 15
Four Seasons Motel
A swimming pool with clear water, surrounded by walls with emergency contact information and pool rules.
A Holiday Inn Express hotel with a covered entrance, multiple floors, and a brick facade.
A modern lobby with a reception desk, seating area, and a dining section.
A hotel lobby with a reception desk, seating area, and a corridor leading to other rooms.

3. Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG

Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG
Saugerties
  • Dive into refreshing escapes at this indoor pool sanctuary with post-adventure relaxation vibes.
₩169,520
₩189,863 total
includes taxes & fees
Nov 11 - Nov 12
Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG
A swimming pool with lounge chairs and a red building in the background.
A compact kitchen with wooden cabinets, a refrigerator, a sink, and a dining area with a table and chairs.
A hotel room with two beds, a wooden dresser, a television, and a stone wall.
A cozy lobby with patterned sofas, a wooden reception desk, and a mirror reflecting the interior.

4. Red Ranch Motel

Red Ranch Motel
Catskill
  • Dive into seasonal poolside bliss with dedicated children's swimming areas and shady loungers at this Hudson Valley retreat.
₩142,557
₩153,956 total
includes taxes & fees
Nov 1 - Nov 2
Red Ranch Motel
A multi-story hotel with a swimming pool, balconies, and outdoor seating areas.
A cozy cabin interior with a wooden ceiling, two sofas, a coffee table, a fireplace, and a television.
A cozy lounge area with leather sofas, a fireplace, and a large window overlooking a garden.
A multi-story building with outdoor seating and a stone-paved patio.

5. Kaatskill Mountain Club & Condos by Vail Resorts

Kaatskill Mountain Club & Condos by Vail Resorts
Hunter
  • Dive into mountain paradise at Hunter's sun-soaked pool with sauna and picturesque views.
₩238,016
₩283,434 total
includes taxes & fees
Nov 11 - Nov 12
Kaatskill Mountain Club & Condos by Vail Resorts
A woman in a black swimsuit stepping out of a pool into a room with wooden ceiling beams, large windows, and wooden lounge chairs.
A modern building with large glass doors, a staircase leading up to the entrance, and a potted plant beside the door.
A cabin with a deck, large windows, and a mountain backdrop.
A cozy cabin interior with a stone fireplace, a wooden ceiling, and a large window with curtains.

6. Hotel Vienna

Hotel Vienna
Windham
  • Indoor pool sanctuary with mountain views offers year-round swimming and complimentary bikes for adventure seekers.
₩132,559
₩166,222 total
includes taxes & fees
Oct 29 - Oct 30
Hotel Vienna
An indoor swimming pool with lounge chairs and a sunbed area.
A hotel room with two beds, a desk, a chair, and a large window with curtains.
A Courtyard by Marriott hotel with a modern facade, large windows, and a well-maintained entrance area.
A modern cafe with a wooden counter, bar stools, and a menu board above the counter.

7. Courtyard by Marriott Kingston

Courtyard by Marriott Kingston
Kingston
  • Indoor pool sanctuary offers year-round swimming in a bright, spotless setting just steps from your room.
₩169,052
₩189,341 total
includes taxes & fees
Nov 8 - Nov 9
Courtyard by Marriott Kingston
An indoor swimming pool with a concrete floor, a large window, and a vase with flowers.
A spacious bedroom with a large bed, a wooden headboard, a bedside table with a book and a glass, and a window with curtains.
A restaurant with long tables, chairs, and a brick wall.
A bar area with wooden beams, a bar counter, and stools.

8. Pocketbook Hotel and Bath

Pocketbook Hotel and Bath
Hudson
₩323,155
₩425,497 total
includes taxes & fees
Nov 2 - Nov 3
Pocketbook Hotel and Bath
An indoor swimming pool with a brick border, surrounded by lounge chairs and tables.
A restaurant with a bar area, wooden booths, and a coffee machine.
A bathroom with a granite countertop sink, a large mirror, and a shower with a glass door.
A hotel room with two beds, a TV, a dresser, and a door leading to another room.

9. Howard Johnson by Wyndham Saugerties

Howard Johnson by Wyndham Saugerties
Saugerties
  • Swim in style at this Saugerties retreat with a year-round indoor pool and relaxing sauna for post-adventure recovery.
₩147,161
₩164,822 total
includes taxes & fees
Nov 2 - Nov 3
Howard Johnson by Wyndham Saugerties
An indoor swimming pool with clear water, a 5 feet deep sign, and a tiled floor.
A Hampton Inn hotel with a modern facade, multiple entry points, and a well-lit entrance.
A spacious living area with a fireplace, a dining table with chairs, and a television mounted on the wall.
A gym with treadmills, a weight machine, a red exercise ball, and a bench.

10. Hampton Inn Kingston

Hampton Inn Kingston
Kingston
  • Splash into tranquility at this spotless indoor pool sanctuary with late-night swims and plush loungers.
₩176,220
₩197,367 total
includes taxes & fees
Nov 12 - Nov 13
Hampton Inn Kingston
View all properties

Choose what matters most at hotels with a pool in Round Top

Breakfast included
4 stars
5 stars
Hot tub
Spa

Top Round Top Hotel Reviews

Spark by Hilton West Coxsackie

Spark by Hilton West Coxsackie

10/10 Excellent
"It was all great! No complaints, would stay there again. Highly recommend."
Linnea 1-night trip
Posted 8 hours ago
Spark by Hilton West Coxsackie
Hotel Vienna

Hotel Vienna

10/10 Excellent
"Hotel was clean, had pretty Catskills Mountains views, and fire pits, pool and sauna. Staff was helpful."
Glenn 1-night trip
Posted 2 days ago
Hotel Vienna

Frequently asked questions

What are some hotels with pools in Round Top?
Hunter Lodge, a Bluebird by Lark: Offers a steam room, 3 indoor pools, and spa services. Pocketbook Hotel and Bath: Provides a snack bar/deli, an indoor pool, and free self parking. Courtyard by Marriott Kingston: Hotel located near Windham Mountain Resort. Offers daily, an indoor pool, and free self parking. Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy: Features a full-service spa, a seasonal outdoor pool, and a snack bar/deli. AutoCamp Catskills: Hotel, 1-minute walk from Hunter Mountain. Offers 2 hot tubs, an outdoor pool, and a sauna.
What is there to see and do in Round Top?
Make a point to visit attractions like Saugerties Village Beach and Kaaterskill Falls. Discover sights such as Catskill State Park during your stay. Take in the natural beauty of Round Top with the mountain views.
When is the best time to book a hotel with a pool in Round Top?
Taking into account the local weather in Round Top is an important factor for planning your visit, especially if you plan to spend your trip poolside. The hottest months are usually July and August with an average temp of 65°F, while the coldest months are January and February with an average of 28°F. The snowiest months in Round Top are January, March, December, and November, with each month seeing an average of 7 inches of snowfall.

Explore a world of travel with Expedia