A mountainous landscape with dense forests and a rocky cliff.

Find Hotels with a Pool in Round Top, NY

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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 sign for Crystal Brook Resort surrounded by red tulips.
A cozy living room with a plaid sofa, a fireplace, and various decorative items on shelves above the fireplace.

1. Crystal Brook Resort & Mountain Brauhaus

Crystal Brook Resort & Mountain Brauhaus
Round Top
$218 nightly
$235 total
Oct 30 - Oct 31
Total with taxes and fees
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 hotel room with two beds, a nightstand with a lamp, and a window with floral curtains.
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.
$100 nightly
$108 total
Oct 14 - Oct 15
Total with taxes and fees
Four Seasons Motel
A swimming pool with lounge chairs and a red building in the background.
A cozy lobby with patterned sofas, a wooden reception desk, and a mirror reflecting the interior.
A hotel room with two beds, a wooden dresser, a television, and a stone wall.
A compact kitchen with wooden cabinets, a refrigerator, a sink, and a dining area with a table and chairs.

3. 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.
$107 nightly
$115 total
Nov 1 - Nov 2
Total with taxes and fees
Red Ranch Motel
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 log cabin with a deck, outdoor seating, and a view of a forest.
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.

4. Hotel Vienna

Hotel Vienna
Windham
  • Indoor pool sanctuary with mountain views offers year-round swimming and complimentary bikes for adventure seekers.
$145 nightly
$157 total
Oct 29 - Oct 30
Total with taxes and fees
Hotel Vienna
A swimming pool with clear water, surrounded by walls with emergency contact information and pool rules.
A modern breakfast area with a coffee machine, cereal, and bakery options.
A Holiday Inn Express hotel with a covered entrance, multiple floors, and a brick facade.
A hotel lobby with a reception desk, seating area, and a corridor leading to other rooms.

5. 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.
$127 nightly
$142 total
Nov 11 - Nov 12
Total with taxes and fees
Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG
A multi-story hotel with a swimming pool, balconies, and outdoor seating areas.
A multi-story building with outdoor seating and a stone-paved patio.
A cozy lounge area with leather sofas, a fireplace, and a large window overlooking a garden.
A cozy cabin interior with a wooden ceiling, two sofas, a coffee table, a fireplace, and a television.

6. 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.
$197 nightly
$212 total
Nov 12 - Nov 13
Total with taxes and fees
Kaatskill Mountain Club & Condos by Vail Resorts
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 hotel hallway with a patterned carpet, doors on both sides, and wall-mounted lights.
A hotel room with two beds, a TV, a dresser, and a door leading to another room.

7. 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.
$110 nightly
$123 total
Nov 2 - Nov 3
Total with taxes and fees
Howard Johnson by Wyndham Saugerties
A poolside area with blue chairs and umbrellas, a pool, and a building in the background.
A kitchen with a central island, a black refrigerator, pendant lights, and a view through large windows.
A dining area with wooden chairs and a table, a kitchen with a window and a blackboard, and a staircase leading to another level.
A compact living space with a kitchen, dining area, and seating.

8. The Winwood Condominiums

The Winwood Condominiums
Windham
  • Alpine splendor meets poolside relaxation at this mountain retreat with seasonal swim options.
$167 nightly
$180 total
Oct 15 - Oct 16
Total with taxes and fees
The Winwood Condominiums
An indoor swimming pool with lounge chairs and a sunbed area.
A Courtyard by Marriott hotel with a modern facade, large windows, and a well-maintained entrance area.
An outdoor patio with a fire pit, seating, and a building in the background.
A hotel room with two beds, a desk, a chair, and a large window with curtains.

9. 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.
$127 nightly
$142 total
Oct 25 - Oct 26
Total with taxes and fees
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 spacious room with leather seating, large windows, and exposed brick walls.
A restaurant with long tables, chairs, and a brick wall.

10. Pocketbook Hotel and Bath

Pocketbook Hotel and Bath
Hudson
$309 nightly
$349 total
Nov 3 - Nov 4
Total with taxes and fees
Pocketbook Hotel and Bath
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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 15 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 the best hotels in Round Top with outdoor pools?
Crystal Brook Resort & Mountain Brauhaus is a fantastic option for travellers seeking a hotel with an outdoor pool in Round Top. With an impressive review rating of 9.0, this resort not only offers a refreshing place to swim, but also provides a complimentary breakfast that guests rave about. Enjoy free WiFi and self-parking, making it easy for families to stay connected and explore the beautiful surroundings without any hassle.Another noteworthy choice is Riedlbauer's Resort, a charming 3-star hotel that boasts an outdoor pool great for relaxation after a day of adventure. Rated 8.4 by travellers, this resort provides free breakfast options, including a buffet that kids will love. For those looking to embrace the outdoors, Riedlbauer's is well-situated near mountain biking trails and ski areas, ensuring that there's always an exciting activity just around the corner.
How much does a hotel with outdoor pool in Round Top cost?
Enjoy staying in a hotel in Round Top with an outdoor pool. You can find a great deal from $108 on Expedia. If you're leaning toward a little luxury, prices can rise, and may vary depending on the location, season, and hotel amenities. Be sure to book in advance to enjoy more options and potentially better rates, especially if you're planning a trip during weekends or around public holidays.
Is it cheaper to book flights and a Round Top hotel with a pool as a package?
Booking a hotel and flight package on Expedia can be cheaper than booking flights and hotels separately. Bundling can lead to significant savings, especially for international travel or when booking well in advance. However, savings vary depending on factors like destination, travel dates and availability, so it's wise to compare options. With access to over 300,000 hotels worldwide, Expedia makes it easy to build the perfect vacation package.
Can I cancel my hotel reservation on Expedia?
Expedia has plenty of refundable hotels. In many cases, you need to cancel your booking 24-48 hours ahead of your arrival date. Remember to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use Expedia's "Fully refundable property" filter during your search to find the right hotel in Round Top for you.

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