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 4 - Oct 5
Tomorrow
Oct 5 - Oct 6
Next weekend
Oct 9 - Oct 11
In two weeks
Oct 16 - Oct 18

Our top choices for Round Top hotels with a pool

A swimming pool with lounge chairs and umbrellas.
A sign for Crystal Brook Resort surrounded by red tulips.
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.

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 porch, a small stream, and parked vehicles.
A picnic table, playground equipment, and a swimming pool within a fenced area.
A motel with a single-story structure, a covered parking area, and a swing set in the yard.

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 5 - Oct 6
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 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.

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 cabin with a deck, large windows, and a mountain backdrop.
A log cabin with a deck, outdoor seating, and a view of a forest.
A cozy cabin interior with a stone fireplace, a wooden ceiling, and a large window with curtains.

4. Hotel Vienna

Hotel Vienna
Windham
  • Indoor pool sanctuary with mountain views offers year-round swimming and complimentary bikes for adventure seekers.
$151 nightly
$163 total
Oct 6 - Oct 7
Total with taxes and fees
Hotel Vienna
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 large hotel with multiple floors, a parking lot, and a mountainous backdrop.

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.
$169 nightly
$183 total
Nov 3 - Nov 4
Total with taxes and fees
Kaatskill Mountain Club & Condos by Vail Resorts
A poolside area with blue chairs and umbrellas, a pool, and a building in the background.
A two-story building with a balcony, surrounded by well-maintained lawns and trees.
A compact living space with a kitchen, dining area, and seating.
A kitchen with a central island, a black refrigerator, pendant lights, and a view through large windows.

6. The Winwood Condominiums

The Winwood Condominiums
Windham
  • Alpine splendor meets poolside relaxation at this mountain retreat with seasonal swim options.
$144 nightly
$155 total
Nov 1 - Nov 2
Total with taxes and fees
The Winwood Condominiums
An indoor swimming pool with a brick border, surrounded by lounge chairs and tables.
A bathroom with a granite countertop sink, a large mirror, and a shower with a glass door.
A restaurant with a bar area, wooden booths, and a coffee machine.
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
An indoor swimming pool with a concrete floor, a large window, and a vase with flowers.
A restaurant with long tables, chairs, and a brick wall.
A spacious room with leather seating, large windows, and exposed brick walls.
A spacious bedroom with a large bed, a wooden headboard, a bedside table with a book and a glass, and a window with curtains.

8. Pocketbook Hotel and Bath

Pocketbook Hotel and Bath
Hudson
$269 nightly
$304 total
Nov 1 - Nov 2
Total with taxes and fees
Pocketbook Hotel and Bath
An indoor swimming pool with lounge chairs and a sunbed 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.
A modern cafe with a wooden counter, bar stools, and a menu board above the counter.

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
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

Residence Inn by Marriott Kingston

Residence Inn by Marriott Kingston

10/10 Excellent
"Very nice spot"
Danielle 1-night trip
Posted 4 hours ago
Residence Inn by Marriott Kingston
Howard Johnson by Wyndham Saugerties

Howard Johnson by Wyndham Saugerties

8/10 Good
"The bed was very comfortable. The"
Angela 1-night trip
Posted 2 days ago
Howard Johnson by Wyndham Saugerties
Courtyard by Marriott Kingston

Courtyard by Marriott Kingston

10/10 Excellent
"Awesome hotel. Staff is amazing and room was so comfortable."
Susan 1-night trip
Posted 2 days ago
Courtyard by Marriott Kingston
Spark by Hilton West Coxsackie

Spark by Hilton West Coxsackie

10/10 Excellent
"The room was very clean and the staff very helpful and courteous. May I suggest more table space in the rooms so that my luggage could be more manageable. This would help with my disability when unpacking. My handicap room was very helpful in maneuvering with the spacious bathroom. Thanks for a pleasant stay."
Mark 1-night trip
Posted 4 days ago
Spark by Hilton West Coxsackie

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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