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 21 - Oct 22
Tomorrow
Oct 22 - Oct 23
This weekend
Oct 23 - Oct 25
Next weekend
Oct 30 - Nov 1

Our top choices for Round Top hotels with a pool

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

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 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.
$100 nightly
$108 total
Oct 22 - Oct 23
Total with taxes and fees
Four Seasons Motel
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 storefront with a 'DEFACE' sign, a 'NO PETS' notice, and various seasonal decorations including pumpkins and flowers.
A cozy lobby with patterned sofas, a wooden reception desk, and a mirror reflecting the interior.

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 modern building with large glass doors, a staircase leading up to the entrance, and a potted plant beside the door.
A log cabin with a deck, outdoor seating, and a view of a forest.
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
Nov 8 - Nov 9
Total with taxes and fees
Hotel Vienna
A swimming pool with clear water, surrounded by walls with emergency contact information and pool rules.
A hotel lobby with a reception desk, seating area, and a corridor leading to other rooms.
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.

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.
$131 nightly
$147 total
Nov 15 - Nov 16
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 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.
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.
$190 nightly
$205 total
Nov 21 - Nov 22
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 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.

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.
$108 nightly
$121 total
Nov 15 - Nov 16
Total with taxes and fees
Howard Johnson by Wyndham Saugerties
A swimming pool with lounge chairs and umbrellas, a wooden fence, and a backdrop of a hill with trees.
A large, white, multi-story building with a central courtyard, surrounded by lush greenery and a hilly landscape.
A restaurant setting with neatly arranged tables, each with a menu, plates, and glasses.
Outdoor seating with tables and chairs, a fire pit, and a wooden bridge in a park setting.

8. Wylder Hotel Windham

Wylder Hotel Windham
Windham
  • Splash into mountain adventures at this outdoor pool haven with free bikes and seasonal poolside relaxation.
$225 nightly
$243 total
Oct 30 - Oct 31
Total with taxes and fees
Wylder Hotel Windham
A poolside area with blue chairs and umbrellas, a pool, and a building in the background.
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.
A dining area with wooden chairs and a table, a kitchen with a window and a blackboard, and a staircase leading to another level.

9. 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 22 - Oct 23
Total with taxes and fees
The Winwood Condominiums
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 bedroom with a large bed, a wooden headboard, a bedside table with a book and a glass, and a window with curtains.
A bar area with wooden beams, a bar counter, and stools.

10. Pocketbook Hotel and Bath

Pocketbook Hotel and Bath
Hudson
$284 nightly
$321 total
Nov 19 - Nov 20
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

Hampton Inn Kingston

Hampton Inn Kingston

10/10 Excellent
"Cookies!!!"
Kathy 2-night trip
Posted 8 hours ago
Hampton Inn Kingston
Courtyard by Marriott Kingston

Courtyard by Marriott Kingston

10/10 Excellent
"Hidden away from hussle and bustle of retail/industrial area so nice and quiet."
Fiona 1-night trip
Posted 8 hours ago
Courtyard by Marriott Kingston
Spark by Hilton West Coxsackie

Spark by Hilton West Coxsackie

8/10 Good
"Plenty of parking and clean rooms. Staff was very friendly. The hotel is only about 20 minutes from Basilica Hudson - perfect for an overnight stay after seeing a concert!"
Alexia 1-night trip
Posted 1 day ago
Spark by Hilton West Coxsackie
Howard Johnson by Wyndham Saugerties

Howard Johnson by Wyndham Saugerties

8/10 Good
"Traveling with my husband for NY Sheep and Wool Festival. Worked for what we needed. Could use updating."
Cheri 2-night trip
Posted 2 days ago
Howard Johnson by Wyndham Saugerties
Holiday Inn Express & Suites Kingston-Ulster by IHG

Holiday Inn Express & Suites Kingston-Ulster by IHG

10/10 Excellent
"The rooms were clean and the beds were very comfortable. That is always so important. They had a very nice breakfast available every morning, but the most impressive part of our stay was how helpful and kind the staff was. It was an excellent place to stay and hopefully I will get back up there and definitely stay here again."
Sharon 3-night trip
Posted 5 days ago
Holiday Inn Express & Suites Kingston-Ulster by IHG

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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