A mountainous landscape with dense forests and a rocky cliff.

Find Hotels with a Pool in Round Top, NY

  • Upfront pricing

    Our total price for your stay includes taxes and fees

  • Treat yourself

    Save 10% or more on over 100,000 hotels worldwide with Member Prices
    Learn about One Key

  • Be picky

    Search almost a million properties worldwide

Check availability on Round Top Hotels with a Pool

Tonight
Sep 10 - Sep 11
Tomorrow
Sep 11 - Sep 12
This weekend
Sep 11 - Sep 13
Next weekend
Sep 18 - Sep 20

Our top choices for Round Top hotels with a pool

Seasonal outdoor pool
Lunch and dinner served
Nightclub
Interior entrance

1. Crystal Brook Resort & Mountain Brauhaus

Crystal Brook Resort & Mountain Brauhaus
Round Top
$218 nightly
$235 total
Sep 13 - Sep 14
Total with taxes and fees
Crystal Brook Resort & Mountain Brauhaus
Seasonal outdoor pool
Standard Room, 2 Double Beds, Non Smoking | Desk, iron/ironing board (on request), WiFi (free)
BBQ/picnic area
Property grounds

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
Sep 13 - Sep 14
Total with taxes and fees
Four Seasons Motel
Seasonal outdoor pool, open 10 AM to 8 PM, pool umbrellas, sun loungers
Room amenity
Family Apartment, 2 Bedrooms, Non Smoking | Private kitchen | Coffee/tea maker, shared microwave
Lobby sitting area

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.
$109 nightly
$118 total
Sep 13 - Sep 14
Total with taxes and fees
Red Ranch Motel
Indoor pool
Exterior
View from room
Exterior

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
Sep 13 - Sep 14
Total with taxes and fees
Hotel Vienna
Outdoor pool
Lobby
Exterior
Exterior

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.
$208 nightly
$225 total
Sep 21 - Sep 22
Total with taxes and fees
Kaatskill Mountain Club & Condos by Vail Resorts
Seasonal outdoor pool
Exterior
Living area
Living area

6. The Winwood Condominiums

The Winwood Condominiums
Windham
  • Alpine splendor meets poolside relaxation at this mountain retreat with seasonal swim options.
$167 nightly
$180 total
Sep 13 - Sep 14
Total with taxes and fees
The Winwood Condominiums
Indoor pool
Room, 2 Double Beds, Accessible, Non Smoking | Desk, iron/ironing board, cribs (free), rollaway beds (surcharge)
Combined shower/tub, deep soaking tub, free toiletries, hair dryer
Hallway

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.
$126 nightly
$141 total
Sep 27 - Sep 28
Total with taxes and fees
Howard Johnson by Wyndham Saugerties
Indoor pool
Standard Room, 1 King Bed with Sofa bed, Non Smoking | Iron/ironing board, cribs (free), rollaway beds (free), WiFi (free)
Iron/ironing board, cribs (free), rollaway beds (free), WiFi (free)
Free daily buffet breakfast

8. Comfort Inn Saugerties

Comfort Inn Saugerties
Saugerties
  • Dive into refreshing aquatic relaxation at this Saugerties retreat featuring an indoor pool open daily from morning until evening.
$161 nightly
$180 total
Sep 27 - Sep 28
Total with taxes and fees
Comfort Inn Saugerties
Deep-tissue massages, Swedish massages, facials, 5 treatment rooms
Restaurant
Restaurant
Restaurant

9. Pocketbook Hotel and Bath

Pocketbook Hotel and Bath
Hudson
$234 nightly
$264 total
Sep 13 - Sep 14
Total with taxes and fees
Pocketbook Hotel and Bath
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

Hotel Vienna

Hotel Vienna

10/10 Excellent
"We vacationed and traveled for 11 days and stayed at 10 different hotels in upstate NY. This hotel was the BEST. It was spacious, very clean, with an excellent breakfast. The host was polite, professional, and a lot of fun to visit with. We found an excellent place to wrap up with our sightseeing adventure. You will not be disappointed!!"
Don 1-night trip
Posted 3 days ago
Hotel Vienna
Residence Inn by Marriott Kingston

Residence Inn by Marriott Kingston

10/10 Excellent
"r"
Bruce 1-night trip
Posted 7 days ago
Residence Inn by Marriott Kingston

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.

Explore a world of travel with Expedia