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
Aug 14 - Aug 15
Tomorrow
Aug 15 - Aug 16
This weekend
Aug 14 - Aug 16
Next weekend
Aug 21 - Aug 23

Our top choices for Round Top hotels with a pool

Seasonal outdoor pool
Front of property
Standard Room, 2 Double Beds, Non Smoking | Desk, iron/ironing board (on request), WiFi (free)
Property grounds

1. 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
Aug 16 - Aug 17
Total with taxes and fees
Four Seasons Motel
Seasonal outdoor pool, open 10 AM to 8 PM, pool umbrellas, sun loungers
Family Apartment, 2 Bedrooms, Non Smoking | Private kitchen | Coffee/tea maker, shared microwave
Lobby sitting area
Property entrance

2. 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.
$129 nightly
$139 total
Aug 16 - Aug 17
Total with taxes and fees
Red Ranch Motel
Indoor pool
Exterior
Exterior
Exterior

3. Hotel Vienna

Hotel Vienna
Windham
  • Indoor pool sanctuary with mountain views offers year-round swimming and complimentary bikes for adventure seekers.
$164 nightly
$177 total
Sep 7 - Sep 8
Total with taxes and fees
Hotel Vienna
Indoor pool
Room, 2 Double Beds, Accessible, Non Smoking | Desk, iron/ironing board, cribs (free), rollaway beds (surcharge)
Hallway
Combined shower/tub, deep soaking tub, free toiletries, hair dryer

4. 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.
$113 nightly
$127 total
Sep 13 - Sep 14
Total with taxes and fees
Howard Johnson by Wyndham Saugerties
Outdoor pool
Lobby
Exterior
32-inch TV with cable channels

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.
$219 nightly
$240 total
Sep 13 - Sep 14
Total with taxes and fees
Kaatskill Mountain Club & Condos by Vail Resorts
Deep-tissue massages, Swedish massages, facials, 5 treatment rooms
Corner Studio | Hypo-allergenic bedding available, down comforters, in-room safe
Restaurant
Restaurant

6. Pocketbook Hotel and Bath

Pocketbook Hotel and Bath
Hudson
$237 nightly
$268 total
Sep 1 - Sep 2
Total with taxes and fees
Pocketbook Hotel and Bath
Indoor pool
Standard Room, 1 King Bed with Sofa bed, Non Smoking | Iron/ironing board, cribs (free), rollaway beds (free), WiFi (free)
Free daily buffet breakfast
Iron/ironing board, cribs (free), rollaway beds (free), WiFi (free)

7. 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 6 - Sep 7
Total with taxes and fees
Comfort Inn Saugerties
Seasonal outdoor pool
Exterior
Blackout drapes, WiFi (free), bed sheets
Living area

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
Aug 16 - Aug 17
Total with taxes and fees
The Winwood Condominiums
Indoor pool
Desk, blackout drapes, iron/ironing board, WiFi (free)
Front of property
Terrace/patio

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.
$118 nightly
$132 total
Aug 23 - Aug 24
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
"Great stay with useful amenities making it feel like home"
Aissa 1-night trip
Posted 3 hours ago
Residence Inn by Marriott Kingston
Courtyard by Marriott Kingston

Courtyard by Marriott Kingston

10/10 Excellent
"From the lobby to the room, everything was immaculate clean. "
NATASHA 1-night trip
Posted 1 day ago
Courtyard by Marriott Kingston
Hotel Vienna

Hotel Vienna

10/10 Excellent
"the back decks and the path"
Bradford 2-night trip
Posted 2 days ago
Hotel Vienna
Hampton Inn Kingston

Hampton Inn Kingston

10/10 Excellent
"Everyone we encountered was friendly and cheerful and extremely helpful! Our room was clean and comfy and we even saw a great rainbow out of ur room window after a bad storm! Breakfast was so delish and plenty of it!"
DONNA 2-night trip
Posted 4 days ago
Hampton Inn 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.

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