A mountainous landscape with dense forests and a rocky cliff.

Find Hotels with a Pool in Round Top, NY

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Round Top Hotels with a Pool

Our top choices for Round Top hotels with a pool

Seasonal outdoor pool

Four Seasons Motel

Four Seasons Motel
2.0 star property
Catskill
8.4 out of 10, Very Good, (214 reviews)
  • cleanliness
    Seasonal mountain pool paradise invites guests to cool off with refreshing dips from May to September.
The price is AED 367
AED 397 total
includes taxes & fees
19 Jul - 20 Jul
Four Seasons Motel
Seasonal outdoor pool, open 10 AM to 8 PM, pool umbrellas, sun loungers

Red Ranch Motel

Red Ranch Motel
2.5 star property
Catskill
7.2 out of 10, Good, (509 reviews)
  • cleanliness
    Dive into seasonal poolside bliss with dedicated children's swimming areas and shady loungers at this Hudson Valley retreat.
The price is AED 472
AED 510 total
includes taxes & fees
19 Jul - 20 Jul
Red Ranch Motel
Indoor pool

Hotel Vienna

Hotel Vienna
3.0 star property
Windham
9.4 out of 10, Exceptional, (829 reviews)
  • cleanliness
    Indoor pool sanctuary with mountain views offers year-round swimming and complimentary bikes for adventure seekers.
The price is AED 489
AED 592 total
includes taxes & fees
9 Aug - 10 Aug
Hotel Vienna
Outdoor pool

Kaatskill Mountain Club & Condos by Vail Resorts

Kaatskill Mountain Club & Condos by Vail Resorts
2.0 star property
Hunter
9.2 out of 10, Wonderful, (387 reviews)
  • cleanliness
    Dive into mountain paradise at Hunter's sun-soaked pool with sauna and picturesque views.
The price is AED 713
AED 849 total
includes taxes & fees
22 Jul - 23 Jul
Kaatskill Mountain Club & Condos by Vail Resorts
Indoor pool

Howard Johnson by Wyndham Saugerties

Howard Johnson by Wyndham Saugerties
2.0 star property
Saugerties
7.6 out of 10, Good, (1,006 reviews)
  • cleanliness
    Swim in style at this Saugerties retreat with a year-round indoor pool and relaxing sauna for post-adventure recovery.
The price is AED 420
AED 470 total
includes taxes & fees
2 Aug - 3 Aug
Howard Johnson by Wyndham Saugerties
Seasonal outdoor pool

The Winwood Condominiums

The Winwood Condominiums
3.0 star property
Windham
8.8 out of 10, Excellent, (355 reviews)
  • cleanliness
    Alpine splendor meets poolside relaxation at this mountain retreat with seasonal swim options.
The price is AED 592
AED 639 total
includes taxes & fees
19 Jul - 20 Jul
The Winwood Condominiums
Indoor pool

Comfort Inn Saugerties

Comfort Inn Saugerties
2.5 star property
Saugerties
7.2 out of 10, Good, (732 reviews)
  • cleanliness
    Dive into refreshing aquatic relaxation at this Saugerties retreat featuring an indoor pool open daily from morning until evening.
The price is AED 590
AED 660 total
includes taxes & fees
9 Aug - 10 Aug
Comfort Inn Saugerties
Outdoor pool

Wylder Hotel Windham

Wylder Hotel Windham
3.5 star property
Windham
8.8 out of 10, Excellent, (104 reviews)
  • cleanliness
    Splash into mountain adventures at this outdoor pool haven with free bikes and seasonal poolside relaxation.
The price is AED 809
AED 1,057 total
includes taxes & fees
3 Aug - 4 Aug
Wylder Hotel Windham
Deep-tissue massages, Swedish massages, facials, 5 treatment rooms

Pocketbook Hotel and Bath

Pocketbook Hotel and Bath
2.0 star property
Hudson
8.6 out of 10, Excellent, (56 reviews)
The price is AED 815
AED 1,087 total
includes taxes & fees
18 Aug - 19 Aug
Pocketbook Hotel and Bath
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties

Choose what matters most at hotels with a pool in Round Top

Breakfast included
4 stars

Top Round Top Hotel Reviews

Howard Johnson by Wyndham Saugerties

Howard Johnson by Wyndham Saugerties

8/10 Good
"Stayed three nights during the week with three rooms for a project in the area. Exceeded my expectations. The rooms were clean with no odors. My mattress was great (although I brought my own pillow). The shower was high pressure and hot! AC kept the room as cold as you wanted it. Not requested but nice was they made the beds each day and brought fresh towels. Very small automatic coffee machine in the lobby which we did not use. Pleasantly surprised of the overall experience. Be back in the fall for a few weeks to finish the project and will stay again."
Robert 4-night trip
Posted 5 hours ago
Howard Johnson by Wyndham Saugerties

Explore a world of travel with Expedia

Frequently asked questions

What are some hotels with pools in Round Top?
Hunter Lodge, a Bluebird by Lark: Provides a snack bar/deli, an indoor pool, and free self parking. AutoCamp Catskills: Offers a full-service spa, a seasonal outdoor pool, and complimentary bicycles. Courtyard by Marriott Kingston: Hotel, 1-minute walk from Hunter Mountain. Offers 2 hot tubs, an outdoor pool, and a sauna. Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy: Provides a steam room, 3 indoor pools, and spa services. Emerson Resort & Spa: Features a sauna, an indoor pool, and free self parking.
What is there to see and do in Round Top?
Make a point to visit attractions like Saugerties Village Beach and Kaaterskill Falls. Discover sights such as Catskill State Park during your stay. Take in the natural beauty of Round Top with the mountain views.
When is the best time to book a hotel with a pool in Round Top?
Taking into account the local weather in Round Top is an important factor for planning your visit, especially if you plan to spend your trip poolside. The hottest months are usually July and August with an average temp of 65°F, while the coldest months are January and February with an average of 28°F. The snowiest months in Round Top are January, March, December, and November, with each month seeing an average of 7 inches of snowfall.