Find Hotels with an Outdoor Pool in Round Top, NY

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Top Round Top Hotels with an Outdoor Pool

Catskill Seasons Inn

2.5 star property
Shandaken
  • Pool
  • Breakfast included
  • Pet friendly
  • Parking included
  • Free WiFi
  • Air conditioning
8.2 out of 10, Very Good, (236)
Sparkling seasonal pool waters invite summer relaxation amid picturesque mountain surroundings. Guests appreciate the peaceful grounds, complimentary continental breakfast featuring fresh bagels, and modern, spacious accommodations with premium bedding.
$131 nightly
The price is $147
Nov 9 - Nov 10
Total with taxes and fees
Catskill Seasons Inn

Red Ranch Motel

2.5 star property
Catskill
  • Pool loungers
7.2 out of 10, Good, (483)
Seasonal outdoor pool delivers family fun with a dedicated children's pool surrounded by comfortable sun loungers and shady umbrellas. Arcade games, playground access, and billiards provide additional entertainment at this well-maintained Hudson Valley motel.
$107 nightly
The price is $115
Nov 9 - Nov 10
Total with taxes and fees
Red Ranch Motel

Moore's Motel

2.5 star property
Prattsville
  • Outdoor pool
8.6 out of 10, Excellent, (155)
Crystal-clear waters beckon at the outdoor pool, where guests relish tranquil swims amid landscaped gardens. Barbecue grills nearby create opportunities for alfresco dining, complementing this exceptionally clean, comfortable retreat.
$120 nightly
The price is $130
Nov 9 - Nov 10
Total with taxes and fees
Moore's Motel

Kaatskill Mountain Club at Hunter Mountain

2.0 star property
Hunter
  • Outdoor pool
9.2 out of 10, Wonderful, (308)
Heated pool waters invite swimmers for a refreshing mountain escape with stunning views. Beyond aquatic amenities, this hotel offers a sauna, steam room, and access to Van Winkle's restaurant serving outstanding American cuisine.
$218 nightly
The price is $235
Nov 10 - Nov 11
Total with taxes and fees
Kaatskill Mountain Club at Hunter Mountain

Hotel Dylan

2.0 star property
Woodstock
  • Pool
  • Parking included
  • Free WiFi
  • Restaurant
  • Air conditioning
  • Bar
9.4 out of 10, Exceptional, (39)
Surrounded by nature, the seasonal outdoor pool creates a summer oasis from May through September. Hotel Dylan complements pool relaxation with evening firepits, an onsite restaurant, and a welcoming bar for post-adventure unwinding.
$154 nightly
The price is $173
Dec 7 - Dec 8
Total with taxes and fees
Hotel Dylan

Wylder Hotel Windham

3.5 star property
Windham
  • Outdoor pool
8.8 out of 10, Excellent, (78)
Seasonal outdoor pool creates a refreshing summer sanctuary after exploring nearby mountain trails. Beyond swimming, guests enjoy complimentary bicycles, an on-site restaurant with happy hour, and cozy rooms equipped with bathrobes and modern comforts.
$225 nightly
The price is $243
Nov 16 - Nov 17
Total with taxes and fees
Wylder Hotel Windham

The Graham & Co.

3.0 star property
Phoenicia
  • Pool
  • Breakfast included
  • Pet friendly
  • Parking included
  • Free WiFi
  • Air conditioning
9.6 out of 10, Exceptional, (20)
Mountain adventures begin poolside at this charming Catskills retreat. Seasonal swimming pairs perfectly with complimentary bicycle rentals for exploring nearby hiking trails. Evenings transform with the glow of the firepit and entertainment in the arcade room.
$137 nightly
The price is $153
Nov 25 - Nov 26
Total with taxes and fees
The Graham & Co.

Four Seasons Motel

2.0 star property
Catskill
  • Pool
  • Parking included
  • Free WiFi
  • Air conditioning
  • Housekeeping
  • Microwave
8.2 out of 10, Very Good, (203)
Sparkling waters welcome guests at the seasonal outdoor pool, open from May through September. Surrounded by mountains, this motel offers pristine rooms with refrigerators and microwaves, plus convenient barbecue grills and a playground for family fun.
$100 nightly
The price is $108
Nov 9 - Nov 10
Total with taxes and fees
Four Seasons Motel

Emerson Resort & Spa

3.5 star property
Mount Tremper
  • Pool umbrellas
  • Hot tub
9.4 out of 10, Exceptional, (43)
Splash into seasonal refreshment at the umbrella-dotted outdoor pool, open June through September. Guests can also indulge in hot stone massages at Emerson Spa, dine at The Catamount restaurant, and explore nearby hiking trails.
$336 nightly
The price is $376
Nov 16 - Nov 17
Total with taxes and fees
Emerson Resort & Spa

Winwood Condominiums by Windham Mountain Club

3.0 star property
Windham
  • Pool
  • Parking included
  • Free WiFi
  • Game room
  • Laundry
  • Housekeeping
8.8 out of 10, Excellent, (342)
Mountainside relaxation awaits at the seasonal outdoor pool, perfect for summer splashes between skiing adventures. With ski shuttle service, passes, and nearby hiking trails, this hotel balances aquatic refreshment with alpine exploration.
$169 nightly
The price is $183
Nov 9 - Nov 10
Total with taxes and fees
Winwood Condominiums by Windham Mountain Club
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.

Find out more about Round Top

Discover top Round Top attractions

Round Top, New York, offers a serene escape with a variety of activities perfect for families seeking relaxation. Begin your day with a peaceful hike through the beautiful Catskill Mountains, where trails like the Kaaterskill Falls Trail lead to breathtaking views and cascading waterfalls. For a taste of local culture, visit the Thomas Cole National Historic Site, where you can explore the home of the founder of the Hudson River School of painting. Afterward, unwind at the nearby Catskill Mountain Resort, which features an inviting pool area perfect for families to enjoy together. Don't miss a leisurely afternoon at the scenic Onteora Lake, where you can fish, paddle, or simply soak up the sun on its shores. When it comes to accommodations, consider staying in hotels located near the picturesque village center, where you can enjoy charming local shops and farm-to-table dining options. The combination of well-appointed hotels with pool access and the tranquility of the surrounding nature makes for a delightful stay, ensuring your family feels pampered throughout your getaway.

Find the best hotels with an outdoor pool in Round Top

For travelers seeking a refreshing retreat in Round Top, New York, these hotels offer delightful outdoor pool experiences complemented by a variety of amenities for relaxation and recreation.

Crystal Brook Resort & Mountain Brauhaus

  • Why it's great for poolside lounging: Ideal for guests looking to embrace the great outdoors, Crystal Brook Resort & Mountain Brauhaus boasts a solid review rating of 9.0. While it features a beautiful terrace and scenic resort views, the surrounding nature and outdoor activities promise a memorable stay. Guests can enjoy the fresh mountain air while indulging in complimentary daily breakfast and other welcoming amenities.
  • Other amenities: In addition to its inviting atmosphere, this resort offers a range of features including daily housekeeping, free toiletries, and spacious balconies or patios to soak in the breathtaking views. Active travelers will appreciate the onsite tennis courts, a playground for children, and extensive garden areas perfect for relaxation. The resort also provides free self-parking, making it easy for guests to explore the stunning surroundings.
  • Nearby attractions: Catskill State Park - 0.68 miles, Blackhead Mountain Country Club - 2.0 miles, Bailiwick Ranch and Discovery Zoo - 3.5 miles

Riedlbauer's Resort

  • Why it's great for poolside lounging: Riedlbauer's Resort is a fantastic choice for travelers seeking a vibrant outdoor pool experience, with an excellent review rating of 8.4. Guests can unwind at the outdoor pool or take in the sun on the surrounding loungers. The resort also features an indoor pool, providing options for year-round relaxation and enjoyment.
  • Other amenities: Beyond the pool, guests will find a wealth of amenities including a complimentary buffet breakfast, 24-hour fitness facilities, and onsite tennis courts for active leisure. Nature enthusiasts can enjoy hiking or biking on nearby trails, while families can enjoy playgrounds and an arcade game room. Additional amenities such as a hot tub, self-parking, and easy access to local ski areas enhance the overall experience for all guests.
  • Nearby attractions: Catskill State Park - 1.41 miles, Blackhead Mountain Country Club - 2.76 miles, Bailiwick Ranch and Discovery Zoo - 4.3 miles

Top Round Top Hotel Reviews

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