Hotels with a Pool in Winterton

Free cancellation options if plans change

Earn rewards on every night you stay

Save more with Member Prices

Check prices for these dates

Tonight
Oct 7 - Oct 8
Tomorrow
Oct 8 - Oct 9
This weekend
Oct 9 - Oct 11
Next weekend
Oct 16 - Oct 18

Hotels with a Pool in Winterton

A clear swimming pool with a stone border, surrounded by rocks and greenery, and a stone building in the background.
A balcony with two chairs, a stone building in the background, and a view of the landscape.
A cozy living room with a high wooden ceiling, a stone fireplace, and a television on a table.
A bedroom with two beds, wooden wardrobe, and a ceiling fan.

1. SpionKop Lodge

SpionKop Lodge
Ladysmith
  • Outdoor pool
  • Poolside bar
  • Pool loungers
$72
$82 total
includes taxes & fees
Oct 19 - Oct 20
SpionKop Lodge
A rectangular swimming pool surrounded by a metal fence, with a grassy area in the foreground and trees in the background.
A playground with wooden structures, including a slide and climbing net.
A hotel room with a large bed, a sitting area with chairs, a bathroom with a sink and mirror, and a view of the outdoors.
A building with a thatched roof and multiple windows.

2. The Nest Drakensberg Hotel

The Nest Drakensberg Hotel
Cathkin Park
  • Outdoor pool
  • Pool loungers
  • Full-service spa
$71
$82 total
includes taxes & fees
Nov 6 - Nov 7
The Nest Drakensberg Hotel
Two drinks on a table with a pool and mountains in the background.
A modern kitchen with a central island, bar stools, and a stainless steel refrigerator.
A restaurant with a view of rolling hills and a wooden ceiling. Tables are set with chairs and centerpieces.
View from room

3. Cayley Mountain Resort

Cayley Mountain Resort
Cathkin Park
  • Outdoor pool
  • Pool loungers
  • Hot tub
$75
$86 total
includes taxes & fees
Oct 8 - Oct 9
Cayley Mountain Resort
A swimming pool with a slide, surrounded by stone tiles and grassy areas, with mountains in the background.
A natural landscape with a bench, a body of water, and mountains in the background.
A row of identical buildings with balconies, situated by a calm body of water, surrounded by greenery.
A pathway in a park with trees and a building in the background.

4. Dragon Peaks Mountain Resort

Dragon Peaks Mountain Resort
Cathkin Park
  • 2 outdoor pools
  • Pool loungers
$94
$108 total
includes taxes & fees
Oct 16 - Oct 17
Dragon Peaks Mountain Resort
A wooden deck with a pool and a lounge chair overlooking a mountainous landscape.
A dining table set for a meal with candles, framed pictures, and a view of the outdoors.
A spacious living area with a large sliding glass door leading to a balcony, a wooden coffee table, a sofa, and a cabinet with a decorative animal head.
A balcony with a wooden bench and two chairs, overlooking a mountainous landscape with trees.

5. Three Tree Hill

Three Tree Hill
Bergville
  • Outdoor pool
  • Pool loungers
$596
$722 total
includes taxes & fees
Nov 2 - Nov 3
Three Tree Hill
A natural pool surrounded by rocky terrain and a mountain backdrop.
A man seated at a table with a view of green hills and a mountain range in the distance.
A modern building with a waterfall feature in front.
A natural water feature with rocks and greenery, a shaded area with a table and chairs, and a view of distant hills.

6. Dragonview Lodge

Dragonview Lodge
Cathkin Park
  • Outdoor pool
  • Indoor pool
  • Pool loungers
$259
$320 total
includes taxes & fees
Oct 13 - Oct 14
Dragonview Lodge
A pool area with a thatched-roof building, outdoor seating, and a clear sky.
A hotel entrance with double wooden doors, a plaque, and two potted plants.
A reception area with a desk, computer, and chairs. There is a window with curtains and a door with glass panels.
A double bed with two pillows, a bedside table with a lamp, and a window with curtains.

7. Royal Hotel Ladysmith

Royal Hotel Ladysmith
Ladysmith
  • Outdoor pool
$69
$80 total
includes taxes & fees
Oct 8 - Oct 9
Royal Hotel Ladysmith
A swimming pool with lounge chairs, surrounded by greenery and mountains in the background.
A room with a large glass door leading to a scenic mountain view. Inside, there are two chairs and a stone floor.
A hotel room with a large bed, a sofa, a chair, and a table. There are two lamps on the table and a chandelier on the ceiling. The room has large windows with curtains and a view of the outdoors.
A resort with multiple buildings, a swimming pool, and a mountainous backdrop.

8. Cathedral Peak Hotel

Cathedral Peak Hotel
Giant's Castle Game Reserve
  • Outdoor pool
  • Poolside bar
  • Pool loungers
  • Full-service spa
$235
$285 total
includes taxes & fees
Oct 16 - Oct 17
Cathedral Peak Hotel
A swimming pool with a brick border, surrounded by a stone wall and covered patio area with outdoor furniture.
A rustic house with a stone foundation, a wooden door, and a thatched roof.
A living room with a wooden ceiling, a fireplace, and leather furniture.
A rustic house with a thatched roof, a covered porch, and a lawn.

9. Ardmore Guest Farm

Ardmore Guest Farm
Ardmore
  • 2 outdoor pools
  • Children's pool
$125
$144 total
includes taxes & fees
Oct 22 - Oct 23
Ardmore Guest Farm
A swimming pool with white chairs, a patio area, and a building with a tiled roof.
A room with a bed, a small table, and a potted plant.
A pathway leading to a room with a bed, a window, and a door.
A house with a well-maintained garden featuring large ferns and a lawn.

10. Memra Guest House

Memra Guest House
Ladysmith
  • Outdoor pool
$69
$80 total
includes taxes & fees
Oct 19 - Oct 20
Memra Guest House
See more properties

Discover your perfect hotel with a pool in Winterton

Breakfast included
4 stars
5 stars
Hot tub
Spa

Top landmarks in Winterton

Winterton Museum

The center of Winterton is home to cultural attractions like Winterton Museum, so you might want to stop by during your stay.
See properties