Map

The Winchester Hotel vs Grand Daddy Hotel

Both hotels are rated highly by travel writers. Overall, Grand Daddy Hotel ranks slightly higher than Winchester Mansions. Grand Daddy Hotel is ranked #10 in Cape Town with positive reviews from 9 sources like Travel + Leisure, Lonely Planet and On the Grid.

The Winchester Hotel
The Winchester Hotel
8 / 10
221 Beach Road, Sea Point, Cape Town Central 8005, South Africa
From $120 /night
  • Bar/Lounge
  • Free Internet
  • Room Service
  • Free Breakfast
  • Shuttle Bus
  • Laundry Service
show all amenities
Frommer's Frommer's
"Still family owned, the hotel is distinguished by its friendly service." Full review
i
The best "classic" rooms marry modern design with old-fashioned charm (a few antiques, floral artworks) -- ask for no. 306.
Lonely Planet Lonely Planet
Top Choice
"The Winchester offers a seaside location... old-fashioned style and some corridors lined with putting greens for a spot of golf practice." Full review
DK Eyewitness DK Eyewitness
"A renowned, privately owned four-star hotel on Sea Point’s coastal boulevard. Tailor-made tours to the Winelands or to Cape Point can be arranged through consultation with the management."
Rough Guide Rough Guide
"A self-consciously colonial-style 1920s hotel, in a prime spot across the road from the seashore, with an atmosphere straight from the pages of Agatha Christie."
Time Out Time Out
"This charming property combines old world details with a thoroughly modern understanding of what one wants from a hotel stay." Full review
Show All Reviews
Grand Daddy Hotel
Grand Daddy Hotel
8 / 10
38 Long Street, Cape Town Central 8000, South Africa
From $46 /night
  • Bar/Lounge
  • Free Internet
  • Room Service
  • Laundry Service
  • Concierge
  • Laundy Room
show all amenities
Frommer's Frommer's
"A relatively high level of luxury and a strong buzz make this one of the liveliest hotels in town." Full review
Fodor's Fodor's
"This is a stylish inner-city, glamorous spot that's also good value for travelers."
i
Ask for a corner room, which has three large windows.
Rough Guide Rough Guide
"Seven retrocool American Airstream trailers, decorated by local artists, sit on the roof of the Grand Daddy Hotel, linked by wooden walkways greened by indigenous plants."
Time Out Time Out
"Following in the footsteps of its quirky predecessors Daddy Long Legs Boutique Hotel and Daddy Long Legs Self Catering Apartments, this plush hotel offers top-notch accommodation with a twist." Full review
Star Service Star Service
"Occupying a charming low-rise historic building on a bustling corner of Long Street, this quaint lodging is packed with plenty of spunk." Full review
i
The hotel's main showpiece is the seven, silver Airstream trailers perched on the roof where guests can choose to stay.
Show All Reviews