Herolds Bay Vacations from $3,923
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Your Herolds Bay Vacation
From its highlights to its hidden gems, this city is best experienced with a Herolds Bay vacation package. Find somewhere to stay in Great Brak River, which is good for culture, views and history. Oubaai Golf Estate, Kingswood Golf Estate and The Links are just some of the attractions worth checking out during your trip to Herolds Bay. Stop daydreaming and start adventuring. Browse the wide range of options on Expedia today and finally put your Herolds Bay vacation plans into action!
The Latest Herolds Bay vacation packages
Price found within the past 48 hours. Click for updated prices.
The Cellars-Hohenort
Constantia
Price was $4,692, price is now $3,923 per person
$3,923
per person
May 31 - Jun 6
found 10 hours ago
Roundtrip flight included
Atlanta (ATL) to Cape Town (CPT)
9.6/10 Exceptional! (164 reviews)
What a place! Everything is fabulous and the staff are exceptional. This was our 6th visit to the Cellars and it won’t be our last. The beautiful gardens together with the stylish interiors make for a luxurious and relaxing stay. The restaurant food is delicious too, what’s not to like?
Reviewed on Feb 6, 2026
Cape Cadogan Boutique Hotel
Cape Town City Centre
Price was $5,997, price is now $4,501 per person
$4,501
per person
May 31 - Jun 6
found 10 hours ago
Roundtrip flight included
Atlanta (ATL) to Cape Town (CPT)
9.6/10 Exceptional! (53 reviews)
We stayed here from March 14 th to March 22.
We booked 2 rooms and the stay was awesome. It was right at the city center. The staff was so attentive and very courteous and friendly. The rooms were spacious, neat and comfortable. Breakfast was included and was awesome.
Reviewed on Mar 24, 2026
InterContinental Table Bay Cape Town by IHG
Victoria and Alfred Waterfront
Price was $5,223, price is now $4,704 per person
$4,704
per person
May 31 - Jun 6
found 10 hours ago
Roundtrip flight included
Atlanta (ATL) to Cape Town (CPT)
9.2/10 Wonderful! (804 reviews)
The new renovation is lovely. The staff were friendly and it was a pleasant stay.
Reviewed on Feb 20, 2026
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View all tripsDiscover the most popular places to visit in Herolds Bay
Oubaai Golf Estate
Enjoy a round of golf in Herolds Bay at Oubaai Golf Estate. You can enjoy the restaurants while in the area.
Freesia Spa
You can take time to visit Freesia Spa during your travels to Herolds Bay. You can enjoy the restaurants while in the area.
Herolds Bay Hotel Deals
Oubaai Hotel Golf & Spa
406 Herolds Bay Road Herolds Bay Western Cape
Fully refundableReserve now, pay when you stay
$94 nightly
The price is $108 total per night from Apr 1 to Apr 2
$108 total
Apr 1 - Apr 2
Total with taxes and fees
8/10 Very Good! (263 reviews)
Run down, weathered and aged property. Mediocre service. Felt like a ghost town. Facilities in a poor state of repair. Big rooms, tastefully decorated but aged. No smart TV. Porter service slow and only for bags. Guests must walk. Restaurant operates with limited menu and staff. No restaurants close ...
Reviewed on Jan 20, 2026
Dutton's Cove Guesthouse
21 Rooidraai Avenue Herolds Bay Western Cape
9.8/10 Exceptional! (16 reviews)
We really enjoyed our stay in Herold’s bay, our host was in touch with us on the lead up to the stay and then met us on the location and helped us with parking, she was very friendly. The room had a wonderful view over the beach and we loved the convenience of the restaurant next door to our stay. ...
Reviewed on Mar 23, 2026
Makarios on Sea
4 Gericke's Corner Herolds Bay Western Cape
$112 nightly
The price is $129 total per night from Mar 26 to Mar 27
$129 total
Mar 26 - Mar 27
Total with taxes and fees
9.2/10 Wonderful! (10 reviews)
Right on the beach, Great location !
Reviewed on Dec 2, 2024
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 the Best Herolds Bay Vacation Packages
Herolds Bay Essential Information
Language | Afrikaans |
|---|---|
Currency | South African rands |
Closest Airport | George Airport (GRJ) |
Max Temp Winter | 65ºF |
Max Temp Summer | 75ºF |
Top Sights | Victoria Bay Beach, Map of Africa View Point and Outeniqua Transport Museum |
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
