Herolds Bay Vacation Packages

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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!

Top Herolds Bay Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Hemelberg Guesthouse

Hemelberg Guesthouse

3 out of 5
Price was CA $2,897, price is now CA $2,594 per person
CA $2,594
per person
Sep 17 - Sep 23
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Cape Town (CPT)
No reviews

Babylonstoren

Babylonstoren

5 out of 5
Price was CA $10,279, price is now CA $7,281 per person
CA $7,281
per person
Sep 17 - Sep 23
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Cape Town (CPT)
9.6/10 Exceptional! (78 reviews)
Everything perfect

Reviewed on Apr 17, 2026

Cape Cadogan Boutique Hotel

Cape Cadogan Boutique Hotel

5 out of 5
Cape Town City Centre
Price was CA $13,500, price is now CA $10,515 per person
CA $10,515
per person
Sep 12 - Sep 18
just found
Roundtrip flight included
Vancouver (YVR) to Cape Town (CPT)
9.6/10 Exceptional! (54 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

The Spier Hotel

The Spier Hotel

4 out of 5
Price was CA $4,140, price is now CA $3,455 per person
CA $3,455
per person
Sep 17 - Sep 23
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Cape Town (CPT)
9.2/10 Wonderful! (580 reviews)
I loved this wine farm ! I found it online and booked and the only thing I regretted was our stay was only two nights ! I will definitely stay here again if I return to stellenbosch !

Reviewed on Apr 13, 2026

Banhoek Lodge

Banhoek Lodge

4 out of 5
Price was CA $3,469, price is now CA $3,068 per person
CA $3,068
per person
Sep 17 - Sep 23
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Cape Town (CPT)
9.8/10 Exceptional! (203 reviews)
Literally, the best hotel we have stayed at; both for value and quality.

Reviewed on May 19, 2026

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Herolds Bay Hotel Deals

Oubaai Hotel Golf & Spa

Oubaai Hotel Golf & Spa

4 out of 5
406 Herolds Bay Road Herolds Bay Western Cape
Fully refundableReserve now, pay when you stay
The price is CA $125 per night from Jul 3 to Jul 4
CA $125
CA $144 total
Jul 3 - Jul 4
includes taxes & fees
8/10 Very good! (268 reviews)
"Probably the strangest hotel I've ever stayed at. If White Lotus and The Shining were merged into a singular hotel, that's this place. First, you're stopped at a security checkpoint driving up. It takes five minutes to confirm you're on their "list." You will have to redo this every single time you ..."

Reviewed on Jun 9, 2026

Oubaai Hotel Golf & Spa
Dutton's Cove Guesthouse

Dutton's Cove Guesthouse

3 out of 5
21 Rooidraai Avenue Herolds Bay Western Cape
The price is CA $97 per night from Jul 18 to Jul 19
CA $97
CA $112 total
Jul 18 - Jul 19
includes taxes & fees
9.6/10 Exceptional! (19 reviews)
"This is a hidden gem for sure. The view from our room of the ocean was amazing to see in the mornings and then at sunset. We love the communication using WhatsApp. Nice to communicate when we wanted breakfast delivered and to make dinner reservations. We left a coat in the closet and the manager ..."

Reviewed on May 26, 2026

Dutton's Cove Guesthouse
Oppiesee Selfcatering Apartments

Oppiesee Selfcatering Apartments

4 out of 5
28 Beachroad Herolds Bay Western Cape
The price is CA $177 per night from Jul 28 to Jul 29
CA $177
CA $219 total
Jul 28 - Jul 29
includes taxes & fees
10/10 Exceptional! (1 review)
"Lovely place overlooking the ocean and beach. Great spot if you are flying to and from George Airport."

Reviewed on May 16, 2026

Oppiesee Selfcatering Apartments
See all 303 properties in Herolds Bay
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.
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Stay near popular Herolds Bay attractions

Oubaai Golf Estate

8.4/10 (16 reviews)
Enjoy a round of golf in Herolds Bay at Oubaai Golf Estate. You can enjoy the restaurants while in the area.
See properties

Frequently asked questions

How much does a Herolds Bay vacation package cost?
You'll find cheap prices from CA $2,594 on Expedia for your Herolds Bay escape. However, factors like the length of stay, hotel choice and season will determine how much your vacation to Herolds Bay costs.
What are the cheapest months to go to Herolds Bay?
Plan your getaway for the off-season and you're likely to score cheap Herolds Bay vacation packages. Keep in mind that public holidays and major local events can impact prices, so do some research before booking.
How many days is enough for Herolds Bay?
You can explore all the top attractions in Herolds Bay within a few days, including the must-see The Links. If you're looking for an extended Herolds Bay vacation, check out what sort of activities and excursions are available close by.
How to find the best Herolds Bay package deals?
Use Expedia's filter tool to find some of the best Herolds Bay package deals. When you start your search, just set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your escape for midweek, or look for Herolds Bay package deals in the off-peak season. Play around with your travel dates and you may score even better discounts. As a rule of thumb, it's usually best to lock in your vacation package as early as possible.
Is it cheaper to book a Herolds Bay vacation as a package?
You can enjoy significant savings on your Herolds Bay break by booking a customized vacation package. Click on the "Package" heading, then select your travel dates and destination to view some great hotel and flight prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a vacation package to Herolds Bay?
Score incredible bargains by reserving your flights ahead of time with Expedia. If being spontaneous is more your style, grab one of our last-minute deals for an impromptu Herolds Bay break.
How to plan a trip to Herolds Bay?

  1. Choose when to travel: Check your calendar and get packing. Your favourite time of year and the type of activities on offer will also help you decide when to vacation in Herolds Bay.
  2. Work out your budget: Ensure you have enough money to cover everything from transportation and food to flights and activities. Your accommodations will likely be the biggest expense during your trip to Herolds Bay.
  3. Decide your trip length: Consider how much time you'd like to spend exploring Herolds Bay. Plan your days so you can get to all the experiences and attractions you're interested in at a leisurely pace.
  4. Bundle your bookings: With your travel dates in place, you can combine your hotels, car rental, flights and more into a tailored Herolds Bay vacation package.

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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.