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.
Urban Elephant 16 on Bree

Urban Elephant 16 on Bree

4 out of 5
Cape Town City Centre
per person
Sep 4 - Sep 10
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Cape Town (CPT)
9.8/10 Exceptional! (25 reviews)
This apartment was beautiful with a stunning city view of Cape Town. It felt like home immediately and has a washing machine in the apartment which was greatly appreciated as someone who had been traveling for 2 months through Africa! Loves everything about my stay. Would very much recommend!

Reviewed on Jul. 22, 2025

President Hotel

President Hotel

4 out of 5
Sea Point
per person
Sep 5 - Sep 10
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Cape Town (CPT)
8.6/10 Excellent! (671 reviews)
Great hotel and friendly staff!

Reviewed on Jul. 23, 2025

Cape Standard Guest House

Cape Standard Guest House

4 out of 5
Green Point
per person
Sep 5 - Sep 10
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Cape Town (CPT)
8.6/10 Excellent! (54 reviews)
The Onyx Apartment Hotel by NEWMARK

The Onyx Apartment Hotel by NEWMARK

4 out of 5
Cape Town City Centre
per person
Sep 5 - Sep 10
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Cape Town (CPT)
9.2/10 Wonderful! (515 reviews)
Great location, wonderful staff, snacks and wine provided

Reviewed on Jun. 28, 2025

Krystal Beach Hotel

Krystal Beach Hotel

3.5 out of 5
Gordon's Bay
per person
Sep 5 - Sep 10
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Cape Town (CPT)
9/10 Wonderful! (271 reviews)
Lovely and luxurious. Porter staff excellent and friendly. Breakfast (al le carte) was less than mediocre, with dried out bacon (not crispy!) cold mushroomsWAaitress was less than interested in feedback!

Reviewed on Jun. 4, 2025

Ready to book your vacation to Herolds Bay?

 

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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
The price is CA $94 per night from Aug 24 to Aug 25
CA $94
CA $108 total
Aug 24 - Aug 25
includes taxes & fees
8/10 Very Good! (245 reviews)
"Clean and friendly staff"

Reviewed on May 9, 2025

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 $75 per night from Jul 30 to Jul 31
CA $75
CA $88 total
Jul 30 - Jul 31
includes taxes & fees
9.2/10 Wonderful! (5 reviews)
Beautiful spot you just have to visit
"Beautiful spot and the views from the room are amazing. Nice touch breakfast brought to the room. Restaurant on the same site is a big bonus so you can sit back relax and enjoy the seaside."

Reviewed on Feb. 2, 2024

Dutton's Cove Guesthouse
Makarios on Sea

Makarios on Sea

4 out of 5
4 Gericke's Corner, Garden Route, Herolds Bay, Western Cape
The price is CA $169 per night from Jul 28 to Jul 29
CA $169
CA $194 total
Jul 28 - Jul 29
includes taxes & fees
"Right on the beach, Great location !"

Reviewed on Dec. 2, 2024

Makarios on Sea
See all 292 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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Frequently asked questions

How much does a Herolds Bay vacation package cost?
You'll find cheap prices from CA $1,631 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.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.