Herold Vacations from $1,876

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The Latest Herold vacation packages

Price found within the past 48 hours. Click for updated prices.
Urban Elephant 16 on Bree

Urban Elephant 16 on Bree

Cape Town City Centre
$1,876
per person
Nov 3 - Nov 9
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Cape Town (CPT)
9.6/10 Exceptional! (116 reviews)
Cape Cadogan Boutique Hotel

Cape Cadogan Boutique Hotel

Cape Town City Centre
Save 100% on your flight
$5,226
per person
Nov 3 - Nov 8
found 11 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Cape Town (CPT)
9.6/10 Exceptional! (55 reviews)
Nice place

Reviewed on Aug 13, 2026

Babylonstoren

Babylonstoren

Save 100% on your flight
$4,764
per person
Nov 28 - Dec 4
found 22 hours ago
Roundtrip flight included
New York (NYC) to Cape Town (CPT)
9.6/10 Exceptional! (79 reviews)
Very romantic spot for a weekend get away from Cape Town. So many activities and the best spa I have come across in South Africa.

Reviewed on Aug 31, 2026

River Manor Boutique Hotel

River Manor Boutique Hotel

Stellenbosch Central
$3,034
per person
Nov 28 - Dec 4
found 22 hours ago
Roundtrip flight included
New York (NYC) to Cape Town (CPT)
9.4/10 Exceptional! (108 reviews)
The hotel room was beautiful bed was really comfortable. It was stylish and I could not fold it. It was a great breakfast and the staff at the front River very hospitable very friendly. It was just a short walk down to the city centre and an easy drive to get to the wineries and parking was no issue. Highly recommended to anyone going there.

Reviewed on Sep 9, 2026

Dock House Boutique Hotel & Spa by NEWMARK

Dock House Boutique Hotel & Spa by NEWMARK

Victoria and Alfred Waterfront
$4,087
per person
Nov 28 - Dec 4
found 22 hours ago
Roundtrip flight included
New York (NYC) to Cape Town (CPT)
9.6/10 Exceptional! (93 reviews)
The staff were incredible throughout, we loved them and their friendly helpful ways and will miss them. The situation is also excellent with many amenities nearby. Room service was also excellent BUT the noise from the Irish pub over the road was awful and completely disrupted our sleep on the 2nd night which was a Friday night, and partially disrupted it on the Saturday night. Breakfast at the Dock House Boutique hotel was also really uninspiring - small room felt claustrophobic and the food was very plain with croissants and bread that seemed a couple days old. I think we could have done better at another local hotel.

Reviewed on Jul 22, 2026

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Stay near popular Herold attractions

Herold Wines

You can enjoy a tasting or tour at Herold Wines during your travels to Herold.
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Herold Hotel Deals

Oubaai Hotel Golf & Spa

Oubaai Hotel Golf & Spa

406 Herolds Bay Road Herolds Bay Western Cape
$97 nightly
$111 total
Sep 16 - Sep 17
Total with taxes and fees
Oubaai Hotel Golf & Spa
Buff & Fellow Eco Cabins

Buff & Fellow Eco Cabins

266 Diepekloof George Western Cape
$159 nightly
$186 total
Sep 27 - Sep 28
Total with taxes and fees
8.8/10 Excellent! (9 reviews)
"Lovely experience"

Reviewed on Jul 24, 2026

Buff & Fellow Eco Cabins
Hlangana Lodge

Hlangana Lodge

51 North Street Oudtshoorn Western Cape
$63 nightly
$72 total
Sep 13 - Sep 14
Total with taxes and fees
Hlangana Lodge
See all 247 properties in Herold
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 Herold Vacation Packages

Herold Essential Information

Language
Afrikaans
Currency
South African rands
Closest Airport
George Airport (GRJ)
Top Sights
Map of Africa View Point, Outeniqua Transport Museum and George Museum

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Frequently asked questions

How much does a Herold vacation package cost?
You can snap up a vacation package to this top destination from $1,876 on Expedia. However, how much your vacation to Herold costs will depend on factors like the length of stay, season and hotel choice.
What are the cheapest months to go to Herold?
You can usually find lower rates and greater availability in November, December and January. Take a look at our cheap Herold vacation packages and you could land some great off-season discounts.
How many days is enough for Herold?
With a well-organized travel plan, you can easily tick off the top Herold sights in a handful of days. But if you want to discover lesser-known spots or go on day tours, consider booking your Herold vacation for longer.
How to find the best Herold package deals?
Use Expedia's filters to find some great Herold package deals. When you begin 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 trip for midweek, or search for Herold package deals in the off-peak season. Switch up your travel dates and you may land even bigger discounts. As a rule of thumb, it's usually best to book your vacation package as early as possible.
Is it cheaper to book a Herold vacation as a package?
An Expedia vacation package could save you hundreds of dollars when compared to booking flights and accommodations individually. Better still, you can tailor your Herold trip to fit your exact needs. Choose your preferred flight time, select the hotel type and add a car rental. Check out our great deals to see how much you can save.
When to book a vacation package to Herold?
Score amazing discounts by booking your flights ahead of time with Expedia. If being spontaneous is more your style, take advantage of our last-minute deals for an impromptu Herold getaway.
Does Expedia offer Book Now, Pay Later Herold vacation packages?
Your Herold trip is meant to be a relaxing escape from your daily routine, not a source of money worries. So to allow you a little more flexibility, we've partnered with online lender Affirm to bring you our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and break down the cost over 3, 6 or 12 months. Plus, there are no hidden costs or late payment fees to worry about.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.