Winterton Vacations from $399

Book a Hotel + Flight or Car together to unlock savings

    deals illustration
    Better together
    Save up to $1,045 when you book a flight and hotel together*
    stays illustration
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
    luggage illustration
    Rest easy
    Plan, book, and manage your trip all in one place

Your Winterton Vacation

Cuisine, art, entertainment and more … There's so much to immerse yourself in with a Winterton vacation package. And with the ability to easily customize your city adventure, it's guaranteed to be one that's memorable. Fill your trip to Winterton with tours of its leading attractions. First stop? You won't want to miss Winterton Museum. Don't put off visiting this city any longer. The perfect Winterton vacation is just a few clicks away with Expedia.

The Latest Winterton vacation packages

Price found within the past 48 hours. Click for updated prices.
Bayside Hotel Pine Street

Bayside Hotel Pine Street

3.5 out of 5
South Beach
per person
Sep 13 - Sep 20
found 19 hours ago
Roundtrip flight included
Fort Lauderdale (FLL) to Durban (DUR)
7/10 Good! (58 reviews)
We had to pay R50 deposit per key, but were not refunded when checking out. The first room we received was stinky and the aircon didn't work. We complained and were assigned a new room which was much better. The area isn't that safe, but there is safe/guarded parking for an extra fee of R50 per night, and the hotel itself feels safe (it's also 24/7 guarded).

Reviewed on Jan 7, 2025

First Group The Palace All-Suite

First Group The Palace All-Suite

4 out of 5
Durban Beachfront
per person
Sep 13 - Sep 20
found 19 hours ago
Roundtrip flight included
Fort Lauderdale (FLL) to Durban (DUR)
8.2/10 Very Good! (115 reviews)
This property was really nice! The staff was super friendly and helpful and it has great onsite amenities such as a day spa, pool, and pretty decent dining. The area around is a little sketchy but Durban is on the more developing side of living.

Reviewed on Apr 22, 2024

Coastlands Musgrave Hotel

Coastlands Musgrave Hotel

4 out of 5
Musgrave
per person
Sep 13 - Sep 20
found 19 hours ago
Roundtrip flight included
Fort Lauderdale (FLL) to Durban (DUR)
7.6/10 Good! (157 reviews)
Everything wa so beautiful and coordinated. Would love to come back again. The stuff was amazing friendly and cooperative.

Reviewed on Dec 23, 2024

BAYSIDE SUITES HOTEL

BAYSIDE SUITES HOTEL

2 out of 5
South Beach
per person
Sep 13 - Sep 20
found 19 hours ago
Roundtrip flight included
Fort Lauderdale (FLL) to Durban (DUR)
8/10 Very Good! (1 review)
ONOMO Hotel Durban

ONOMO Hotel Durban

3.5 out of 5
per person
Sep 13 - Sep 20
found 19 hours ago
Roundtrip flight included
Fort Lauderdale (FLL) to Durban (DUR)
8.8/10 Excellent! (113 reviews)
Handy and nice hotel for Durban. Location not on the beach but good enough. There is 24 hours security and secure car park. The breakfast and restaurant is very good. This round my room is facing the road, can be a bit noisy compare to inward facing room.

Reviewed on Jun 13, 2025

Don't see what you're looking for?
See all available trips from Columbus to Winterton
View all trips

Winterton Hotel Deals

Winterton Country Lodge at Rose Cottage
Winterton Country Lodge at Rose Cottage
3.5 out of 5
R600, Winterton, KwaZulu-Natal
Stunning
"Awesome in all areas"

Reviewed on Sep 9, 2019

Get rates
Winterton Country Lodge at Rose Cottage
Castle View Farm & Cottage
Castle View Farm & Cottage
3 out of 5
District Road 277, Cathkin Park, Winterton, KwaZulu-Natal
Get rates
Castle View Farm & Cottage
Cayley Mountain Resort
Cayley Mountain Resort
4 out of 5
D184 Central Drakensberg, Cathkin Park, KwaZulu-Natal
$70 nightly
The price is $81 total per night from Jul 21 to Jul 22
$81 total
Jul 21 - Jul 22
Total includes taxes and fees
8.2/10 Very Good! (88 reviews)
Awesome Cayley
"Very classy resort with amazing views. I enjoyed the spa which added to the overall chilled vibe of the place."

Reviewed on Nov 25, 2024

Cayley Mountain Resort
See all 34 properties in Winterton
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 Winterton Vacation Packages

Winterton Essential Information

Language
Afrikaans
Currency
South African rands
Max Temp Winter
70ºF
Max Temp Summer
85ºF
Top Sights
Winterton Museum, Spioenkop Battlefield and Spioenkop Dam

More vacations you might like

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Kid Friendly Vacations

Kid Friendly Vacations

Frequently asked questions

How much does a Winterton vacation package cost?
Offering excellent value package deals from $399 on Expedia, you'll be thrilled with how little a vacation to Winterton costs! Our packages make travel planning easier and your savings go further.
What are the cheapest months to go to Winterton?
You're likely to find lower rates and better availability in January, July and December. Browse our cheap Winterton vacation packages and you could get some great off-season deals.
How many days is enough for Winterton?
With a well-organized itinerary, you can easily hit the most popular Winterton attractions in a handful of days. But if you want to explore off the beaten track or take day trips, consider booking your Winterton vacation for longer.
How to find the best Winterton package deals?
Use Expedia's filter tool to help you find some terrific Winterton package deals. When you start your search, just set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your adventure for midweek, or look for Winterton package deals in the off-peak season. Play around with your travel dates and you may score even bigger discounts. As a rule of thumb, it's typically best to lock in your vacation package as early as possible.
Is it cheaper to book a Winterton vacation as a package?
An Expedia vacation package could land you great savings when compared to booking accommodations and flights separately. Better still, you can tailor your Winterton getaway to fit your exact style. Pick your preferred flight time, select the hotel type and add a rental car. Explore our bundles to see how much you can save.
When to book a vacation package to Winterton?
Enjoy fantastic discounts by booking your flights ahead of time with Expedia. If spontaneity is more your style, take advantage of our last-minute deals for an impromptu Winterton break.
Does Expedia offer Book Now, Pay Later Winterton vacation packages?
Set off on your perfect trip to Winterton with help from Expedia's Book Now, Pay Later vacations. No need to save like crazy or hold off until your next paycheck --- we've joined forces with online lender Affirm to give you more flexibility with your finances. Our vacation packages with payment plans allow you to spread the total cost over 3, 6 or 12 months. With no late payment fees or hidden charges, it's a breeze to stay on budget and snap up bargains before they disappear.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.