Caledon Vacations from $1,724

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Your Caledon Vacation

Skip the stress of planning your next big adventure with a Caledon vacation package. Whether you're visiting for its history, food or other highlights, this city offers countless exciting experiences to delve into. If your trip to Caledon includes a little sightseeing, drop by popular attractions like The Caledon Casino, SA Forest Adventures and Holy Trinity Church. Stop dreaming and start adventuring. Browse the wide range of options on Expedia today and put your Caledon vacation plans into motion!

The Latest Caledon vacation packages

Price found within the past 48 hours. Click for updated prices.
Bay Reflections - Luxury Serviced Apartments

Bay Reflections - Luxury Serviced Apartments

5 out of 5
Camps Bay
Price was $1,997, price is now $1,724 per person
$1,724
per person
Sep 10 - Sep 13
found 10 hours ago
Roundtrip flight included
New York (NYC) to Cape Town (CPT)
10/10 Exceptional! (3 reviews)

Cape Cadogan Boutique Hotel

Cape Cadogan Boutique Hotel

5 out of 5
Cape Town City Centre
Save 100% on your flight
Price was $9,893, price is now $6,598 per person
$6,598
per person
Aug 6 - Aug 10
found 5 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) 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

Urban Elephant 16 on Bree

Urban Elephant 16 on Bree

4 out of 5
Cape Town City Centre
Price was $2,208, price is now $1,882 per person
$1,882
per person
Sep 9 - Sep 14
found 8 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Cape Town (CPT)
9.6/10 Exceptional! (108 reviews)
My stay was amazing and the place was clean and was an incredible experience

Reviewed on Jun 28, 2026

The Cellars-Hohenort

The Cellars-Hohenort

5 out of 5
Constantia
Price was $3,054, price is now $2,639 per person
$2,639
per person
Aug 28 - Aug 31
found 16 hours ago
Roundtrip non-stop flight included
New York (NYC) to Cape Town (CPT)
9.6/10 Exceptional! (169 reviews)

Dream House on the Ocean - No Load Shedding

Dream House on the Ocean - No Load Shedding

2 out of 5
Melkbosstrand
Price was $3,285, price is now $2,865 per person
$2,865
per person
Aug 16 - Aug 22
found 18 hours ago
Roundtrip non-stop flight included
New York (NYC) to Cape Town (CPT)
No reviews

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Stay near popular Caledon attractions

Caledon Town Hall Library

After visiting Caledon Town Hall Library, make a plan to see the other sights and activities in Caledon. Make some time to visit the casinos while you're in the area.
See properties

What to do in Caledon

Hermanus Whale Watching Day Tour

Hermanus Whale Watching Day Tour

$28
per adult
Hermanus Whale Watching Day Tour
Hermanus Whale Watching Shoreline Activity

Hermanus Whale Watching Shoreline Activity

$21
per adult
Hermanus Whale Watching Shoreline Activity
Beach Ride - De Kelders I Gansbaai

Beach Ride - Stanford

$73
per adult
Beach Ride - Stanford
See all activities in Caledon

Caledon Hotel Deals

The Caledon Hotel & Spa

The Caledon Hotel & Spa

3 out of 5
1 Nerina Avenue Caledon Western Cape
Fully refundableReserve now, pay when you stay
$108 nightly
The price is $126 total per night from Jul 6 to Jul 7
$126 total
Jul 6 - Jul 7
Total with taxes and fees
The Caledon Hotel & Spa
Esplanade Hermanus

Esplanade Hermanus

63 Marine Dr Hermanus Western Cape
$154 nightly
The price is $154 total per night from Jul 6 to Jul 7
$154 total
Jul 6 - Jul 7
Total with taxes and fees
9.6/10 Exceptional! (106 reviews)
"Stayed in a 1BR 1BA recently remodeled room with kitchen, stove, oven, refrigerator, and dishwasher, and washer/dryer. Sea view room with balcony was great place to enjoy morning coffee while watching the bay. Did see whales. Secure parking garage with CCTV, motion activated lights, and security ..."

Reviewed on Jun 26, 2026

Esplanade Hermanus
Whale Coast All Suite Hotel

Whale Coast All Suite Hotel

4 out of 5
c/o Lord Roberts & Royal Roads Hermanus Western Cape
Fully refundableReserve now, pay when you stay
$99 nightly
The price is $114 total per night from Jul 30 to Jul 31
$114 total
Jul 30 - Jul 31
Total with taxes and fees
9.2/10 Wonderful! (259 reviews)
"The photos are deceptive, the hotel is on the second story of a shopping mall. We struggled to find it as the directions said to go in the mall car park, signage and directions for the ‘hotel’ were hopeless. The room and bed itself were comfortable but the view was over a mall car park. The security ..."

Reviewed on Jun 2, 2026

Whale Coast All Suite Hotel
See all 412 properties in Caledon
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 Caledon Vacation Packages

Caledon Essential Information

Language
Afrikaans
Currency
South African rands
Population
4,700
Max Temp Winter
60ºF
Max Temp Summer
75ºF
Top Sights
Gabrielskloof Wine Estate, SA Forest Adventures and The Caledon Casino

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Frequently asked questions

How much does a Caledon vacation package cost?
Offering great value package deals from $1,724 on Expedia, you'll be surprised at how little a vacation to Caledon costs! Our packages make travel planning easier and save you more.
What are the cheapest months to go to Caledon?
April, November and December are great times to search for cheap Caledon vacation packages. Traveling in less busy months means you can typically find reduced prices on hotels and flights.
How many days is enough for Caledon?
The ideal duration for your Caledon vacation depends on what you'd like to do and see. Generally, a handful of days to a week will give you enough time to tick off all the top sights and explore some hidden treasures along the way.
Is it worth booking a vacation package to Caledon?
Popular for its culture, nature and history, a Caledon vacation is a hit with all types of travelers. Be sure to visit main sights like Holy Trinity Church and SA Forest Adventures, and consider renting a car for day trips to experience even more.
How to find the best Caledon package deals?
Begin your search for a Caledon package deal by entering your destination and preferred travel dates under our "Packages" tab. Then add a few filters, like "Popular locations" and "Amenities," to fine-tune the results to your exact style. You can also sort by "Package discount" and browse offers that come with irresistible savings. If you don't find the perfect Caledon package deal straight away, simply tweak your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Caledon adventure off to a flying start.
Is it cheaper to book a Caledon vacation as a package?
An Expedia vacation package could land you significant savings when compared to booking hotels and flights separately. Better still, you can personalize your Caledon getaway to fit your exact needs. Choose your preferred flight time, select the hotel type and add a car rental. Browse our great deals to see how much you can save.
When to book a vacation package to Caledon?
If you're considering an impromptu Caledon vacation, check out our last-minute deals that can be booked up to a week before you go. Don't want to leave things to the last minute? You can land sensational deals on your hotels and flights by booking well in advance.
How to plan a trip to Caledon?

  1. Pick your travel dates: The things you plan to do in Caledon and your preferred season will help you decide when to travel.
  2. Plan your budget wisely: On top of the price of your hotel, you should consider other expenses. These include food, transportation and flights. Also, set aside a little extra for unexpected costs that may come up during your trip to Caledon.
  3. Organize your Caledon escape with Expedia's trip planning tool: Search for and book hotels and activities all in one place. You can also collaborate with family and friends to plan an unforgettable trip to Caledon together.
  4. Decide how long to go for: Now that you're up to speed on Caledon, you can figure out the perfect length of your vacation. Create a draft itinerary and allocate enough time to get through everything on your must-do list.
  5. Bundle your bookings: With your travel dates in place, you can combine your flights, car rental, hotels and more into a tailored Caledon vacation package.
  6. Book experiences or activities ahead of time: Whether it's entrance to a major attraction or a walking tour, you won't have to worry about missing out on the highlights of Caledon. Find all the incredible things to do in Caledon in Caledon with our dedicated activity guide.

Does Expedia offer Book Now, Pay Later Caledon vacation packages?
If you're like us, you love jet-setting around the world but are not a fan of the big price tag that can come with it. That's why we offer Book Now, Pay Later vacations. With the help of online lender Affirm, you can spread the cost of your Caledon trip across 3, 6 or 12 months. There are also no hidden or late payment fees, so you can secure cheap vacation packages with payment plans as soon as you spot them.

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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.