Caledon Vacations from $1,833

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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.
The Tree House Boutique Hotel

The Tree House Boutique Hotel

5 out of 5
Cape Town City Centre
Price was $2,193, price is now $1,833 per person
$1,833
per person
Jan 13 - Jan 16
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Cape Town (CPT)
9.6/10 Exceptional! (243 reviews)
Lovely stay, great hotel and fantastic location

Reviewed on Oct 23, 2026

Last Word Constantia

Last Word Constantia

5 out of 5
Constantia
Price was $2,431, price is now $2,095 per person
$2,095
per person
Jan 13 - Jan 16
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Cape Town (CPT)
9.6/10 Exceptional! (41 reviews)
A Truly Peaceful Retreat My stay at Last Word Constantia was nothing short of wonderful. From the moment I arrived, there was a sense of calm and serenity that made it easy to relax and unwind. The atmosphere throughout the property is beautifully peaceful, with a warmth and quiet elegance that makes you feel instantly at home. The room was exceptional: spacious, beautifully decorated, and thoughtfully appointed with every comfort you could need. It felt luxurious without being overly formal, creating the perfect balance between indulgence and relaxation. Waking up to the tranquil surroundings was a real highlight. A couple of my favourite details were: crème brûlée left in my room as a treat. Simply delicious. Also finding a perfectly prepared gin and lemon waiting in my room, a small gesture that immediately made me feel looked after. It's these little surprises that set Last Word apart What makes Last Word Constantia so special is the combination of impeccable comfort, genuine hospitality, and an atmosphere of complete peace. It's a place where time seems to slow down, allowing you to truly switch off and enjoy the moment. I left feeling refreshed, rested, and already looking forward to returning. Highly recommended.

Reviewed on Oct 30, 2026

Charles Hope Boutique Hometel

Charles Hope Boutique Hometel

4.5 out of 5
Cape Town City Centre
Price was $2,841, price is now $2,481 per person
$2,481
per person
Dec 25 - Dec 30
found 4 hours ago
Roundtrip non-stop flight included
New York (JFK) to Cape Town (CPT)
9.2/10 Wonderful! (26 reviews)
Apart-hotel walking distance from many excellent restaurants. Excellent helpful staff

Reviewed on Aug 18, 2026

One&Only Cape Town

One&Only Cape Town

5 out of 5
Victoria and Alfred Waterfront
Price was $12,512, price is now $11,001 per person
$11,001
per person
Dec 28 - Jan 3
found 4 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Cape Town (CPT)
9.6/10 Exceptional! (394 reviews)
One of a kind

Reviewed on Oct 29, 2026

Newkings Boutique Hotel

Newkings Boutique Hotel

4 out of 5
Sea Point
Price was $2,933, price is now $2,590 per person
$2,590
per person
Dec 25 - Dec 30
found 4 hours ago
Roundtrip non-stop flight included
New York (JFK) to Cape Town (CPT)
8.8/10 Excellent! (116 reviews)
Very central. Great room. Clean. Very comfortable space.

Reviewed on Jul 3, 2026

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Stay near popular Caledon attractions

Caledon Library

After visiting Caledon 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.
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What to do in Caledon

Hermanus Whale Watching Day Tour

Hermanus Whale Watching Day Tour

$28
per adult
Hermanus Whale Watching Day Tour
Hermanus Cliff Walk History Tour - a walk back in time

Hermanus Cliff Walk History Tour - a walk back in time

$21
per adult
Hermanus Cliff Walk History Tour - a walk back in time
Stanford Mountain Ride 1 Hour

Stanford Mountain Ride 1 Hour

$29
per adult
Stanford Mountain Ride 1 Hour
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
$108 nightly
The price is $124 total per night from Nov 30 to Dec 1
$124 total
Nov 30 - Dec 1
Total with taxes and fees
7.4/10 Good! (9 reviews)
"Typical chain hotel with casino. The thermal springs were really good but lack a coffee shop. Restaurants fair but not great. Good Gardens but nowhere to sit. Good value for money."

Reviewed on Sep 23, 2026

The Caledon Hotel & Spa
Athenian Villa

Athenian Villa

3 out of 5
Good Hope Building, Donkin Street Caledon Western Cape
7.4/10 Good! (29 reviews)
"We turned up at the property and it was not as described, it was in the middle of a very undesirable area we did not feel at all safe and were we had to park the car to unload was very sketchy, so we immediately took the decision we would not stay here and took the hit and moved onto another hotel ..."

Reviewed on Oct 24, 2026

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Athenian Villa
One Marine Drive Boutique Hotel

One Marine Drive Boutique Hotel

5 out of 5
1 Marine Drive Hermanus Western Cape
Fully refundableReserve now, pay when you stay
$162 nightly
The price is $186 total per night from Nov 17 to Nov 18
$186 total
Nov 17 - Nov 18
Total with taxes and fees
9.6/10 Exceptional! (187 reviews)
"Most supportive, genuine staff! Excellent place, if we were staying longer would have explored the spa. Super short walk to see the water. Breakfast was delicious, cooked to order. Great towels and pillows. Bed was very firm, but more than I prefer. The place was pristine, very impressive. Staff ..."

Reviewed on Oct 23, 2026

One Marine Drive Boutique Hotel
See all 417 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 $1,833 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.