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Caledon Vacation Packages

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Caledon Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Silver Forest Boutique Hotel, Spa, Restaurant & Bar

Silver Forest Boutique Hotel, Spa, Restaurant & Bar

4 out of 5
Save 100% on your flight
Price was $772, price is now $502 per person
$502
per person
Oct 3 - Oct 6
found 1 day ago
Roundtrip flight included
Johannesburg (JNB) to Cape Town (CPT)
Book a stay at this spa hotel in Cape Town. Enjoy free WiFi, free parking, and a full-service spa. Popular attractions Helderberg Nature Reserve and West Peak are located nearby.
Excellent service, great breakfast and comfortable bed. will be back

Reviewed on Aug 2, 2026

Kilima Franschhoek

Kilima Franschhoek

5 out of 5
Save 100% on your flight
Price was $962, price is now $629 per person
$629
per person
Oct 3 - Oct 6
found 1 day ago
Roundtrip flight included
Johannesburg (JNB) to Cape Town (CPT)
Book a stay at this luxury guesthouse in Franschhoek. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Franschhoek Wine Tram and Franschhoek Art House are located nearby.

Cape Cadogan Boutique Hotel

Cape Cadogan Boutique Hotel

5 out of 5
Save 100% on your flight
Price was $1,354, price is now $915 per person
$915
per person
Nov 7 - Nov 9
found 1 day ago
Roundtrip flight included
Johannesburg (JNB) to Cape Town (CPT)
Book a stay at this luxury hotel in Cape Town. Enjoy free breakfast, free WiFi, and an outdoor pool. Popular attractions Table Mountain and Camps Bay Beach are located nearby.
Nice place

Reviewed on Aug 13, 2026

Chic Loft In The Heart Of Cape Town

Chic Loft In The Heart Of Cape Town

3.5 out of 5
Price was $793, price is now $561 per person
$561
per person
Oct 2 - Oct 5
found 1 day ago
Roundtrip flight included
Johannesburg (JNB) to Cape Town (CPT)
Stay at this hotel in Cape Town. Enjoy free WiFi, an airport shuttle (surcharge), and a snack bar/deli. Popular attractions Table Mountain and Camps Bay Beach are located nearby.
The location, apartment and facilities were excellent and the hospitality was on the same standard. Situated close to the V&A waterfront and Bo Kaap, there was little need for taxis or public transport, and there are plenty of coffee shops, supermarkets and excellent restaurants within 2 or 3 minutes walk. If we're in Cape Town again, we will seek out the loft.

Reviewed on Aug 19, 2026

5 Seasons Guesthouse

5 Seasons Guesthouse

4 out of 5
Price was $1,348, price is now $956 per person
$956
per person
Oct 22 - Oct 29
found 15 hours ago
Roundtrip flight included
Johannesburg (JNB) to Cape Town (CPT)
Stay at this guesthouse in Stellenbosch. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Lanzerac Wine Estate and Coetzenburg Stadium are located nearby.
Yes

Reviewed on Mar 17, 2026

Babylonstoren

Babylonstoren

5 out of 5
Save 100% on your flight
Price was $2,022, price is now $1,469 per person
$1,469
per person
Nov 7 - Nov 9
found 1 day ago
Roundtrip flight included
Johannesburg (JNB) to Cape Town (CPT)
Book a stay at this luxury hotel in Franschhoek. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Babylonstoren Labyrinth and Babylonstoren are located nearby.
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

5 out of 5
Save 100% on your flight
Price was $1,302, price is now $951 per person
$951
per person
Oct 3 - Oct 6
found 1 day ago
Roundtrip flight included
Johannesburg (JNB) to Cape Town (CPT)
Book a stay at this luxury guesthouse in Stellenbosch. Enjoy free WiFi, 2 outdoor pools, and room service. Popular attractions University of Stellenbosch Botanical Garden and The Stellenbosch Village Museum are located nearby.
Property was awesome. Super friendly staff and clean rooms

Reviewed on Aug 18, 2026

Kolonies Tuin

Kolonies Tuin

3 out of 5
Price was $997, price is now $730 per person
$730
per person
Oct 22 - Oct 29
found 15 hours ago
Roundtrip flight included
Johannesburg (JNB) to Cape Town (CPT)
Stay at this guesthouse in Stellenbosch. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Coetzenburg Stadium and University of Stellenbosch Botanical Garden are located nearby.
More modern bathroom

Reviewed on Apr 17, 2026

Caledon Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Silver Forest Boutique Hotel, Spa, Restaurant & Bar

Silver Forest Boutique Hotel, Spa, Restaurant & Bar

4 out of 5
Somerset West
Save 100% on your flight
Price was $772, price is now $502 per person
$502
per person
Oct 3 - Oct 6
found 1 day ago
Roundtrip flight included
Johannesburg (JNB) to Cape Town (CPT)
Kilima Franschhoek

Kilima Franschhoek

5 out of 5
Save 100% on your flight
Price was $962, price is now $629 per person
$629
per person
Oct 3 - Oct 6
found 1 day ago
Roundtrip flight included
Johannesburg (JNB) to Cape Town (CPT)
Urban Elephant 16 on Bree

Urban Elephant 16 on Bree

4 out of 5
Cape Town City Centre
Save 100% on your flight
Price was $1,114, price is now $752 per person
$752
per person
Nov 11 - Nov 15
found 11 hours ago
Roundtrip flight included
Johannesburg (JNB) to Cape Town (CPT)
Chic Loft In The Heart Of Cape Town

Chic Loft In The Heart Of Cape Town

3.5 out of 5
Cape Town City Centre
Price was $793, price is now $561 per person
$561
per person
Oct 2 - Oct 5
found 1 day ago
Roundtrip flight included
Johannesburg (JNB) to Cape Town (CPT)

Caledon Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Hemelberg Guesthouse

Hemelberg Guesthouse

3 out of 5
Save 100% on your flight
Price was $1,329, price is now $827 per person
$827
per person
Oct 22 - Oct 29
found 1 day ago
Roundtrip flight included
Johannesburg (JNB) to Cape Town (CPT)
Victoria and Alfred Hotel by NEWMARK

Victoria and Alfred Hotel by NEWMARK

4 out of 5
Victoria and Alfred Waterfront
Save 100% on your flight
Price was $2,534, price is now $1,791 per person
$1,791
per person
Oct 22 - Oct 29
found 1 day ago
Roundtrip flight included
Johannesburg (JNB) to Cape Town (CPT)
5 Seasons Guesthouse

5 Seasons Guesthouse

4 out of 5
Price was $1,348, price is now $956 per person
$956
per person
Oct 22 - Oct 29
found 15 hours ago
Roundtrip flight included
Johannesburg (JNB) to Cape Town (CPT)
POD Camps Bay

POD Camps Bay

5 out of 5
Camps Bay
Save 100% on your flight
Price was $4,847, price is now $3,446 per person
$3,446
per person
Oct 22 - Oct 29
found 1 day ago
Roundtrip flight included
Johannesburg (JNB) to Cape Town (CPT)

Top Flight Deals

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Cemair
Thu, Oct 29 - Thu, Nov 12
JNB
O.R. Tambo Intl.
CPT
Cape Town Intl.
$217 Roundtrip, found 7 hours ago
$217
Roundtrip
found 7 hours ago
Select Cemair flight, departing Thu, Oct 29 from O.R. Tambo Intl. to Cape Town Intl., returning Thu, Nov 12, priced at $217 found 7 hours ago
Ethiopian Airlines
Tue, Oct 13 - Wed, Dec 2
LHR
Heathrow
CPT
Cape Town Intl.
$936 Roundtrip, found 4 hours ago
$936
Roundtrip
found 4 hours ago
Select Ethiopian Airlines flight, departing Tue, Oct 13 from Heathrow to Cape Town Intl., returning Wed, Dec 2, priced at $936 found 4 hours ago
Ethiopian Airlines
Sun, Oct 4 - Mon, Oct 12
YYZ
Pearson Intl.
CPT
Cape Town Intl.
$1,127 Roundtrip, found 7 hours ago
$1,127
Roundtrip
found 7 hours ago
Select Ethiopian Airlines flight, departing Sun, Oct 4 from Pearson Intl. to Cape Town Intl., returning Mon, Oct 12, priced at $1,127 found 7 hours ago
Singapore Airlines
Tue, May 4 - Tue, May 11
LAX
Los Angeles Intl.
CPT
Cape Town Intl.
$1,392 Roundtrip, found 18 hours ago
$1,392
Roundtrip
found 18 hours ago
Select Singapore Airlines flight, departing Tue, May 4 from Los Angeles Intl. to Cape Town Intl., returning Tue, May 11, priced at $1,392 found 18 hours ago