Holidays to the Winelands

With holidays to the Winelands indulge in outstanding culinary panache and some of South Africa's most celebrated wine estates, with charming Cape Dutch architecture and pretty historic towns. Stellenbosch is one of the Wineland's archetypal towns with oak lined avenues and the largest wine route in the Cape, nearby Franschhoek, a mere 30 minutes away, owns one of the Wineland's prettiest settings, with protective mountains rising on three sides.

Cookery class Wine barrels Strawberries, bread, cheese and wine on holidays to the Winelands

Winelands Highlights

  • Pretty towns with stunning Cape Dutch architecture
  • Exploring the Stellenbosch wine route - the largest in the Cape
  • Enjoying some of Wineland's best cuisine at Franschhoek
  • Taking on a number of adventure activities in the surrounds including hiking and horse riding

The town is also quite possibly the best place to sample this stunning region's mouth-watering cuisine, with a range of well-appointed restaurants serving dishes of your dreams. Franschhoek's surrounding area is just as much fun to explore with a wide range of activities to enjoy, including horse riding and hiking.

Nearby Paarl is also a worthy addition to your exploration of this area. Set in a gaping valley, the town itself manages a colloquial aesthetic in spite of its considerable size and offers a number of attractions. The wine farms of its suburbs are however its main draw with pretty farms dotting the countryside.

Selected Winelands Itineraries

Our favorite itineraries, showcasing the best of Winelands

All South Africa Itineraries

Classic Cape Town, Winelands and Kruger Explorer

Cost Per Person
From $3,780 (Includes international flights from JFK)
South Africa
Cape Town, Winelands, Thornybush Nature Reserve
Shamwari Game Reserve Kids

Cape Town, Garden Route and Safari Family Self Drive

Cost For Family of 4
From $11,130 (Includes international flights from JFK)
South Africa
Cape Town, Winelands, Plettenberg Bay, Oudtshoorn, Amakhala Game Reserve
Vic Alfred Waterfront

The Best of the Cape Self Drive and Safari Holiday

Cost Per Person
From $3,120 (Includes international flights from JFK)
South Africa
Cape Town, Winelands, Knysna, Oudtshoorn, Amakhala Game Reserve
Sundowners at Ngala Game Reserve

The Ultimate Cape Town, Winelands and Kruger Journey

Cost Per Person
From $8,470 (Includes international flights from JFK)
South Africa
Cape Town, Winelands, Sabi Sands

Winelands Accommmodation

All South Africa accommodations
  • Babylonstoren Farm Hotel

    With the main manor house dating back to 1777, Babylonstoren Farm Hotel has a historic allure and owns a beautiful situation within the vineyards and orchards of the Drakenstein Valley.

  • Delaire Graff Estate
    Delaire Graff Lodge spa

    Overlooking the vineyards of Stellenbosch, Delaire Graff Estate's popularity stems in part from its superb facilities, discover two restaurants, a spa, a cinema and state of the art winery.

  • Rusthuiz Guest House

    Surrounded by beautiful mountains, rivers and vineyards, Rusthuiz Guest House is found in the pretty town of Stellenbosch and a fantastic base from which to explore the Winelands.

  • The Last Word Franschhoek
    area piscina

    The Last Word Franschhoek is an exclusive property found in the heart of pretty Franschhoek. Intimate and luxurious enjoy the splendor of the Cape's culinary capital on your doorstep.

  • Franschhoek Country House & Villas
    Pool view

    Set in pretty Franschhoek, the Franschhoek Country House & Villas possess strong character thanks to a history dating back to 1890. Indulge in delicious cuisine and relaxation at the hotel spa.

  • Grand Dedale
    Exterior entrance

    Surrounded by 380 hectares of vineyards, Grand Dédale is a Winelands gem. Expect charming Cape Dutch style, exciting cuisine and breath-taking scenery.

  • Hawksmoor House

    Set on a sprawling 220 hectare wine farm and boasting distinctive Cape Dutch design, Hawksmoor House is found nearby Stellenbosch and offers a charming base from which to explore the Winelands.

  • La Cle Des Montagnes
    estate entrance gates

    La Clé Des Montagnes provides individually styled, luxury villa accommodation nestled in its own vineyards and plum orchards under the Franschhoek Mountains.

  • La Petite Ferme
    Africa suite

    A working wine farm, La Petite Ferme is set on the side of a mountainside and overlooks the pretty town of Franschhoek along with the vineyards of the valley below.

  • La Residence
    Pool court

    One of the most exclusive hotel's in Franschhoek, La Residence is set in a 30 acre private estate, boasts fine interiors and doesn't fail to disappoint.

  • Le Quartier Francais
    Exterior of Four Quarters suite

    Set in the heart of the Franschhoek Valley, Le Quartier Francais offers award winning cuisine and traditional Huguenot style; the perfect base for exploring the Winelands.

  • Leeu House
    Leeu House Pool

    Enjoy Franschhoek's award wining restaurants and gorgeous surrounds from Rusthof Country House. Intimate and comfortable, the property's superb central positioning makes it an excellent base to explore.

  • Mont Rochelle Hotel
    Pinotage suite

    This gorgeous Winelands property is set against the stunning backdrop of endless vineyards and sweeping valleys. Intimate and luxurious, expect a comfortable stay.

  • Oude Werf Hotel
    Oude Werf Pool Lounge Stellenbosch South Africa

    D'Ouwe Werf is the oldest hotel in South Africa, dating back to 1802, and affords guests plenty of historic charm. Set in the heart of picturesque Stellenbosch it's an ideal base for exploring the Winelands.

  • River Manor Boutique Hotel & Spa

    River Manor Boutique Hotel & Spa is situated in the heart of pretty Stellenbosch and only a 2 minute walk from the town centre. The hotel is an excellent base from which to get to know Stellenbosch and the Winelands.

  • Spier Hotel
    Main swimming pool

    Situated in the heart of the Cape Winelands and just outside of Stellenbosch, Spier is a large estate with plenty to offer, from Segway tours of the vineyards to spectacular scenery and excellent restaurants.

  • The Lanzerac Hotel & Spa
    Courtyard pool

    Set in the stunning Jonkershoek Valley, the Lanzerac Hotel & Winery offers perfect views of the Helderberg Mountains and the chance to stay on a working wine estate.

  • Auberge Clermont
    Bedroom interior

    Found only minutes outside of Franschhoek and set on a wine and fruit farm, this charming property is an excellent base from which to explore and fall in love with the Wineland's beautiful scenery.

  • Le Franschhoek Hotel and Spa
    Esterno di notte

    Superbly located in the pretty colonial town of Franschhoek, Le Franschhoek Hotel and Spa offers an excellent base from which to enjoy the award winning restaurants and beautiful scenery of the surrounds.