Plan Your Southern Highlands Trip

Plan your way in

Find your best way into the Southern Highlands

Choose where you’re travelling from and we’ll suggest a two-day route designed to flow naturally, with up to three stops a day and a lunch spot built in.

Coming from Sydney South

The easiest way to start your trail

Begin on the Mittagong side of the Highlands, then spend day two enjoying a tighter Berrima loop.

Best forA smooth motorway entry

Best daysFri–Sun

Day 1

Mittagong into Bowral

Artemis Wines
Lunch: Mittagong Hotel (Special Offer)Approx. 3 km from the first stop
Eden Brewery (Back open in Oct.)Approx. 2 km from lunch

Day 2

Berrima village loop

Berrima General Store
Lunch: Eschalot Restaurant (Special Offer)Approx. 2 km from the first stop
Bendooley Estate Tasting RoomApprox. 1 km from lunch

Why this route works: It matches the most natural entry into the Highlands and keeps the driving tight once you arrive.

Distances are approximate and intended as a guide. Check opening days and trading hours before setting out. Tasting Trails is for adults aged 18+. Alcohol consumption is optional. Please enjoy responsibly and plan your transport in advance, including nominating a designated driver where appropriate.

Two ways to taste

Choose your pass

Both passes include a $20 tasting credit to spend on the day. The difference is how many venues you visit — and how long you have to do it.

Pick any 3

3 Tasting Pass

A weekend away, sorted. Choose any 3 venues you like from across the region.

$75 per person

Valid 90 days — use over 2 consecutive days

3 prepaid tastings — your choice of venue
Choose from ~13 local venues
$20 credit to spend on the day
Bonus offers & savings at venues across the region
Self-guided · Valid for 90 days from purchase, used over 2 consecutive days

See what's included Choose this pass

Best value

Pick any 5

5 Tasting Pass

Make more of it. Choose any 5 venues from the same list — the most tastings per dollar.

$89 ~~$99~~ per person

Take up to 12 months to complete

5 prepaid tastings — your choice of venue
Choose from ~13 local venues
$20 credit to spend on the day
Bonus offers & savings at venues across the region
Self-guided · Valid 12 months from purchase

See what's included Choose this pass

Both passes are self-guided and delivered instantly by email. One pass per person. The 3-venue pass is valid for 90 days from purchase and used over 2 consecutive days; the 5-venue pass is valid for 12 months from purchase.