The Southern Highlands guide to Itinerary & Stay

Southern Highlands Menu
Home / New South Wales / Southern Highlands / The Guide / Itinerary & Stay / Top Spots For Catching Up With Mates In The Highlands

Top Spots For Catching Up With Mates In The Highlands

A list of experiences, ideas and places to go in the Southern Highlands with a group of mates.
SHARE

It’s good to hang out regularly with your mates to shoot the breeze and step away from your world of responsibilities for a few hours, don’t you think?

Here’s some ideas of where to go and what to do for a day or night out with the boys!

BOWRAL GOLF CLUB // A round and a meal

 

Whoever said “golf is a good walk spoiled” obviously never spent the morning with mates playing 18 holes at Bowral Golf Club.

Considered one of the best country courses in NSW, it has a cracking view from the club’s deck for post-round festivities!

Get a round in first thing, then relax with lunch from the club’s bistro. There’s plenty of other golf courses across The Highlands too….click here for a list.

 

boys weekend golf

 

 

BOWRAL BOWLO // Lawn bowls and live music

 

Bowral Bowlo’s barefoot bowls is a great afternoon out for a group of friends during the warmer months.

Grab some snacks from the Jack High Bistro – you’re allowed to eat by the green (just not on it) – and settle in for an afternoon of beers and bowls.

For chillier months, go and see a band with your buds at the Bowlo – live music is back on the agenda again after our crappy lockdown.

The venue has great acoustics and they get some pretty awesome bands to perform.

Relive your youth with bands like the Radiators and Mental as Anything!

 

WINGELLO STATE FOREST // Bike ride and bruskies

 

Home to plenty of single tracks for mountain bikers, a brisk morning ride with your mates at Wingello State Forest is a good way to get the blood and endorphins pumping!

Debrief with some bruskies, and compare bumps and bruises at the recently refurbished Bundanoon Hotel. Try the wood fired pizza if you get peckish. Delicious.

 

BUSHFIRE UPDATE: Wingello State Forest was damaged by the bushfires over the summer of 2019-2020. They’re hoping to let cyclists back in the first quarter of 2022. In the meantime, head to Penrose State Forest instead. It’s closer to Bundy, has a few single tracks and loads of fire trails for a good gravel ride.

Or pop the bikes on the roof and meet your mates at Welby Mountain Biking Trails.

 

 

boys weekend mountain biking

 

BONG BONG FLY // Fly-fishing and pub grub

 

If you and your mates like experiencing the great outdoors with fly rod in hand and wading boots on, book a guided day out with local fly fishing expert, Angus Reynolds.

Angus heads up the Southern Highlands operations of Aussie Fly Fisher and knows all the best spots to find trout locally.

Follow a day of fishing up with some pub grub at the Royal Hotel in Bowral, always worth a visit for their food!

 

boys weekend bong bong fly

 

 

EDEN BREWERY // Trivia with a side of Burger

Trivia nights are always good for a laugh and the ones they run at Eden Brewery is no exception.

Brush up on your general knowledge, be sure to invite that friend that knows a crazy amount of useless and random stuff, order a kickarse Boozy Burger off their food truck menu and settle in with a nice pint of locally made Eden brew!

Oh, and prepare to get a little competitive – Game. On.

 

 

ARGYLE HOTEL // After work beers and a schnitty

 

Moss Vale’s Argyle Hotel has a casual vibe, refurbished bistro, outdoor courtyard and meal deals making it a great spot for catching up after work for a few beers.

Head in Mondays – Fridays for their $10 lunch deal and grab yourself a Chicken Schnitty bargain!

You can also grab some roadies to take home from Super Cellars drive-thru out the back.

 

 

IMPERIAL HOTEL // Pool and pizza 

For a low-key, relaxed catch up with friends, head to the Impy for a few games of pool, some pizza and big-screen sporting action.

Cooked at over 420 degrees in the wood fired oven, The Bistro’s pizza are pretty darn good.

And if you like to watch a game of footy or cricket with your mates, there is always plenty of sporting events on the big HD screen for you to all shout at!

 

 

boys weekend pool

 

 

This blog features friends and advertisers of The Fold Southern Highlands and is fully endorsed by The Fold Southern Highlands. We strongly believe in the businesses and all the information we share with you on The Fold and we’re excited to share the amazing stories and adventures of our local businesses. We want to say a BIG thank you to you for supporting our sponsors who help make The Fold possible.

Sign-up
Follow Southern Highlands

Don't Miss Out On

21 October 2025
Southern Highlands
The Cosmic Fold With Linda Jane: November 2025
Health & Wellness

Cosmic guidance for clarity, growth & everyday alignment.

20 October 2025
Southern Highlands
What’s On This Weekend In The Southern Highlands
Events
Discover the best things to do in the Southern Highlands this weekend – including food, markets, live music, and more.
20 October 2025
Southern Highlands
Best Swimming Spots in the Southern Highlands: Natural Waterholes, Waterfalls & Rivers
Outdoor & Adventure

Finding the spot is usually an adventure in itself, and when you find it… it’s hard to top how refreshing it is to swim in natural waters.

More latest reads

16 October 2025
Southern Highlands
Cherry Cottage Bowral Is The Perfect Accommodation For A Memorable Escape
Itinerary & Stay
Plan your perfect weekend away at Cherry Cottage in Bowral
13 October 2025
Southern Highlands
The Ultimate Foodie Itinerary For A Gourmet Weekend In The Southern Highlands
Itinerary & Stay
Calling all foodies. The Highlands is serving up a weekend packed with gourmet goodness, from fine dining and cellar doors to sweet treats and everything in between. ​ We’ve put together an itinerary full of eats, sips, and foodie adventures to keep the tastebuds happy and the glasses clinking.
2 October 2025
Southern Highlands
Hey Babe! Let’s Do Robertson This Spring
Itinerary & Stay

There is a reason why the Southern Highlands most easterly village won the People’s Choice award in the 2025 NSW Small Town Tourism Awards…

Get the best straight to your inbox

Article topics