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Challenging Hikes Sydney

Find thrilling hiking adventures in Sydney

Starlight Trail Hike

Fri, Sep 25, 11:30 PM
From Sydney Adventurers 20s-40s (OZ Adventurers)
4.7
1 attendee
HIKEFit_EXpress - Summit Sessions

HIKEFit_EXpress - Summit Sessions

Tue, Sep 15, 8:30 PM
From Sterling Fitness Hiking Adventures
4.9

**Feeling unsure about hiking?** You’re not alone. Many new hikers worry about endurance, steep trails, or what gear to use. **HIKEFit_EXpress – Summit Sessions** is designed to help you start hiking confidently — at your own pace — while building fitness, strength, and trail skills. ## **What You’ll Do in Each 60-Minute Session** **40 Minutes of Guided Hiking** * Explore beginner-friendly local trails * Build stamina gradually without feeling overwhelmed * Enjoy the outdoors in a supportive, encouraging environment **20 Minutes of Strength & Balance Training** * Exercises to support hiking muscles * Improve stability, flexibility, and injury prevention * Perfect for all fitness levels ## **Learn More Than Just Fitness** In **Summit Sessions**, you’ll also: * Get essential **gear tips** for safe and comfortable hikes * Discover **local trails** perfect for beginners * Learn about **longer hikes and international treks** so you can plan future adventures with confidence * Connect with a friendly community of fellow new hikers ## **Why Join HIKEFit_EXpress – Summit Sessions?** * Build endurance and strength **gradually**, without pressure * Gain confidence to tackle your first 2–3 hour hike * Learn skills that make hiking enjoyable and safe * Start your mornings energized and inspired

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1 attendee
Berry Ball Bliss

Berry Ball Bliss

Sat, Sep 19, 9:30 PM
From Sterling Fitness Hiking Adventures
4.9

Come and experience the harbour foreshore in beautiful bush that has survived what was once an industrial centre of the harbour as we traverse Waverton and Greenwich with some hilly challenges and a little rock walking to improve balance. Find our more at [HIKEFit.au](https://sterlingfitness.com.au/hike-training-in-sydney/) #HIKEFit #HIKINGINSYDNEY #HIKESYDNEY #SYDNEYHIKING STANDARD LEVEL Why is there a fee for hiking ? All our hikes are led by professional certified Hike Coaches with Wilderness First Aid certifications. Sterling Fitness is also a licenced operator with NSW Parks holding an ECOPASS , as such we pay a licence fee to NSW Government for hiking in thier national parks

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1 attendee
Chatswood Charms

Chatswood Charms

Sun, Sep 20, 9:00 PM
From Sterling Fitness Hiking Adventures
4.9

Who would believe there is a fabulous bush walk in Chatswood? That's why it is called Chatswood Charms, a delightful hike in the bushy area of Chatswood West. We find creeks, waterfalls, fabulous birdlife and lots of steps. It is easy to take a wrong turn. I hear many stories of people losing their way, so ensure you keep up with the leader, or you will need to get an Uber back to the car! Find our more at [HIKEFit.au](https://sterlingfitness.com.au/hike-training-in-sydney/) #HIKEFit #HIKINGINSYDNEY #HIKESYDNEY #SYDNEYHIKING STANDARD LEVEL Why is there a fee for hiking ? All our hikes are led by professional certified Hike Coaches with Wilderness First Aid certifications. Sterling Fitness is also a licenced operator with NSW Parks holding an ECOPASS , as such we pay a licence fee to NSW Government for hiking in thier national parks

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1 attendee
Balmoral Surprise, Balmoral

Balmoral Surprise, Balmoral

Sun, Sep 13, 9:00 PM
From Sterling Fitness Hiking Adventures
4.9

Your Hikecoach will lead you on a challenging hike around Balmoral, which will include plenty of steps and plenty of distance to keep you entertained. #HIKEFit #HIKINGINSYDNEY #HIKESYDNEY #SYDNEYHIKING STANDARD LEVEL Why is there a fee for hiking ? All our hikes are led by professional certified Hike Coaches with Wilderness First Aid certifications. Sterling Fitness is also a licenced operator with NSW Parks holding an ECOPASS , as such we pay a licence fee to NSW Government for hiking in thier national parks

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1 attendee
One of the Best Hikes in Australia! Classic Grand Canyon Circuit.

One of the Best Hikes in Australia! Classic Grand Canyon Circuit.

Sat, Sep 26, 12:00 AM
From Aussie Explorers
4.8

**If you don’t like this hike, you won’t like many others. It’s one of the best hikes anywhere in Australia!** **We will start at Blackheath Train Station (meet outside the train station on the Great Western Highway side) at 10am sharp (a train leaves Central at 7:28am from Platform 7 and arrives at Blackheath Station at 9:54am).** **From here we will follow the Popes Glen Track to Govett’s Leap Lookout, where you will see one of the most impressive views in the Blue Mountains.** **After a short break, we will follow the Cliff Top Track to the nearby waterfall with amazing views over the valley until we reach Evans Lookout where we will have lunch.** **After lunch, we will descend down the numerous steps into the cooler Grand Canyon.** **Following the Grand Canyon Track, we will pass waterfalls and tunnels (hopefully see some yabbies in the waterways), and then gradually climb through Neates Glen out to the carpark, about 200 metres higher than the canyon.** **After that, we follow the Braeside Trail up the road, finishing back at Blackheath Train Station.** **We will aim to get finish by 3.30pm, from where we can catch a train back to Katoomba or Sydney.** **\*\*\*\*\*\*\*\*\*\*\*\*\*\*\*\*\*\*\*\*\*\*\*\*\*\*\*\*\*\*\*\*\*\*\*\*** **DISTANCE: About 16 km.** **GRADE: Medium, Grade 3.** **NOTE: No get-out points. Maybe able to call an Uber from one of the lookouts, but not sure. Please let the Host know if you leave the walk.** **IMPORTANT INFORMATION:** · **Be Prepared: Wear comfortable hiking shoes, bring 2L of water (refill points at lookouts) and dress for the weather. I would recommend hydralyte tablets, snacks, lunch and sun protection.** · **Follow Instructions: Please follow the instructions of the Host at all times and keep the Host within sight.** **RSVP Responsibly and Be Ontime at the Designated Meeting Point: Update your RSVP if you can’t make it.** **GRATUITY: $10 applies to this event which can be paid in cash on the day or PayID is 0439 344987 Cristian Sylvestre.** **\*\*\*\*\*\*\*\*\*\*\*\*\*\*\*\*\*\*\*\*\*\*\*\*\*\*\*\*\*\*\*\*\*\*\*\*\*** **DISCLAIMER: Your health and safety is our priority and we take care to minimize risk and avoid accidents and injuries.** **However, Organizers and Hosts are not responsible for your health and safety and do not accept any liability for accidents and injuries that may occur during Meetup activities and events. Please take responsibility for your own safety and belongings.** **By RSVPing to this event you and your guests agree to comply with the terms and conditions of the Aussie Explorers Meetup group which can be found in the link below:** **[https://www.meetup.com/Aussie-Explorers](https://www.meetup.com/Aussie-Explorers/pages/28346396/Terms_and_Conditions_of_joining_Aussie_Explorers)** **\*\*\*\*\*\*\*\*\*\*\*\*\*\*\*\*\*\*\*\*\*\*\*\*\*\*\*\*\*\*\*\*\*\*\*\*** **Any questions or concerns, please send me a TEXT message (0439 344 987) rather than unnecessary updates on the comments section.**

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35 attendees
430kMonthly events
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60mMembers
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4.5App store rating
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200kGroups
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Frequently asked questions

Meetup connects individuals through local groups and events based on shared interests, from hiking to tech meetups. It's a platform for building real-world connections.

Just search by interest and location on Meetup to find active hiking groups in Sydney, offering various trails and hiking events for different skill levels.

Yes, Sydney offers numerous challenging hiking trails accessible via Meetup events, catering to experienced hikers seeking adventure in scenic locales.

Organizers plan the hikes, providing event details like difficulty and location. RSVP to join and connect with other hiking enthusiasts.

Definitely! Join as many hiking groups as you like to explore different trails. Meetup encourages diverse participation based on your interests.

Yes, RSVP through Meetup ensures your spot in hiking events and helps organizers manage the group size efficiently for a better experience.

Meetup helps people connect through events but cannot guarantee outcomes like meeting a specific number of people or certain event conditions.

Absolutely. If you’re inspired to lead a hike, you can become an organizer on Meetup, creating and hosting your own events for others to join.

You’re likely to meet a mix of experience levels. Meetup groups often have seasoned hikers who can share insights and guide less experienced members on challenging trails.

Many are, but some events may be virtual if organizers opt for online gatherings, such as planning sessions or sharing hiking experiences.

Meetup focuses on group activities, so while it encourages group hikes, it doesn't cater to organizing solo expeditions.

Some groups arrange less challenging and family-friendly hikes. While this page caters to challenging hikes, Sydney has a variety of hiking options.

Bring essentials like water, sturdy boots, snacks, and a map or GPS. Organizers often supply detailed recommendations for each event.

Event quality varies. While most are well-planned, it depends on the group's organization and the leader's experience. Checking reviews can help gauge a group.

It's advisable to RSVP. Not only does it ensure you're expected, but it also helps organizers notify attendees of any changes or special instructions.