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Hewn out of the living rock in the 1860s using hand tools and blasting powder, Big Hill Cutting was at one time the deepest railway cutting in the southern hemisphere. Taken as it was near the eastern end of the cutting, even this pic doesn't properly illustrate the depth. The cutting has a long and macabre history, with several workers killed during its construction due to a blasting accident and several drivers later perishing after crashing their automobiles through the old timber bridge's guardrails and down onto the rails below. Despite the history, it's a peaceful and beautiful place. The old railway line was abandoned in the 1970s and runs for around 50km between the towns of Thirlmere and Mittagong. Although not a proper rail trail, there are service trails parallelling the railway for much of its length. I've walked it a few times, including the trip pictured which was undertaken 2-Boot-Drive Swagman style ;-)

Mittagong

Vacations
Mittagong
Ye Old Bicycle shoppe in Bundanoon. You can rent bicycles and they can give you some good information on where to go. They also have a café attached. The building just looks really cool.

Bundanoon

Vacations
Bundanoon

Wingecarribee Shire Council flight + hotel vacation packages

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Hotel Morris Sydney - Handwritten Collection

Hotel Morris Sydney - Handwritten Collection

4 out of 5
Haymarket
per person
Jul 27 - Jul 31
found 5 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Sydney (SYD)
This hotel features in-room fitness and a bar/lounge. WiFi in public areas is free. A coffee shop, a snack bar/deli, and dry cleaning are also on offer.
Kozyguru | Bondi Beach | Lovely Studio

Kozyguru | Bondi Beach | Lovely Studio

3 out of 5
Bondi Beach
per person
Jul 27 - Jul 31
found 5 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Sydney (SYD)
Kozyguru | Pagewood | Cosy Clean 2Bed Apt

Kozyguru | Pagewood | Cosy Clean 2Bed Apt

3 out of 5
Banksmeadow
per person
Jul 27 - Jul 31
found 5 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Sydney (SYD)
Kozyguru | Rockdale | Spacious 2 Bedrooms House

Kozyguru | Rockdale | Spacious 2 Bedrooms House

2 out of 5
Rockdale
per person
Jul 27 - Jul 31
found 5 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Sydney (SYD)
YEHS Hotel Sydney QVB

YEHS Hotel Sydney QVB

3.5 out of 5
Sydney Central Business District
per person
Jul 27 - Aug 1
just found
Roundtrip non-stop flight included
Dallas (DFW) to Sydney (SYD)
Free WiFi in public areas, express check-out, and luggage storage are available at this hotel. A safe deposit box and concierge services are also provided.

Top Wingecarribee Shire Council hotels deals

Park Proxi Gibraltar Bowral

Park Proxi Gibraltar Bowral

3.5 out of 5
Boronia Street (off Centennial Road), Bowral, NSW
Free Cancellation
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A golf course and a gym are featured at this smoke-free hotel. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy a meal from the a restaurant and perks like free self parking.
Parking included
Free WiFi
The Dormie House - On The Golf Course

The Dormie House - On The Golf Course

3.5 out of 5
Arthur Street, Moss Vale, NSW
Free Cancellation
Reserve now, pay when you stay
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A golf course and a restaurant are featured at this smoke-free bed & breakfast. Relax with a drink at the bar/lounge and enjoy perks like free self parking and free WiFi. A terrace, a garden, and a snack bar/deli are also on offer.
Berida Hotel

Berida Hotel

4 out of 5
6 David Street, Bowral, NSW
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This guesthouse features a restaurant and 2 bars/lounges. Enjoy the 24-hour gym and perks like free self parking and free WiFi. A terrace, a garden, and a snack bar/deli are also on offer.
Links House

Links House

4 out of 5
17 Links Road, Burradoo, NSW
Free Cancellation
Reserve now, pay when you stay
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A restaurant and a bar/lounge are featured at this guesthouse. There's no skimping on freebies - guests receive free full breakfast, free WiFi, and free self parking. A business center, a garden, and a snack bar/deli are also on offer.
Peppers Craigieburn

Peppers Craigieburn

4.5 out of 5
Centennial Road, Bowral, NSW
Free Cancellation
Reserve now, pay when you stay
Get rates
A golf course and a restaurant are featured at this smoke-free hotel. Relax with a drink at the bar/lounge and enjoy perks like free self parking and free WiFi. A coffee shop, a terrace, and a garden are also on offer.
Pet friendly
Parking included
Milton Park Country House Hotel & Spa

Milton Park Country House Hotel & Spa

5 out of 5
200 Horderns Road, Bowral, NSW
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2 outdoor tennis courts, an indoor pool, and a hot tub are all featured at this smoke-free hotel. Enjoy the gym and perks like free self parking and free WiFi. There's a restaurant and a bar/lounge for dining and drinks, and also a sauna on site.
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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