Search vacation packages deals in Wingecarribee Shire Council's top destinations

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

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Bundanoon

Vacations

Wingecarribee Shire Council flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.

YEHS Hotel Sydney Harbour Suites

Sydney Central Business District

per person

Aug 5 - Aug 11

found 2 hours ago

Roundtrip flight included

Honolulu (HNL) to Sydney (SYD)

This aparthotel features an indoor pool and a gym. Business travelers can take advantage of the free WiFi in public areas. Enjoy the sauna and conveniences like express check-out and concierge services.

YEHS Hotel Sydney QVB

Sydney Central Business District

per person

Aug 5 - Aug 11

found 2 hours ago

Roundtrip flight included

Honolulu (HNL) 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.

APX World Square

Haymarket

per person

Aug 5 - Aug 11

found 2 hours ago

Roundtrip flight included

Honolulu (HNL) to Sydney (SYD)

This aparthotel features an outdoor pool and a gym. WiFi in public areas is free. Self parking, dry cleaning, and luggage storage are also offered.

Rydges Australia Square

Sydney Central Business District

per person

Aug 5 - Aug 11

found 2 hours ago

Roundtrip flight included

Honolulu (HNL) to Sydney (SYD)

This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling for business? Take advantage of the free WiFi in public areas, express check-in, and conference space. A coffee shop, a snack bar/deli, and express check-out are also on offer.

Sir Stamford At Circular Quay

Sydney Central Business District

per person

Aug 5 - Aug 11

found 2 hours ago

Roundtrip flight included

Honolulu (HNL) to Sydney (SYD)

This hotel features a restaurant, an outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. There's a gym on site, and laundry facilities and concierge services are also offered.

Top Wingecarribee Shire Council hotels deals

Park Proxi Gibraltar Bowral

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.

The Dormie House - On The Golf Course

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

6 David Street, Bowral, NSW

Free Cancellation

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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

17 Links Road, Burradoo, NSW

Free Cancellation

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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

Centennial Road, Bowral, NSW

Free Cancellation

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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.

Milton Park Country House Hotel & Spa

200 Horderns Road, Bowral, NSW

Free Cancellation

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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.