Simpsons Bay Vacations from $1,695

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Your Simpsons Bay Vacation

Uncover the best of Simpsons Bay with a customized Simpsons Bay vacation package. From its lively atmosphere and coastal scenery to its cosmopolitan vibe, you'll love experiencing this coastal city in your own way. If your trip to Simpsons Bay includes some sightseeing, check out famous attractions like Coal Point Conservation Area, Green Island Nature Reserve and Chuckle Head Conservation Area. Check out Expedia's wide range of travel options and start organizing your ultimate vacation to Simpsons Bay now.

The Latest Simpsons Bay vacation packages

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

The Macquarie Hotel

3.5 out of 5
Hobart Central Business District
Price was $1,804, price is now $1,695 per person
$1,695
per person
Jun 23 - Jun 27
found 1 day ago
Roundtrip flight included
Pittsburgh (PIT) to Hobart (HBA)
9/10 Wonderful! (1,000 reviews)
Staff are very good and helpful, breakfast could be a little better.Sometimes no pastry's/cheese and meats

Reviewed on May 6, 2026

Maylands Lodge

Maylands Lodge

4 out of 5
New Town
Price was $2,100, price is now $1,947 per person
$1,947
per person
Jun 23 - Jun 27
found 1 day ago
Roundtrip flight included
Pittsburgh (PIT) to Hobart (HBA)
10/10 Exceptional! (175 reviews)
Beautiful property, awesome room, very nice breakfast. We will be back.

Reviewed on Apr 10, 2026

Prospect Country House

Prospect Country House

4 out of 5
Richmond
Price was $2,062, price is now $1,912 per person
$1,912
per person
Jun 23 - Jun 27
found 1 day ago
Roundtrip flight included
Pittsburgh (PIT) to Hobart (HBA)
10/10 Exceptional! (43 reviews)
Everything was stunning clean modern room comfortable bed

Reviewed on Mar 19, 2026

Grande Vue Private Hotel

Grande Vue Private Hotel

4.5 out of 5
Battery Point
Price was $2,170, price is now $2,012 per person
$2,012
per person
Jun 23 - Jun 27
found 1 day ago
Roundtrip flight included
Pittsburgh (PIT) to Hobart (HBA)
9.8/10 Exceptional! (466 reviews)
A stunning property, full of stylish period features. We felt like we were the only guests staying and considered our stunning room with a view to be our 'home'. The onsite butler carried out his work so quietly we hardly knew he was there, but was always available to give friendly travel advice or assistance. Fantastic location in a charming historic village, complete with delicious eateries a short walk away. We will be back!!

Reviewed on Apr 26, 2026

Villa Howden

Villa Howden

5 out of 5
Margate
Price was $1,978, price is now $1,855 per person
$1,855
per person
Jun 23 - Jun 27
found 1 day ago
Roundtrip flight included
Pittsburgh (PIT) to Hobart (HBA)
9.2/10 Wonderful! (220 reviews)
Outstanding property and environment, but unfortunately understaffed with poor communication. Could have been the best stay of our trip but spoiled by amazing lack of information. It felt like a cynical exercise in capitalism.

Reviewed on Mar 2, 2026

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Simpsons Bay Hotel Deals

Bruny Island Escapes and Hotel Bruny

Bruny Island Escapes and Hotel Bruny

3.5 out of 5
3959 Main Road Alonnah TAS
Fully refundableReserve now, pay when you stay
$118 nightly
The price is $131 total per night from May 22 to May 23
$131 total
May 22 - May 23
Total with taxes and fees
8.6/10 Excellent! (552 reviews)
"My partner and I stayed in the Lodge accomodation area, which was a self contained unit. It was very impressive and comfortable for the two of us inside and out. The best feature for us was the deck, which overlooked the water. We watched one of the best sunsets ever. And there’s plenty of wildlife ..."

Reviewed on May 5, 2026

Bruny Island Escapes and Hotel Bruny
Kingston Hotel

Kingston Hotel

3 out of 5
14 Channel Highway Kingston TAS
Fully refundableReserve now, pay when you stay
$74 nightly
The price is $82 total per night from May 31 to Jun 1
$82 total
May 31 - Jun 1
Total with taxes and fees
8.8/10 Excellent! (358 reviews)
"All good - but the bed was a little firm for my linking."

Reviewed on May 10, 2026

Kingston Hotel
The Kermandie Hotel

The Kermandie Hotel

3 out of 5
4518 Huon Highway Port Huon TAS
Fully refundableReserve now, pay when you stay
$94 nightly
The price is $103 total per night from Jun 2 to Jun 3
$103 total
Jun 2 - Jun 3
Total with taxes and fees
8.8/10 Excellent! (372 reviews)
"Everything convenient in the hotel"

Reviewed on May 19, 2026

The Kermandie Hotel
See all 269 properties in Simpsons Bay
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.

Find the Best Simpsons Bay Vacation Packages

Simpsons Bay Essential Information

Language
English
Currency
Australian dollars
Max Temp Winter
55ºF
Max Temp Summer
70ºF
Top Sights
Bruny Island Premium Wines, Simpsons Bay Conservation Area and Bruny Island Neck Game Reserve

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Frequently asked questions

How much does a Simpsons Bay vacation package cost?
You'll find cheap prices from $1,695 on Expedia for your Simpsons Bay getaway. However, factors like the season, choice of hotel and length of stay will influence how much your vacation to Simpsons Bay costs.
What are the cheapest months to go to Simpsons Bay?
July, November and December are the best times to search for cheap Simpsons Bay vacation packages. Choosing to travel in quieter months means you can generally find lower prices on flights and accommodations.
How many days is enough for Simpsons Bay?
Usually, a handful of days is enough to see the major sights during your Simpsons Bay vacation. However, if you want to have some time to unwind or take day tours, consider extending your trip.
How to find the best Simpsons Bay package deals?
Begin your search for a Simpsons Bay package deal by entering your destination and travel dates under our "Packages" tab. Then apply some filters, like "Property type" and "Guest rating," to fine-tune the results to your exact needs. You can also sort by "Package discount" and browse offers that come with huge savings. If you don't find the perfect Simpsons Bay package deal straight away, simply change your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Simpsons Bay getaway off to a flying start.
Is it cheaper to book a Simpsons Bay vacation as a package?
An Expedia vacation package could save you hundreds of dollars when compared to arranging hotels and flights separately. Better still, you can customize your Simpsons Bay escape to match your exact style. Choose your preferred flight time, select the hotel type and add a car rental. Browse our great deals to see how much you can save.
When to book a vacation package to Simpsons Bay?
If you're considering a spur-of-the-moment Simpsons Bay getaway, check out our last-minute deals that can be booked up to a week before you take off. Don't want to leave things to the last minute? You can score amazing deals on your hotels and flights by booking ahead.
Does Expedia offer Book Now, Pay Later Simpsons Bay vacation packages?
Your Simpsons Bay getaway should be an escape from your busy life, not a source of money worries. So to allow you a little more flexibility, we've teamed up with online lender Affirm to offer our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and break down the total cost over 3, 6 or 12 months. Plus, there aren't any late payment fees or hidden costs to worry about.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.