Southwest Vacations from $1,695

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Your Southwest Vacation

The adventure-filled city of Southwest is calling. Discover all its secrets with a Southwest vacation package that's customized to you. Searching for some sightseeing inspiration for your trip to Southwest? Tasmanian Wilderness and Teds Beach are two of the main attractions here. Stop daydreaming and start traveling. Check out the broad range of options on Expedia today and put your Southwest vacation plans into gear!

The Latest Southwest 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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Southwest Hotel Deals

Strahan Village

Strahan Village

4 out of 5
The Esplanade Strahan TAS
$99 nightly
The price is $110 total per night from May 31 to Jun 1
$110 total
May 31 - Jun 1
Total with taxes and fees
8.4/10 Very Good! (1,011 reviews)
"The room was adequate although tired, I can appreciate the maintenance for such a large complex would be daunting"

Reviewed on May 17, 2026

Strahan Village
West Coaster Motel

West Coaster Motel

3.5 out of 5
Batchelor Street Queenstown TAS
$74 nightly
The price is $82 total per night from Jun 2 to Jun 3
$82 total
Jun 2 - Jun 3
Total with taxes and fees
8/10 Very Good! (553 reviews)
"I liked the location of the property being close to places within walking distance like the Wilderness railway. The room was neat and tidy and was generally quiet during my four-night stay. My only frustration was with the tv in the room as many a time the 'no signal' message popped up. Other than ..."

Reviewed on Apr 28, 2026

West Coaster Motel
BIG4 Strahan Holiday Retreat

BIG4 Strahan Holiday Retreat

3 out of 5
8-10 Innes St Strahan TAS
$95 nightly
The price is $95 total per night from May 22 to May 23
$95 total
May 22 - May 23
Total with taxes and fees
8/10 Very Good! (1,001 reviews)
"Nice spot beautiful nature setting"

Reviewed on May 9, 2026

BIG4 Strahan Holiday Retreat
See all 173 properties in Southwest
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 Southwest Vacation Packages

Southwest Essential Information

Language
English
Currency
Australian dollars
Top Sights
Lake Pedder Lookout, Teds Beach and Stringybark Conservation Area

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Frequently asked questions

How much does a Southwest vacation package cost?
You can pick up a vacation package to this popular destination from $1,695 on Expedia. But how much your vacation to Southwest costs will depend on factors like the season, hotel choice and length of stay.
What are the cheapest months to go to Southwest?
If you'd like to snag a cheap Southwest vacation package, consider visiting in January, June and December. You'll usually find lower rates on hotels and flights during these months — ideal for a budget-friendly break.
How many days is enough for Southwest?
The ideal length for your Southwest vacation depends on what you'd like to do and see. Generally, a handful of days to a week will give you enough time to visit all the major attractions and discover some hidden gems along the way.
How to find the best Southwest package deals?
Finding a cheap Southwest package deal is a cinch with Expedia. Once you've entered your preferred dates and destination under our "Packages" tab, set your budget, apply a couple of filters and see what's available. You can customize your search by "Amenities," "Property type," "Guest rating" and more. Sort the results by "Price: low to high" to view the most economical Southwest package deals. Want a simple trick to score even more savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are generally lower.
Is it cheaper to book a Southwest vacation as a package?
You can enjoy significant savings on your next Southwest escape by booking a personalized vacation package. Click on the "Package" heading, then enter your destination and travel dates to see the best hotel prices and airfares. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a vacation package to Southwest?
Secure fantastic discounts by booking your flights early with Expedia. If spontaneity is more your style, snap up one of our last-minute deals for a spur-of-the-moment Southwest trip.
How to plan a trip to Southwest?

  1. Choose your dates: What you want to do in Southwest and your preferred season will help you decide when to get away.
  2. Figure out your budget: Ensure you have enough money to pay for everything from meals and transportation to airfares and activities. Your accommodations will probably be the biggest expense during your trip to Southwest.
  3. Organize your Southwest getaway with our trip planning tool: Look for and book hotels and experiences all in one place. You can also collaborate with your group to plan an unforgettable trip to Southwest together.
  4. Decide how long to go away for: Now that you know more about Southwest, you can work out the perfect length of your break. Pull together a rough plan and allocate enough time to cover everything you want to do.
  5. Bundle your hotel and flights: Epic destination, check. Length of stay, check. All that's left is to find a Southwest vacation package that brings all your bookings together.
  6. Add on experiences and excursions: Take a look at our dedicated travel guide to find some fun things to do in Southwest. Book tickets or make reservations before you go to save time and skip the hassle of searching for activities when you arrive.

Does Expedia offer Book Now, Pay Later Southwest vacation packages?
Your Southwest getaway should be an escape from your busy life, not a reason for money-related stress. So to give you extra flexibility, we've partnered with online lender Affirm to offer you our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and spread the cost over 3, 6 or 12 months. Plus, there aren't any late payment fees or hidden costs to worry about.

Explore a world of travel with Expedia

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