Hobart Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

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  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

Your Hobart Vacation

When you reserve a vacation package to Hobart, all the planning is done in advance. This gives you more time to discover some of the things that define this coastal city, such as its cosmopolitan vibe, cultural experiences and spectacular views. Make your trip to Hobart even more enjoyable by including some sightseeing. Deep River Water Park, Westfield Southlake Mall and Albanese Candy Factory are some of the big attractions you'll want to explore. Browse Expedia's extensive range of travel options and book your perfect vacation to Hobart today.

Top Hobart Vacation Deals

Price found within the past 48 hours. Click for updated prices.
The Talbott, Autograph Collection

The Talbott, Autograph Collection

4.5 out of 5
Downtown Chicago
Price was CA $1,195, price is now CA $942 per person
CA $942
per person
Jan 21 - Jan 24
found 9 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (185 reviews)

Sheraton Grand Chicago Riverwalk

Sheraton Grand Chicago Riverwalk

4 out of 5
Downtown Chicago
Price was CA $1,321, price is now CA $978 per person
CA $978
per person
Jan 21 - Jan 24
found 9 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
8.6/10 Excellent! (1,873 reviews)

Hotel Saint Clair- Magnificent Mile

Hotel Saint Clair- Magnificent Mile

4 out of 5
Downtown Chicago
Price was CA $1,324, price is now CA $1,004 per person
CA $1,004
per person
Dec 30 - Jan 3
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
8.6/10 Excellent! (2,334 reviews)
Very walkable to Michigan Avenue with chic modern designs in a vintage building. Friendly staff. Stayed for one night, very comfortable and clean room.

Reviewed on Nov 6, 2026

Pendry Chicago

Pendry Chicago

4.5 out of 5
Downtown Chicago
Price was CA $1,731, price is now CA $1,315 per person
CA $1,315
per person
Dec 24 - Dec 28
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (1,161 reviews)
Beautiful rooms and service.

Reviewed on Nov 5, 2026

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Price was CA $2,457, price is now CA $1,902 per person
CA $1,902
per person
Dec 24 - Dec 28
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.6/10 Exceptional! (2,057 reviews)
Beautiful hotel situated perfectly for most downtown Chicago activities. Attentive staff and amazing views from our 14th floor lake view room. This stay has been on my bucket list for awhile. This hotel experience did not disappoint

Reviewed on Nov 6, 2026

Ready to book your vacation to Hobart?

 

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Hobart Hotel Deals

Wind Creek Chicago Southland Casino and Hotel

Wind Creek Chicago Southland Casino and Hotel

4.5 out of 5
17300 S Halsted St Hazel Crest IL
Fully refundableReserve now, pay when you stay
The price is CA $212 per night from Dec 1 to Dec 2
CA $212
CA $237 total
Dec 1 - Dec 2
includes taxes & fees
Wind Creek Chicago Southland Casino and Hotel
Ameristar Casino Hotel East Chicago

Ameristar Casino Hotel East Chicago

4 out of 5
777 Ameristar Blvd. East Chicago IN
Fully refundableReserve now, pay when you stay
The price is CA $128 per night from Nov 30 to Dec 1
CA $128
CA $160 total
Nov 30 - Dec 1
includes taxes & fees
Ameristar Casino Hotel East Chicago
Motel 6 Hammond, IN - Chicago Area

Motel 6 Hammond, IN - Chicago Area

2 out of 5
3840 179th St Hammond IN
The price is CA $81 per night from Nov 11 to Nov 12
CA $81
CA $93 total
Nov 11 - Nov 12
includes taxes & fees
Motel 6 Hammond, IN - Chicago Area
See all 725 properties in Hobart
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Frequently asked questions

How much does a Hobart vacation package cost?
Offering great value package deals from CA $942 on Expedia, you'll be surprised at how little a vacation to Hobart costs! Expedia's packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Hobart?
February, September and November are great times to search for cheap Hobart vacation packages. Travelling in less busy months means you can typically find better prices on flights and accommodations.
How many days is enough for Hobart?
For a Hobart vacation, a few days will be enough to explore the top spots. Be sure to stop by Marquette Beach — it's one of the top sights in this destination. If you're looking for more activities, consider basing yourself here and going on some day tours from Hobart.
How to find the best Hobart package deals?
Begin your search for a Hobart package deal by entering your destination and preferred travel dates under our "Packages" tab. Then select a few filters, like "Popular locations" and "Property type," to fine-tune the results to your exact needs. You can also sort by "Package discount" and discover offers that come with huge savings. If you don't find the perfect Hobart package deal straight away, simply play around with your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Hobart escape underway.
Is it cheaper to book a Hobart vacation as a package?
An Expedia vacation package could land you considerable savings when compared to booking flights and hotels individually. Better still, you can tailor your Hobart getaway to fit your exact style. Choose your preferred flight time, select the hotel type and add a car rental. Browse our bundle deals and find out how much you can save.
When to book a vacation package to Hobart?
If you have your Hobart travel dates locked in, book as early as you can to snap up some unbeatable deals. With Expedia, you can typically reserve some flights up to a year in advance. Prefer spur-of-the-moment getaways? Our last-minute deals are ideal for jetting off on a whim.
How to plan a trip to Hobart?

  1. Choose when to go: Check your diary and pack your bags. Your preferred season and the activities available will also help you decide when to vacation in Hobart.
  2. Plan your budget wisely: Besides the cost of your accommodations, you should consider other expenses too. These include flights, transportation and food. Also, put aside some extra funds for unexpected costs that could crop up during your trip to Hobart.
  3. Decide how many days away: Start by compiling a list of the attractions you'd like to get to in Hobart. Then, estimate how long you'll need for each, along with any travel time.
  4. Bundle your hotel and flights: Epic destination, check. Length of stay, check. All that's left is to find a Hobart vacation package that brings all your bookings together.

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