Hobart Vacations from $625

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Your Hobart Vacation

When you choose a Hobart vacation package, it's all about enjoying your adventure to the fullest. Uncover the sights and sounds of this unique city knowing that all the travel planning has been organized in advance. A trip to Hobart wouldn't be complete without swinging by a few major attractions, like Stamford Golf Club. Stop daydreaming and start doing. Explore the many options on Expedia today and put your Hobart vacation plans into action!

The Latest Hobart vacation packages

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

Eastwind Windham

2 out of 5
Price was $829, price is now $625 per person
$625
per person
Dec 4 - Dec 8
found 22 hours ago
Roundtrip non-stop flight included
New York (JFK) to Hudson (HCC)
9.2/10 Wonderful! (62 reviews)
Not sure how there were "exceptional" ratings prior to our visit. We were in main building which is on a major road and noisy but they did provide ear plugs. Some mold in corner of shower and they must have well water because it had a sulphur odor. Parking was fine. Would not return.

Reviewed on Oct 14, 2025

Catskill Park Farm by Avantstay Huge Yard, Fire Pit Near Windham Ski Resort

Catskill Park Farm by Avantstay Huge Yard, Fire Pit Near Windham Ski Resort

3 out of 5
Save 100% on your flight
Price was $2,877, price is now $2,056 per person
$2,056
per person
Dec 29 - Jan 4
found 18 hours ago
Roundtrip non-stop flight included
New York (JFK) to Hudson (HCC)
10/10 Exceptional! (1 review)
We encountered issues with the kitchen lightings and dish washer. Other than that, the house is beautiful and spacious.

Reviewed on Sep 27, 2025

The Haüs Windham

The Haüs Windham

2 out of 5
Save 100% on your flight
Price was $2,828, price is now $2,142 per person
$2,142
per person
Dec 29 - Jan 4
found 18 hours ago
Roundtrip non-stop flight included
New York (JFK) to Hudson (HCC)
8.6/10 Excellent! (15 reviews)
Hot tub could have been cleaner but all in all. Beautiful and amazing views! Great service with the front desk calls and extra towels provided no problem!

Reviewed on Sep 15, 2025

Ski Hike Lodge 5BR w Fire Pit Cozy Spaces

Ski Hike Lodge 5BR w Fire Pit Cozy Spaces

2 out of 5
Save 100% on your flight
Price was $6,020, price is now $4,612 per person
$4,612
per person
Dec 29 - Jan 4
found 18 hours ago
Roundtrip non-stop flight included
New York (JFK) to Hudson (HCC)
No reviews
Wylder Hotel Windham

Wylder Hotel Windham

3.5 out of 5
Price was $893, price is now $714 per person
$714
per person
Dec 4 - Dec 8
found 22 hours ago
Roundtrip non-stop flight included
New York (JFK) to Hudson (HCC)
8.8/10 Excellent! (74 reviews)
The property was very nice. The staff was very friendly and accommodating. Overall our stay was great. My only complaint would be the inconvenience about morning coffee. There is no coffee pot in the rooms and no coffee in the lobby. You have to walk to another building to a bakery to purchase coffee and they don’t open until 7:00. My husband is an early riser and likes his coffee

Reviewed on Oct 13, 2025

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Discover the most popular places to visit in Hobart

Hobart Book Village

4/5(1 review)

Enjoy an outing to Hobart Book Village during your stay in Hobart. Wander the forest or discover the area's mountain views.

Hobart Book Village

Hobart Hotel Deals

Mountain Top Retreat, 116 private acres

Mountain Top Retreat, 116 private acres

Hobart
9.4/10 Exceptional! (94 reviews)
A mountain getaway of pure tranquility

Reviewed on Sep 8, 2025

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Mountain Top Retreat, 116 private acres
Hotel Vienna

Hotel Vienna

2.5 out of 5
107 State Route 296, Windham, NY
$115 nightly
The price is $125 total per night from Nov 23 to Nov 24
$125 total
Nov 23 - Nov 24
Total with taxes and fees
9.2/10 Wonderful! (676 reviews)
Perfect Romantic Getaway! We had an amazing stay at the Vienna Hotel in Windham — cozy, spotless rooms and a warm, welcoming atmosphere. It’s the perfect romantic escape, close to Hunter Mountain and local restaurants but peaceful and relaxing. Loved the thoughtful touches like the complimentary ...

Reviewed on Oct 20, 2025

Hotel Vienna
Holiday Inn Express Oneonta by IHG

Holiday Inn Express Oneonta by IHG

2.5 out of 5
141 COURTYARD DRIVE, Oneonta, NY
Fully refundable
$118 nightly
The price is $135 total per night from Oct 26 to Oct 27
$135 total
Oct 26 - Oct 27
Total with taxes and fees
9.4/10 Exceptional! (806 reviews)
The room was clean; the staff was helpful and friendly. Breakfast was good. The only situation in the room was the shower door didn't stay closed. It appears the door is on a slant.

Reviewed on Oct 21, 2025

Holiday Inn Express Oneonta by IHG
See all 1,315 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.

Find the Best Hobart Vacation Packages

Hobart Essential Information

Language
English
Currency
U.S dollars
Population
440
Max Temp Winter
25ºF
Max Temp Summer
75ºF
Top Sights
Hanford Mills Museum and Stamford Golf Club

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Frequently asked questions

How much does a Hobart vacation package cost?
You'll find cheap prices from $625 on Expedia for your Hobart escape. However, factors like the season, length of stay and your choice of hotel will influence how much your vacation to Hobart costs.
What are the cheapest months to go to Hobart?
You can generally find lower prices and greater availability in September, November and December. Explore our cheap Hobart vacation packages and you could land some great off-season deals.
How many days is enough for Hobart?
The ideal length of your Hobart vacation depends on what you'd like to see and do. Usually, a few days to a week will give you time to go to all the main sights and discover some hidden treasures along the way.
How to find the best Hobart package deals?
Bagging a cheap Hobart package deal is a breeze with Expedia. After you've entered your destination and travel dates under our "Packages" tab, set your maximum budget, add a couple of filters and browse what's available. You can fine-tune your search by "Amenities," "Property type," "Guest rating" and more. Order the results by "Price: low to high" to view the most pocket-friendly Hobart package deals. Want a simple trick to score the biggest savings? Have some flexibility with your departure dates and consider traveling on a weekday, when prices are usually lower.
Is it cheaper to book a Hobart vacation as a package?
You can enjoy significant savings on your next Hobart escape by booking a customized vacation package. Check the "Package" heading, then enter your travel dates and destination to browse some great airfares and hotel prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a vacation package to Hobart?
If you're considering an impromptu Hobart getaway, check out our last-minute deals that can be booked up to one week before you go. Prefer not to wait until the last minute? You can land awesome deals on your flights and hotels by booking well in advance.
How to plan a trip to Hobart?

  1. Choose when to travel: Check your diary and get your bags packed. Your preferred season and the type of activities available will also help you decide when to visit Hobart.
  2. Budget wisely: Besides the cost of your accommodations, you should factor in other expenses. These include food, flights and transportation. Also, set aside a little extra for unexpected costs that may come up during your trip to Hobart.
  3. Use Expedia's trip planning tool to explore Hobart: Research every part of your trip to Hobart with this comprehensive planner. Invite your family and friends to collaborate on a group getaway, search for stays or things to do and make bookings.
  4. Decide how long to go away for: Now that you know more about Hobart, you can figure out the right length of your vacation. Put together a draft itinerary and allocate enough time to get through everything on your must-do list.
  5. Combine your accommodations and airfare: After you've nailed down your trip dates and duration, book the perfect Hobart vacation package for you.
  6. Book any excursions or activities: Now to the fun part — locking in everything you want to do and see. Check out some of the best things to do in Hobart and book your tickets in advance to save time (and maybe some cash too!).

Does Expedia offer Book Now, Pay Later Hobart vacation packages?
Secure your perfect trip to Hobart with help from Expedia's Book Now, Pay Later vacations. There's no need to scrimp and save or hold off until payday — we've joined forces with online lender Affirm to give you more flexibility with your finances. Our vacation packages with payment plans mean you can spread the cost over 3, 6 or 12 months. With no late payment fees or hidden charges, it's easy to budget for your trip and snap up cheap deals before they sell out.

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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.