Woodstock Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Your Woodstock Vacation
When you book a Woodstock vacation package, it's easy to enjoy your escape to the fullest. Delve into the sights and sounds of this fun-filled city knowing that all your travel arrangements have been taken care of in advance. Any trip to Woodstock needs a well-designed itinerary. Fill yours with major attractions such as Home Hill Winery, Willie Smiths Apple Shed and Huon Apple & Heritage Museum. Browse Expedia's wide range of travel options and book your dream vacation to Woodstock today.
Ready to book your vacation to Woodstock?
Woodstock Hotel Deals
ibis Styles Hobart
173 Macquarie Street Hobart TAS
Fully refundableReserve now, pay when you stay
CA $100
CA $111 total
Aug 23 - Aug 24
includes taxes & fees
Doubletree By Hilton Hobart
179 Macquarie St Hobart TAS
Fully refundableReserve now, pay when you stay
CA $147
CA $147 total
Sep 7 - Sep 8
includes taxes & fees
9.4/10 Exceptional! (550 reviews)
"Good clean modern hotel, with friendly staff, in the heart of Hobart, well worth a stay."
Reviewed on Aug 17, 2026
Wrest Point
410 Sandy Bay Road Sandy Bay TAS
Fully refundableReserve now, pay when you stay
CA $107
CA $118 total
Aug 24 - Aug 25
includes taxes & fees
9/10 Wonderful! (1,002 reviews)
"Beautiful location, amazing staff."
Reviewed on Aug 18, 2026
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.
Frequently asked questions
How much does a Woodstock vacation package cost?
You'll find cheap prices on Expedia for your Woodstock escape. However, a range of factors like your choice of hotel, the season and length of stay will influence how much your vacation to Woodstock costs.
What are the cheapest months to go to Woodstock?
You can generally find lower rates and greater availability in May, June and July. Browse our cheap Woodstock vacation packages and you could score some great off-season discounts.
How many days is enough for Woodstock?
With a well-organized schedule, you can easily hit the most popular Woodstock attractions in a handful of days. But if you'd like to explore off the beaten track or go on day trips, consider booking your Woodstock vacation for longer.
How to find the best Woodstock package deals?
Start your search for a Woodstock package deal by entering your travel dates and destination under our "Packages" tab. Then select a few filters, like "Property type" and "Popular locations," to tailor the results to your exact needs. You can also sort by "Package discount" and browse offers that come with unbeatable savings. If you don't find the ideal Woodstock package deal straight away, simply switch up your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Woodstock getaway off to a flying start.
Is it cheaper to book a Woodstock vacation as a package?
Expedia vacation packages are designed to make your money go further. Bundle your car rental, flight and hotel into one great-value price and enjoy significant savings. You'll typically snag a better deal than booking each component individually. And you'll still get the flexibility to create a personalized Woodstock vacation by choosing your preferred type of stay, airline and car class.
When to book a vacation package to Woodstock?
If you're considering an impromptu Woodstock getaway, check out our last-minute deals that can be booked up to a week before you go. Don't want to leave things to the last minute? You can land sensational deals on your flights and hotels by booking ahead.
How to plan a trip to Woodstock?
- Choose when to get away: Check your schedule and get packing. Your favourite time of year and the activities on offer will also help you decide when to vacation in Woodstock.
- Set your budget: Factor in costs such as food, flights and transportation when working out how much to put aside for your trip to Woodstock. Then, pick a hotel that matches your budget, whether that's a low-cost stay or a deluxe getaway.
- Decide how long to go away for: Now that you're more familiar with Woodstock, you can work out the right length of your break. Put together a draft plan and give yourself enough time to get through everything on your must-do list.
- Combine your airfare and accommodations: After you've nailed down your trip dates and duration, lock in the right Woodstock vacation package for you.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
