Woodstock Vacation Packages

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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.

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Woodstock Hotel Deals

ibis Styles Hobart
ibis Styles Hobart
4 out of 5
173 Macquarie Street, Hobart, TAS
Fully refundableReserve now, pay when you stay
The price is CA $121 per night from May 18 to May 19
CA $121
CA $134 total
includes taxes & fees
May 18 - May 19
8.8/10 Excellent! (1,005 reviews)
"The Front Reception Staff customer service team is amazing!!! This really made the big difference in our stay! Thank you so much, Ibis Styles Hobart Front Reception Staff ❤️"

Reviewed on Apr. 16, 2025

ibis Styles Hobart
Doubletree By Hilton Hobart
Doubletree By Hilton Hobart
4 out of 5
179 Macquarie St, Hobart, TAS
Fully refundableReserve now, pay when you stay
The price is CA $161 per night from May 4 to May 5
CA $161
CA $161 total
includes taxes & fees
May 4 - May 5
9.2/10 Wonderful! (192 reviews)
Well appointed and comfortable
"It was well appointed, quiet and comfortable. The restaurant food was absolutely flawless, full of flavour and 5 star presentation. Breakfast matched this quality."

Reviewed on Apr. 17, 2025

Doubletree By Hilton Hobart
Wrest Point
Wrest Point
4.5 out of 5
410 Sandy Bay Road, Sandy Bay, TAS
Fully refundableReserve now, pay when you stay
The price is CA $120 per night from May 21 to May 22
CA $120
CA $132 total
includes taxes & fees
May 21 - May 22
8.8/10 Excellent! (1,001 reviews)
"Beautiful stay for my partner 50th"

Reviewed on Apr. 17, 2025

Wrest Point
See all 578 properties in Woodstock
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

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Frequently asked questions

How much does a Woodstock vacation package cost?
You can snap up a vacation package to this popular destination on Expedia. But how much your vacation to Woodstock costs will depend on factors like your hotel choice, length of stay and season.
What are the cheapest months to go to Woodstock?
You can generally find lower rates and greater availability in May, June and July. Explore our cheap Woodstock vacation packages and you could land some great off-season discounts.
How many days is enough for Woodstock?
The ideal length of your Woodstock vacation depends on what you’d like to do. Generally, a few days to a week will give you plenty of time to hit all the top sights and explore some hidden gems along the way.
How to find the best Woodstock package deals?
Start your search for a Woodstock package deal by entering your destination and preferred travel dates under our “Packages” tab. Then add some filters, like “Popular locations” and “Amenities,” to tailor 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 ideal Woodstock package deal right 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 adventure underway.
Is it cheaper to book a Woodstock vacation as a package?
Expedia vacation packages are designed to help you keep more cash in your pocket. Bundle your flight, car rental and hotel into one great-value price and enjoy significant savings. You’ll usually land a better deal than booking each component individually. And you’ll still have the flexibility to create a tailored Woodstock vacation by choosing your preferred accommodation type, airline and car class.
When to book a vacation package to Woodstock?
If you’re considering an impromptu Woodstock vacation, browse 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 land amazing deals on your hotels and flights by booking ahead.
How to plan a trip to Woodstock?

  1. Pick your travel dates: The things you’d like to do in Woodstock and your favorite season will help you decide when to go.
  2. Budget wisely: As well as the cost of your hotel, you should consider other expenses too. These include transportation, food and flights. Also, set aside a little extra for unexpected expenses that could crop up during your trip to Woodstock.
  3. Decide how many days away: Start by listing all the activities and sights you’d like to get to in Woodstock. Then, estimate how long you’ll need for each, including any travel time.
  4. Bundle your bookings: With your travel dates in place, you can combine your hotels, car rental, flights and more into a customized Woodstock vacation package.

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