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
Top Woodstock Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Aliante Casino & Hotel
Aliante Sun City
CA $619
per person
Nov 3 - Nov 9
found 1 day ago
Roundtrip flight included
Vancouver (YVR) to Las Vegas (LAS)
8.8/10 Excellent! (1,758 reviews)
We had my father-in-law with us and it was difficult for him to get in the shower/tub due to the height, so we asked to move rooms. There was none available that day but were moved the next day to a room with walk in shower.
Reviewed on Sep 1, 2026
Virgin Hotel Las Vegas, Curio Collection by Hilton
CA $484
per person
Nov 25 - Nov 29
found 1 day ago
Roundtrip flight included
Vancouver (YVR) to Las Vegas (LAS)
9/10 Wonderful! (8,634 reviews)
I liked everything about it but the pool closes at 6pm I think that’s to early for a resort hotel but I liked everything else
Reviewed on Sep 1, 2026
The Retreat Collection at 1 Hotel & Homes South Beach
South Beach
CA $15,598
per person
Oct 8 - Oct 14
found 21 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Miami (MIA)
8/10 Very good! (1 review)
Horrible checkin / checkout... Would never stay there again...Double charged me entire stay and still fighting to get someone to refund 2nd one that is so clearly a duplicate for same stay....
Reviewed on Jun 22, 2016
Ready to book your vacation to Woodstock?
Woodstock Hotel Deals
Club Cowra Motel
105-111 Brisbane Street Cowra NSW
Fully refundableReserve now, pay when you stay
CA $172
CA $191 total
Sep 5 - Sep 6
includes taxes & fees
Cowra Motor Inn
3 Macquarie Street Cowra NSW
CA $86
CA $95 total
Sep 18 - Sep 19
includes taxes & fees
The Imperial Hotel
16 Kendal St Cowra NSW
CA $92
CA $102 total
Sep 15 - Sep 16
includes taxes & fees
9.6/10 Exceptional! (4 reviews)
"Great room with excellent facilities."
Reviewed on Aug 30, 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 from CA $313 on Expedia for your Woodstock break. However, factors like the season, choice of hotel and length of stay will determine how much your vacation to Woodstock costs.
What are the cheapest months to go to Woodstock?
If you're looking to snag a cheap Woodstock vacation package, consider travelling in May, June and August. You're likely to find better rates on airfares and hotels during these quieter months — ideal for travellers wishing to save money.
How many days is enough for Woodstock?
Generally, a handful of days is enough to explore the top sights during your Woodstock vacation. However, if you want to have time to chill out or take day tours, think about extending your trip.
How to find the best Woodstock package deals?
Begin 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 style. You can also sort by "Package discount" and browse offers that come with huge savings. If you don't find the ideal Woodstock package deal straight away, simply change your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Woodstock adventure off to a flying start.
Is it cheaper to book a Woodstock vacation as a package?
Expedia vacation packages are designed to give you more bang for your buck. Bundle your car rental, flight and hotel into one great-value price and enjoy significant savings. You'll typically score a better deal than booking each component separately. And you'll still enjoy the freedom to create a tailored Woodstock vacation by choosing your favourite accommodation type, airline and car class.
When to book a vacation package to Woodstock?
If you've got your Woodstock vacation dates locked in, book early to snap up some awesome deals. With Expedia, you can typically reserve some flights up to a year in advance. Prefer spur-of-the-moment adventures? Our last-minute deals are perfect for quick escapes.
How to plan a trip to Woodstock?
- Pick your dates: What you'd like to do in Woodstock and your preferred season will help you decide when to go.
- Set your budget: Factor in costs like flights, meals and transportation when calculating how much to put aside for your trip to Woodstock. Then, choose a hotel that fits your budget, whether that's a wallet-friendly stay or a high-end retreat.
- Decide your trip length: Consider how much time you'd like to spend discovering Woodstock. Plan your itinerary so you can get to all the attractions and experiences you're interested in without rushing.
- Bundle your accommodations and airfare: After you've settled on your travel dates and duration, book the perfect 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.
