Woodstock Vacations from $532

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to $1,045 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

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

    Rest easy

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

The Latest Woodstock vacation packages

Price found within the past 48 hours. Click for updated prices.
Bonne Bay Cottages

Bonne Bay Cottages

3 out of 5
per person
Oct 2 - Oct 9
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Deer Lake (YDF)
8.4/10 Very Good! (99 reviews)
A quiet place, peaceful, had reasonable facilities for cooking at home. Had to drive a bit to get groceries. Internet reception was not consistent and the drapes were not dark enough so it was difficult to sleep in (sunrise was at 5:30 AM and the drapes weren't dark enough to screen out the sun). There was no microwave but there was a reasonable stove, oven and refrigerator/freezer. All in all, a good and memorable experience staying here.

Reviewed on Jul 16, 2025

Days Inn by Wyndham Stephenville

Days Inn by Wyndham Stephenville

4 out of 5
Downtown Stephenville
per person
Oct 2 - Oct 9
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Deer Lake (YDF)
8.8/10 Excellent! (509 reviews)
Steps uneven different heights.

Reviewed on Jul 18, 2025

Ocean View Hotel

Ocean View Hotel

3 out of 5
per person
Oct 2 - Oct 9
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Deer Lake (YDF)
8.8/10 Excellent! (178 reviews)
Good location in Gros Morne.

Reviewed on Jul 13, 2025

Indian Falls Chalets

Indian Falls Chalets

3 out of 5
per person
Oct 2 - Oct 9
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Deer Lake (YDF)
No reviews
Greenwood Inn & Suites

Greenwood Inn & Suites

3.5 out of 5
per person
Oct 2 - Oct 9
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Deer Lake (YDF)
8/10 Very Good! (1,196 reviews)
Great hotel. The housekeeping staff both arriving and leaving were excellent and very friendly.

Reviewed on Jul 18, 2025

Don't see what you're looking for?
See all available trips from Columbus to Woodstock
View all trips

Woodstock Hotel Deals

Blanches Hideaway

Blanches Hideaway

3 out of 5
7b Thistle Ln, Burlington, NL
$143 nightly
The price is $165 total per night from Jul 20 to Jul 21
$165 total
Jul 20 - Jul 21
Total includes taxes and fees
10/10 Exceptional! (9 reviews)
Beautiful room with a beautiful view
"The weather was amazing! The hostess was friendly and welcoming. The room was clean and very comfortable. I cannot recommend this place enough. I wish we had stayed longer."

Reviewed on Jul 12, 2025

Blanches Hideaway
Charming boat house by the Ocean in beautiful Smith's Harbour, NL with WiFi

Charming boat house by the Ocean in beautiful Smith's Harbour, NL with WiFi

Smith's Harbour
$190 nightly
The price is $218 total per night from Jul 31 to Aug 1
$218 total
Jul 31 - Aug 1
Total includes taxes and fees
Charming boat house by the Ocean in beautiful Smith's Harbour, NL with WiFi
See all 2 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.

Find the Best Woodstock Vacation Packages

Woodstock Essential Information

Language
English
Currency
Canadian dollars

More vacations you might like

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Kid Friendly Vacations

Kid Friendly Vacations

Frequently asked questions

How much does a Woodstock vacation package cost?
You'll find cheap prices from $532 on Expedia for your Woodstock escape. However, factors like the hotel choice, length of stay and season will influence how much your vacation to Woodstock costs.
What are the cheapest months to go to Woodstock?
November, December and January are the best times to look for cheap Woodstock vacation packages. Opting to travel in quieter months means you'll typically find lower prices on flights and accommodations.
How many days is enough for Woodstock?
With a well-planned schedule, you can easily hit the most popular Woodstock attractions in a few days. But if you want to explore off the beaten track or go on day tours, think about booking your Woodstock vacation for longer.
How to find the best Woodstock package deals?
Finding a cheap Woodstock package deal is a cinch with Expedia. Once you've entered your travel dates and destination under our "Packages" tab, set your budget, apply a couple of filters and see what's available. You can personalize your search by "Popular locations," "Property type," "Guest rating" and more. Order the results by "Price: low to high" to discover the most affordable Woodstock package deals. Want a simple trick to get the biggest savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are often lower.
Is it cheaper to book a Woodstock vacation as a package?
You can enjoy significant savings on your Woodstock escape by booking a personalized vacation package. Click on the "Package" heading, then enter your travel dates and destination to browse some great hotel and flight prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a vacation package to Woodstock?
Secure fantastic discounts by booking your flights early with Expedia. If being spontaneous is more your thing, grab one of our last-minute deals for a spur-of-the-moment Woodstock escape.
Does Expedia offer Book Now, Pay Later Woodstock vacation packages?
Jet off on your perfect trip to Woodstock with our Book Now, Pay Later vacations. There's no need to scrimp and save or wait for your next payday — we've partnered with online lender Affirm to give you flexibility with your finances. Our vacation packages with payment plans allow you to spread the total cost across 3, 6 or 12 months. With no hidden or late payment fees, it's easy to stick to your budget and snag great deals while they last.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.