Woodstock Vacations from $662

Book a Hotel + Flight or Car together to unlock savings

Your Woodstock Vacation

The rich history and cultural experiences are just the beginning of the things Woodstock has going for it. Enjoy the sights and sounds of this interesting city the way you want with a personalized Woodstock vacation package. If a sightseeing tour is on the agenda during your trip to Woodstock, swing by big attractions like Mill River Golf Course, Prince Edward Island Potato Museum and Bloomfield Provincial Park. Check out Expedia's wide range of travel options and start organizing your perfect vacation to Woodstock now.

The Latest Woodstock vacation packages

Price found within the past 48 hours. Click for updated prices.
The Hotel on Pownal

The Hotel on Pownal

2.5 out of 5
Downtown Charlottetown
Price was $737, price is now $662 per person
$662
per person
Nov 21 - Nov 24
found 8 hours ago
Roundtrip non-stop flight included
Nassau (NAS) to Charlottetown (YYG)
8.8/10 Excellent! (1,022 reviews)
Accommodated us with a ground level room, due to recent surgery, most helpful + great breakfast

Reviewed on Sep 6, 2025

The Harbour House

The Harbour House

4 out of 5
Downtown Charlottetown
Price was $1,251, price is now $1,103 per person
$1,103
per person
Oct 15 - Oct 20
found 1 day ago
Roundtrip flight included
Albany (ALB) to Charlottetown (YYG)
9.4/10 Exceptional! (1,002 reviews)
Wonderful space, easy to walk everywhere, great parking and lovely staff. Delicious breakfast!

Reviewed on Sep 7, 2025

45 Steps - The Culinary Beachside Inn

45 Steps - The Culinary Beachside Inn

5 out of 5
Price was $1,478, price is now $1,314 per person
$1,314
per person
Oct 17 - Oct 23
found 1 day ago
Roundtrip flight included
Washington (WAS) to Charlottetown (YYG)
10/10 Exceptional! (48 reviews)
Excellent Inn - very clean and well maintained. Thomas and Barbara are excellent hosts. The dining experience us great with fresh home made food prepared every day. We really enjoyed our stay.

Reviewed on Jul 29, 2025

The Great George

The Great George

5 out of 5
Downtown Charlottetown
Price was $815, price is now $729 per person
$729
per person
Nov 21 - Nov 24
found 8 hours ago
Roundtrip non-stop flight included
Nassau (NAS) to Charlottetown (YYG)
9.6/10 Exceptional! (1,021 reviews)
Clean room, nice atmosphere , convenient location.

Reviewed on Sep 7, 2025

The Dawson House Bed & Breakfast

The Dawson House Bed & Breakfast

4 out of 5
Price was $1,312, price is now $1,178 per person
$1,178
per person
Oct 15 - Oct 20
found 1 day ago
Roundtrip flight included
Albany (ALB) to Charlottetown (YYG)
9.8/10 Exceptional! (40 reviews)
Breakfast was home made and served with elegance. Our hostess, Donna, was wonderful and very knowledgeable of places to visit. Bed was comfortable, internet access was secure and we had our own transportation but most of the downtown is walkable if you are able. We would certainly recommend the Dawson House as a go to place to stay.

Reviewed on Aug 13, 2025

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

Discover the most popular places to visit in Woodstock

Bloomfield Provincial Park

You can take time to visit Bloomfield Provincial Park during your travels to Woodstock.

Bloomfield Provincial Park

Woodstock Hotel Deals

Mill River Resort

Mill River Resort

3.5 out of 5
180 Mill River Resort Road, Route 136, Woodstock, PE
Fully refundableReserve now, pay when you stay
Get rates
Mill River Resort
Rivers End Cottage-Golf, Pool, Restaurant and Bar within walking distance

Rivers End Cottage-Golf, Pool, Restaurant and Bar within walking distance

Bloomfield
Get rates
Rivers End Cottage-Golf, Pool, Restaurant and Bar within walking distance
Holiday home Chalet Mill River

Holiday home Chalet Mill River

Bloomfield
Get rates
Holiday home Chalet Mill River
See all 64 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.

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 $662 on Expedia for your Woodstock getaway. However, a range of factors like the season, choice of hotel and length of stay will influence how much your vacation to Woodstock costs.
What are the cheapest months to go to Woodstock?
February, October and December are great times to look for cheap Woodstock vacation packages. Traveling in quieter periods means you can generally find better prices on flights and hotels.
How many days is enough for Woodstock?
The ideal length of your Woodstock vacation depends on what you'd like to see and do. Usually, a few days to a week will give you plenty of time to visit all the major attractions and discover some hidden gems along the way.
Is it worth booking a vacation package to Woodstock?
Woodstock offers everything you need for a wonderful getaway. Get your Woodstock vacation off to a flying start by visiting major attractions like Mill River Golf Course.
How to find the best Woodstock package deals?
Bagging a cheap Woodstock package deal is easy with Expedia. Once you've entered your destination and trip dates under our "Packages" tab, set your maximum budget, apply a couple of filters and browse what's available. You can personalize your search by "Area," "Amenities," "Property type" and more. Sort the results by "Price: low to high" to discover the most pocket-friendly Woodstock 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 Woodstock vacation as a package?
You can enjoy significant savings on your Woodstock retreat by booking a customized vacation package. Check the "Package" heading, then enter your travel dates and destination to view the best flight and hotel prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a vacation package to Woodstock?
If you've got your Woodstock travel dates confirmed, book as early as you can to score some incredible deals. With Expedia, you can often reserve some flights up to a year in advance. Prefer spur-of-the-moment trips? Our last-minute deals are great for traveling on a whim.
Does Expedia offer Book Now, Pay Later Woodstock vacation packages?
If you're like us, you love traveling the world but don't love the price tag that can come with it. That's why we've created Book Now, Pay Later vacations. With the help of online lender Affirm, you can spread the cost of your Woodstock break across 3, 6 or 12 months. There are also no hidden or late payment fees, so you can secure great vacation packages with payment plans as soon as you see them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.