Woodstock Vacations from $966

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Your Woodstock Vacation

Put together a custom vacation package to Woodstock and prepare to experience this incredible city the way you want. Consider spending time in the neighborhood of Port Maitland, which is good for views and a whole lot more. Every trip to Woodstock needs a well-thought-out itinerary. Fill yours with famous sights like Cedar Lake Nature Reserve, Port Maitland Beach Provincial Park and Lake Annis Nature Reserve. A couple of clicks is all it takes to put together the ideal Woodstock vacation on Expedia.

The Latest Woodstock vacation packages

Price found within the past 48 hours. Click for updated prices.
Kennedy House

Kennedy House

3 out of 5
Price was $1,037, price is now $966 per person
$966
per person
Oct 19 - Oct 23
found 16 hours ago
Roundtrip flight included
Portland (PWM) to Saint John (YSJ)
8.8/10 Excellent! (871 reviews)
Comfortable clean well equipped Lots of eating and shopping within walking distance Great view of the ocean

Reviewed on Sep 10, 2025

Homeport Suites & Residences

Homeport Suites & Residences

2 out of 5
Price was $1,154, price is now $1,022 per person
$1,022
per person
Oct 19 - Oct 23
found 16 hours ago
Roundtrip flight included
Portland (PWM) to Saint John (YSJ)
9/10 Wonderful! (25 reviews)
Loved the cleanliness of the room and restaurant. The staff was very helpful and pleasant. Loved having the restaurant and a gift shop in the same building. I would suggest a grab bar outside the shower/tub and availability of ice on the floor.

Reviewed on Sep 5, 2025

Days Inn by Wyndham Saint John New Brunswick

Days Inn by Wyndham Saint John New Brunswick

2.5 out of 5
Waterloo
Price was $1,060, price is now $976 per person
$976
per person
Oct 19 - Oct 23
found 16 hours ago
Roundtrip flight included
Portland (PWM) to Saint John (YSJ)
7.8/10 Good! (1,515 reviews)
Check in was fast and easy. Staff were kind and helpful. Water pressure was great with multiple shower head options. Water temperature was consistent throughout shower. Area was close to homeless people and camp

Reviewed on Sep 10, 2025

Chateau Saint John Trademark Collection by Wyndham

Chateau Saint John Trademark Collection by Wyndham

4.5 out of 5
Mount Pleasant
Price was $1,109, price is now $1,022 per person
$1,022
per person
Oct 19 - Oct 23
found 16 hours ago
Roundtrip flight included
Portland (PWM) to Saint John (YSJ)
9.4/10 Exceptional! (1,734 reviews)
Friendliest staff of any hotel I’ve stayed at.

Reviewed on Sep 9, 2025

Delta Hotels by Marriott Saint John

Delta Hotels by Marriott Saint John

3.5 out of 5
Uptown
Price was $1,161, price is now $1,077 per person
$1,077
per person
Oct 19 - Oct 23
found 16 hours ago
Roundtrip flight included
Portland (PWM) to Saint John (YSJ)
8.8/10 Excellent! (1,023 reviews)
Clean, convenient. Chosen for its proximity to Digby ferry

Reviewed on Sep 10, 2025

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Woodstock Hotel Deals

Rodd Grand Yarmouth Hotel

Rodd Grand Yarmouth Hotel

3 out of 5
417 Main Street, Yarmouth, NS
Fully refundableReserve now, pay when you stay
$85 nightly
The price is $100 total per night from Oct 7 to Oct 8
$100 total
Oct 7 - Oct 8
Total with taxes and fees
8.6/10 Excellent! (1,096 reviews)
"Room was fine and it is a great location to the Ferry. Hallway was smelly, but room was clean. Staff in the evening was unusually unfriendly."

Reviewed on Sep 10, 2025

Rodd Grand Yarmouth Hotel
Tru By Hilton Yarmouth

Tru By Hilton Yarmouth

2.5 out of 5
10588 Starrs Road, Yarmouth, NS
Fully refundableReserve now, pay when you stay
$98 nightly
The price is $115 total per night from Oct 12 to Oct 13
$115 total
Oct 12 - Oct 13
Total with taxes and fees
9.2/10 Wonderful! (1,106 reviews)
"The staff were great.Was clean and quiet.My only negative was only one chair in the room.We are in our 70's so difficult to sit any time in bed.Breakfast was excellent.Very central location to highway and lots of businesses"

Reviewed on Sep 9, 2025

Tru By Hilton Yarmouth
NEW AGE MOTEL INN

NEW AGE MOTEL INN

2.5 out of 5
518 Evangeline Trail, Yarmouth, NS
Fully refundableReserve now, pay when you stay
$84 nightly
The price is $98 total per night from Oct 2 to Oct 3
$98 total
Oct 2 - Oct 3
Total with taxes and fees
8.8/10 Excellent! (194 reviews)
"Includes a nice continental breakfast. New interior room upgrades and huge rooms. Very friendly owners/staff."

Reviewed on Sep 10, 2025

NEW AGE MOTEL INN
See all 51 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.

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Frequently asked questions

How much does a Woodstock vacation package cost?
Offering great value package deals from $966 on Expedia, you'll be pleasantly surprised at how much a vacation to Woodstock costs! Our packages simplify travel planning and maximize your savings.
What are the cheapest months to go to Woodstock?
If you're hoping to book a cheap Woodstock vacation package, consider planning a trip in February, May and December. You'll usually find lower rates on airfares and hotels during these months — perfect for budget-conscious travelers.
How many days is enough for Woodstock?
The ideal duration for your Woodstock vacation depends on what you'd like to see and do. Typically, a few days to a week will give you enough time to hit all the leading attractions and explore some hidden spots along the way.
How to find the best Woodstock package deals?
Bagging a cheap Woodstock package deal is a cinch with Expedia. After you've entered your travel dates and destination under our "Packages" tab, set your budget, add a few filters and browse what's available. You can customize your search by "Amenities," "Property type," "Guest rating" and more. Order the results by "Price: low to high" to view the most economical 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 typically lower.
Is it cheaper to book a Woodstock vacation as a package?
An Expedia vacation package could score you significant savings when compared to arranging accommodations and flights individually. Better still, you can tailor your Woodstock trip to match your exact needs. Pick your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.
When to book a vacation package to Woodstock?
Secure fantastic discounts by booking your flights early with Expedia. If being spontaneous is more your style, snap up one of our last-minute deals for a spur-of-the-moment Woodstock adventure.
Does Expedia offer Book Now, Pay Later Woodstock vacation packages?
Set off on your dream getaway to Woodstock with our Book Now, Pay Later vacations. No need to save like crazy or wait until your next paycheck — we've partnered with online lender Affirm to offer you flexibility and choice. Our vacation packages with payment plans mean you can spread the total cost over 3, 6 or 12 months. With no late payment fees or extra charges, you can easily stick to your budget and snap up cheap 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.