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
Your Woodstock Vacation
Organizing your next escape is a walk in the park with a Woodstock vacation package. The neighborhood of New Hope, which is great for walking, makes a good launchpad to discover the treasures of this unique city. Eager to do a bit of sightseeing? A trip to Woodstock wouldn't be complete without visiting YS Falls, Bubbling Spring Mineral Bath and other big-name attractions. Whatever your travel plans or budget, organizing a tailored Woodstock vacation is a breeze with Expedia.
Top Woodstock vacation deals
- Blue Seas Two Unity Hall
Jan 15 - Jan 19Blue Seas Two Unity Hall + Flight
Montego Bay4 nights3.0 star propertyRoundtrip • Hamilton (YHM) - Montego Bay (MBJ)YHM - MBJ • 1 stop MBJ - YHM • NonstopCA $2,640CA $1,094found 1 day agoper traveller - Sunset at the Palms Resort - Adults Only - All Inclusive
Dec 29 - Jan 3Sunset at the Palms Resort - Adults Only - All Inclusive + Flight
Negril5 nights4.5 star property9.2/10 - Wonderful (1,001 reviews)Roundtrip • Hamilton (YHM) - Montego Bay (MBJ)YHM - MBJ • Nonstop MBJ - YHM • NonstopCA $6,602CA $2,730found 1 day agoper traveller - Ocho Rios Villa at The Palms
Jan 25 - Jan 31Ocho Rios Villa at The Palms + Flight
St. Ann's Bay6 nights3.0 star property10/10 - Exceptional (2 reviews)"All staff were professional, courteous and friendly. They all went out of their way to grant your requests. The ambience is very nice. The electrical outlets on the patio didn't always work. Had to be creative in getting plugs to stay in. They also need to upgrade from 110v to 220v. Just kidding, but they should have something for travelers from Europe. Internet service was pretty good. Everyone in my group were pleased and would return. The tour setup for us by the manager was fun!!!! Good..."Reviewed May 8, 2019Roundtrip • Ottawa (YOW) - Montego Bay (MBJ)YOW - MBJ • 1 stop MBJ - YOW • NonstopCA $3,357CA $1,508found 1 day agoper traveller - Ocean Coral Spring - All Inclusive
Jan 15 - Jan 19Ocean Coral Spring - All Inclusive + Flight
Falmouth4 nights5.0 star property8.4/10 - Very good (4,325 reviews)"I like that the resort was opened and well lit by natural light. Staff were great and I also loved that the amenities places stayed opened late. Only dislike I had was the fact that I had to leave 😀."Reviewed November 8, 2026Roundtrip • Hamilton (YHM) - Montego Bay (MBJ)YHM - MBJ • 1 stop MBJ - YHM • NonstopCA $3,668CA $1,742found 1 day agoper traveller - Princess Senses The Mangrove Resort - Luxury Adults Only - All Inclusive
Jan 29 - Feb 3Princess Senses The Mangrove Resort - Luxury Adults Only - All Inclusive + Flight
Green Island5 nights5.0 star property9.4/10 - Exceptional (1,151 reviews)Roundtrip • Ottawa (YOW) - Montego Bay (MBJ)YOW - MBJ • 1 stop MBJ - YOW • 2 stopsCA $6,270CA $3,046found 1 day agoper traveller
Woodstock Hotel Deals
Boutique B & B at Stonevillage
Boutique B & B at Stonevillage
Indigo Beach Villa - Black River
Indigo Beach Villa - Black River"This property does not exist as a rental. It should NOT be available to book. I lost about $300.00 for this place. IT IS A SCAM!!!"
Frequently Asked Questions
How much does a Woodstock vacation package cost?
Live it up in Woodstock from as little as CA $1,094. Choose from a great selection of flights, rental cars and hotels to suit every budget. Score even better deals when you add a couple of experiences or tours to your package.
How do I get a cheap travel package to Woodstock?
Combine your bookings with Expedia to save big bucks on your next trip. With more than 550 partner airlines and 1,000,000 properties around the globe, your Woodstock vacation package can be customized exactly to suit your budget. With all those extra dollars, why not add one or more interesting tours and activities? It's an easy way to unlock even more bargains. Your dream vacation in Woodstock is much closer than you thought!
How far in advance should I book my Woodstock vacation?
While prices change frequently, we generally suggest booking your flight as soon as possible. Many international fares can be found on Expedia up to a year in advance. If you're booking late, you might still get lucky. Cheap journeys to Woodstock sometimes occur only weeks before departure.
What does an Expedia Woodstock travel package include?
Select from a combination of flights, hotels and rental cars. Once you've made your booking, you can also add on tours and activities. Want to pick your airfare class? That's possible too. The choice is all yours when it comes to organizing your perfect Woodstock trip.
What should I know before booking a Woodstock travel package?
You can save big by combining your airfares, hotels and rental cars. Once you've made your booking, add on fun stuff like activities or tours. Your next awesome vacation is only a couple of clicks away.
Can I choose my airline with a Woodstock Expedia vacation package?
Yes, the choice is all yours. We offer more than 550 partner airlines all over the world, so you can customize your Woodstock vacation according to your needs and budget.
If I'm not able to travel, can I cancel my Woodstock vacation package?
It's difficult to predict what the future holds, so it's comforting to know that you can change or cancel your Woodstock vacation package. If your booking was made in the last 24 hours, you may be entitled to a refund. If your booking is older, your airline, hotel or car rental company may charge a fee. Check our Customer Service Portal to learn more.