Woodstock Vacations from $866

You’ll find cheap prices from $866 on Expedia for your Woodstock escape. However, a range of factors like the length of stay, hotel choice and season will influence how much your vacation to Woodstock costs.

December, January and February are the best times to search for cheap Woodstock vacation packages. Opting to travel in quieter periods means you can generally find lower prices on hotels and flights.

The ideal length for your Woodstock vacation depends on what you’d like to see. Usually, a few days to a week will give you enough time to go to all the main attractions and discover some hidden gems along the way.

It’s no wonder a Woodstock vacation is on the must-do list of many travelers. Major attractions like Woodstock Farm Market are just the start of things to keep you busy here.

Finding a cheap Woodstock package deal is easy with Expedia. Once you’ve entered your destination and travel dates under our “Packages” tab, set your budget range, add a few filters and browse what’s available. You can customize your search by “Popular locations,” “Property type,” “Guest rating” and more. Sort the results by “Price: low to high” to view the most affordable 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 generally lower.

You can enjoy significant savings on your Woodstock escape by booking a tailored vacation package. Click on the “Package” heading, then enter your travel dates and destination to see the best airfares and hotel prices. Bundling can save travelers hundreds of dollars. Consider adding a rental car and you may land a better deal.

If you’ve got your Woodstock vacation dates confirmed, book as early as you can to grab some incredible deals. With Expedia, you can generally reserve some flights up to a year in advance. Prefer spontaneous getaways? Our last-minute deals are great for traveling on a whim.

If you’re like us, you love exploring new places but don’t love the big price tag that can sometimes come with it. That’s why we offer Book Now, Pay Later vacations. With help from online lender Affirm, you can break down the cost of your Woodstock break across 3, 6 or 12 months. There are also no late payment fees or hidden costs, so you can secure great vacation packages with payment plans as soon as you spot them.