Woodstock Vacation Packages

Get ready to craft your dream Woodstock vacation. Relax and let the travel specialists at Orbitz find terrific-value hotel and flight deals for you. Bundling your bookings is one of the best ways to save money. Choose your desired airfares, hotels, experiences and rental cars for savings of around ! But that's not all! With 500,000 worldwide hotels on our database and 500 partner airlines, you'll have stacks of freedom to make your trip uniquely yours. There really is something for everyone. Our packages offer limitless options to customize your trip as well as an experience you're unlikely to forget.

Where is Woodstock?

Venturing to somewhere new is an exhilarating experience, but things can easily go awry if you're not properly prepared. Why not start by finding out exactly where Woodstock is? This city is approximately 190 miles north of Illinois' capital, Springfield. Woodstock is also 9 miles northwest of Crystal Lake. Ready to meet the locals? 25,000 people call this part of Illinois home.

Places to Visit in Woodstock

Watch a stage performance at Woodstock Opera House and appreciate the talented local actors. Want some more options? McHenry County Courthouse will intrigue anyone eager to discover more about the region's political past. But there's more! Test yourself and see if you can avoid the hazards at Bull Valley Golf Club.

Car Rentals in Woodstock

Woodstock beckons, and the best way to discover it is with your own wheels. Search, compare and book car rentals in Woodstock in a matter of clicks through Orbitz. Ready to hit the road? If you're planning on staying near the city, make your way to Enterprise at 760 S Eastwood Dr. It is situated a mere 2 miles from the town center.

Places to Visit in Woodstock

Watch a stage performance at Woodstock Opera House and appreciate the talented local actors. Want some more options? McHenry County Courthouse will intrigue anyone eager to discover more about the region's political past. But there's more! Test yourself and see if you can avoid the hazards at Bull Valley Golf Club.

Nearest Airports to Woodstock

Hoping to jump on a plane to Woodstock? If so, you should know a few things about the most convenient airport, Greater Rockford Airport (RFD). It's located 35 miles to the west of the downtown area. Get ready to touch down and start exploring the city soon after!

Popular Places to Visit Near Woodstock

Once you've spent a couple of days exploring the best of Woodstock, iconic attractions are waiting just a stone's throw from here! 25 miles away is Libertyville. Many travelers use this locality as a base to experience the iconic attraction, Six Flags Great America.

No Cancellation Fees

Feeling a little forlorn because you've had to cancel your trip? Don't stress — we're certainly not going to rub salt in the wound by hitting you with a fee.^ If luck's on your side, your airline and hotel might not either.